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  • 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.

  • Ringling by the Bay

    The Ringling 5401 Bay Shore Road, Sarasota, FL

    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.

    $20
  • Downtown Sarasota Farmers Market

    Downtown Sarasota Farmers Market
    Downtown Sarasota Farmers Market 1 N Lemon Ave, Sarasota, FL

    Enjoy a vibrant and lively market experience every Saturday in the heart of Downtown Sarasota! The Sarasota Farmers Market features over 70 vendors offering fresh produce, artisan foods, local seafood, plants, handmade crafts, and more. Stroll through the market, listen to live music, and discover unique finds while supporting local farmers, bakers, and artists. The market is family-friendly and pet-friendly, making it a perfect Saturday morning tradition for all ages. Come early for the best selection and enjoy the downtown Sarasota atmosphere.

  • Bradenton Public Market

    Bradenton Public Market

    Welcome to the Bradenton Public Market, a place where the community meets each week to enjoy fresh produce, local art, music, and free family activities on Old Main Street.Since 1979, the Bradenton Public Market has been a cherished weekly tradition, transforming Old Main Street into a vibrant, open-air marketplace. Each Saturday from October through May, locals and visitors alike gather to explore over 80 vendors offering fresh produce, artisanal goods, local art, and delicious prepared foods. The market also features live music, chef demonstrations, and family-friendly activities, making it a delightful outing for all ages.

  • Sarasota Open Air Fine Art Show

    Phillippi Estate Park Pavilion 5500 S. Tamiami Trail, Sarasota, Florida

    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.

    $5
  • Sarasota Wine Festival

    Five Points Park 1 Central Ave, Sarasota, FL

    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!

    $150 – $275
  • Suncoast Dance Sport Classic Ballroom Dance Competition

    Hilton St. Petersburg Bayfront 333 1st Street South, St Petersburg, FL

    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.

    Several ticket options
  • Tour de Parks Fun Ride

    Historic Venice Train Depot 303 E Venice Ave., Venice, FL

    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

    See registration
  • Farmers Market at Lakewood Ranch

    Farmers Market at Lakewood Ranch
    Waterside Place at Lakewood Ranch 1561 Lakefront Dr, Sarasota, FL

    Discover 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.

  • Ski-A-Rees Water Ski Show

    Ski-A-Ree Stadium 1602 Ken Thompson Parkway, Sarasota, FL

    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.

    Free
  • Siesta Key Drum Circle

    Siesta Key Drum Circle

    Experience one of Sarasota’s most iconic and free-spirited traditions at the Siesta Key Drum Circle, held every Sunday evening just before sunset on the soft white sands of Siesta Beach. Drummers, dancers, locals, and visitors gather in a vibrant circle to celebrate rhythm, community, and the beauty of nature. Feel free to bring your own drum, join the dancing, or simply relax and enjoy the colorful scene. Family-friendly and open to all ages. No tickets or registration required — just show up and soak in the good vibes!