Events in Wildwood, FL

Enjoy a welcoming breakfast at The Venetian Center where conversation comes easy and connections grow. Attendees can meet new people and catch up with others in a relaxed, friendly atmosphere that sets a positive tone for the day.

Deb's Cardio Drumming Class takes place at Water Lily Recreation Center. The room accommodates up to 60 participants, so plan to arrive early to secure a place. A loaner kit can be arranged with at least 24 hours notice.

TeOR presents an extended performance lasting four hours, giving the audience a generous set to enjoy from start to finish.

Take part in a friendly points and skins competition designed for all experience levels. Your first time playing, you set a personal points quota. Scoring awards 4 points for a birdie, 2 for a par, and 1 for a bogey. If you finish above your quota, you share the winnings with any other players who also exceed theirs. Quotas adjust by 2 points up if you beat your target by 2, or down by 2 if you miss it by 2, with the change applied the following week. An optional skins side game is available, where the lowest score on a hole earns the skin. The cost is $25.00 plus tax. For details or to sign up, contact the pro shop at (352) 753-7711.

Local musicians and on-the-spot collaborations take center stage at this open music jam, creating a welcoming atmosphere filled with great tunes. Players can plug in with a full backline ready to go, and listeners are free to relax and enjoy. Bring instruments or come with friends to share the experience. Admission is $10, and attendees may bring their own beverages and snacks.

Enjoy a lively night of bingo at Gators Dockside Brownwood with five pay as you go games. Cards for games one through three are $2 each, and cards for games four and five are $5 each. Reservations are required. Call ahead to secure seating, and bring exact change.

The Groove Slayers return to Eastport, poised to launch a lively party atmosphere from the start.

A community gathering from Vibe Tribe held each week that focuses on connection, creative expression, and music. It begins with a guided support circle that offers a welcoming space without judgment to check in and be heard, or to simply sit quietly. There is no obligation to speak, and advice giving or preaching is off the table. Afterward the energy moves into an open, collaborative jam where instruments of all kinds are welcome, ideas evolve, and feelings can be translated into sound. No prior experience is needed, and participants of every level feel at home. People may choose to share, to listen, to make music, or to simply be present. The format flows from conversation to creation, with an inclusive, community centered spirit, and it welcomes all ages.

An in-person, men-only book club meets at Vanderbrew Coffee Shop with a focus on leadership, discipline, and self mastery through practical application. Participants can expect candid conversations about fear, pressure, and responsibility, a supportive community that builds accountability, and actionable takeaways to use right away. The format avoids lectures and aims for a distraction-free, judgment-free environment. Seating is limited. A featured selection is Staring Down the Wolf by Mark Divine. This gathering is intended for men who want to grow as capable and confident leaders in their lives, families, and work.

At Lollygaggers Sports Pub & Grill - Wildwood, rock and roll bingo brings a lively game night that is free to play, with prizes awarded to the winners. Expect good food, drinks aplenty, and plenty of fun.

Take the next step after PT101 with a supportive mentored play session at Eisenhower Recreation Center in The Villages. A knowledgeable club member will offer guidance, answer questions, and place you in a group matched to your comfort level. New and experienced players are welcome, and no advance registration is needed. Paddles can be borrowed from inside the recreation center. It is a relaxed way to meet others and ease into regular play.

Open Play at Eisenhower Regional Recreational Center welcomes participants of every skill level. Attendance varies from day to day and by location since it follows a drop in format. Paddles are available to borrow inside the recreation center.

These chair yoga sessions are designed to support a healthy body and a peaceful mind. They are offered every Wednesday and Friday for $10 at the Spiritual Enrichment Center at All About Art. For more information, call Donna at (352) 307-9774.

Celebrate Hispanic Heritage Month at the second annual Fiesta en la Plaza, brought to you by Orlando Health, as Towne Square in Downtown Leesburg fills with music, flavors, and community spirit. Admission is free and families are welcome. The entertainment features DJ Angel of Boom on the turntables, live sets from the Latin Bridge Band, and a special dance performance by Angelique the Dancing Queen. Savor authentic dishes from local Hispanic food vendors and browse unique goods from Hispanic-owned merchandise vendors. All are invited to enjoy a lively evening of culture, connection, and fun.

Cold drinks and great food await in Brownwood, paired with live music to set the mood. A simple recipe for good times.

Experience a live performance from Stephen Currence at HFV Speakeasy.

Frank's Rack & Grill in Leesburg hosts Red Shirt Friday karaoke presented by Son-Rae Entertainment with DJ Jeff-fa-fa. The venue has reopened under new ownership and management, previously known as Frank's Place. Singers and music fans can step up for open karaoke and song requests, with performances running through a Bose L1 Pro 8 sound system to showcase local talent. The setting is smoke free indoors, with smoking and vaping permitted outside under cover. A full bar, a billiards hall with APA leagues, and a selection of food and snacks are available, and bikers are welcome. Red Shirt Friday highlights appreciation for U.S. service members and veterans, with RED standing for Remember Everyone Deployed.

The 5th Annual Ryback Ride honors SFC Michael Aten while raising support for local veterans. Presented by Combat Vets Motorcycle Association Chapter 20-4 as a sanctioned ride, it offers a meaningful day of riding, remembrance, and fellowship for the motorcycle community. Participation is $20 per person, and proceeds benefit local veterans. The Scrambler Run features chip pulls at several stops, including American Legion Post 35 in Mt. Dora, JJ’s Lounge in Sorrento, Crossroads 44 in Eustis, Yalaha Bootlegging Co. in Yalaha, Dirty South Saloon in Leesburg, and a final stop at Gator Harley-Davidson in Leesburg. Registration is at American Legion Post 35 in Mt. Dora, with breakfast and coffee available before the ride sets out. The finish at Gator Harley-Davidson includes live music by Kenny Livey, raffles, a 50/50 drawing, a basket auction, a full bar, merchandise vendors, and food vendors. High hand and low hand winners will be awarded during the Scrambler Run.

Open Play is open to all experience levels. Turnout varies since players can drop in, and friends are welcome. For equipment, paddles are kept in the shed at Rohan and Clarendon, and other recreation centers offer paddles for checkout.

Fairy hair will be sparkling at the Brownwood Saturday Market with Erin and Abby, joined by other fairy friends seen at Electric Light Party, Mardi Gras, Hometown Halloween, the Strawberry Festival, and more. Choose from more than 30 color options that are heat safe, resistant to color and bleach, and designed to shimmer. Each strand is woven into a single hair without a bead and stays put until that hair naturally sheds. Pricing is 10 strands for $20, 15 for $30, 20 for $40, 30 for $60, and 40 for $80, with additional quantities available.

The Resident Bazaar at Rolling Greens Village is open to everyone and showcases goods made by residents alongside finds curated from the local area. Explore art, baked goods, candles, clothing, handmade crafts, jewelry, and home items. It is a chance to shop while supporting local vendors and spending time in the community. Vendor opportunities are available. Admission is free, and no one associated with the event will request payment or personal information through social media, so avoid sharing personal or financial details with anyone claiming to represent it online.

Returning for its second year, this book festival brings together authors, historians, and readers for a day of storytelling and inspiration at a historic Florida site. Admission is $5 per vehicle and covers park entry and the event.

Celebrate beauty and wellness with the Divine Integrative Wellness & Aesthetics team at a sparkling gathering focused on self care. Ashley will offer Botox and cosmetic injectables, Monica will provide professional body piercing, and Hannah will share aesthetic treatments such as facials, microneedling, chemical peels, lash lifts, and skin rejuvenation. Jennifer Sanchez, a licensed acupuncturist, will feature acupuncture, body cupping, and holistic healing. LMT Jeanna Casanova will offer 10 minute chair massages. Guests can enjoy complimentary champagne and hors d’oeuvres, take part in live consultations, and explore exclusive specials, giveaways, and other promotions while discovering services designed to help them look and feel their best.

Women come together for a laid-back swap centered on affordable items they love. Participants exchange favorite picks, discover fresh recommendations, and enjoy thoughtful conversation that fosters real friendships. The atmosphere stays light and low pressure, making it a comfortable option even if attending solo.

Get ready for a Grand Battle event for the One Piece card game. The entry fee is $15, and registration is available through the Bandai TCG+ app.

Tyler Glynn brings a mix of acoustic and electric classic rock to Cody's Original Roadhouse - Brownwood. The set draws from more than 25 artists primarily from the 1960s through the 1980s, including songs by The Beatles, Elton John, Elvis, Aerosmith, Eagles, Pink Floyd, and The Cars.

Enjoy tasty food, drinks, and music out on the patio. Settle in outdoors to eat, sip, and listen.

An event is taking place at City Fire Brownwood.

Rock Hard returns to Hilltop Tavern for live rock covers performed inside, featuring favorites from classic and southern rock to hits from the 80s, 90s and alternative, with the set getting heavier as the show progresses. The four-piece lineup includes Jeff Rahmeyer on lead vocals, John English on guitar and vocals, Billy Mansbridge on drums, and Earl Ammer on bass and vocals. Formed in January 2022, the group brings together former members of Liquor Boxx, Sniper, 3 Ring Circus and Keeper. Hilltop Tavern offers a full liquor bar along with pool tables and games, plus food and snacks. The venue is non-smoking indoors with a covered area outside for smokers, welcomes bikers, and admits guests 21 and over only. Presented by Son Rae Entertainment and Hilltop Tavern.

Groove 41 takes place at City Fire Sumter. The venue offers an upscale casual dining experience with American favorites ranging from sandwiches to steaks, along with a full bar.

Celebrate the spirit of fall at a women’s brunch designed for connection and calm. As the season brings new rhythms, this relaxed gathering offers space for comfort, conversation, and a moment to slow down. Spend unhurried time with other women and enjoy a warm, seasonal pause together.

This brunch features an unlimited buffet. Pricing is $26.99 for adults, $6.95 for children ages 6 to 10, and kids 5 and under dine at no charge. Bottomless champagne or mimosas are available for $10. A 17 percent service charge and tax apply to each check. Reservations are required. Consuming raw or undercooked meats, poultry, seafood, shellfish, or eggs may increase the risk of foodborne illness, especially for individuals with certain medical conditions. Please inform your server of any allergies or dietary concerns.

After a sold-out run in February, this high-energy tribute to the trailblazing women of the 70s and 80s returns to The Villages at Old Mill Playhouse Movie Theatre. A full live band and standout vocalists deliver a nonstop journey from glittering disco to arena-filling anthems, with favorites tied to Whitney Houston, Donna Summer, ABBA, and The Weather Girls, including I Will Always Love You, Bad Girls, Dancing Queen, and It’s Raining Men. The set also salutes icons like Diana Ross, Gloria Estefan, and Chaka Khan. Expect plenty of sing-along moments and dance-worthy hits as the music that defined a generation comes roaring back to life. A cash bar and concessions will be available. The previous performance sold out, so tickets are likely to go quickly.

An evening of stand up comedy comes to Everglades Recreation Center with headliner Bobby Henline, known as The Well Done Comedian, joined by featured performer Joe Kashnow and host Dennis Vee. Presented by Combat Hero Bike Build, the show raises funds to support its work. Attendees may bring their own food and beverages, and the venue will not offer concessions. This event is open to the public, and ticket availability is limited.

Goldrush Duo appears at Amerikanós Grille with Stephanie Stone and Michael Roberts from Blackwater Goldrush. The performance features a wide-ranging selection of songs.

Settle into a restorative sound healing experience at Fairy Dust Crystals and Such, designed to encourage deep relaxation and renewal. Peaceful tones from crystal singing bowls, Tibetan bowls, chimes, and other sacred instruments create a calm, grounding atmosphere. The session welcomes all experience levels and offers a supportive space to reconnect with yourself. Bring a yoga mat or something comfortable to lie on, a blanket, and a pillow or bolster for extra comfort. You are welcome to bring crystals to charge with the healing vibrations, and to come with an open heart and willingness to receive. The cost is $25 cash, paid upon arrival. Space is limited, and reservations can be made by calling 352-693-4592. Arriving a few minutes early is recommended, as the meditation will begin promptly.

The Highway 41 Band brings an energetic mix of country, Southern rock, and danceable favorites to Brownwood Paddock Square in The Villages. Bring lawn chairs, dancing shoes, and friends for a fun Florida evening filled with live music and good company.

City of Leesburg’s Home Run Flicks brings family movies to the big screen at Pat Thomas Stadium-Buddy Lowe Field, home of the Leesburg Lightning. Admission is free for all. Bring blankets and chairs for seating. Concessions will be available, with all proceeds supporting the Leesburg Art Center. This screening features Hocus Pocus.

The 5th Annual Pink Challenge takes place at Arlington Ridge Golf Club and features a shotgun start, with groups beginning from multiple tees at the same time.

Enjoy a friendly monthly breakfast for amateur radio enthusiasts at Howies Family Restaurant. Conversation centers on radios, antennas, and everyday life in a relaxed setting. Membership is not required and visitors are welcome. To help with seating, please let Gene, KI4LEH, know you plan to attend. For any updates or changes, check back here or on the website.

Pull on your favorite boots for a day of barbecue tasting, live music, drinks, a food truck, vendors, and plenty of fun that supports a local cause. Presented by the Firefighter Charity of Central Florida, this new fundraiser benefits a community program that provides monthly grants for local women who need financial assistance. The Pink Firetruck will debut a new honorary name, dedicated in honor or memory of a local woman who battled cancer, and serves as a moving reminder encouraging women in Central Florida to stay current with cancer checks. The event features a sanctioned barbecue competition in Florida, with teams from across the state competing for top brisket, chicken, ribs, and pork. Attendees can join a people’s choice tasting of slow smoked pork and help select a favorite. Cold drinks are available from the bar, hearty burgers come from the Backdraft Grill, vendors are on site, live music is provided by Hypersona, and there is swag and bikes to browse inside Gator. Admission is free. There is a charge only if you choose to taste and judge the barbecue.

Food, drinks, and music await on the patio.

A Reiki group share where practitioners and masters can practice, receive, and connect with the community. Those who are curious about Reiki may receive as well. The focus is on promoting relaxation and supporting healing for the body, mind, and spirit through Reiki. Each person will have time on the table to receive. Hosted by Patricia Squires.

Spanish Springs in The Villages features an afternoon of acoustic classics and familiar songs.

Experience four days and three nights of laughter, learning, and lakeside fun at the Southeast Clown Association convention, held on the wooded waterfront campus of the Warren Willis Conference Center in Fruitland Park, Florida. The setting provides roomy spaces for classes and activities, areas to parade and jam, and comfortable spots to practice and share clowning with friends old and new, welcoming both seasoned performers and newcomers. Registration is $400 and includes double occupancy lodging, three meals each day, and full access to programming such as the Sassy Show, a bonfire night, a banquet celebration, and a headliner show. A private room upgrade is available for an additional $75. During registration, attendees may request adjoining rooms, note dietary restrictions, and ask for handicap accessibility, and those who upgrade may request a king size bed. A day pass is available for $125 and covers meals and all events scheduled for that day. Vendors who are not attending the convention may stay on site and enjoy dining hall privileges for $300. The venue accommodates many vendors and supports multiple classes at different skill levels. For information, contact Heather McFall, President, at mcfallmerrill@gmail.com.

A ballroom dance party offers music, dancing, and a friendly atmosphere for participants of every level. Admission is $20 per person. For more information or to verify the schedule, call or text (352) 533-7400. Schedule is subject to change.

Needle Nags is a special interest group dedicated to applique and embellishment techniques. Participants explore edge applique using freezer paper, needle turn methods, machine applique, and embroidery stitching accents. The group meets at the Marion County Sheriff's Substation. Join for a brief visit or settle in for the full session, whatever suits your schedule.

Bike Night takes over downtown Leesburg at Great Chicago Fire Brewery & Tap Room, presented with support from Gator Harley-Davidson. Look for live music, cold beer, a full bar, and gift cards. The kitchen features an authentic Chicago-style menu that now includes Chicago thin crust pizzas. An on-site brewery offers 10 house beers, complemented by a selection of domestic and imported options and a full range of spirits. A happy hour provides one dollar off all beer, wine, and liquor.

A lively spot with friendly faces, live music, and plenty of good food and drinks. A cheerful place to spend a fun evening.

A Tarot share hosted by Audrey Kyzer takes place at the Spiritual Enrichment Center located within All About Art in Belleview. Attendees can bring their own cards, ask questions, exchange knowledge, and practice readings with others. For more information, call 352-414-8813.

Kids can celebrate Halloween at a glow-in-the-dark dance party filled with upbeat music, dancing, interactive games, and vibrant lights. Costumes are encouraged, and glow sticks are provided. No dance experience is necessary, only enthusiasm to move, play, and have fun. The event is designed for ages 3 to 12, with pricing as follows: the first party is free, active students are $10 per child, general admission is $15 per child, and each additional sibling is $5. At least one parent must remain on site for the duration. Presented by Anastassia Ballroom & Dance.

Take on a 5K at the Baseline Trailhead, where a quiet, scenic course follows a well maintained track through the Greenway. The event welcomes friends and families in a relaxed setting, while also attracting strong local competition. Registration is $30. Pricing includes tiers for adults and for participants under 18, with a special option for those under 18 available during registration. Participants receive race shirts and finisher medals. Early packet pickup will be offered at Anytime Fitness, and packet pickup will also be available at the park on race day. A team category is available, and members of Anytime Fitness Ocala and FCA Endurance can register under their teams. FCA’s vision is to see the world transformed by Jesus Christ through the influence of coaches and athletes. Its mission is to lead every coach and athlete into a growing relationship with Jesus Christ and the church.

Experience a community toy show and meetup that is open to everyone. Shop from vendors, take photos with costumed characters, and spend time hanging out with other attendees.

Discover newly created pieces at Buckler’s Craft Show, including macrame plant holders and distinctive tree of life wall art, all crafted with care. Browse the full selection in person, find something special for your home or a memorable gift, and support small businesses.

The 2nd Annual R.I.S.E Lake County Event brings the community together for connection, learning, and a celebration of recovery. The day features tasty options from local food trucks, a dunk tank that makes a splash for a good cause, and the Hidden in Plain Sight interactive experience designed to help parents, caregivers, and community members recognize warning signs of substance use that can be easy to miss. Inspiring recovery speakers share personal stories of perseverance and transformation. Local partners are on hand with resources that include recovery support, healthcare services, family assistance, housing help, employment opportunities, and more. Raffles and giveaways add extra excitement, while music and entertainment create a warm atmosphere with activities for all ages. Whether you are in recovery, supporting a loved one, seeking resources, or simply interested in learning, this gathering supports stigma reduction, builds connections, and highlights the reality of recovery and hope.

Jon Lehrer Dance Company presents Jon Lehrer’s distinctive blend of modern and jazz, shaped by circular pathways, three dimensional use of space, and driving momentum. Founded in Buffalo in 2007 and, since 2019, based in the choreographer’s hometown of New York City, the ensemble performs kinetic, musical works that can be witty and heartfelt, drawing on everyday human experience. The result is both artistic and entertaining, with high energy movement that resonates with dance newcomers and longtime fans. The company has toured widely across the United States and overseas, including cultural diplomacy engagements in Russia and ongoing performances throughout Europe, and in 2022 premiered a full evening set to the music of Leonard Bernstein. Recognition at home includes multiple CUNY Dance Initiative awards. Guided by a mission to share the joy of dance through performance, education, community engagement, and collaboration, this program highlights the company’s inventive spirit and accessible, athletic style.

The Villages Philharmonic, a professional orchestra established in 2003, brings a long-standing commitment to superb musicianship under the baton of conductor Pasquale Valerio. Known for presenting treasured works that uplift audiences and strengthen cultural life, the ensemble features a mix of resident and international artists who also collaborate with major symphonic and operatic organizations. Many musicians are based in the Orlando area, with regular players traveling from Jacksonville, Tampa, Daytona, and St. Petersburg. The orchestra presents about 13 to 15 concerts each year, so its performers serve on a part time basis. While most members are not Villages residents, two professionals live in the community, and six dedicated amateurs rehearse every Saturday to meet the high standard required to perform with the orchestra.

A listening room performance spotlights country singer songwriter Josiah Siska as part of the Singer Songwriter Concert Series at Eastport Hotel. His music blends rich vocals, traditional country instrumentation, and heartfelt storytelling, shaped by Georgia roots and early influences like Keith Whitley, Don Williams, and Johnny Cash. He first drew national attention at 18 on American Idol, advancing to the Hollywood rounds, then signed a recording deal and released a debut EP titled Three Chords At A Time. The radio track 3 Tequila Floor led to a popular line dance choreographed by Madison Glover and Jo Thompson that found its way into dance halls across the globe. His writing also reached television with the theme On The Hunt for the Sportsman Channel series Haymaker Hunting. The listening room setting places the emphasis on authenticity and narrative driven songs. Ticket information will be available soon.

Explore some of the most talked-about natural mysteries as environmental engineer and science communicator Dr. Tracy Fanara guides a hands-on talk that replaces speculation with demonstrations and data. From unusual cloud formations to curious shark behavior and odd hurricane paths, she examines real-world puzzles using live experiments and clear, evidence-based reasoning. Participants take part in testing ideas that span from the ocean floor to space, turning curiosity into experiments and transforming mysteries into measurable science. Dr. Fanara is an environmental engineer, research scientist, storm chaser, and television host with BS, ME, and PhD degrees from the University of Florida’s College of Environmental Engineering. Known for an unconventional investigative style, her experience ranges from rescuing alligators, tagging sharks, and mapping the seafloor to designing water systems around the world, developing water treatment technology for Earth and space, and building community science tools to collect environmental data. She has earned international recognition for expertise in hydrology and harmful algal blooms during Florida’s water crises. She now serves as a scientist at the nation’s Environmental Intelligence Agency, the National Oceanic and Atmospheric Administration, where she works to understand Earth systems and deliver information that protects lives and livelihoods in a changing world. Outside the lab, she co-produces the STEM comic book Seekers of Science and runs the STEM summer program Mission: Tampa Bay. Her media credits include Science Channel’s Mythbusters and What On Earth?, National Geographic’s SharkFest, Weather Channel’s Weird Earth, FOX Weather, CBS, Marvel’s Unstoppable Wasp, and Xylem YSI’s Mission Water, Water Hero. She shares her career journey and passion for science and the environment with students across the country.

NorAust brings its first fall agility show to The Grand Oaks Resort with judges Dawn Falk-Glaser and Victoria MacVicar. The competition area is covered to provide shelter from sun and rain, and parking is available nearby. This event is open to the public, offering opportunities to learn about agility and watch a full slate of performances. On-site dining is available at The Bistro, which serves lunch, dinner, and daily specials with patio seating. The resort is near The Villages, Lady Lake, and Leesburg, and the surrounding area includes hotels, B&Bs, and places for camping or RV parking.

Explore Vegso Racing Stables in Ocala, Florida, on a guided field trip that offers an up close look at the Thoroughbred world. Led by instructor Arturo Rodriguez, the visit follows a horse’s path from broodmares and foals through training and into retirement. The farm, established by Peter Vegso, publisher of Chicken Soup for the Soul, has produced notable runners, including Virginia Derby winners on three occasions and the champion filly Caledonia Road. Expect time by the track, opportunities to help feed a few horses, and a small take-home goodie bag. This is Course #TRI244. Members pay $5, and the general public pays $10. Participants provide their own transportation.

Cold Shot Band brings high-energy live music to Silver Springs Moose Lodge 1199 & WOTM 459, setting the stage for a dance-friendly night. Expect an upbeat party atmosphere and lively tunes from start to finish.

The Highway 41 Band brings a four hour set of upbeat country, Southern rock, and dance music to The Villages. Bring lawn chairs and dancing shoes for a lively Florida evening with great music, friendly faces, and plenty of fun. More and more fans are making this band part of their weekend.

Scott Fish takes the stage for a live performance at HFV Speakeasy.

Experience a high energy salute to 90s and early 2000s country as Jeremy McComb brings his Honky Tonk Circus to the stage, with Blue Ice Vodka as the presenting sponsor. This is more than a look back. It is a full-throttle show that channels the era’s honky tonk spirit and beloved hits without posing as a tribute act. A Nashville artist and songwriter, McComb has written for artists such as Tracy Lawrence and contributed to movie soundtracks, with his work appearing on projects that have sold over 6 million copies, including one soundtrack with a Grammy nomination. Known for grit, heart, and an engaging presence, he tours extensively across the United States and Europe, performing well over 120 dates each year. The production aims to transport fans to a peak moment in country music, delivering crowd favorites, heartfelt storytelling, and a powerful live show. It is built for listeners who want to reconnect with the songs that sparked their love of the genre, presented with authenticity and without gimmicks.

This community walk, part of the Out of the Darkness movement in The Villages, brings people together to confront suicide, elevate awareness, and champion mental health. Participants remember and honor loved ones, support one another, and contribute to vital prevention efforts that protect well-being. The focus is connection, healing, and collective action to step out of the darkness toward hope.

The second annual Golf Gals women’s tournament offers a full day of friendly competition in a relaxed two-person scramble. Partners each tee off, the team selects the better shot, and both play from that spot until the hole is finished, keeping the emphasis on teamwork from start to finish. Tournament drink specials will be available, and lunch is included after the round. Players can compete for prizes and payouts, with extras like skins and pins. A special award also goes to the duo with the best matching outfits.

Set at Wildwood Community Center, this fundraising evening centers on a reverse-style raffle, extra giveaways, and time to connect with others. Anticipate a lively atmosphere with opportunities for standout prizes. Ticket information will be announced.

Designed for those navigating Parkinson's, this program shares practical guidance to help maintain and improve quality of life. It aims to help participants find a balance between taking proactive steps and facing uncertainty about the future. There is no fee to attend. Registration is required, and lunch will be provided. The program welcomes people living with Parkinson's, as well as their families, friends, and community members. For more information, email Florida@Parkinson.org.

Etta May delivers a clean, down-to-earth stand-up set built from real life, honed through raising kids and years of hard work. Audiences may recognize her from Oprah, Showtime, Comic Strip Live, MTV, and her commentary appearances on CBS Sunday Morning. She earned the American Comedy Awards honor for Female Comic of the Year, and she is heard regularly on SiriusXM comedy channels and the syndicated Bob and Tom show. Her material draws on an Arkansas childhood as the youngest in a big family, her marriage to Delbert, and the everyday misadventures that come with parenting. Before comedy took off, she spent a decade driving a school bus, an experience that sharpened her timing and her knack for keeping unruly kids in line. This performance highlights the path that carried her from small-town roots to national recognition.

Six Gun Sally features a seven-piece lineup of accomplished musicians and standout vocalists who celebrate the trailblazing rock of the 70s. The show highlights southern and classic rock in the spirit of Lynyrd Skynyrd, the Allman Brothers, Molly Hatchet, Janis Joplin, Led Zeppelin, and Fleetwood Mac, paired with original songs that carry the same energy. Performing nearly 65 shows each year, the band connects with listeners of all ages who love this enduring sound.

The SAL Squadron 284 spaghetti feed fundraiser offers a $10 lunch that includes spaghetti with meatballs, garlic bread, a side salad, and a dessert that will be announced later.

The North Lake Chamber’s 4th Annual Power of Women at Water Oak Country Club brings the community together to celebrate connection, encouragement, and the accomplishments of local women. Attendees can enjoy a brunch with mimosas, browse women-focused vendors, take part in a panel discussion designed to uplift, and look forward to door prizes in a welcoming setting. It is suited for anyone interested in meeting others, learning, supporting local businesses, or spending meaningful time with fellow women. For questions, contact the Chamber at 352-753-6029 or Janet@LadyLakeChamber.com. Appreciation goes to Water Oak Country Club Estates and LeafFilter Gutter Protection for their sponsorship.

Stephanie Stone and Michael Roberts, the Goldrush Duo from the band Blackwater Goldrush, bring their live show to Americano's in the villages, performing a broad mix of songs.

Celebrate the enduring sound of Karen Carpenter and her brother Richard in a freshly crafted concert from the creators of The Simon & Garfunkel Story. Backed by a full band and guided by heartfelt storytelling, the show revisits the warmth, emotion, and musical finesse that defined their legacy. Audiences can sing along, reminisce, and reconnect with favorites like We’ve Only Just Begun, Close to You, and Rainy Days and Mondays. This warm tribute spotlights Karen’s unmistakable voice and the duo’s gentle harmonies, offering a loving salute to their quiet magic. Available as part of The Broadway Subscription.

Trick or Treat Downtown Leesburg returns with a festive Halloween celebration throughout Downtown Leesburg. Local businesses will be ready with bowls of sweets, welcoming children of every age to stop by for treats. Admission is free, and additional details will be shared soon.

Look forward to a lively evening with tasty food and drinks as music sets the mood on the patio. Settle in and enjoy the tunes with your meal and beverages for a relaxed night out.

Gladys Knight’s enduring voice and artistry take the spotlight, reflecting a career of more than six decades with seven Grammy wins and number one successes in Pop, Gospel, R&B, and Adult Contemporary. Her catalog spans over 38 albums, including solo releases Good Woman, Just for You, Many Different Roads, and At Last, created with contemporary collaborators such as Randy Jackson. On screen and on television, she has appeared on the FOX series Star and in the 2016 film Almost Christmas, competed on Dancing With The Stars and the first season of The Masked Singer, and performed the National Anthem at Super Bowl LIII in Atlanta and at the 2021 NBA All-Star Game. Recent honors include the Kennedy Center Honors for lifetime artistic achievement, the National Medal of Arts, and recognition as a 2024 Grammy Lifetime Achievement Award honoree. In Atlanta, a stretch of State Route 9 was named Gladys Knight Highway in 2015. Sponsored by Get Off The Bus tours.

The 39th Annual Mopars with Big Daddy brings together Mopar enthusiasts for a multi-day celebration of cars, special guests, and charitable giving. Raffle and auction proceeds support St. Jude Children’s Hospital, which provides cancer care for children and helps families stay with their child at no cost. Spectator parking is managed by the Marion County Sheriff’s Office Explorer Post, and a portion of parking fees benefits the Post. Businesses and individuals are welcome to contribute items to the fundraiser by coordinating with the museum. This edition features appearances by Don Garlits, including a dinner and Q&A presented by Phillips Chrysler Dodge Jeep Ram of Ocala, as well as a guided museum tour highlighting cars with notable stories. The tour is limited to 25 people and costs $75 per person, and advance registration is encouraged due to limited capacity. Marking the 50th anniversary of the Don Garlits Museum of Drag Racing, Shirley Muldowney will take part in the festivities. She will join the Q&A, sign autographs, pose for photos, and offer exclusive merchandise. Participation options include car show registration at $40 with pre-registration or $45 day of event, a 20 by 20 foot vendor space at $55 with pre-registration or $65 day of, and a car corral space at $45 with pre-registration or $50 day of. Dry camp RV spots are $25. The dinner is $45, and the museum tour is $75. Spectator parking is $5, and spectator admission to the show is free. Throughout the show there will be fundraiser raffle and auction sessions for St. Jude, trophy presentations, and the special museum tour. During show hours the museum grounds are reserved for vendors, registered vehicles, and pedestrians, with general vehicle access routed through the designated spectator parking area to the south. Accessible parking is available on the grounds while spaces last. Event photography will be provided by Magrich Photography. Donors to the fundraiser include Summit Racing Equipment, John Force Racing, JW and Kim McNeal, and Desktop Muscle Cars.

A festive Thanksgiving themed edition of the Little Stars kids dance party brings glow-filled fun to Anastassia Ballroom & Dance. Children ages 3 to 12 can enjoy 45 minutes of dancing, interactive movement games, and music in a cheerful fall atmosphere. Costumes inspired by Thanksgiving or autumn are encouraged, and glow sticks are included. The first party is free. Admission is $10 per child for active students, $15 per child for general admission, and $5 for each additional sibling. At least one parent must remain present during the party.

Settle in for a family movie on a giant screen at Pat Thomas Stadium, home of the Leesburg Lightning. This edition spotlights Coco. Admission is free for everyone. Bring blankets and chairs for comfortable seating. Concessions will be open, with all proceeds benefiting the Leesburg Art Center. Enjoy a film night at the ballpark.

This event features a brunch paired with live gospel performances by The Montgomery Family, Jenni Piergrossi, and Elvis/Stevie G.

Sue & Drew make their debut at Edna's Hospitality with a lively mix of rock and party favorites. The performance is free and open to the public. Enjoy the food and views while the duo keeps the energy high and gets the crowd dancing.

Stephanie Stone performs with the Mighty 3 Ring Circus backing her, presenting a mix of music that spans multiple decades and genres.

Back for its third year in downtown Leesburg, this flapjack-themed 5K invites participants to run, walk, jog, or take a relaxed stroll on a chip-timed course, with all-you-can-eat pancakes waiting at the finish. Early registration includes an official event T-shirt, a swag bag, a finisher medal, and a chip-timed bib. Later registration provides a finisher medal, a chip-timed bib, and the same pancake celebration. Pricing options include an early rate of $35, a regular rate of $45, and a later no-swag option at $30. Sponsors and partners include Real Radio 104.1, the Jim Colbert Show, Cecil Clark Chevrolet, Leesburg Humane Society, Leesburg Art Center, and Breakfast at Tiffany's. Stay golden.

This no-cost prostate cancer conference for patients and caregivers is hosted at the Brownwood Hotel and Spa. Attendees receive free registration, a complimentary lunch, and morning refreshments. The program features a variety of sessions suitable for all attendees.

Settle in for refreshing drinks, tasty food, and music on the patio with your friends.

Time Machine will rock City Fire Sumter Landing.

Chris Rosser appears in the Florida Americana Music Series listening room at Eastport Hotel for an intimate, one of a kind music experience. A multi-instrumentalist, singer-songwriter, composer, and producer, he has opened solo shows for artists such as John Mayer, Tom Rush, David Wilcox, Shawn Mullins, John Gorka, and Nickel Creek, and has released five solo albums: Archaeology, The Holy Fool, Hidden Everywhere, A Thousand Hands, and Worrying Boy. He is a member of the world fusion trio Free Planet Radio, where he plays Indian dotar, sarod, Turkish cumbus oud, melodica, piano, and guitar across five releases. His touring credits include work with Omar Faruk Tekbilek, Rhonda Larson’s ensemble Ventus, and Lizz Wright, with extensive performances in leading concert halls throughout the People’s Republic of China. His honors include wins at the Rocky Mountain Folk Festival and the Merle Watson Festival, showcases at Falcon Ridge Folk Festival, and recognition as a New Folk finalist at the Kerrville Folk Festival. He has pursued studies in Hindustani classical music and sarod with Ali Akbar Khan, received songwriter and composer fellowships from the NC Arts Council, and collaborated with Chamber Music America on a commissioned three movement piece for Free Planet Radio with string quartet. Beyond the stage, Rosser has produced and engineered more than 200 albums at Hollow Reed Arts in Asheville, and his compositions have appeared in national commercials and on Animal Planet, TLC, Oprah Winfrey Network, and PBS. His song Make A Wish was featured on Jon & Kate + 8, he scored the pilot and eight episodes of United Bates of America, and he produced and engineered Unity for Sean Johnson & The Wild Lotus Band, which debuted at number one on the iTunes World Music chart. Ticket sales coming soon.

Cold Shot Band brings an energetic, dance-forward performance with a lively party vibe. Expect upbeat songs and a non-stop rhythm that keeps the dance floor active from start to finish.

The Villages Philharmonic takes the stage under the direction of conductor Pasquale Valerio. Founded in 2003 in Florida’s friendliest hometown, this professional orchestra is dedicated to high-level musicianship and to enriching local cultural life. Its roster brings together resident and international artists, with most musicians based in the Orlando area and others traveling from Jacksonville, Tampa, Daytona, and St. Petersburg. Presenting 13 to 15 concerts each year, the ensemble also features two professional players who are Village residents and six amateurs who train every Saturday to meet the orchestra’s required performance standards.

Celebrate the launch of OP-18 with a special release gathering. Registration is available through the Bandai TCG+ app.

Tyler Glynn brings an acoustic classic rock performance to Cody's Original Roadhouse in Brownwood. The set spans the 1960s through the 1980s and features favorites from more than two dozen artists, including The Beatles, Elton John, Elvis Presley, Frankie Valli and the Four Seasons, Eagles, Lynyrd Skynyrd, and the Beach Boys.

This performance has been rescheduled. Ticket holders will be contacted by a representative regarding their tickets and available options, and appreciation is extended for your understanding. Bad Co Legacy showcases the music of Bad Company with former members Robert Hart and Dave “Bucket” Colwell at the helm. Hart served as the band’s lead vocalist for seven years, has spent many years with The Jones Gang alongside Kenny Jones of The Faces, and also performs with Manfred Mann’s Earthband. Colwell, the guitarist, spent 12 years in Bad Co, contributed to Humble Pie by recording, co-writing, and producing the album Back on Track, and has worked with The Jones Gang, ASAP, and other groups. They are joined by Pat Davey on bass, John Lingwood of Manfred Mann’s Earthband, and Roger Chapman on drums. The set draws from Bad Company’s classic catalog, with favorites such as Ready for Love, Can’t Get Enough, and Rock and Roll Fantasy.

A clean, laugh-filled, and memorable evening awaits as Jeff Allen brings his family-friendly stand-up to the stage, blending world-class humor with a warm look at everyday life. Recognized from Dry Bar Comedy, Netflix, Amazon, and Pureflix, he has spent more than forty years performing at clubs, theaters, and corporate events. With nearly two billion video views, more than two million followers, and a record-setting seven Dry Bar specials, he is a viral favorite, and his live show highlights the quick wit and timing that made him so widely known. Expect plenty of comedy drawn from real family moments... the ups and downs of marriage, raising kids, the quiet of the empty nest, and the pleasures of grandparenting. This special holiday stop finds him approaching 70 and joking about slowing down, sort of. Following the launch of his My First Final Farewell Tour, he mixes beloved bits with fresh material, from the classic Happy Wife, Happy Life to new observations on aging and family, creating an evening that is both uplifting and hilarious. Fans may know him from Huckabee and Comedy Central, the film Apostles of Comedy, a critically acclaimed role in My 7 Grandmas, and a new series in production based on his book Are We There Yet. Enjoy a seasonal night of family friendly laughter.

Goldrush Duo, featuring Stephanie Stone and Michael Roberts from the band Blackwater Goldrush, performs at Amerikanós Grille with a set full of diverse tunes. The show highlights a broad mix of songs for listeners who enjoy variety.

Awards voting begins at Holy Shmokes for the OMG Musician Recognition Program, a community-driven effort from Open Mic Groups that recognizes and uplifts local musicians across Central Florida. The program’s purpose is to support local music, honor standout talent, and strengthen community connections. Each week, performers bring energy to restaurants, lounges, wineries, clubs, and other venues throughout the region, and this initiative highlights their impact while encouraging growth for artists, venues, and the wider community. An annual banquet is planned as the program’s centerpiece, featuring multiple professional bands and entertainers, creating additional paid performance opportunities and a memorable celebration of the local music scene. Funding is expected to come from sponsorships, advertising, donations, ticket sales, and partnerships, and volunteers will play important roles in outreach, planning, nominations, marketing, logistics, and community engagement. Developing future talent is a key goal, with recognition, networking, mentorship, and performance experience designed to foster professionalism and deeper involvement in live entertainment. The launch of awards voting marks the start of a sustained effort to celebrate excellence and support the continued growth of live music in the region.

Runners from across North Central Florida head to Florida Horse Park in Ocala for a Thanksgiving-themed 5K that blends seasonal spirit with family fun and festive swag. The event welcomes runners, walkers, and families, and features a scenic course through the park. Packet pickup is available ahead of race day at The Running Elements in Ocala, with an additional pickup option on the morning of the event. Registration includes a long sleeve race shirt, a Go and Gobble themed bib, and a custom finisher medal. Awards honor the top three finishers in five year age groups starting at 1–9 and continuing through 80+, plus overall male and female winners and first Masters (40+), Grand Masters (50+), Senior Grand Masters (60+), and Veteran Masters (70+). It is a festive choice for those in Ocala, Gainesville, The Villages, and nearby communities.

Enjoy cold beverages and food in Brownwood while Crystal Vision Trio performs live at WOB Bar & Kitchen The Villages.

Holiday sparkle takes center stage as The Sunkicks present an all-new musical filled with precision kicks, soaring vocals, and a warm family story. Kris and Carol, lifelong Christmas enthusiasts and new empty nesters, hope to reunite their four grown children for a celebration to remember. Carol keeps the spirit glowing at her Christmas-themed bakery, while Kris embarks on a cross-country quest, stopping at favorite seasonal destinations to bring the family together. At every stop, The Sunkicks ignite the stage with crisp, high-energy choreography and impeccable unison. Timeless holiday songs power the evening from the first note to the finale, pairing bold movement with striking formations, vibrant jazz and tap features, and a finale kickline designed to earn a cheer. Known for Broadway-caliber polish, years of training, and a blend of classic tradition with fresh style, this elite dance line delivers a festive showcase of power, precision, and heart.

Little superheroes take center stage at an action-filled dance party created for ages 3 to 12 at Anastassia Ballroom & Dance. The event features upbeat music, glow sticks with disco lights, and playful superhero-themed movement games, along with pizza, apple juice, and water. Costumes are encouraged, including capes and masks, and no experience is needed. Comfortable clothing and shoes are recommended. Admission is $15 per child, $10 for active students, and $5 for each additional family member. Admission includes one parent, and at least one adult must remain present during the party. Glow sticks are provided. The schedule may change, so please call or text to confirm details.

City of Leesburg’s Home Run Flicks turns Pat Thomas Stadium-Buddy Lowe Field into a family movie night featuring Elf. Admission is free for everyone. Pack blankets and chairs so you can get comfortable. Concessions will be available, and all proceeds benefit the Leesburg Art Center. Enjoy a film under the lights at the ballpark.

Food, drinks, and music take center stage on the patio at Cody's Original Roadhouse - Lake Sumter Landing. Settle into the open-air setting for a relaxed time with something to eat, something to sip, and tunes to set the mood.

The Divas of the 70s and 80s return to American Legion Post 347 in Lady Lake for a nostalgic night of powerhouse voices and hit songs. Expect the look, sound, and shine of the artists who made those decades unforgettable, with plenty of chances to sing along and hit the dance floor if the rhythm grabs you. Audiences enjoyed last year's show, and this time brings even more of the tunes you know by heart. Tickets are on sale.

A touring presentation of Tibet’s sacred performing and visual arts, endorsed by His Holiness the Dalai Lama, shares living traditions dedicated to peace and healing with contemporary audiences. The artists are monks from Drepung Loseling Monastery, now re-established in exile in South India. They are not professional entertainers, but devoted practitioners who step away from study and contemplation to serve as cultural ambassadors. Since the first tour in 1988, their appearances have been welcomed throughout North and South America and across Europe, resonating through the enduring power of these arts and the universal values they express. The monks regard participation as an honor, seeking to contribute in a small way to world peace and to broaden understanding of the Tibetan situation. After each tour they return to their monastery to continue their vocation.

Mobile Fairy Hair sets up at Mystic Ice Cream in Leesburg, pairing shimmering strands with sweet treats. The shop offers a variety of flavors, including chocolate, dairy free options, and a few boozy choices. Walk-in guests without appointments will be added to a wait list and served in the order of arrival as time allows. Appointments are not required, though they are recommended for timely service and can be scheduled through the Fresha platform up to 60 days in advance. Cash payment at the time of service can help avoid fees. A strict no-show policy applies.

Eastport Hotel hosts a singer songwriter concert featuring Nashville collaborators Jessee Lee and Cameron Wrinkle. Rooted in country and Americana, they frequently share original songs in intimate acoustic formats like writers rounds and song swaps, highlighting the easy rapport of two artists who regularly create and tour together. Jessee Lee is a Nashville recording artist and Texas touring act known for sharp, heartfelt writing and a rich, soulful voice that blends vintage country with soul influences. Early years gigging throughout the Texas Hill Country shaped her debut album, Dive Bar Superstar, which produced Texas radio entries including Where He Ain’t and the title track. Her resume includes performances with Pure Prairie League, Darryl Worley, Radney Foster, William Beckmann, and Kix Brooks, along with appearances at venues such as Gruene Hall, Luckenbach Dancehall, John T. Floore’s Country Store, and AT&T Stadium, plus festivals ranging from the Key West Songwriter Festival to Montana’s Forever West Fest. She has been recognized as Songwriter of the Year at the TIR Awards and won the Gruene Studios Songwriter Competition in Gruene, Texas. Raised around the craft by her father, Grammy-nominated and Texas Hall of Fame songwriter David Lee, she brings a storyteller’s touch to every set. Since 2022 she has also written with veterans through Operation Song at Warrior’s Heart Rehab. Cameron Wrinkle, a fifth generation musician from Tuscola, Texas, began writing songs in high school while working as a ranch hand, then spent several years in Nashville refining his skills. Now an independent Texas artist touring across the United States, he delivers an energetic, cowboy-influenced show shaped by traditional country, Texas red dirt, and a rock edge. His performances weave classic country covers with originals co-written alongside hit Nashville writers. He has shared stages with Josh Turner, Joe Nichols, Tracy Byrd, Lorrie Morgan, Pam Tillis, The Oakridge Boys, Chris Cagle, Wilder Blue, Ward Davis, and Bryan Martin. His first album, In My Heaven, was released in 2023. Ticket information will be available soon.

Time Machine makes its way to Dirty South Saloon.