Ringling by the Bay pairs live music, dancing, and sunset views on the museum grounds for one of Sarasota's signature outdoor evenings. This edition features Jack'd Up performing classic rock on the Bolger Campiello, with food and drinks available for purchase. Tickets are limited and typically go on sale about a month ahead of the event.
The Bradenton Area Senior Expo brings together local resources, entertainment, and community connections for an engaging afternoon designed specifically for seniors and their families. Attendees can explore a wide range of health and wellness services, connect with local vendors, and enjoy a lively, welcoming atmosphere. The event features live entertainment, food and drink samples, raffles, giveaways, and more than 40 vendors offering valuable products and services. It’s a great opportunity to discover local resources, meet professionals, and enjoy a fun, social experience in the Bradenton area. Admission is free, and guests are encouraged to participate in prize drawings throughout the event.
The Sarasota Open Air Fine Art Show brings award-winning artists to the Sarasota Art Museum area for a juried weekend of fine art and fine craft. Expect original paintings, clay, glass, sculpture, fiber, wood, jewelry, and more in a high-quality outdoor show with something for every taste and budget. Great food and music add to the atmosphere, while admission is free and parking supports the Institute for the Arts & Education, Inc.
Join us for the Sarasota Wine Festival on Saturday, March 21, 2026 at Selby Five Points Park in Downtown Sarasota. This is your chance to sample wines from around the world, taste fine spirits, enjoy live music, indulge in food from local food trucks, shop lifestyle vendors, attend expert-led tasting seminars and so much more!
The Suncoast Dance Sport Classic, also known as the Sarasota Challenge, takes ballroom competition to a larger stage at the Hilton St. Petersburg Bayfront. Spectators can enjoy a polished showcase of dance talent in a scenic downtown setting, while participants compete in a variety of categories. Multiple ticket options are available for those who want to watch the action live.
Tour de Parks is a scenic bicycle ride celebrating The Legacy Trail with route options of 21, 36, and 66 or 74 miles. Riders start and finish at the Historic Venice Train Depot and travel through beautiful Sarasota County parks, trails, and roads. Registration opens at 6:30 a.m., and the event includes breakfast, lunch, and a T-shirt for the first 600 registrants. All rides start and finish at the historic Venice Train Depot, 303 E Venice Ave., Venice, FL Entry Fees: $55 Through February 24 $60 February 25 – March 18 $65 After March 18 No Rain Date / No Refunds
Experience one of Sarasota’s most unique and family-friendly traditions with the Ski-A-Rees Water Ski Team’s Sunday afternoon performance at Ski-A-Ree Stadium on City Island. Held behind Mote Marine Laboratory, this free show features skilled performers showcasing water ski pyramids, barefoot skiing, jumps, and choreographed routines on Sarasota Bay. Ideal for families, visitors, and locals alike, the event combines athletic skill with entertaining, high-energy routines in a scenic waterfront setting. The spring season runs weekly from February through early May, making it a great addition to any weekend plans in Sarasota. Bring a chair or blanket and enjoy a relaxed afternoon while watching one of the region’s longest-running performance teams in action.
BAM!Fest transforms the Bradenton Riverwalk into a dynamic celebration of art, music, and interactive experiences from bridge to bridge. Guests can enjoy live performances on multiple stages, artist demonstrations, large-scale visual art, community mural projects, student showcases, food vendors, beverages, and family-friendly activities throughout the waterfront. It is one of the area's most vibrant spring arts events, and admission is free.
If relaxing, having fun, enjoying good food, and listening to great live music over the weekend sounds like your perfect plan, then join us at the Sarasota Country Music & Food Festival in Sarasota, FL. Dates of the festivities are March 27th-29th, 2026.
Experience one of Sarasota’s most unique and family-friendly traditions with the Ski-A-Rees Water Ski Team’s Sunday afternoon performance at Ski-A-Ree Stadium on City Island. Held behind Mote Marine Laboratory, this free show features skilled performers showcasing water ski pyramids, barefoot skiing, jumps, and choreographed routines on Sarasota Bay. Ideal for families, visitors, and locals alike, the event combines athletic skill with entertaining, high-energy routines in a scenic waterfront setting. The spring season runs weekly from February through early May, making it a great addition to any weekend plans in Sarasota. Bring a chair or blanket and enjoy a relaxed afternoon while watching one of the region’s longest-running performance teams in action.
Unwind at After Hours—a lively evening of live music and social dancing on the Marcy & Michael Klein Plaza at Sarasota Art Museum. Most nights kick off with a quick beginner-friendly lesson at 5:30 pm, followed by music and open dancing until 7:30 pm. Galleries, the Bistro, and the SHOP stay open late, so you can make a full night of it.
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.