Annual Siesta Key Santa Stumble
Put on your festive gear and join the jolly crowd for Siesta Key’s annual holiday-themed bar crawl. Enjoy drink specials and merrymaking across island hotspots.
12 events found.
Community
Farmers Market at Lakewood Ranch
Waterside Place at Lakewood Ranch 1561 Lakefront Dr, Sarasota, FLDiscover one of the area's most popular weekly gatherings at The Farmers' Market at Lakewood Ranch! Every Sunday, over 90 curated vendors bring the best of fresh produce, prepared foods, artisanal goods, plants, crafts, and more to Waterside Place. It's a vibrant, family- and pet-friendly event perfect for browsing, brunching, and enjoying the beautiful setting along Kingfisher Lake. From fresh-baked pastries to farm-fresh vegetables, organic products, handmade gifts, and live music, this market is a must-visit for locals and visitors alike.
Lights in Bloom® at Selby Gardens
Marie Selby Botanical Gardens Sarasota, FLLights in Bloom® is Selby Gardens’ signature holiday light display and one of Sarasota’s most beloved seasonal traditions. During this breathtaking evening event, more than two million lights transform the gardens into a whimsical wonderland of glowing pathways, illuminated rainforest scenes, and artistic botanical displays. Stroll through the gardens and enjoy stunning light sculptures, immersive installations, and peaceful waterfront views enhanced by the glow of holiday brilliance.
Towles Court Art Studios Open Studio Night
Stroll through one of Sarasota’s most eclectic and charming arts districts during the Artwalk at Towles Court, a vibrant celebration of creativity held on the third Friday of each month. This monthly event invites locals and visitors alike to explore artist studios, galleries, and shops showcasing fine art, sculpture, pottery, jewelry, and more. Live music fills the air as guests enjoy complimentary refreshments and the chance to meet the artists behind the work. Many participating studios offer demonstrations, making it a fun and interactive experience for all ages.
Sunset Yoga on The Green (UTC FIT – Weekday Edition)
The Green At UTC 125 N Cattlemen Rd, Sarasota, FLUnwind midweek with Sunset Yoga on The Green, a free, all-levels class that pairs gentle movement with Sarasota’s golden hour. Each Wednesday from 6:30–7:30 PM, an experienced instructor guides you through a balanced flow—breath work, accessible poses, and feel-good stretches—so beginners feel welcome and seasoned yogis can deepen their practice. The setting is outdoors on The Green at UTC (across from The Vitamin Shoppe), where there’s room to spread out, relax, and let the day go.
Free · No registration required
Venice Christmas Walk & Window Decorating Tour
Venice West Venice Avenue, Venice, FlStroll through downtown Venice to enjoy decorated shop windows, music, and holiday cheer. During the event, attendees can enjoy extended shopping hours, live music, festive treats, and beautifully decorated storefronts. The walk is designed to be a self-guided tour through the heart of Venice's historic downtown, allowing visitors to experience the holiday spirit at their own pace.
Sunset Yoga on The Green (UTC FIT – Weekday Edition)
The Green At UTC 125 N Cattlemen Rd, Sarasota, FLUnwind midweek with Sunset Yoga on The Green, a free, all-levels class that pairs gentle movement with Sarasota’s golden hour. Each Wednesday from 6:30–7:30 PM, an experienced instructor guides you through a balanced flow—breath work, accessible poses, and feel-good stretches—so beginners feel welcome and seasoned yogis can deepen their practice. The setting is outdoors on The Green at UTC (across from The Vitamin Shoppe), where there’s room to spread out, relax, and let the day go.
Free · No registration required
New Year’s Eve Pineapple Drop Celebration
Main Street Downtown Sarasota Sarasota, FloridaRing in the new year with live music, food vendors, fireworks, and the iconic Pineapple Drop in downtown Sarasota.
Sunset Yoga on The Green (UTC FIT – Weekday Edition)
Flow into the evening with a free, all‑levels yoga class on The Green at UTC. Part of the UTC FIT Weekday Edition, this outdoor session meets every Wednesday at 6:30 PM across from The Vitamin Shoppe. Bring a mat, towel, and water—no registration needed.
Free · No registration required
Music on Main Lakewood Ranch
Join the fun at Music on Main, Lakewood Ranch’s signature monthly street party featuring live music, food vendors, beer and wine booths, and family-friendly activities. Held on the first Friday of every month along Main Street, this lively outdoor event draws locals and visitors alike for an evening of entertainment and community connection. Each month features a different band playing everything from rock and country to funk and pop, plus local businesses and nonprofits hosting booths and activities. Bring a chair, leave the cooler at home, and enjoy the vibrant energy of one of Lakewood Ranch’s most popular recurring events.
Thunder By The Bay Music & Motors Festival – Friday Kickoff
Sarasota Fairgrounds 3000 Ringling Blvd, Sarasota, FloridaThe Friday kickoff launches the 28th Annual Thunder By The Bay Festival with an electrifying night of live music, food, and festivities. Gates open at 5:00 PM and close at 10:00 PM. Guests can enjoy vendor booths, food and drink stands, and on-site merchandise. Festivalgoers may bring their own lawn chairs or rent one through conCHAIRto for comfortable viewing. The evening lineup begins with high-energy rock band Maiden Cane at 6:00 PM, setting the stage for the night’s headliner, Night Ranger, performing at 8:00 PM. Friday offers the perfect start to a weekend full of engines, entertainment, and community spirit benefiting Suncoast Charities for Children.The Friday kickoff launches the 28th Annual Thunder By The Bay Music & Motors Festival with an electrifying night of live music, food, and festivities at the Sarasota Fairgrounds.
Gates open at 5:00 PM and close at 10:00 PM, marking the official start of Sarasota’s premier weekend celebration of music and motorcycles. Guests can enjoy vendor booths, local food and drink stands, and on-site merchandise featuring exclusive festival apparel.Festivalgoers are welcome to bring their own lawn chairs or rent one through conCHAIRto for prime seating in front of the main stage. The evening lineup kicks off with high-energy rock band Maiden Cane at 6:00 PM, followed by the legendary headliner Night Ranger at 8:00 PM, delivering a night of chart-topping hits and classic rock nostalgia.
Friday sets the tone for an unforgettable weekend of roaring engines, live entertainment, and community spirit — all to benefit Suncoast Charities for Children.Free parking with gate admissionThunder By The Bay Music & Motors Festival – Saturday Main Event
Sarasota Fairgrounds 3000 Ringling Blvd, Sarasota, FloridaSaturday is the largest and most action-packed day of Thunder By The Bay, running from 12:00 PM to 10:00 PM at the Sarasota Fairgrounds. The morning begins with the 'Ride So Children Can Thrive' Dice Run from 9:30 AM to 12:00 PM, followed by the Biker Rodeo Games from 12:00 PM to 3:00 PM. Fans can also meet Paul Teutul Jr. from the hit TV series American Chopper at noon. Throughout the day, attendees can browse dozens of vendors, food trucks, and merchandise tents while enjoying a steady stream of live music. The concert lineup includes The Pearl Jam Experience ('Given to Fly') at 4:00 PM, Bobby Friss at 6:00 PM, and the Southern rock legends 38 Special closing the night with their headlining set at 8:00 PM. This is the can’t-miss day of the festival, featuring nonstop entertainment, family-friendly fun, and community support for Suncoast Charities for Children.
Free parking with gate admission