Events in Key West
Grand Opening & Ribbon Cutting Ceremony
A grand opening celebration will be marked by a ribbon cutting as the doors open to the community. During the ceremony, visitors can get a first look at the space and see what is new.
IV LeagueFish Out of Water
Fish Out of Water brings the Can't Stop, Won't Stop Tour to The Backyard Bar in Key West, performing throughout the weekend. The music blends rock, funk, reggae, hip hop, and acoustic elements in the group’s RoPhunkRaeHop style. Performances take place behind Kaya Island Eats within The Key West EmPOURium complex.
The Backyard BarKiki's Live Music
Enjoy food and drinks at Kiki’s Sandbar as Andy Mauerman’s Gulfstream Band brings a breezy, relaxed sound to the stage. The performance blends country‑flavored rhythms with classic rock staples, all in the easygoing spirit of the Florida Keys for a laid‑back atmosphere.
Kiki's Sandbar & GrilleCASH BINGO! Every Friday!
At William Weech American Legion Post 168, cash bingo features 10-pack books of cards and daubers. Every game pays out cash, and the jackpot rises as more people play. Raffle drawings are included.
William Weech American Legion Post 168Oceanfront Weekend Brunch
Ease into the weekend with brunch by the ocean at Four Marlins in Key West. Enjoy dishes inspired by the coast alongside sweeping water views, choosing between an alfresco patio spot near the shoreline or a comfortable indoor table. Live music adds to the atmosphere, and the experience is unhurried so you can linger over your meal and the scenery.
Four Marlins Oceanfront DiningFabulous Spectrelles
For more than 43 years, The Fabulous Spectrelles has lit up Key West as the longest-running musical revue, delivering a lively celebration of Motown and doo-wop favorites from the 1950s and 1960s. The group is currently in residence at KAYA Key West EmPOURium, with performances presented in The Karaoke Lounge at The Key West EmPOURium.
Kaya Island EatsLive at Margaritaville Key West
A three-hour set takes place at Margaritaville Key West.
Margaritaville RestaurantEarly Bird Clean Up
Roll up your sleeves for a quick neighborhood spruce-up on Lower Duval. Organized by Irish Kevin's and the Key West Military Affairs Committee, volunteers will meet behind Irish Kevin's at the green neon trailer in the parking lot to pick up buckets, safety vests, and litter pickers before heading out to clean the area for Hemingway Days. Just one hour of effort can make a meaningful difference.
Irish KevinsKaraoke Night
Boardwalk Bar & Grill is throwing a lively karaoke evening in Big Pine Key, perfect for anyone ready to step up to the mic. Enjoy crowd-pleasing tunes and take advantage of drink specials throughout the night. Bring friends and make it a memorable outing filled with music and fun.
Boardwalk Bar & GrillSummer Reading: Mosquito Control
Learn what goes into mosquito control when Mosquito Control is at the Big Pine Library. Explore facts about these flying insects and examine specimens through microscopes. This program is part of Summer Reading and is open to everyone.
Big Pine Key LibraryJonathan Williams
Philadelphia-born Jonathan Williams is a versatile, Key West based musician with nearly 15 years of experience who performs iconic hits that cover five decades. Audiences can look forward to a broad mix of well known songs from across the years.
Schooner Wharf BarFenceFairy Paint & Sip
Enjoy a relaxed, creative gathering at the FenceFairy Paint & Sip at Alexander's Guesthouse Key West. Inspired by Key West's symbol of inclusion, you will paint a miniature fence while sipping beer and wine, with specials on handcrafted cocktails, all in a friendly atmosphere. A suggested donation of $40 covers beer and wine. Capacity is limited.
Alexander's GuesthouseKiki's Live Music
Kiki’s Sandbar hosts a live performance by the Pierce August Band, delivering a high-energy blend of country and Americana favorites. The scene is set for dancing in the sand, cold drinks, and good vibes all around.
Kiki's Sandbar & GrilleSummertime Stories: Original song session with Meghan Barter
Meghan Barter returns to Key West to share the songs she gathered over the summer in the Back Stage Listening Room at Key West Theater. This original-song session offers a look at her process as a working musician, singer, and storyteller, turning life moments into melodies and words. The event is for ages 21 and over. Barter is a Key West born and raised singer-songwriter whose work blends sharp storytelling, quick-witted lyrics, and the spirit of island life. Known for high-energy performances and a warm stage presence, she performs more than 200 shows each year and has appeared at the Key West Songwriters Festival, Fantasy Fest, and the Key Lime Festival. In 2026 she launched her first independent tour and won Key West Song of the Year at the Key West Music Awards for "Human Jukebox," the title track from her debut EP.
Key West TheaterSURGE x NorthNode: The Signal
SURGE and North Node unite for The Signal, an all-night social and rave experience at Rosé Manor in Nassau. The evening opens with a relaxed social atmosphere, then swells into a full rave as the energy climbs. Expect DJ sets, drinks, food vendors, and interactive moments centered on music, movement, connection, and the people who come together for it. Presented by SURGE × North Node Events, it follows a simple idea of a human signal that extends its invite to anyone who hears it.
Rosé Manor, Frank Watson Blvd.Live at Margaritaville Key West
Experience a three hour set at Margaritaville Key West.
MargaritavilleNative Plant Sale: Grow Your Own Habitat!
Create a home habitat with a native plant sale that showcases species suited to Key West’s climate and the island’s natural systems. The selection supports butterflies, bees, birds, and other wildlife while adding beauty to any landscape. Nursery staff and volunteers are available to help match plants to sunlight, soil, and gardening goals, whether starting fresh or enhancing existing beds. Choosing native plants benefits both yard and environment. They provide food and shelter for pollinators and other wildlife. They help rebuild local plant communities. Many require less irrigation than typical ornamentals. Natural resistance to local pests reduces the need for pesticides and supports ecological balance. Because they fit the area’s soil, rainfall, heat, and humidity, they are often easier to grow and maintain. Over time, they foster sustainable landscapes that serve people and nature. Compost Village offers a hands-on sustainability boost. Attendees can drop off kitchen scraps to support a community compost effort, watch live demonstrations led by UF/IFAS Master Gardeners, and take home finished compost to give new plantings a strong start. The day blends nature, creativity, and well being in a tropical garden setting with a children’s nature art workshop and a relaxing Prime of Life yoga session among the trees. The art workshop is $10 and free for members. The yoga class has a $20 drop-in rate. The Key West Botanical Garden Society, Inc. is a registered 501(c)3 nonprofit, and the Garden is publicly owned and operated as a passive, natural resource based public outdoor recreation site.
Key West Tropical Forest & Botanical GardenJazz Brunch
After a successful launch, the Jazz Brunch Series returns at Conchiglia with live music by The Hoagy’s featuring Claire Caplan, Larry Smith and Skipper Kripitz. Enjoy handcrafted brunch cocktails alongside Italian favorites, wood-fired pizza and fresh pasta in a tropical garden setting. A little jazz and a little sunshine set the tone for a relaxed Saturday. Reservations are recommended.
ConchigliaHemingway Days & Hemingway Look-Alike Contest
Key West hosts a lively five-day celebration of Ernest “Papa” Hemingway, honoring his life, legacy, and time on the island. The festivities combine literary tributes with a playful spirit. The Hemingway Look-Alike Contest takes place at Sloppy Joe’s Bar.
Sloppy Joe's BarMike Stack & DLew
Sundays in July feature Mike Stack at DLew at Sunset Pier.
Sunset PierPapa Pilar's 6th Annual Cocktail Classic
A spirited cocktail showdown spotlights Papa’s Pilar Rum as talented bartenders from the Florida Keys present imaginative creations. Attendees can sample one of a kind rum cocktails, connect with fellow enthusiasts, and cast votes to decide the 2026 People’s Choice winner. A portion of the proceeds supports MARC House and the individuals it serves throughout Monroe County, blending great flavor with meaningful community impact.
Hemingway Social ClubFish Out of Water
Fish Out of Water brings the Can't Stop, Won't Stop Tour to The Backyard Bar in Key West with performances scheduled across the weekend. Expect a blend of rock, funk, reggae, hip hop, and acoustic sounds, a style the band calls RoPhunkRaeHop. The shows are presented behind Kaya Island Eats within The Key West EmPOURium complex.
The Backyard BarJack Fivecoate
Reggae Sundays at Kiki’s Sandbar spotlights Jack Fivecoate performing reggae favorites along with original songs. Attendees can dance in the sand with a drink in hand at an award winning beach bar.
Kiki's Sandbar & Grille80s & 90s Trivia Night!
Enjoy live team trivia at the Retro Room with pop culture questions from the 80s and 90s. Teams of up to six players compete for prizes.
The Retro RoomChampionship Watch Party
The Marker Key West Harbor Resort hosts a championship match watch party with big screen viewing as the last two teams face off for the title, all set within a lively poolside atmosphere. Live music by Mama Fuma adds to the celebration, and specialty cocktails featuring Casamigos, Buchanan's, and Don Julio 1942 are available. Admission is free.
The Marker Key West Harbor ResortMonday Night Catch the Mania Trivia
Teams and solo players can tackle Catch the Mania Trivia, hosted by Megan. Enjoy dinner specials from the kitchen, along with Happy Hour and ongoing drink specials. Put your knowledge to the test for a chance to win drinks and prizes in a lively setting at Boardwalk Bar and Grill.
Monday Night Commander
Participants can enjoy commander play with opportunities to take home complimentary promos and product prizes.
Business After Hours
Connect with fellow professionals at a casual, monthly Greater Key West Chamber of Commerce networking gathering. Typically 50 to 75 member business professionals take part, creating easy opportunities to make connections, exchange ideas, and talk business in a relaxed social setting. This edition is hosted at Key West Cooking Show. Admission is $10 for Chamber members and $20 for non members. Each month a different Chamber business showcases its workplace as host, providing food, beverages, and at least one door prize, while the Chamber spreads the word through its media channels.
Key West Cooking ShowKiki's Live Music
Kiki’s Live presents Key West artist Kaira Jayde performing live. Enjoy drinks and food while listening to her performance.
Kiki's Sandbar & GrilleFish Out of Water
Fish Out of Water brings the Can't Stop, Won't Stop Tour to Dockside Boot Key Harbor for a live set in Marathon Key. The performance blends rock, funk, reggae and hip hop with acoustic elements, highlighting the band's RoPhunkRaeHop style.
Dockside Boot Key HarborMonday Night Jazz Jam
An inviting jazz session where musicians, singers, and fans of live performance come together. Regular contributors include Skipper Kripitz, Larry Baeder, Terri White, Joe Dallas, Jeff Dalton, James King, Matthew White, Ronnie Lovely, and Aaron Luka, with other guests in the mix. Attendees may bring an instrument, lend their voice, or simply enjoy the music.
William Weech American Legion Post 168Nerdy Movie Night
Settle in for a movie night featuring a cherished classic or a recent hit on a large screen, with full sound and dim lighting. The bar remains open during the screening, and each drink purchase includes discounted snacks.
The Retro RoomFish Out of Water - Brunch
Fish Out of Water brings its Can't Stop, Won't Stop Tour to Blue Heaven for a live brunch set in Key West. The performance features a blend of rock, funk, reggae, and hip hop with acoustic elements.
Blue HeavenSummer Reading
Meet the rangers who make the state park a fun place for adventure as they share insights about its waters, plant life, and the animals that live in the park.
Big Pine Key LibraryJust George
A live music performance in a classic Key West bar and saloon setting, part of the area’s mix of festivals and events. The wider Key West scene includes casual restaurants, boat rentals, deep sea fishing, and access to the Dry Tortugas, along with lodging choices that range from bed and breakfasts to campgrounds and RV parks.
Rick's BarTrivia Night Mondays at Key West Cooking Show
Participants challenge both their knowledge and their taste buds at a trivia night presented by the Key West Cooking School. The event brings together food and a team-based contest for a culinary twist on classic trivia.
Key West Cooking ShowSloppy Joe’s Annual Hemingway Days
A playful celebration in Key West honors Ernest “Papa” Hemingway with a hallmark tribute to one of literature’s greats. The tone is light and imaginative, offering an affectionate salute to his enduring legacy.
Sloppy Joe's BarIndustry Night
Tourism industry workers receive 20 percent off all day every Tuesday. Spend some time on the guest side of the bar.
The Retro RoomKiki's Live Music
Victoria Leigh brings live reggae to the beach at Kiki’s. Island rhythms and tropical drinks by the water set a relaxed mood that makes it easy to unwind. A laid back slice of paradise centered on feel good music.
Kiki's Sandbar & GrilleTrivia Tuesday at Mary Ellen's
Tuesday evenings feature a trivia challenge where participants test their knowledge for a chance at prizes. After the questions conclude, $8 draft cocktails are offered.
Fish Out of Water
Fish Out of Water brings the Can't Stop, Won't Stop Tour to Blue Heaven for a live brunch set in Key West, Florida. The performance blends rock, funk, reggae, hip hop, and acoustic sounds, featuring their signature RoPhunkRaeHop style.
Blue HeavenComedy Key West Open Mic
Described as Key West's only open mic for comedy, music, variety, and a bit of impropriety, this night at Comedy Key West welcomes performers of every stripe, from comedians and musicians to poets and people who are brand new to the mic.
Comedy Key WestKey West Marlin Tournament (2026)
The Key West Marlin Tournament features high-level sportfishing in the Florida Keys, bringing together spirited competition, opportunities for cash awards, and memorable adventures on the ocean. Participants can expect action on the water and a setting that highlights the thrill of the catch.
DoubleTree ResortEuchre with the Brewer.
Play Euchre with the Brewer in a relaxed, friendly setting. Everyone is welcome, and beginners receive guidance so you can learn as you play.
TRX/Yoga
Set in a shaded tiki by the water at Oceanfront Park, this 60 minute class blends yoga with TRX to support balance, build strength, and deepen yoga poses. It is suitable for all ages and skill levels, and the bodyweight format can be adjusted to individual goals and abilities. Suggested donation is $15.
Oceanfront ParkBingo & Beatz
Bingo returns to Key West Theater with a musical twist as DJ Sanaris hosts BINGO & BEATZ. Players vie for the top prize, with the winner walking away with the pot, and additional giveaways include gift cards from local businesses. It blends classic bingo action with DJ-driven energy for a lively night out.
Key West TheaterArts & Drafts
Settle in with a drink of your choice and pick up new art skills in a relaxed setting. A resident artist who also tends the bar leads a different lesson each week, and all the materials you need are provided.
The Retro RoomSummer Bingo Night
Settle in at Key West Theater for a free-entry summer bingo night featuring DJ Sanaris. Enjoy lively music, prizes, and gift certificates in the comfort of cool air conditioning. Entry is free, bingo cards are $5, and a two drink minimum applies. This event is for ages 21 and over. Bring friends and a lucky charm for a playful evening of games and laughs.
Key West TheaterJukebox Wizard
Jukebox Wizard at Mary Ellen’s is a Name That Tune game show promoted as Key West’s number one. Landon plays short song clips while participants use their phones to enter both the artist and the title. New rounds start frequently, so attendees can arrive whenever it suits them. Food, drinks, and good tunes are part of the experience, along with cold AC. It offers music fans a friendly competition and a chance to put that friend who always says they love the song to the test.
Mary Ellen's Bar & KitchenSound Journey with Ophelia
Settle into a gently held sound immersion at Evolve Key West Temple, guided by Ophelia. Through supportive rest, simple breath, and enveloping tones, the experience invites your system to slow down, realign, and sink beneath words. Relaxed postures and resonant sound create space for healing to arise naturally. Gentle waves of sound move through your whole being, dissolving stagnation, restoring harmony, and welcoming the return of inner peace. This time can nurture deep calm, soothe the nervous system, ease emotional burdens while clearing stagnant energy, and foster steadiness, clear perspective, inner coherence, and true rest. All are welcome and no prior experience is needed, and simply being present is enough. Capacity is limited, so plan to arrive early to get settled. The cost is $33.
July's Pizza For Purpose
Each Wednesday in July, a lunchtime Pizza For Purpose promotion supports Sister Season Fund. Fifteen percent of every dine-in and online order is donated to this nonprofit. Founded in 2005, Sister Season Fund helps hospitality and tourism workers in Key West who are temporarily out of work due to illness, accidents, or natural disasters like hurricanes. Assistance is provided by paying landlords or mortgage lenders and utility providers directly.
White Street PizzaHemingway’s Rum Revelations: Shakers & Storytelling
A lively cocktail class in celebration of Hemingway Days unfolds inside the oldest brick building on the island, blending hands-on mixology with colorful slices of Key West history. Learn to mix the Papa Doble daiquiri and a tobacco‑infused take on the Old Fashioned while hearing rum‑running stories tied to his boat, Pilar, and the mystery of the liberated urinal. This two‑hour session includes tastings of two different rums, two full cocktails you craft yourself, and a plated gourmet snack. Tickets are $85, and reservations are required.
Key West Cooking Show🧘♂️Meditation With Alan 🧘🏻♂️
Enjoy a calm midweek break with a meditation session led by Alan in the MCC Key West Sanctuary.
MCC Key WestOne Piece TCG - Thursday Night League!
A weekly One Piece Trading Card Game tournament where all participants receive a promotional pack. The player with the best record also earns an exclusive winner’s pack.
Italian Heritage Wine Dinner
At The Rhum House, a five course Italian wine dinner pairs each course with wines from celebrated regions including Tuscany and Sicily. The menu centers on seasonal ingredients, classic Italian techniques, and a contemporary presentation. Each pairing is curated to amplify the character of both dish and glass, creating a flavorful tour of Italy over the course of the evening. Seating is limited, and reservations are required.
The Rhum HouseKiki's Live Music - Pierce August
Pierce August brings live country and Americana covers to Kiki’s Sandbar, delivering toe-tapping tunes and plenty of singalong moments. Move in the sand while enjoying a drink as familiar melodies fill the space.
Kiki's Sandbar & GrillePokemon League - Every Thursday
Connect with other Pokémon Trading Card Game enthusiasts at a friendly league gathering focused on play and trading. Bring your own cards to take part in casual games, swap with fellow collectors, and work toward fun prizes. It is a welcoming space for people who enjoy collecting and playing together.
Key West CollectiblesKaraoke Nights
Summer brings a change of pace, with karaoke now replacing SINGO every Thursday night. The mic is hosted by Jacob Roman, and participants of all ages are welcome. For those seeking a little extra confidence, $5 Green Tea Shots are available during karaoke. Feedback is welcome as this new format rolls out.
Boondocks Grille and Draft HouseWicked Bingo
Music trivia bingo is back with a playful challenge to name both the artist and the song. The game centers on themed playlists, and correct identifications earn spins on the Prize Wheel for a shot at fun prizes. Expect a lively mix of quick listening, music knowledge, and a little luck.
The Retro RoomTaking Back Thursday's!
This throwback party at 22&Co with Joe channels the energy of 2001, serving up early-2000s nostalgia and a lively, old-school vibe that brings Thursdays back in style.
22&CoYoga for All
The activity takes place next to the beach volleyball courts beneath the large shade tree. Mats can be borrowed on site, and it is offered on a donation basis.
Sombrero Beach Marathon, FLRock -n- Read Summer Reading
Beakers and Bugs leads a hands-on experience in the Community Room that explores dinosaurs and other egg-laying animals. Kids will consider who might be peeking from the egg and learn what it means to be oviparous. Each participant takes home a plush baby dinosaur along with the egg they create and paint, using their new plushie as inspiration. The dinosaur lifecycle is part of the learning. To accommodate the interactive format, the program is offered in two sessions. Register a child for one session if they plan to participate. Only participating children need a reservation, while parents or siblings who prefer to watch do not. Space and supplies are limited, so advance sign-up is encouraged online through the library calendar or in person at the Marathon Library Branch Children’s desk. While visiting, kids can pick up more books to add to their Summer Reading logs and increase their chances for prizes.
Marathon LibraryThe Rotary Club of Key West Weekly Meetings
Weekly meetings of the Rotary Club of Key West bring together community leaders, professionals, and people dedicated to service at Beachside Key West. Each gathering focuses on connection, idea sharing, and conversations that lead to service projects while building lasting friendships. Whether someone has been part of Rotary for years or is simply exploring membership, it offers a way to stay involved, learn from peers, and contribute to positive change in Key West and beyond.
The Rotary Club of Key West 1107 Key Plaza, Box 294 , Key West, FL, United States, Florida 33040Joe the Show
Joe the Show performs at Rick's Bar in Key West.
Rick's BarKaraoke w/ Jason
Karaoke with Jason takes place at Rick's Bar in Key West. It is part of the local live music and festivals and events scene among the area's bars and saloons.
Rick's BarSpred The Dub
Spred The Dub returns to The Green Parrot in Key West for a three day run of live jams. The run includes three sets on each of the first two days and a single closing set on the last day.
The Green ParrotKiki's Live Music
Giaco Pop Rock brings a high-energy mix of pop and rock favorites to Kiki’s Sandbar. Sip tropical drinks, enjoy waterfront bites, and dance barefoot in the sand as the band fills the evening with bright, island-style rhythms. Expect plenty of singalong moments and timeless crowd-pleasers that set an easygoing beach mood from start to finish.
Kiki's Sandbar & GrilleCASH BINGO! Every Friday! 803 Emma Street
Cash bingo at William Weech American Legion Post 168 features 10-pack card books and daubers, with cash prizes awarded for every game. The jackpot grows as more players take part, and raffles offer additional chances to win.
William Weech American Legion Post 168Oceanfront Weekend Brunch
Four Marlins hosts a relaxed oceanfront weekend brunch in Key West, featuring fresh plates inspired by coastal flavors, live music, and sweeping sea views. Settle into a breezy patio table by the water or choose a comfortable indoor seat, then linger and enjoy a leisurely meal at your own pace.
Four Marlins Oceanfront DiningThe Great Slinky Race
Test your command of gravity in a playful race to the bottom featuring a classic, well loved toy. Compete for a chance to win prizes provided by the sponsor.
The Retro RoomFabulous Spectrelles
The Fabulous Spectrelles deliver a high energy tribute to the classic sounds of Motown and doo wop from the 1950s and 60s, performed by an ensemble that has entertained Key West for more than 43 years. Recognized as the longest continuing musical revue in the city, the show blends tight harmonies with familiar hits for a lively, nostalgic set. The group is currently in residence at the KAYA Key West EmPOURium and performs in the venue’s Karaoke Lounge.
Kaya Island EatsKaraoke Night
Boardwalk Bar & Grill hosts a lively karaoke night in Big Pine Key. Attendees can step up to the mic for favorite tunes while enjoying drink specials. Expect a fun, upbeat atmosphere that is perfect for sharing laughs and making memories with friends.
Boardwalk Bar & GrillSession 1 of Big Pine Summer Reading: Dinosaur Hatching
Session 1 of Big Pine Summer Reading features Dinosaur Hatching at Big Pine Library, led by Beakers and Bugs. Participants explore what it means for an animal to be oviparous and how dinosaurs hatch, then learn about the stages of a dinosaur’s life cycle. Everyone will create and paint a dinosaur egg, inspired by a cute plush baby dinosaur to take home. Space and materials are limited, and participants are asked to sign up for only one session, either session 1 or session 2.
Big Pine Key LibrarySession 2 of Big Pine Summer Reading: Dinosaur Hatching
Session 2 of Big Pine Summer Reading features Dinosaur Hatching at the Big Pine Library, presented by Beakers and Bugs. Explore which animals come from eggs and what oviparous means, and learn that dinosaurs hatch from eggs. Create and paint a dinosaur egg inspired by a plush baby dinosaur that you can take home, with a look at the dinosaur life cycle included. Spots and supplies are limited, and participants should sign up for either session 1 or session 2.
Big Pine Key LibraryA Pirate Looks Back: Jimmy Buffett Tribute Show
A lunchtime tribute takes the stage in the heart of Key West, presented live for a midday audience. With so many places to eat lunch nearby, it adds a touch of live performance to the middle of the day. Reservations are recommended.
Comedy Key WestJonathan Williams
Originally from Philadelphia and now based in Key West, Jonathan Williams brings nearly 15 years of experience to the stage at Schooner Wharf Bar. His performance features a wide-ranging set of hits that spans five decades, highlighting his range and seasoned musicianship.
Schooner Wharf BarJeff White Band
Kiki’s Sandbar becomes the stage as the Jeff White Band brings Acoustic Roots Soul to the water’s edge. Jeff White’s warm, expressive vocals and skilled musicianship weave roots, folk, rock, and Americana into an authentic sound that resonates with listeners of every age. The performance blends original songs with fresh takes on familiar tunes, capturing the easygoing spirit of a Keys evening at Kiki’s. Tropical drinks and waterfront dining create an inviting setting for a memorable night of live music beneath an island sky.
Kiki's Sandbar & Grille"Of Course Dave"
This night of live DJing features Of Course Dave, delivering a steady flow of mixes and themed tunes that keep the party going all evening.
The Retro RoomreMARCable Monthly Yard Sale!
A community yard sale at the MARC Plant Store features updated morning hours for the hot summer months. Those interested in selling can reserve a vendor spot with a $15 donation, and advance reservations are required. To secure a space, call or stop by the MARC Plant Store. Buyers and sellers come together to support the reMARCable community.
MARC Plant StoreHemingway Adventure
Set out from Higgs Beach in Key West for a bike ride to Baby's Coffee and back, covering about 30 miles round trip. Spend some time around town afterward, then take part in the Hemingway 5K near Southernmost Beach Cafe. Bring your own bike or rent one, and register for the 5K individually.
Higgs BeachSummer Reading: Rocking Through Space
Participants can build a model asteroid, handle a meteorite estimated to be about 4,700 years old, watch a comet created in a live demonstration, and learn a surprising detail about lunar rocks. The focus is on hands-on space science activities.
Big Pine Key LibraryJazz Brunch
The Jazz Brunch Series at Conchiglia returns with live music from The Hoagy’s, joined by Claire Caplan, Larry Smith, and Skipper Kripitz. The menu features handmade brunch cocktails, Italian favorites, wood-fired pizza, and fresh pasta, served in a tropical garden setting. A little jazz and a little sunshine create a distinctly Key West vibe. Reservations are recommended.
ConchigliaMike Stack & DLew
This event features Mike Stack and DLew performing together at Sunset Pier.
Sunset PierFarm Open House
The Monroe County Sheriff's Office Animal Farm welcomes visitors for an open house. Admission is free, and donations are welcome.
Monroe County Sheriff's Office Animal Farm80s & 90s Trivia Night
A live team trivia night at the Retro Room centers on pop culture from the 80s and 90s. The format allows groups of up to six, and prizes are awarded to the winners.
The Retro Room🌿 Celebrate World Mangrove Day with Coastlove & the Key West Aquarium! 🌎
At Island Farms on Stock Island, a World Mangrove Day community cleanup and mangrove propagule collection invites volunteers to remove marine debris and gather viable baby mangroves for restoration work. This shoreline is one of the few remaining undeveloped stretches in the Lower Keys, where tides naturally deposit both floating litter and propagules, making it a valuable place for hands-on conservation and learning. A large share of the propagules used in Coastlove’s restoration projects last year came from this effort, helping power future outplanting throughout the Keys. Participation directly supports healthier coastlines, improved water quality, expanded wildlife habitat, and stronger island resilience while highlighting the essential role mangroves play in protecting the Florida Keys. Attendees are encouraged to bring sun protection, insect repellent, shoes suitable for getting wet and muddy, and a reusable water bottle. This effort is made possible with support from the Key West Aquarium.
Island Farm on Cow Key, Stock Island, FLWomen Who Explore Florida Gentle Movement and Soundbath
Experience a calm, women-focused wellness session at Key West Yoga Sanctuary that blends gentle movement with a restorative soundbath. The class welcomes all experience levels and offers a supportive setting to stretch, unwind, and reset. Wear comfortable clothing and bring a water bottle and a yoga mat. A mat can be provided by the studio if needed. Off-street parking is available nearby, and biking is encouraged. Advance registration is required to reserve a spot, and marking yourself as going on Facebook does not hold a space. This is an 18+ event. New participants are asked to complete a liability e-waiver before their first Women Who Explore activity. If you feel unwell with cold or flu-like symptoms, please cancel your registration and inform the event ambassador. If plans change, cancel as soon as possible so another participant can attend, ideally at least three days in advance. For questions, contact Sharla Sharkey at 305-766-1630.
Key West Yoga SanctuaryTommy Patrick
Tommy Patrick brings an acoustic set to Tiki House Key West, with a possible guest spot from his brother Oscar on percussion. Expect lively energy and a relaxed vibe throughout the performance.
Tiki HouseBINGO @ The Green Parrot Bar
A bingo night at The Green Parrot Bar brings together the community’s creative and artistic spirit to raise funds for local nonprofits. This event supports Reef Relief’s programs. Cards cost $1, prizes are awarded after each round, and 100 percent of the money raised goes to Reef Relief.
Just George
Just George brings live music to Rick's Bar in Key West.
Rick's BarSummer Reading: Painting Workshop
Explore painting in a free, hands-on workshop where you can learn as you go and finish a personal work of art. Everyone is welcome, from first-time painters to those looking for a creative break with brushes and color.
Big Pine Key LibraryKiki's Live Music
Victoria Leigh brings a live reggae performance to the beach at Kiki’s, filling the scene with relaxed island rhythms. Tropical drinks and a by-the-water setting create a carefree atmosphere that feels like a slice of paradise. A laid back way to unwind to island reggae vibes.
Kiki's Sandbar & GrilleComedy Key West Open Mic
Comedy Key West presents an open mic that bills itself as the only one in Key West spanning comedy, music, variety, and a hint of impropriety. Performers of all kinds are welcome, including comedians, musicians, poets, and anyone still figuring out where they fit. Participants take the stage at Comedy Key West, with signups part of the process for those seeking a turn at the mic.
Comedy Key WestKiki's Live Music
Kiki’s Sandbar hosts the Kaira Jayde Trio, with local favorite Kaira Jayde and friends bringing a smooth sound and their own twist to well known hits. The performance focuses on familiar songs reinvented with their signature style.
Kiki's Sandbar & GrilleDolphin Sunset Celebration at Dolphin Research Center
Dolphin Research Center presents a new after-hours experience offered once each month. After the gates close, stay for an intimate evening that centers on connection with the dolphins and the experts who care for them. Take part in the animals’ evening enrichment by hand-feeding a favorite treat, dolphin-safe jello, for a close-up interaction. Continue the night with relaxed conversations as marine mammal professionals answer questions about dolphin intelligence, training, behavior, and conservation. As the sky shifts from golden hour to twilight, enjoy a champagne toast while the colors of sunset spread across the water and the sounds of the dolphins and nearby waves set the scene in the Florida Keys. Availability is limited due to the small-scale format. Members should check email for the monthly booking code to access member pricing.
Dolphin Research CenterSummer Bingo Night
Enjoy a lively summer bingo night at Key West Theater with music from DJ Sanaris. Play for prizes and gift certificates while relaxing in cool air conditioning. Admission is free, bingo cards are $5, and a two drink minimum applies. This event is for ages 21 and over. Bring friends and a lucky charm for extra fun.
Key West TheaterDogwood Wellness Clinic!
Oceanfront Park hosts a pet wellness clinic with walk-in access, served in order of arrival until capacity is met. Bring a Monroe County ID. Dogs must be on non-retractable leashes and cats must be secured in carriers. Animals showing signs of illness or aggression may not be eligible for vaccines or other services. Rabies shots will be provided for pets older than three months unless proof of current vaccination is presented. Additional services will be available at reduced prices.
Oceanfront Park2026 Mini Lobster Season - Stay at Sun Outdoors Marathon
Two action packed days on the water mark the start of the Florida Mini Lobster Season around Sun Outdoors Marathon. Clear coastal waters become a destination for lobster seekers from across the Keys, welcoming experienced divers with tickle sticks as well as first timers eager to try their hand. Set in the heart of the action, Sun Outdoors Marathon serves as a convenient base with quick access to many favored Middle Keys lobster locations. After time on the boat, the marina provides a spot to clean the day’s catch and unwind by the water. A friendly community vibe rounds out the experience, with plenty of chances to trade stories and share tips with fellow hunters at the resort.
Sun Outdoors MarathonKiki's Live Music
An evening of live music at Kiki’s Sandbar features Pierce August with a mix of country and Americana covers. The set invites toe tapping and sing along moments, and the sandy setting pairs perfectly with a drink while you dance.
Kiki's Sandbar & GrilleRock -n- Read Summer Reading: Party!
Celebrate the end of the summer reading program with a party that recognizes everything accomplished over the summer. Participants can check to see whether they are prize winners as the program wraps up.
Marathon LibrarySummer Reading: End of Summer Party at the Big Pine Library
Celebrate the close of summer and the completion of Summer Reading at Big Pine Library. This finale features games, creative arts and crafts, and additional prizes, all centered on recognizing the reading you accomplished. The celebration is open to everyone.
Big Pine Key Library7th Annual San Pierre Spirit of Summer Festival
This two-day event features a Friday cruise-in alongside a beer garden, food trucks, music, and fireworks. Saturday starts with a 5k and 3k walk-run, then continues with food trucks, novelty booths, and music. A car show, cornhole, a pickleball tournament, raffles, a beer garden, and a dunk tank complete the lineup.
West Eliza Street and Phoebe StreetKiki's Live Music
Stormfront brings a high-energy set to Kiki's Sandbar with back-to-back radio rock favorites from the 60s, 70s, 80s, and 90s. The five-piece band keeps the momentum up so the crowd can dance and sing along while reliving four decades of classic tunes. A charged atmosphere, familiar choruses, and plenty of feel-good nostalgia are all on tap.
Kiki's Sandbar & GrilleName the Bar/Blessing of the Fleet
An annual tradition at Keys Fisheries invites the community to choose the name of the upstairs tiki bar for the year ahead. The “Shannon’s” portion remains in honor of Keys Fish family member Shannon Gosselin. The current name is Shannon’s Shuck Shack, and fresh ideas are welcome for the next chapter. Entries cost $1, every dollar supports local charities, and the winning submission earns naming rights for one year along with a $100 gift card, a t-shirt, and bragging rights for the year. Suggestions can be funny, bold, tiki themed, or seafood inspired. Submit entries upstairs, enjoy a cocktail, and help shape what everyone will be calling the bar next year. The chosen name will be revealed during the annual Blessing of the Fleet Party, a celebration with DJs, a buffet, fireworks, cold drinks, and the lobster fleet heading out to kick off another season in the Keys.
Keys Fisheries Upstairs BarMarathon's America-Fest - Celebrating 250 Years of Independence
Marathon Community Park sets the stage for a patriotic celebration of 250 years since the signing of the Declaration of Independence. The event blends history, adventure, and classic summer fun across the grounds and at the amphitheater. Festivities begin with games and music, followed by an interactive treasure hunt that invites all ages to explore the park in search of clues and history themed surprises. After the hunt, the amphitheater hosts an outdoor screening of National Treasure for a fitting finale to a day of discovery. Complimentary hot dogs, chips, and drinks are available, and kids can enjoy a bounce house and dedicated games area. A live DJ keeps the crowd dancing with upbeat music. One or more City Council members may be in attendance.
Marathon Community ParkCommunity Back to School Festival/Festival Comunitario de Regreso a Clases
The second annual community back to school festival at Kirk of the Keys features crafts, activities, animals, a bounce house and water slide, raffle prizes, food, drinks, and more. On arrival, guests can go inside to pick up a raffle ticket and a pencil bag with supplies, then head to the back to enjoy the festivities. The festival is free and encourages attendees to gather school supplies as they get ready for the new school year, all in a spirit of community appreciation.
Kirk of the Keys28th Annual Key West Lobsterfest
Marking its 28th year, Key West Lobsterfest honors the beloved crustacean with poolside parties, bar crawls, an outdoor street event, and a no-cost concert. Throughout the celebration there is plenty of fresh lobster to enjoy.
Duval StreetLobsterfest Trivia Night
Bring your best brainpower to a relaxed, lobster-themed trivia night on the Dewey Deck at Southernmost Beach Resort. Teams of up to six will work through five rounds of questions, competing for prizes and the ultimate bragging rights as the island’s top trivia team. Tickets are $50 per person and include one lobster roll and a drink. Capacity is limited to 50 participants. Plan to arrive early so your team can settle in, and be ready to think fast or make a clever guess.
Dewey Deck at Southernmost Beach ResortLobsterfest Kick-Off Party at Rick's
This celebration began with a contest for the island’s best lobster dish. It kicks off the 28th Annual Key West Lobsterfest as freezers are cleared to make room for freshly caught lobster. Attendees can find lobster pizza and drink specials featuring official sponsors Sun Cruiser Iced Tea and Cuervo 1800 Tequila.
Rick's & Durty Harrys' Entertainment ComplexBusiness Before Hours
Connect with business leaders from Key West and nearby communities at a casual networking event held at the Greater Key West Chamber of Commerce. Everyone is welcome to attend, and Chamber membership is not required. Those considering membership can use this opportunity to learn more and meet local professionals. The event is supported by First State Bank.
Greater Key West Chamber of CommerceRockHouse LIVE at Sloppy Joe’s, Key West, FL! 7 straight nights!
Experience seven consecutive nights of high-octane rock at Sloppy Joe’s in Key West, Florida. Nonstop energy meets a tropical backdrop for a full week of live music.
Sloppy Joe'sFLIGHT OF THE FLAMINGOS
An exclusive collaboration from Richard Blais Kitchen brings the Four Flamingos teams from Key West and Orlando together for a one-night culinary celebration of Florida’s lobster season. The experience features Celebrity Chef Richard Blais, Executive Chef Leo Minelli of Four Flamingos Key West, and Executive Chef Josue Perez of Four Flamingos Orlando, uniting two destinations in a multi-course menu that highlights their distinctive flavors and traditions. For the amuse bouche, choose either a Key West short rib croqueta with braised short rib, Argentinian chimichurri, pickled shallots and a micro arugula salad, or an Orlando passion fruit tuna ceviche made with seasonal fresh fish, a coconut and passion fruit leche de tigre, and pickled Fresno chiles. The first course offers a Key West yellowfin tuna tostada on a crisp corn base with avocado tartare and a silky mango yolk, or an Orlando crispy pork belly with pineapple rum glaze, jalapeño chimichurri, gochujang aioli, pickled pineapple and Fresno peppers. For the main course, select a Key West pairing of spiny lobster tail and black grouper with garlic drawn butter, avocado mousse, fresh chopped salad and coconut rice, or an Orlando duet of spiny lobster tail and center cut filet with Florida Gouda mash, sauce au poivre and wild mushrooms. Dessert concludes with a choice of award winning Key West key lime pie with raspberry gelée and flambéed meringue, or an Orlando coconut panna cotta served with fresh mango tartare. Price is $110 per person, plus tax and gratuity.
Four Flamingos, A Richard Blais Key West KitchenLobster Boil
Celebrate the opening of Florida’s spiny lobster season with a traditional boil set in the historic Porter Mansion’s tropical courtyard. Serving as the opening meal for the 28th Annual Key West Lobsterfest, this limited-capacity gathering blends island history, live music, and a full bar with a hearty seafood spread served hot with plenty of melted butter. Expect fresh Florida spiny lobsters (sweet, tender, and known for tail meat rather than claws), smoky red skin potatoes, corn on the cob, and warm jalapeño cornbread. The atmosphere leans toward casual island elegance with live local tunes and chilled drinks featuring festival sponsors Sun Cruiser Iced Tea and Cuervo 1800 Tequila. Hosted in the Porter Mansion courtyard at Caroline’s Cafe in Historic Old Town, the intimate setting often sells out early.
Porter MansionLobsterfest Dinner!
Savor a special one-night edition of a weekly Lobster Fest featuring Executive Chef Keith St. Peter alongside a storyteller who shares the history and culture behind each course. At the heart of the experience is the signature Lobster Enchilados, a favorite in Key West, showcased within an island-inspired menu. The meal includes crisp plantain chips, sangria, creamy lobster bisque, Lobster Enchilados served over white rice, and guava bread pudding. Two seatings are available so attendees can enjoy the courses and stories at a comfortable pace.
Key West Cooking Show2nd Annual Tats for Teachers
The second annual Tats for Teachers at Tattoos & Scars Saloon celebrates and supports Key West educators who devote time and personal resources to help students succeed. All sales made during the event are donated directly to Key West High School teachers and their classrooms. Guests can contribute by ordering food and drinks, purchasing items from the teachers’ Amazon wish list, dropping off school supplies at the bar ahead of time, or making a donation. The evening includes a hot wing eating contest featuring teachers, along with raffles, giveaways, and hot wings available for donations. Teachers, parents, students, local businesses, and community supporters all play a role... every purchase, contribution, and shared post helps equip classrooms. Building on last year’s strong community response, the focus is on ensuring teachers have the supplies they need to start the school year.
Tattoos & Scars SaloonLobsterfest Duval Crawl
Celebrate the 28th annual edition of the Lobsterfest pub crawl with a festive circuit of participating bars. Each ticket includes an official Lobsterfest T-shirt, a keepsake lanyard, and access to special pricing on Sun Cruiser Iced Tea and Cuervo 1800 Tequila. Admission is $25 in advance or $30 at the door, and a portion of proceeds benefits the Key West High School Scholarship Fund.
Duval StreetBloody Birthday Bash
Celebrate a birthday by supporting a lifesaving cause at a poolside blood drive. Donate a pint, then enjoy a pint or choose a Bloody Bourbon once your donation is complete. A mobile blood donation bus will be stationed by the pool for an easy, sun-filled way to help. As the gathering winds down, the Lobster Fest Pub Crawl kicks off, keeping the carnival energy going. The focus is on securing much needed donations for the blood bank while creating a festive atmosphere.
The Marker Key West ResortAugust's Community Swim
At the Shores Pool, a community swim offers live music, complimentary swag, and an appearance by Mermaid Dorian. It is part of a monthly series that is open to the public.
Dewey Deck at Southernmost Beach ResortLobster Roll Contest & Pool Party
Enjoy a free-admission pool party featuring lobster-themed food and drink specials. Take part in lobster hunts, try for door prizes, and soak up the fun throughout the event. Festival sponsors include Sun Cruiser Iced Tea and Cuervo 1800 Tequila.
Southermost Hotel At The BeachLobsterfest Brunch
Savor an indulgent lobster-themed brunch amid lush tropical surroundings.
First Flight Island Restaurant & BreweryBusiness After Hours
An informal monthly networking gathering from the Greater Key West Chamber of Commerce brings together member business professionals to spark new connections and strengthen relationships. Attendance typically ranges from 50 to 75 participants, creating plenty of opportunities to exchange ideas and talk business in a friendly, relaxed setting. Admission is $10 for Chamber members and $20 for nonmembers. Each month a different Chamber business hosts to showcase its workplace, providing food, beverages, and at least one door prize, with the Chamber promoting the event through its media outlets.
Keys DermatologyRum Fest Key West Grand Tasting
At the Key West Theater, the flagship gathering of Key West Rum Fest brings together more than 30 rum brands from around the world in one place. Guests can sip and explore a wide range of expressions while meeting the makers, storytellers, and ambassadors who represent them. Each guest receives a commemorative tasting glass and a Rum Fest swag bag filled with items from participating brands. The focus is on discovery, connection, and the shared spirit of the rum community. Attendance also benefits The MARC House, the festival’s official charity partner, supporting meaningful work in the Keys.
Key West TheaterJesse Rice
Presented by Rum Fest Key West, this 21 and over event features Jesse Rice with Dawson Wright and Berkley Lindley. Rice is a songwriter and artist recognized by the ACM, AMA, CMA, Billboard, BMI, SESAC and the Trop Rock Music Awards. He co-wrote Cruise for Florida Georgia Line, a record-breaker that sold 15 million downloads, became the first country single to receive RIAA Diamond certification, held the number one spot on Billboard for 24 consecutive weeks and earned honors such as CMA Single of the Year, Billboard Country Song of the Year and SESAC Song of the Year. His writing also includes A Little Dive Bar in Dahlonega on Ashley McBryde’s Grammy-nominated Girl Going Nowhere. Artists including Florida Georgia Line, Nelly, Chase Rice, Kristian Bush of Sugarland, Ashley McBryde, Colt Ford and Robert Randolph have recorded his songs, and he has collaborated with Lady A, Dan + Shay, Cole Swindell, Russell Dickerson, Jon Pardi, Jordan Davis, Jelly Roll, Florida Georgia Line, Colt Ford, Sam Hunt and Chase Rice. As a touring performer, he continues to grow The Pirate Sessions series. Volumes I and II include guest appearances from Florida Georgia Line and Chase Rice and feature Gettin Down In A Pirate Town, which has been streamed more than 30 million times. The Pirate Sessions III reached number five on the iTunes Country Albums chart, its single Hope Town received regular play on SiriusXM’s Radio Margaritaville and the project led to a performance slot at the Trop Rock Music Awards along with a Horizon Award. The Pirate Sessions IV returned the series to the iTunes Country top five and entered the Billboard Country Albums top 40, while Go Away Cloud spent multiple weeks at number one on the Radio Trop Rock chart and remains in regular rotation on SiriusXM’s Radio Margaritaville. Most recently, The Pirate Sessions V topped the iTunes Singer-Songwriter chart, its lead single Sand in My Seat earned regular play on SiriusXM’s Radio Margaritaville and was named Radio Trop Rock Song of the Year, and the album received Album of the Year at the Trop Rock Music Awards.
Key West TheaterTropical Heat's Five-Alarm Pool Party
A high-energy firefighter themed pool party sets the scene on the pool deck, complete with cool bursts from a pool boy CO2 cannon. Expect men bringing the heat and cold cocktails that come together for a sizzling summer memory with friends. All gay, bi, trans, queer, and brothers are welcome.
Island HouseBuckcherry
Rams Head presents Buckcherry at Key West Theater for a 21+ crowd. Known for high-intensity live shows, the group brings traditional hard rock shaped by more than two decades together. Their ninth studio album, Hellbound, made with producer Marti Fredrickson, spans driving rockers, mid-tempo cuts, and ballads, with tracks including Barricade, Junk, the title song Hellbound, No More Lies, Ain’t Wasting No More Time, The Way, So Hot, 5-4-3-2-1, Here I Come, and Gun. From a first gig at a house party to platinum and gold records and millions of fans worldwide, the band’s journey underlines a resilient spirit that continues to fuel the stage.
Key West TheaterDolphin Sunset Celebration at Dolphin Research Center
Experience a new, once-a-month after-hours evening at Dolphin Research Center that begins as the sun sinks toward the horizon. After the gates close, an intimate program focuses on close-up moments with dolphins, expert conversations, and a sunset toast in the Florida Keys. Participants help with the dolphins’ evening enrichment by hand-feeding a favorite treat made with dolphin-safe gelatin, creating a warm, up-close interaction. Marine mammal professionals are available for casual Q&A and behind-the-scenes insights into intelligence, training, behavior, and conservation. As golden hour gives way to twilight, the evening includes a glass of champagne and the relaxing backdrop of waves, dolphin vocalizations, and colorful skies. Space is limited and the experience is offered monthly. Members can check their email for a booking code to access member pricing.
Dolphin Research CenterPre-event Official Meetup at the Chart Room
Ease into the days ahead with an informal meetup at the Chart Room inside Pier House Resort & Spa. Attendees can drop in at their convenience to connect with the Key West Parrot Head Club and fellow festival goers before the celebration begins. This historic bar, once visited by a famed island songwriter, provides a laid back setting for conversation, story swapping, and new connections. There is no cost to attend, and everyone is welcome. This event is not affiliated with or endorsed by Jimmy Buffett’s estate or Margaritaville Enterprise.
Pier House Resort & SpaFriends of Bubba Festival HQ
Festival Headquarters at Key West First Legal Rum serves as a central hub for the week. Attendees can pick up a souvenir charity event badge and swag, check for the most up-to-date schedule information, and meet other participants as the festivities progress around the island. It is a convenient place to regroup when arriving or moving between happenings. The bar will offer its signature cocktails, including refreshing piña coladas, and badge holders receive a $1 discount. The souvenir charity event badge supports community causes, with all proceeds benefiting Reef Relief, the Bahama Village Music Program, and scholarships for local high school students. Admission is free and open to everyone. Events connected with this gathering are not affiliated with or endorsed by Jimmy Buffett’s Estate or Margaritaville Enterprise.
Truman Waterfront Farmers Market
At Truman Waterfront Park, this outdoor waterfront market brings together a lively mix of local vendors and flavors. Browse stalls filled with fresh produce, local seafood, baked treats, tropical-inspired art, handmade crafts, boutique jewelry, and an array of international dishes. Stay refreshed with fresh-pressed juices, smoothies, and other cool beverages as you take in the ocean breeze and an easygoing island atmosphere. The market is organized by Jill and Sean of Just a Few Friends, with additional seating available for their guests to relax by the water and enjoy a casual picnic. Admission is free, families and pets are welcome, and paid parking is available.
Truman Waterfront ParkTales From The Chart Room Bar
In the storied Chart Room at Pier House Resort, an intimate storytelling series unfolds in the very place where many of the tales first took shape. Hosted by Carol Shaughnessy, the first writer behind the Coconut Telegraph, a longtime member of the Margaritaville team, and former partner of Chart Room icon Phil Clark, each 30 minute session welcomes a special guest who shares firsthand memories from the island scene that helped shape the music, the lifestyle, and the community. There is no stage or formal production, just conversational storytelling in a room steeped in history. The pace is relaxed and guided, drawing out vivid details and personal connections, and no two sessions are exactly alike. At times the discussion opens to the room, adding a spontaneous and personal feel. Admission is free and open to the public, though space is very limited and entry is first come, first in. Sessions also stream on the Just a Few Friends Facebook page for those with a souvenir charity Event Badge. This event is not affiliated with or endorsed by Jimmy Buffett’s Estate or Margaritaville Enterprise.
Pier House Resort & SpaCheese Burger Beach Battle and Tribute Concert
A beachside cookoff showcases eight of Key West’s favorite restaurants and caterers, each serving a tropical take on the classic cheeseburger, with tasting and voting to decide the champion. The reigning winner, Surly Siren, returns to defend the title against Margaritaville, serving side by side, along with six other contenders. Set by the ocean at Southernmost on the Beach, the tasting blends into a lively tribute concert as Gypsies in the Palace performs classic island favorites. Gates open with bars and food available, and burger sampling and voting take place during the early portion of the event. Tasting tickets are limited to 300. Expect beach vibes, live music, and great food. Tropical attire is encouraged, and flip flops are welcome. Outside food or alcohol is not permitted, and pets are not allowed. Low-back chairs and blankets are permitted, with limited rentals available. Presented by Just a Few Friends, Southernmost on the Beach Resort, and Faustos Food Palace. Not affiliated with or endorsed by the Jimmy Buffett estate or Margaritaville.
Southernmost Beach Resort“Open Mic / No Mic Night” at Andy's Cabana
At Andy’s Cabana, the open mic unfolds without a set list, letting the music evolve in real time. A changing mix of local players, visiting artists, and folks passing through trade tunes that might span island favorites, originals, country, rock, or something entirely unplanned. Expect a laid-back, neighborhood feel where all styles fit and the soundtrack is created on the spot. Musicians are encouraged to bring an instrument and step in when the moment feels right.
Andy's CabanaKeep it Going: Margaritaville Cafe After Party with Nadirah
After the Cheeseburger Beach Battle wraps up, the celebration moves to Margaritaville Café in Key West, a longtime gathering place filled with memorabilia, stories, and the island’s musical history. Guests can explore the displays, take photos, and settle in for live music led by Nadirah Shakoor and her band, with guest appearances by Claire Finley. With more than three decades of performances behind her, Nadirah delivers an upbeat set of fan favorites and strong musicianship alongside a seasoned group, all in a setting that captures the spirit of Key West. There is no admission charge. Seating is limited and offered on a first come, first served basis. Food and drinks will be available for purchase, and the venue is set in Old Town on Duval Street. This stop is part of the official Keep It Going weekend. This event is not affiliated with or endorsed by Jimmy Buffett’s Estate or Margaritaville Enterprises.
Margaritaville Restaurant, Key WestJust a Few Friends Celebration, Key West
Labor Day Weekend in Key West becomes a five day, island wide tribute with the 3rd annual Just a Few Friends celebration honoring the life, music, and spirit of the island’s favorite son. The experience stretches from Duval Street to the waterfront and out on the water, blending live performances, storytelling, art, film, and community moments across iconic spots and tucked away corners. Highlights span free and ticketed happenings. A free street concert features Gary & the Landsharks with hosting support from Sloppy Joe’s and Irish Kevin’s, and a free second line memorial procession led by Will Kimbrough and Howard Livingston makes its way along Duval Street to Truman Waterfront Park. At the park, a free community show brings together Howard Livingston & the Mile Marker 24 Band, Will Kimbrough, and Mac McAnally. Sunset Pier hosts free oceanfront sets by the Wheeland Brothers and by Cayman & The Mango Men. Ticketed options include Milagro Margarita bar strolls through Duval and the Historic Seaport with featured stops, cocktails, and live music, along with a cheeseburger contest and beach party at the Southernmost that serves up creative bites and tunes. Limited capacity Tales from the Chart Room sessions offer close up storytelling with artists, authors, and festival friends, while plein air art, author talks, book signings, and special film screenings bring the stories behind the music to life. On the water adventures such as sunset sails, sandbar trips, and island excursions add a salty twist, and pop ups welcome special guests including Coral Reefer favorites Nadirah Shakoor and Roger Bartlett. This is a multi venue celebration with a strong slate of complimentary concerts and community gatherings, paired with ticketed experiences and select limited capacity programming for those looking for more. A souvenir charity event badge is available to show support and connect with the community, with proceeds benefiting Reef Relief, the Bahama Village Music Program, and scholarships for local students. Badge holders receive perks such as early access to select experiences, local offers, and special touches throughout the weekend. Latitude Adjustment Hotel Packages bundle partner hotel stays with added benefits like priority access at key events and enhanced experiences for a seamless visit. Presented in part by the Monroe County Tourism Development Council. All events are not affiliated with or endorsed by Jimmy Buffett’s Estate or Margaritaville Enterprise.
Key WestThrough the Lens – Early Buffett Concert Photography Exhibit Meet & Greet
Experience an intimate photographic look at the early concert years of Jimmy Buffett through a curated selection of vintage images by photographer Chris Lauber. Created in the 1970s as the sound and scene were taking shape, these photographs serve as firsthand records of a pivotal period, revealing the energy, spirit, and growth of an artist closely tied to Key West’s music history. Hosted at Pier House Resort & Spa, the installation is set in the lobby outside the Chart Room. Following his appearance as a featured guest at Tales from the Chart Room, Chris Lauber will open the show, meet attendees, share the stories behind the images, and provide personal context. The exhibition is free and open to the public and will remain on view throughout the festival. This event is not affiliated with or endorsed by Jimmy Buffett’s Estate or Margaritaville Enterprise.
Pier House Resort & SpaDuval Street Party with the Landshark Band
Duval Street in Key West transforms into a Parrot Head celebration with a throwback concert that recreates the 1998 Meeting of the Minds street show, hosted by Sloppy Joe’s, Irish Kevin’s and Rick’s Place. The evening opens with Caleb Hogan delivering an acoustic set steeped in Key West storytelling. He also leads the first annual Bubba Look-Alike Showdown, presented by Hogfish Bar and Grill, where contestants bring their best ’70s Buffett-inspired look and performance, and the crowd selects the winner. Later, Gary & the Landsharks take the stage for a high-energy set that turns the street into a sing-along. Vintage tees and classic Parrot Head style suit the vibe, with plenty of chances to belt out familiar favorites. A souvenir charity event badge is available, offering early access perks while supporting local charities. There is no charge to attend and everyone is welcome. Presented in part by Milagro, Sloppy Joe’s, Irish Kevin’s, Rick’s and the Tourist Development Council. This event is not affiliated with or endorsed by Jimmy Buffett’s estate or Margaritaville Enterprises.
Bubba Look Alike Contest
The stage turns into a playful search for the best Bubba as part of a celebration recreating the 1998 Meeting of the Minds concert featuring Gary & the Landsharks, presented by Hogfish Bar & Grill. Anyone who has ever been told they resemble the beloved troubadour, from any era, is invited to capture the look, attitude, and easygoing presence that made Key West’s favorite son so iconic. Hosted by local Buffett tribute performer and Comedy Club lunch show host Caleb Hogan, contestants will step up one at a time, introduce themselves, pick up the provided guitar, and perform along to a randomly selected Buffett song while aiming to embody the character in front of a lively crowd. A panel of local representatives will narrow the field to three finalists, and the audience will choose the winner through live QR code voting. The champion earns the Golden Coconut trophy, a $1,000 cash prize, and ultimate festival bragging rights. Pre-registration is encouraged to secure a spot, with walk-up entries accepted if space allows. Participants should arrive early for check-in and staging. Costumes, props, and full character commitment are welcome, and the guitar will be ready on stage. Presented by Hogfish Bar & Grill, a Stock Island fixture long appreciated by Jimmy Buffett, whose friend and owner Bobby Mongelli helped shape the kind of unpretentious, local hangout the artist loved. Not affiliated with or endorsed by Jimmy Buffett’s Estate or Margaritaville Enterprises.
Keep It Going… Hog’s Breath Saloon After Party
After the Duval Street concert winds down, the celebration continues at Hog’s Breath Saloon in Key West with a lively late-night scene. Expect a bustling crowd, cold drinks, and a friendly mix of locals and visitors keeping the momentum going. Gulfstream provides the soundtrack, a feel-good group led by singer-songwriter Andy Mauerman that blends modern country, classic rock, and coastal Americana into an easy, beach-ready groove. Sets move from laid-back rhythms to sing-along favorites, featuring songs by Kenny Chesney, Zac Brown Band, the Eagles, and Zach Bryan, with plenty of Jimmy Buffett in the mix. There is no cover, and a cash bar will be available. This event is not affiliated with or endorsed by Jimmy Buffett’s Estate or Margaritaville Enterprises.
Hog's Breath SaloonOutdoor Movie: Parrot Heads – The Essential Jimmy Buffett Documentary
Enjoy an outdoor movie night featuring a documentary that spotlights the Parrot Head community born from Jimmy Buffett’s music and relaxed, island spirit. The film blends rare interviews, concert footage, and fan voices to show how these songs helped create a far-reaching circle of flip-flop lovers and like-minded friends. Craft beers from the host beer company will be available, with wine for purchase as well, and a rotating selection of gluten-free menu options will be offered throughout the evening. Beach chairs are provided for comfortable seating beneath the night sky. There is no admission fee and everyone is welcome. This event is not affiliated with or endorsed by Jimmy Buffett’s estate or Margaritaville Enterprises.
Southernmost Pint BrewpubMargaritaville Beach House Pool Party
Poolside vibes await at Margaritaville Beach House Key West, set across from Smathers Beach and close to Old Town. Expect a relaxed scene with tunes, sunshine, and a friendly crowd. Order a drink, take a swim, or unwind by the water and enjoy an easygoing escape in a different corner of Key West. Admission is free and the public is welcome. Food is available and the bar is fully stocked. Resort casual clothing or swimwear is suggested. Seating is limited, so arriving early gives the best chance of finding a spot. A complimentary shuttle connects the resort with Old Town, including the Historic Seaport and Waterfront Brewery area. It departs from the resort at the top of each hour, and return trips from downtown leave on the half hour.
Tales From The Chart Room Bar
Tales from the Chart Room is an intimate storytelling series at Pier House Resort that unfolds in one of Key West’s storied bars, right where many of these tales first took shape. Guided by Carol Shaughnessy, the first writer of the Coconut Telegraph, a longtime member of the Margaritaville team, and former partner of Chart Room icon Phil Clark, each 30 minute session welcomes a special guest who shares firsthand accounts from the island scene that helped shape the music, the lifestyle, and the community. These are not stage stories, they are the stories behind the scenes, told by the people who lived them. In a casual, guided conversation, Carol draws out vivid memories, insider perspective, and personal connections that defined an era. There is no stage and no formal production, just storytelling in a room with its own history. The atmosphere is close and conversational, and no two gatherings unfold the same way. At times the discussion includes voices from the room, adding a spontaneous and personal feel. Admission is free and open to the public, but space is very limited and entry is first come, first served. A live stream is available on the Just a Few Friends Facebook page for those with a souvenir charity Event Badge. These events are not affiliated with or endorsed by Jimmy Buffett’s Estate or Margaritaville Enterprise.
Pier House Resort & SpaMargaritaville Beach House Trivia Contest
Margaritaville Beach House Key West presents a laid-back trivia night celebrating Key West’s favorite son, with questions that span the songs, stories, lifestyle, and legends that shaped the music and the island. Play with a team or jump in solo and link up with new friends. Participation is free and a full bar is available. Prizes are awarded to the top teams. Arrive early to claim a spot. All are welcome, with a friendly atmosphere focused on good questions, great company, and plenty of laughs.
The Wheeland Brothers + Mike Stack & Friends at Sunset Pier
At Sunset Pier in Key West, The Wheeland Brothers share the stage with Mike Stack & Friends for an evening on the water that builds from laid-back sunset vibes to a lively dance floor. Mike Stack & Friends open with a collaborative, high-energy set that highlights where the local sound is headed, featuring Shareese, Marjory Lee, Pierce August, and D-Lew, along with a nod to the hometown favorite I’m From Key West. Later, Nate and Travis of the Wheeland Brothers deliver coastal originals that blend surf rock, reggae, and acoustic storytelling, with occasional nods to familiar favorites while keeping the focus on their own sun-soaked songs. Early access is available for Ultimate Friend and Best Friend VIP guests with table seating, followed by Souvenir charity Event Badge holders, then general admission. VIP guests can settle in early, order from the full menu, and enjoy frozen drinks as the waterfront sets the scene. The venue is open-air on the water with a full food menu and bar, limited table seating, and a standing room environment that encourages dancing. Arriving early helps with finding preferred viewing areas once doors open. This event is not affiliated with or endorsed by Jimmy Buffett’s estate or Margaritaville Enterprises.
Sunset Pier, Key West, FL 33040, United StatesThrough the Lens – Early Buffett Concert Photography Exhibit
This photography exhibit spotlights concert imagery from Buffett's early years and takes place at Pier House Resort & Spa. Further information will be shared soon.
Pier House Resort & SpaParrots and Margaritas 5k Run/Walk
Parrots & Margaritas 5K returns for its third year with a festive run and walk presented by Kaya Island Eats. Participants can take on Duval Street at any pace and finish at Kaya Island Eats for a lively post-race celebration with margaritas and tropical music. The Flip-Flop Mile follows the main event for a more relaxed option and does not require completing the 5K, and a virtual format is available. Tropical attire is encouraged. Registration and payment are handled through Mile 0 Events, and advance registration is recommended. Entry is $46.99. Activities begin and end at Kaya Island Eats. All participants receive an event T-shirt, a souvenir margarita glass, admission to the celebration, one complimentary beverage choice of a margarita, Landshark beer, or a soft drink, and cheeseburger sliders with tater tots. This event is not affiliated with or endorsed by Jimmy Buffett’s estate or Margaritaville Enterprises.
Kaya Island EatsKeep It Going After Party at the Back Yard EmPOURium
The celebration continues at Back Yard EmPOURium once the Wheeland Brothers finish at Sunset Pier. This relaxed, open-air spot blends the feel of a backyard hangout with a lively late-night gathering place, making it easy to swing by with friends, grab a drink, and keep the momentum going. The live music lineup will be announced, with a set planned to carry the evening forward. There is no cover charge, and beverages are available for purchase. The vibe is casual and welcoming. This event is not associated with or endorsed by Jimmy Buffett’s Estate or Margaritaville Enterprises.
Second Line Memorial Walking Parade
A community second line memorial procession honors a beloved Key West icon with a joyful tropical celebration of life and music. Guided by Will Kimbrough and Howard Livingston with special guests, the walk features live performances, communal singalongs, and a relaxed gathering by the water at Truman Waterfront Park. The route begins near the lower end of Duval Street, continues for several blocks down Duval, turns onto Southard Street, and proceeds to the park. Attendees can express their spirit with bright island attire, colorful umbrellas, decorated bicycles, handmade signs, and themed costumes. Musicians are welcome to add their sound, and spectators can cheer along Duval and Southard. A livestream will make it easy to take part from afar with watch parties at home or at bars. A $35 souvenir charity badge is available, with all proceeds supporting Reef Relief, the Bahama Village Music Program, and scholarships for local students. The procession emphasizes a litter free experience, with Reef Relief coordinating mobile cleanup teams and encouraging proper recycling and trash disposal. Getting around is easiest on foot, by bike, or via rideshare, since parking is limited near the start and finish. Bicycles may roll in the procession and can be secured at the park afterward. Reusable bottles are encouraged, and free water refills will be offered at Truman Waterfront Park courtesy of the Florida Keys Aqueduct Authority. Rooted in New Orleans and Caribbean traditions, a second line is a moving musical tribute where the community follows the band in celebration and remembrance. Admission is free and open to all. This event is not affiliated with or endorsed by Jimmy Buffett’s Estate or Margaritaville Enterprises.
Party In The Park: Tribute to Bubba
The celebration moves to Truman Waterfront Park for a laid-back tribute to Bubba, unfolding after the Second Line arrives and setting the tone for a signature gathering of the weekend. Settle in on the lawn for live music, local flavor, and island spirit as Just a Few Friends honors the sounds and stories rooted in Key West. The lineup features Howard Livingston and the Mile Marker 24 Band, Will Kimbrough, and Mac McAnally, artists known for shaping the coastal soundtrack of the Gulf Coast and the Florida Keys. Expect breezy storytelling from Howard Livingston, seasoned musicianship from Will Kimbrough with the insight of a longtime collaborator, and songs delivered by Mac McAnally, a Grammy-winning songwriter and member of the Coral Reefer Band. Beyond the stage, the Key West Artisan Market pop-up brings a curated mix of local makers, artists, and food vendors. Bars and food stands are on site, cash and cards are accepted, and free water is available with reusable bottles encouraged. Seating options include a reserved area with chairs for Ultimate Friend and Best Friend VIP guests, a designated viewing area for Souvenir charity Event Badge holders where chair rentals are available, and open lawn seating for general admission where bringing a blanket or chair is welcome. The event is free and open to everyone, and lawn seating is first come outside of reserved areas. Parking is very limited, so consider rideshare, bikes, or the free Duval Loop. Please note that coolers, outside food or beverages, weapons, and drones are not permitted. Not affiliated with or endorsed by Jimmy Buffett’s estate or Margaritaville Enterprises.
Truman Waterfront ParkMargaritaville Beach House Brunch
Ease into a relaxed brunch at Tin Cup Chalice Bar & Chill at Margaritaville Beach House, where live acoustic music sets the tone for a laid back resort atmosphere. A dedicated brunch menu highlights breakfast favorites and island inspired plates, along with cocktails and coffee. Order directly from the menu and linger as long as you wish, since reservations are not required and seating is open on a first come, first served basis. Resort casual attire is recommended. A complimentary shuttle connects the resort with Old Town, including the Historic Seaport and Waterfront Brewery area, with regular departures from the resort and returns from downtown. This event is not affiliated with or endorsed by Jimmy Buffett’s Estate or Margaritaville Enterprises.
BBQ Rib Battle
Hosted by Shots and Giggles and The Key West Chamber of Commerce, the 7th Annual BBQ Rib Battle brings grill masters together for a head-to-head cookoff with cash prizes at stake. The event features a competition to watch along with homemade barbecue ribs, sides, music, and drinks.
Ann St, Key West, FL 33040, United StatesPool Party at La Concha
Take in the scene from the rooftop pool deck at Crowne Plaza Key West La Concha, set above Duval Street with panoramic views of Old Town and the water. This laid back poolside gathering offers music, refreshing drinks, and an easygoing atmosphere whether you plan to cool off in the pool, lounge in the sun, or relax with a cocktail. The event is free and open to guests of Just a Few Friends. Access is through the hotel lobby. Resort casual attire or swimwear is appropriate. Hotel guests may use provided towels, while non hotel guests should bring their own. A full bar is available at the pool, and food can be ordered through the hotel. Seating is limited on a first come, first served basis, and capacity may be managed as needed. Outside food or beverages are not permitted. Not affiliated with or endorsed by Jimmy Buffett’s Estate or Margaritaville Enterprises.
La Concha Key WestTales From The Chart Room Bar
Settle into the Chart Room bar at Pier House Resort & Spa for a 30 minute storytelling session that unfolds where many of these tales were born. Host Carol Shaughnessy, the original Coconut Telegraph writer, a longtime member of the Margaritaville team, and former partner of Chart Room figure Phil Clark, guides a relaxed conversation with a special guest who shares firsthand memories from the island scene that shaped the music, lifestyle, and community. There is no stage or formal production, just candid stories in an intimate room, and each gathering has its own character. At times the discussion opens to the room, adding a spontaneous and personal feel. Free and open to the public, with very limited space and first come, first served entry. Sessions are also streamed on the Just a Few Friends Facebook page for those holding a souvenir charity Event Badge. This event is not affiliated with or endorsed by Jimmy Buffett’s estate or Margaritaville Enterprises.
Pier House Resort & SpaIsland Adventure & Sunset Cruise Combo
An easygoing backcountry outing pairs a secluded sandbar stop with a sunset cruise in Key West. Over roughly three and a half hours, spend unhurried time in the water, try stand up paddleboarding, or paddle a kayak among the mangroves, then relax on the ride back with a drink as the colors shift across the sky. A light meal, snacks, and beverages are included, and kayaks, paddleboards, and floating mats are available. Plan to check in 30 minutes before departure, bring swimwear, a towel, sunscreen, and an ID, and note that alcohol is served only after water activities. Snorkeling is not part of this tour, and the sandbar visit depends on conditions. Space is limited, so advance reservations are recommended. All are welcome. This event is not affiliated with or endorsed by Jimmy Buffett’s estate or Margaritaville Enterprises.
Fury Water Adventures Key WestKENNY from LANDFALL solo at Geiger Key Marina
Kenny from Landfall steps out for a solo debut at Geiger Key Marina, delivering a mix of Jimmy Buffett favorites, tropical tunes, classic rock, country, and singer songwriter picks, with a few surprises along the way. The marina offers a quiet waterfront setting not far from downtown Key West, framed by mangroves and working boats and known for memorable sunsets, fresh seafood, and an easygoing Old Florida vibe. It is a popular stop for boaters, anglers, and paddlers, and a welcoming place for anyone who wants to relax by the water while enjoying music that celebrates island life.
Geiger Key Marina and Fish CampNew Moon Magic w/Mermaid Dorian
Enjoy swimming, storytelling, and shipwreck history with Mermaid Dorian at South Beach. This free event welcomes all ages. Space is limited and reservations are required. To reserve, text "Save Me A Seat" to 717.816.4153.
South Beach, Key WestKenny Live at Geiger Key Marina in Key West
Kenny performs live at Geiger Key Marina, nestled a short distance from downtown Key West. This waterfront hideaway offers mangrove scenery, working fishing boats and sunset views, all steeped in Old Florida character. Known for its relaxed vibe and fresh seafood, the marina is a popular stop for boaters, anglers and paddlers looking to avoid the crowds. The set features Jimmy Buffett favorites, tropical tunes, classic rock, country and singer songwriter hits, plus a few surprises. Guests can relax by the water with a cold drink, enjoy fresh seafood and take in the sunset while the music celebrates great songs, good company and island life.
Geiger Key Marina and Fish CampSeptember's Community Swim
At the Shores Pool, a community swim open to everyone features live music, complimentary giveaways, and an appearance by Mermaid Dorian. This is part of a monthly series.
Dewey Deck at Southernmost Beach ResortGrassy Key Paddle Battle
The Grassy Key Paddle Battle gathers paddlers at Grassy Flats Beach Club & Resort in Marathon in the Florida Keys, with racing split between the resort and Keys Cable. The distance event at Grassy Flats features Round da Duck, a 7 mile course with a $65 entry. Divisions include SUP 14 feet, SUP 12 feet 6 inches and under, OC1, OC2, and surfski. A captain’s meeting leads into competition, and awards are presented at the Palm Deck. Packet pickup is available. The SUP Sprint Battle takes place at Keys Cable with a $20 entry and a knockout heats format. Each competitor starts on the water in a dedicated lane, paddles 100 meters to a buoy, makes a left shoulder turn, then sprints 100 meters back to the finish for a total of 200 meters. A live cash pot is offered for the sprint race. The event seeds the pot with $50, racers may opt in with a $10 buy in, and separate pots are maintained for men and women. The buy in must be completed before racing begins, only participants who opt in are eligible for payout, and prizes are paid after the finals. The total pot is announced before the first heats. Grassy Flats offers event hotel pricing, including Wreckers Double Queen at $189, Wreckers King Room at $199, Humidor Suite at $229, Galleon Suite at $269, Conch House two bedroom at $349, and Conch House three bedroom at $399.
KENNY solo at Geiger Key Marina in Key West
LANDFALL’s Kenny Yarbrough brings a solo performance to Geiger Key Marina and Fish Camp in Key West, blending Jimmy Buffett favorites, tropical classics, classic rock, country, singer songwriter hits, and a few surprises. The music pairs with a waterfront setting framed by mangroves and working boats, where Old Florida character, relaxed vibes, and fresh seafood set the tone. Popular with boaters, anglers, and paddlers, this hideaway is known for peaceful views and memorable sunsets. Guests can enjoy fresh seafood, unwind by the water, and take in a laid back Keys soundtrack in a place locals treasure and visitors remember.
Geiger Key Marina and Fish CampDolphin Sunset Celebration at Dolphin Research Center
Experience an after-hours evening at Dolphin Research Center as the day fades into sunset. Guests can remain on site once the gates have closed for an intimate program focused on connection with dolphins and conversations with the experts who care for them. Take part in evening enrichment by offering dolphin-safe jello and enjoy up-close interactions. Marine mammal professionals will be available to discuss intelligence, training, behavior, and marine conservation, sharing stories and insights in a casual setting. As golden light turns to twilight, enjoy a champagne toast surrounded by the colors of a Florida Keys sunset, the sound of nearby waves, and the gentle calls of the dolphins. This offering is available once a month with limited availability. Members should check email for the current booking code to receive the member price.
Dolphin Research CenterGov't Mule & Ziggy Marley
Live Nation and Rams Head present a concert at Coffee Butler Amphitheater featuring Gov’t Mule with Ziggy Marley. This all ages event brings together exploratory rock and improvisation alongside reggae shaped by thoughtful songwriting. Guided by GRAMMY winner Warren Haynes, Gov’t Mule has spent more than three decades cultivating a worldwide following through fearless musicianship in the studio and on stage. The band has released over twenty studio and live records, including the 2023 album Peace...Like A River on Fantasy Records with guests Billy F Gibbons, Ivan Neville, Billy Bob Thornton, Ruthie Foster, and Celisse. The lineup features Haynes on guitar and vocals, Matt Abts on drums, Danny Louis on keyboards, guitar and backing vocals, and Kevin Scott on bass. Ziggy Marley, a nine-time GRAMMY and Emmy award recipient, has forged a distinguished career approaching forty years as a musician, producer, activist, and humanitarian. The eldest son of Bob and Rita Marley, he blends reggae with funk, blues, and rock, writing songs that address environmental stewardship, personal empowerment, social injustice, and political inequity, while returning to the unifying theme of love. Through Tuff Gong Worldwide and Ishti Music he maintains control of his masters and publishing, and his charity URGE supports children in Jamaica, Africa, and North America.
Coffee Butler AmphitheaterKey West OktoBREWfest
Raise a glass at the main tasting for Key West OktoBREWfest, featuring more than 60 beer vendors pouring over 225 varieties alongside live entertainment. Southernmost Beach Café keeps the celebration fueled with beer hall inspired food specials, and cocktails are on hand for anyone looking to switch it up. VIP tickets offer early entry to beat the crowd and include a commemorative poster, a stainless steel VIP mug, and a Bavarian themed buffet for $125. General Admission is $50. A Designated Driver option is available for $20 and includes entry, soft drinks, and a coupon redeemable for one food item.
Dewey Deck at Southernmost Beach ResortKey West ocktoBREWfest Grand Tasting Event
A grand tasting experience is on the way with two ticket options. General admission is 50 dollars. VIP admission is 125 dollars and includes two hours of early entry, a commemorative poster, a special VIP mug, and a Bavarian themed buffet. Tickets will be available soon.
The 11th Annual Jerry Garcia Birthday Bash
At The Green Parrot, the 11th Annual Jerry Garcia Birthday Bash features live renditions of Grateful Dead music by local favorites in a daytime setting. The celebration offers a welcoming atmosphere, a silent auction, and additional activities that pair music with a mission. Proceeds support Reef Relief’s Education and Conservation programs, which have reached 100,000 students and aim for the next 100,000.
The Green Parrot