Events in Collier County, FL

Seattle born and now living in Southern California, Dustin Nickerson brings a sharp, relatable stand up set to Naples, Florida. His debut special Overwhelmed is among the highest rated on Amazon Prime Video, and his credits include The Tonight Show with Jimmy Fallon, Comedy Central, Netflix on Kevin Hart’s Hart of the City, and The Late Late Show with James Corden. He is also a regular on After Midnight with Taylor Tomlinson. Online, his clips have reached hundreds of millions of views, and his podcast Don’t Make Me Come Back There has surpassed 3 million downloads. At 40, with twenty years of marriage and three children, he spins everyday life into stories about parenting, relationships, and the small frustrations that everyone recognizes. He jokingly calls himself the world’s most average person, yet on stage he delivers the perspective of a distinctive voice in contemporary comedy. He is also the author of an Amazon No. 1 New Release published by HarperCollins in June 2022.

The Naples Players present Rocket Man by Steven Dietz in the Price Studio Theater, a wry and reflective drama centered on Donny, a man adrift after a broken marriage and a faltering bond with his daughter. Feeling unseen, he builds a device he believes can carry him into a parallel reality. On the night before he intends to use it, his ex-wife, his closest friend, his daughter, and a neighbor drop in, and each conversation uncovers private loneliness, confusion, and regrets. The story blends gentle humor with clear-eyed emotion as it considers disconnection, missed opportunities, and the wish to redo what cannot be undone. In the second act, the same characters appear in an alternate world shaped by different choices, yet they still face the outcomes of those decisions and the fragile ties that give life meaning. Tickets are $57 to $67.

Deb & The Dynamics take the stage with a seven-piece rock n soul lineup that has energized Southwest Florida for 20 years. The performance spans classic R&B, soul, rock, blues, jazz, and 70s dance, delivered with a lively, high-energy spirit. There is a $10 cover at the door.

Put your knowledge to the test at a laid back trivia night with chances to take home prizes. Expect an easygoing crowd of fellow trivia fans and a welcoming atmosphere. Participation is free with a drink purchase, and it takes place each Thursday.

Tech meets stand-up in a live Naples, Florida performance from Don McMillan, a former Silicon Valley engineer whose data-driven comedy uses fresh charts, graphs, and even Venn diagrams to spark big laughs while playfully exploring whether AI can outdo a human onstage. After becoming a viral favorite, he reached the Top 12 on America’s Got Talent and performed in the Finals, drawing enthusiastic feedback from all the judges, including Simon Cowell. His act is known for being sharp, clean, and widely relatable, and his online videos attract viewers around the world, with his most-watched piece surpassing 50 million views. He has entertained teams at Apple, Microsoft, Amazon, and Google, won the San Francisco International Comedy Competition, and appeared on The Tonight Show, HBO, and Comedy Central. He also became the first Dry Bar comedian to exceed one million Instagram followers. The show blends PowerPoint-style visuals with quick wit and engineering precision for a uniquely funny experience.

Learn Bachata and Salsa in welcoming group classes in Naples, FL with Brian Oakes. These sessions are designed for beginners and open to individuals, so no partner is required. The cost is $10. If this will be your first visit, please RSVP by texting or calling 561-287-0443.

Seed to Table hosts a Friday Night Dance Party featuring live music to start the evening, followed by a DJ keeping the energy high until close. Expect upbeat tunes, a lively atmosphere, and plenty of chances to dance with friends throughout the night.

Take the mic and share your vocal talent, or relax and watch the performances at this karaoke night. Whether you want to sing or simply be part of the audience, the focus is on music, participation, and an easygoing atmosphere.

Enjoy a free Halloween celebration at Ave Maria Town Center. Families can trick-or-treat at participating shops and businesses throughout town, with costumes and treat bags encouraged. Spend some time exploring the Town Center and take in the Halloween fun along the way.

Live music sets the tone at the Beer Bar, with refreshing drinks and a relaxed atmosphere that makes for an easygoing weekend stop.

Poolside live music sets a relaxed island tone as HEAD ABOVE WATER performs at the 5 o’Clock Somewhere Bar & Grill at Compass Hotel Naples. Expect sunny, Margaritaville-style vibes and a soundtrack made for sunset, along with tasty bites and refreshing cocktails. The backyard area offers room to unwind with games for all ages, and patio seating is available. The event welcomes hotel guests and local residents. Seating is first come, first served, and parking at the hotel is free.

Fleischmann Park hosts a Halloween celebration presented by the City of Naples. Attendees can explore food trucks, play games, enjoy bounce houses, and browse vendor offerings.

At Seed to Table, the Saturday Night Dance Party kicks off with live music, then DJ Zee takes over and keeps the energy high until close. Expect a lively atmosphere and a night focused on the dance floor.

This first-Sunday paddle meets at Clam Pass Park. Organizers share details and weather advisories on the event’s Meetup page, and the outing may be canceled if rain or lightning is expected. Check for the latest update before heading out.

Take part in an interactive simulation that places you in the shoes of families working to make ends meet. Created in collaboration with individuals who have experienced poverty, this program centers their voices and stories to reveal the obstacles families encounter and the difficult choices they must weigh. Through hands-on scenarios and reflection, you will gain fresh perspective on daily realities, connect with others who care about meaningful community change, and consider practical ways to better support low income households. This session is hosted at Saint John the Evangelist Catholic Church, Pulte Center in Naples.

Ryan Goodcase appears live in Naples, Florida with the sharp writing and dry delivery that earned him national recognition. He became the youngest winner of the World Series of Comedy in 2019 and later won the 45th San Francisco International Comedy Competition in 2021. Audiences may recognize him as the apathetic Bed, Bath & Beyond employee from a series of comedic online commercials. His debut special, "Maybe They're Dead," was released through Tiny Pony, and he was featured in Netflix is a Joke Fest's 2024 "Introducing," a showcase highlighting the next wave of comedy talent.

Explore Gulf Coast Charter Academy South during a school tour and information session designed for prospective families. Meet the leadership team and staff, learn about the STEM-focused curriculum along with clubs, athletics, and other enrichment opportunities, and take a tour of the campus. The session also offers answers to enrollment questions and assistance with the application and registration process, whether you are comparing schools or ready to enroll.

Youth Haven presents the Cherish the Children Luncheon at The Ritz-Carlton, Naples, a meaningful benefit that supports children and teens who have faced abuse, neglect, or homelessness and rely on Youth Haven for safety, hope, and healing. The program includes a keynote by Sasha Neulinger, an Emmy-winning producer, Emmy-nominated filmmaker, TEDx speaker, founder of Voice for the Kids, and a nationally recognized advocate for child abuse prevention. Honorary Chairs Amanda and Ian Schmoyer, along with Event Co-Chairs Carlos Escoto and Dr. Irene Gladstein, provide leadership for this gathering. Tickets and sponsorship opportunities are available.

Part of the Shawn T Music SWFL Tour 2026-2027, this appearance at La Tavola Restaurant and Bar in Marco Island features an acoustic performance. Food and drinks from the restaurant and bar are available.

Viral creator and comedian OMGITSWICKS brings his online persona to a live stage, channeling the same thunderous voice and Florida-centric comedy that drew millions of fans across Facebook, TikTok, Instagram, and YouTube. His set explores the everyday drama of the Sunshine State, from hurricane prep and traffic blowups to backyard gator encounters and those unmistakably awkward small-town moments, all delivered with high-energy timing and sharply observed punchlines. The lineup also features Ken Miller, Florida's Funniest Comedian of 2103 and winner of Steve Harvey's National Talent Search, along with Myke Herlihy, Florida's Funniest Comedian of 2023. Together they showcase the quirks of Florida life with a show built on quick wit and big laughs.

CMGA returns with a vibrant celebration that blends patriotic spirit, artistic expression, and a touch of celebrity. Artist designed martini glasses autographed by names like Alec Baldwin, ACDC, Mark Wahlberg, Sarah Jessica Parker, and Joe Torre take center stage. A high energy live auction invites bids on these one of a kind pieces and special experiences, with proceeds dedicated to veterans. Guests can enjoy gourmet fare, an engaging program, and opportunities to connect with others who care about this cause. Since 2010, CMGA has raised more than 4 million dollars for local veteran focused nonprofits, helping fund housing, mobility devices, mental health services, and community connections. Beneficiaries include Warrior Homes of Collier County, Segs4Vets, Gulf Coast Veterans & Friends, and Naples Take a Soldier Fishing. Tickets are available, and sponsorship packages are offered in tiers such as American Spirit and Defender of Freedom, which may include VIP benefits, meet and greets, and brand exposure.

A two day home and garden showcase fills the New Hope Event Center with fresh ideas for interiors, remodeling projects, and outdoor living. Explore displays and resources to spark your next upgrade or refresh, from practical improvements to stylish touches. Admission is free, making it easy to drop in for inspiration.

The annual Town Center farmers market returns for a new season with more than 50 local vendors offering farm-fresh and homemade goods, accompanied by live music for a relaxing day in town. Admission and parking are free. Presented by SW Florida Markets, LLC. For more information, contact the Ave Maria Welcome Center at (239) 352-3903.

Kendra Scott at Waterside Shops in Naples hosts a give-back shopping event supporting Freedom Waters Foundation. Guests can enjoy sips and sweets while browsing, with a special appearance by Freedom the Pirate offering photo opportunities. During the event, 20% of in-store purchases will benefit the foundation and its therapeutic boating programs that promote healing, empowerment, connection, and a sense of freedom for children and adults with disabilities or serious illnesses, veterans, and at-risk youth. Those shopping online can apply code GIVEBACK-MNZPZ at checkout so that 20% of their purchase also supports Freedom Waters Foundation.

Jingle Mingle offers a warm welcome back to Naples. Trolley Tour shirts will be available for pickup.

Veggie Village Community Garden in Naples hosts a maintenance day focused on planting and weeding to keep the space thriving. Participants should come prepared for outdoor work by wearing comfortable clothes and closed-toe shoes and by bringing a refillable water bottle. All necessary tools will be supplied, and snacks and water will be available, so everyone can focus on helping the garden grow.

Drawing from his new book The Letters I Never Sent, Davide De Pierro presents a live experience that mixes personal stories, humor, and genuine conversation with the crowd. The program features a monologue, select readings from the book, and an open Q&A with attendees. A limited number of meet and greet opportunities are available with advance purchase. A New Jersey native, he has built a following of over 3 million on TikTok and 2.7 million on Instagram, sharing insights on relationships, finances, and everyday moments that resonate widely. This appearance brings that popular voice to the stage.

Home improvement inspiration and practical solutions come together at the Naples Home & Garden Show at New Hope Event Center. Explore a wide range of home products and services, discover fresh ideas in creative displays, and hear insights from local experts through informative presentations. From decor and window coverings to expert contractors and innovative options, this event gathers everything in one place so you can compare choices, get guidance, and take the next steps on your projects.

Slippery When Wet brings its Bon Jovi tribute to South Street Founders Square with a production crafted to capture the rush of a full-scale arena concert in an intimate setting. Founded in 2003 by Jason Morey, the band is dedicated to recreating the energy and sound of a Bon Jovi show as faithfully as possible. The performance features live arrangements inspired by the group’s major tours of the 2000s and 2010s, highlighting big singalong choruses, guitar-driven anthems and a high-energy stage presence that makes the room feel larger than life. With more than 2,200 performances around the world, Slippery When Wet has been officially authorized by Bon Jovi, has appeared during Super Bowl pregame festivities, performed with Legends in Concert and been chosen for appearances tied to Jon Bon Jovi’s cruises. The experience is aimed at longtime fans and anyone who loves classic rock, offering familiar favorites, lively crowd energy and songs made to be belted out at full volume.

On the second Saturday of each month, the farm opens to the public for a relaxed day outdoors. Visitors can explore the property, see the animals, and let kids enjoy open space with lots of yard games. A giant dirt pile is available for play, adding to the hands-on fun. Guests may bring a yoga mat, lawn chairs, or a full picnic setup to make the most of the visit. Please leave pets at home, as the farm cares for various animals. Registration is requested. Admission is $10 per adult or $25 per family, which includes two adults and up to three children.

At New Hope Event Center, the Naples Home & Garden Show brings together a wide range of home improvement resources in one place. Explore products and services for the home, browse creative displays that spark new ideas, and hear practical tips from local experts along with presentations by seasoned professionals. Whether you are planning a project or simply gathering inspiration, you can discover home decor, window coverings, experienced contractors, and innovative solutions to help move plans forward. The event is designed to make it easier to compare options, get reliable advice, and leave with inspiration and useful contacts.

Your First Mud Run brings a family-friendly obstacle course to Immokalee with 12 to 14 muddy challenges. Participants ages 5 and up are welcome, and dogs can take part as well. The course is designed as an approachable introduction to obstacle racing and a helpful warmup for larger events like Spartan, Tough Mudder, or Savage Race, making it a comfortable fit for first-timers. A portion of the proceeds supports the Ave Maria Parks Department, and anyone can create a team page to raise funds for a chosen charity, school, or team.

Cars and Coffee 239 brings enthusiasts to Mercato to experience a wide showcase of automobiles. Wander through hundreds of vehicles positioned throughout the property. The traffic circle presents the month's spotlight cars, accompanied by live music. Curated parking on the VIP Lawn is available with a $50 donation, payable by cash or check, to the featured nonprofit of the month. Participation is open to all makes. Parking runs on a first come, first served basis, and advance registration is not required. Spectators are asked to use the parking garages. A bar on the lawn offers adult beverages, coffee, scones, and more. Early brunch is available at The Pub.

New York stand-up Tony Dabas appears in Naples with a set built on accents, character-driven bits, and multicultural humor. His sketches and stand-up clips have attracted more than a billion views across social platforms. With over 13 years of experience spanning venues throughout the United States and Canada, he has opened for comedians tied to Saturday Night Live and prominent Netflix specials, and completed over 150 tour shows last year. Drawing on a diverse New York upbringing, he shares a perspective that resonates with audiences from many backgrounds.

Settle in for an outdoor film screening in the Piazza as part of Films Al Fresco. If you cannot make it this month, the series takes place on the third Tuesday of each month. Admission is complimentary. Plans may change with the weather, so check back for updates. By attending, you consent to the use of your image in photos or video captured at the event, and Mercato may use this media for future publicity without compensation.

Kellen Erskine takes the stage for a live stand-up show. Recognized by TBS as one of its Top Ten Comics to Watch, he has appeared on Conan, Comedy Central, Jimmy Kimmel Live, NBC’s America’s Got Talent, and the Amazon Original Series Inside Jokes. He has released two Dry Bar Comedy specials, Negative Comments and Composed, and his clips have earned more than 200 million views across social platforms. In 2018 he performed in the New Faces showcase at the Just For Laughs festival in Montreal. He continues to tour nationally and hosts the weekly comedy podcast The Book Pile.

Kellen Erskine returns to Off The Hook Comedy Club in Naples, FL with an all-new hour-long performance.

New York City native Adam Hunter brings his standup to Naples, delivering a set known for bold energy, thoughtful punchlines, and big laughs. A headliner across the country, he puts everything into each performance. Audiences may recognize him as a season 6 finalist on Last Comic Standing and from appearances on The Tonight Show with Jay Leno, Chelsea Lately, The Late Late Show, MTV, VH1, TruTV, CBS, Comedy Central, and Nickelodeon’s See Dad Run. His career spans arenas, colleges, and clubs worldwide, and he has completed numerous tours for members of the Armed Services at bases throughout the Far East, the Middle East, Africa, South America, and in the United States.

Presented by The Naples Players in the Kizzie Theater, this musical recounts how, on September 11, 2001, 38 planes were redirected to Gander, Newfoundland, doubling the town’s population in a single day. Amid fear and confusion, local residents welcomed about 7,000 stranded travelers with shelter, care, and kindness. With book, music, and lyrics by Irene Sankoff and David Hein, the production balances humor and heart with uplifting songs to highlight resilience, generosity, and the connections that form when people choose compassion. Tickets are priced from $57 to $67.

Conquer the Rock, part of the Crossing Adventure Series, is an endurance paddle challenge that circles Marco Island for 22 miles, linking beach to beach across some of Southwest Florida’s most beautiful waterways. Designed for competitive racers and adventurous paddlers, the route highlights a changing landscape of quiet mangrove tunnels, natural backwaters, man-made canals, and sweeping Gulf beaches. The day begins with a racer’s meeting, followed by the 22-mile main event and a 5-mile race. A 2-mile beach walk paired with a 4Ocean beach cleanup offers a chance to give back along the shoreline. After the final paddlers finish, the celebration continues at Veterans Park with a family-friendly music festival and awards ceremony featuring live music from Rock Republic, official race honors, vendors, and plenty of food, drinks, and lively island energy. Funds raised support families affected by cystic fibrosis through Piper’s Angels Foundation programs, including urgent financial assistance, medical equipment and other needs, mental health resources, scholarships, peer mentorship, care packages, and more.

A road-tested comic with more than a thousand national TV appearances takes the stage, with credits ranging from The Tonight Show to a 17 year stretch appearing on and co hosting the Jerry Lewis Telethon. He also appears on Showtime in Billy Gardell’s Road Dogs and on the big screen in Joe Dirt, The Informant as Matt Damon’s attorney, and 23 Minutes to Sunrise with Eric Roberts. His 35 plus years in comedy are chronicled in the documentary Close But No Cigar. He has performed in all 50 states and Washington, DC, and has toured internationally in seven countries, headlining everywhere from Las Vegas to Atlantic City. Radio audiences know him for The Bob & Tom Show and his Zany Report, along with appearances on stations nationwide. The Los Angeles Times has noted his smooth, seemingly effortless delivery backed by real skill, and described him as naturally funny. Look forward to a polished set shaped by decades on the road.

Now in its 13th year, this Thanksgiving 5K features a scenic route that begins on 5th Avenue and winds through downtown Naples. Pre-race packet pickup is encouraged at Naples on the Run, while pickup on race day is available but discouraged, and participants using it should plan to arrive early. There is no registration available on race day. Pre-registered 5K entrants receive a shirt, and all 5K finishers earn a medal. A one-mile walk follows shortly after the 5K start. Children can take part in a free 100-yard dash for ages 6 and under and a free 1K fun run for ages 14 and under. The course remains open for 90 minutes, and a full awards ceremony is planned. Strollers and other wheeled devices are welcome, with a request to begin toward the back at the start line. Parking is free. Donations of canned goods and clothing will be collected for St. Matthew’s House, with drop-off available during packet pickup or at the registration area.

A local tradition for more than two decades, the 25th annual Naples Gobble Gobble Thanksgiving Day 5K is recognized as Naples’ original Thanksgiving Day run. The course highlights the city with a route through downtown streets and along the waterfront by The Village Shops on Venetian Bay. Friends and families share the experience together, creating lasting memories while supporting the community.

Art in the Park, presented by Naples Art Institute, is a long-running Naples tradition celebrating original creations by artists from the local area and the wider region. Taking place outdoors at Cambier Park, it offers a relaxed way to wander the park, meet artists, and explore a broad mix of work, including painting, photography, jewelry, ceramics, mixed media, glass, and wood pieces. Admission is free and open to all.

Celebrate the start of the holiday season at the first pop-up hosted at The Artisan Market of Naples. Spend time with family and friends while sipping wine and creating a custom trucker hat or a small accessory, whether you plan to gift it or keep it for yourself. Registration is available via QR code. For inquiries, contact the organizer or The Artisan Market.

Stage 2 Improv presents an evening of games, improvisation, music, and family-friendly antics. Audience members can choose to participate or simply enjoy the laughs from their seats. There is also a chance to snap a delightfully awkward family photo with the cast. The show welcomes attendees from ages 8 through 88.

After the matinee, the Kizzie mainstage is transformed into an elegant, immersive dining room for a catered Ocean Prime dinner paired with thoughtfully selected wines and accompanied by live entertainment. Each table is hosted by a TNP artist who shares conversation and insights into the creative process. The experience blends fine dining, music, and meaningful dialogue, welcoming devoted supporters and first-time attendees alike for a shared celebration of community, creativity, and connection.

Naples landmark Historic Palm Cottage is dressed for the season with an annual holiday display that blends festive cheer with local history. The cottage is decorated throughout to highlight the warmth and charm of this time of year, offering a memorable way to experience both the past and the spirit of the holidays. Guided tours are available for $20 per person and are complimentary for members, and reservations are encouraged. A free self-guided option is also offered with no reservations needed. Called Christmas at the Cottage, this celebration invites visitors to enjoy the festivities within a treasured piece of Naples history.

Kat Timpf brings her stand up to Naples with a blend of sharp wit and candid insight. A writer, comedian, and television personality, she cohosts the Fox News late night program Gutfeld and appears as a network analyst. She spent nearly six years as a columnist for National Review and has also worked with Campus Reform, The Washington Times, and Barstool Sports. She is the author of two New York Times bestselling books that explore why humor matters and how rigid either or thinking can divide people. Her national comedy tour has sold out theaters across the country. Recognized by Variety on its New Power of New York list in 2023, she is known for a libertarian perspective that blends satire with straightforward commentary to spark real conversation, bridge differences, and keep audiences laughing with respect and good humor.

Unity of Naples Spiritual Community presents From the Heart, a community gala centered on giving and receiving with an evening of celebration, fellowship, and fun. Guests can enjoy live music in the courtyard featuring the laid back acoustic sounds and harmonies of husband and wife duo Chariot. A champagne social offers a curated selection of hors d'oeuvres and bubbly while attendees connect with one another. Fundraising highlights include a silent auction with unique items, services, and experiences, along with a live auction showcasing exclusive packages and one of a kind treasures from local artists and businesses. All proceeds from the evening directly support the Unity of Naples community. Cocktail attire is requested.

At North Collier Regional Park, the Naples Out of the Darkness Community Walk brings people together to remember, find hope, and support one another. The event offers a compassionate space to honor loved ones and recognize how suicide and mental health conditions affect individuals, families, and communities. Activities include check in and a program followed by the walk, creating time to connect and reflect.

Shawn T delivers an acoustic performance at Paradise Found, Restaurant and Bar in Goodland, kicking off an every other weekend residency. This waterside event combines live music with food and drinks, with views of dolphins and stingrays swimming by.

Savor a catered dinner by Ocean Prime with thoughtful wine pairings and live entertainment, served on the Kizzie mainstage as it transforms into an elegant, immersive dining room. Each table is hosted by a TNP artist who shares personal conversation and behind the scenes perspectives on the creative process. Designed for longtime supporters and newcomers alike, this experience brings people together around food, performance, and meaningful connection.

Canadian stand-up Ben Bankas performs in Naples, Florida. Originally from Toronto and now based in Austin, he has appeared alongside Andrew Schulz, Joe List, Louis J. Gomez, and Tyler Fischer, and he has grown a loyal and diverse audience. His comedy explores politics, current events, pop culture, and himself, and the material for this show is entirely new and not available online. Bankas hosts The Bankas Show on YouTube, attracting more than 10,000 listeners each month, and his Instagram following exceeds 208,000. His work has been featured on InfoWars, Blaze TV, and Fox News in the United States, as well as in Canadian outlets such as the Toronto Sun, CBC, BlogTO, Toronto Life, CP24, Rebel News, and The Western Standard. His YouTube specials include GAYTATORSHIP and Please, Wear a Mask.

Comedian Tim Meadows performs live, drawing on a career that spans ten seasons on Saturday Night Live. He portrayed John Glascot on The Goldbergs and its spinoff Schooled, played the principal in Mean Girls, and appeared with Adam Sandler and Chris Rock in Grown Ups and Grown Ups 2. Additional credits include Popstar: Never Stop Never Stopping, Walk Hard: The Dewey Cox Story, Brooklyn Nine-Nine, The Office, Miracle Workers, and the series No Activity. He has voiced a main character on Bob’s Burgers and starred in the hybrid live action and animation series Son of Zorn with fellow SNL alum Jason Sudeikis. Recent work includes roles in Poker Face, The Mandalorian, and the animated series Digman!

At Tiburón Golf Club in Naples, the Grant Thornton Invitational features early-round competition with PGA TOUR and LPGA professionals teaming up in a mixed format. With stretches of alternate shot and best ball influencing play, strategy evolves from hole to hole and a single shot can flip momentum. It offers a view of top-tier teamwork under pressure, where precision and creativity both matter.

The International Sixes Challenge brings top six-on-six competitors from around the world to Naples, Florida for a fast-paced, small-sided competition. Registration and contact details are available through the Zero Point Sports Network profile.

Each month on the second Saturday, the farm welcomes the public for open exploration. It offers a peaceful place to unwind and plenty of room for kids to run and play. Visitors can roam the land, see the animals, and enjoy lots of yard games. There is also a very large dirt pile set aside for play. Guests are welcome to bring a yoga mat, lawn chairs, or a full picnic setup to relax and enjoy the space. For the well-being of the resident animals, pets are not permitted. Registration is requested. Admission is 10 dollars per adult or 25 dollars per family, which includes two adults and up to three children.

Live Fest 2026 returns to Naples at Tiburon Golf Club on the grounds of The Ritz-Carlton Naples, Tiburon. First Horizon Bank presents a bill led by ACM Award-winning artist Riley Green with Tyler Hubbard as the special guest, with more artists to be announced. The event blends live country performances, a lively festival vibe, and a sense of community in a beautiful Naples setting.

Jeff Allen brings decades of stand-up to the stage with all-new material on his Jeff Allen 2.0 tour. Audiences may recognize him from appearances on America’s Got Talent, Dry Bar Comedy, HBO, Amazon Prime, Huckabee, Pureflix, Comedy Central, VH-1, Showtime, TBN, CBN, Family Net, and other television networks and podcasts, along with regular play on SiriusXM, Pandora, and Spotify. His Dry Bar Comedy clips have amassed more than 300 million views across Facebook, YouTube, and other platforms. He has entertained service members aboard aircraft carriers and ships in the Indian Ocean, produced and starred in a sitcom pilot for Castlerock Television, and appeared in the film Apostles of Comedy. The show highlights the humor in everyday family life, from marriage and parenting to the quiet of an empty nest and the surprise of kids returning home, plus the joys of being a grandparent, all delivered by a seasoned performer in his fifth decade of comedy.

Prospective families can tour Gulf Coast Charter Academy South and take part in an information session that highlights academics and student life. Meet members of the leadership team and staff, learn about the STEM-focused curriculum as well as clubs, athletics, and enrichment opportunities, and explore the campus. Staff will answer enrollment questions and offer support with the application and registration process. Whether you are just starting your school search or preparing to enroll, this visit provides a clear look at the community and what it means to be a Striker.

Dale Jones delivers high-energy stand-up packed with rapid-fire jokes, animated expressions, quick improv, and precisely timed physical humor, drawing on more than three decades on stage. Trained at Second City in Chicago, his TV credits include TBS's The Very Funny Show, NBC's Last Comic Standing season six, Fox's 30 Seconds to Fame, and The Circle network's Stand Up Live Nashville seasons one and two, along with a brief appearance in MGM's Out of Time. His album I'm Not Well launched in the top three on both iTunes and Amazon and held that position for more than a week. He is regularly heard on SiriusXM's The Jeff and Larry Channel and has played clubs and colleges, corporate engagements, cruise ships, and numerous comedy festivals, earning wins at the Comedy 10K, the Laughlin Comedy Festival, the San Diego Comedy Festival, and the Antelope Valley Comedy Festival. In 2017 he performed on two episodes of Pureflix's The Comedy All Stars, which led to roles in Malibu Dan the Family Man and, in 2021, Banking on Christmas. Expect a fast-paced set full of laughter and showmanship.

Settle in for an outdoor movie screening in the Piazza as part of the Films Al Fresco series. If this month’s film does not fit your schedule, the series returns on the third Tuesday of every month. Admission is free. Plans may change if weather interferes, so check for updates. By attending, you consent to the use of your image in photography or video captured onsite without compensation, and Mercato may use this media for future publicity.

Naples Depot Museum transforms into a festive winter setting, with holiday decorations displayed throughout the museum. The celebration spans the month and includes holiday craft activities on select dates. Admission is free.

Stand-up powerhouse Chris Distefano takes the stage for a night of quick-witted stories and big laughs. He first broke through on MTV’s Guy Code/Girl Code, where PopSugar named him the “Funniest Guy on MTV,” and later made history by filling Radio City Music Hall and the Theater at Madison Square Garden on consecutive nights. Screen credits include starring in IFC’s Benders, co-hosting Netflix’s Ultimate Beastmaster, and hosting ViceTV’s Super Maximum Retro Show, along with a stint guest hosting Jimmy Kimmel Live. His specials include Size 38 Waist, Speshy Weshy, and It’s Just Unfortunate from Hulu’s Hularious series, showcasing a blend of Brooklyn roots and down-to-earth charm. Podcast listeners know him from History Hyenas with Yannis Pappas, as well as Chrissy Chaos, Christories, Hey Babe! with Sal Vulcano, and Teach Me Daddy with Matteo Lane. A sports enthusiast, he has appeared on MLB’s Off The Bat and MSG’s The Bracket, and has thrown ceremonial first pitches for the Chicago White Sox, the Chicago Cubs, and the New York Mets. The set blends upbeat, self-deprecating humor that playfully riffs on everyday life and his own misadventures.

Comedian and content creator Corey B brings a live show to Naples, Florida, drawing on a following of more than 16 million and over 2 billion video views. He spent over a decade on air at radio stations in Tampa, New Orleans, Chicago, and New York City, and he has performed stand up in New York clubs including Stand Up NY, Carolines, and New York Comedy Club. With experience in acting, broadcasting, and event hosting, and as the current co-host of the Cane and Corey podcast, he presents a set shaped by years on stage, on air, and online.

Holiday traditions shift from one generation to the next, yet the nostalgia that connects people remains. This free family day centers on hands-on making, from orange slice decorations and pine garlands that use natural materials to mid-century modern inspired crafts. Attendees can explore the many ways Jell-O appeared alongside other foods and take home recipe cards to try those retro dishes later. There is also time to create homemade holiday cards, ornaments, and other decorations in and around the Cottage, which will be decorated for Christmas.

Settle in for a lively evening of live music as Chasing Ava Duo takes the stage at Cracklin' Jack's.

Now in its 37th year, the Marine Industries Christmas Boat Parade brings a festive procession back to Naples Bay, with boats decked out in lights and creativity to match the Blossoms & Bows theme. Vessels of all sizes are welcome to take part, and judges will award Best in Class and Best Overall Theme. There is no entry fee, and donations will benefit the Ricky King Foundation. Naples City Dock serves as the official judging site and VIP area, with a limited number of presale tickets available for close-up viewing. Spectators can enjoy the parade from shore at Pinchers Tin City, Riverwalk Restaurant, Naples Landing, Kelly’s Fish House, The Boat House on Naples Bay, and Bayview Park. Viewing from the water is also part of the fun, whether rafting up on Naples Bay or gathering for a waterfront watch party along the route.

Cars and Coffee 239 at Mercato fills the property with hundreds of vehicles to explore. The traffic circle showcases the featured cars of the month, with live music creating a lively backdrop. An event bar on the lawn offers adult beverages, coffee, scones and more, and early brunch is available at The Pub. All makes are welcome. Parking operates on a first come, first served basis with no advance registration, and spectators are asked to use the parking garages. Curated parking on the VIP Lawn is available with a $50 donation by cash or check to the featured nonprofit of the month.

Candlelight concerts present a live, multi-sensory holiday performance in Naples, featuring beloved Christmas classics at Dimension Event Center, all set within the soft glow of candlelight. The Listeso String Quartet performs selections such as Dance of the Sugar Plum Fairy from The Nutcracker, Greensleeves, Carol of the Bells, O Holy Night, O Christmas Tree, We Wish You a Merry Christmas, Let It Snow, Feliz Navidad by José Feliciano, Jingle Bells, Rockin' Around the Christmas Tree by Brenda Lee, Love Is All Around by Wet Wet Wet, Let It Go from Frozen, Once Upon a December from Anastasia by Stephen Flaherty, Maestro from The Holiday by Hans Zimmer, It's Beginning to Look a Lot Like Christmas by Michael Bublé, Last Christmas by Wham!, and All I Want for Christmas Is You by Mariah Carey. The concert runs for 60 minutes, doors open 45 minutes before the performance, and late entry is not permitted. Attendees must be at least 8 years old, with anyone under 16 accompanied by an adult. The venue is ADA compliant, and seating within each zone is assigned on a first come, first served basis.

Anthony Rodia brings a high-energy night of stand-up to Naples, delivering rapid-fire laughs with animated storytelling and sharp character work. A first-generation Italian comic from Westchester, New York, he built a massive following online through sketches, song parodies, and the hit Road Rage Wednesday series starring his character Uncle Vinny. On stage he stays theatrical and unfiltered, rolling out fresh material that connects through everyday life. Expect vivid stories, quick-witted accents, and a punchy delivery that keeps the room laughing from start to finish.

This New Year’s Eve comedy event in Naples features Italian American stand up Anthony Rodia live on stage. His act blends quick wit with personal stories about family life, Italian American culture, and the humor in everyday moments. He built a wide following through viral videos with characters such as Uncle Vinny, released his first Amazon comedy special, Totally Relatable, in 2024, and continues into 2026 with his Insanely Funny tour that brings fresh material and fast improvisation on adulthood, parenting, and cultural identity. Dinner is offered with a petite Caprese salad to start and chocolate mousse cake for dessert. Entrée choices include pan seared beef tenderloin with Diane sauce served with asparagus and au gratin potatoes, chicken rollatini stuffed with spinach and Asiago topped with Madeira sauce and served with asparagus and au gratin potatoes, or shrimp and lobster alla vodka. Once an entrée is selected, it cannot be changed. The earlier showtime does not include the New Year’s Eve countdown, and the countdown takes place during the later show.

Rob Schneider brings his stand-up to Naples with a live show rooted in the humor that made him a standout on Saturday Night Live and a familiar face in film and television. A veteran actor and comedian who also writes and directs, he moved from SNL writer to full cast member alongside Adam Sandler, Chris Rock, David Spade and Chris Farley, then headlined films such as Deuce Bigalow: Male Gigolo, The Animal, The Hot Chick, Deuce Bigalow: European Gigolo and The Benchwarmers, with earlier appearances in Judge Dredd, Demolition Man, Beverly Hills Hillbillies and Down Periscope. His screen work also includes Grownups, The Waterboy, Little Nicky, The Longest Yard, 50 First Dates, I Now Pronounce You Chuck and Larry, You Don’t Mess With the Zohan and narration for 8 Crazy Nights, along with Netflix releases The Wrong Missy and Hubie Halloween. On television he starred in the CBS comedy Rob and later created Real Rob for Netflix, a series he starred in, directed, produced and financed. His Netflix special Asian Momma, Mexican Kids shares personal stories about family life and closes with a duet with his daughter Elle King. He continues his worldwide stand-up tour and also hosts the weekly podcast See What Happens with his wife Patricia Maya Schneider.

Stand-up comic Rocky Dale Davis headlines this event. His TikTok and Instagram clips have amassed more than half a billion views and attracted over a million followers.

Comedian Joe DeVito brings sharp timing and sly twists to Naples, FL, delivering the kind of set that has made him a staple in New York City clubs and on stages around the country. He is a regular presence on FOX’s top-rated Gutfeld! and appears on the new season of Comics Unleashed on CBS. His television credits include The Late Late Show, Comedy Central, AXS TV’s Gotham Comedy Live, and a semifinalist run on Last Comic Standing. His Dry Bar Comedy special has garnered more than 12 million views online.

This luncheon at Sea Salt in Naples supports Youth Haven. Hosted by Ingrid and Chef Fabrizio Aielli, the program will share stories of recovery and renewed hope and show how community support can drive meaningful change for the young people who live at Youth Haven. Details about speakers, sponsorship opportunities, and tickets will be announced.

Agatha Christie’s mystery is presented in the Kizzie Theater by The Naples Players, adapted for the stage by Ken Ludwig. A midnight snowdrift brings the Orient Express to a standstill, and by morning an American tycoon is found in his compartment, stabbed eight times with the door locked from within. Stranded and surrounded by suspicion, Hercule Poirot pieces together clues and alibis to uncover the murderer before another victim falls. Tickets range from $57 to $67.

This gala features an elegant dinner, performances by students, and a spirited auction. Attendees hear uplifting stories and can make instant donations, with contributions going straight to education for students in Immokalee.