Step back in time and experience the magic of the Middle Ages at the Sarasota Medieval Fair, one of Florida’s most immersive and beloved annual festivals. This outdoor event brings history to life with thrilling jousting tournaments, live armored combat, themed entertainment, and a bustling marketplace filled with artisans, blacksmiths, glass blowers, and unique handmade goods.
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.
Meet authors and browse local book vendors at this seasonal literary market in Venice.
The Sarasota Food Truck Rally & Music Festival is a vibrant three-day celebration held annually over Thanksgiving weekend. Set against the scenic backdrop of Sarasota Bay at J.D. Hamel Park, the festival features a diverse lineup of food trucks offering a wide array of culinary delights, from gourmet dishes to classic comfort foods. Attendees can enjoy live music performances spanning various genres, creating a lively and entertaining atmosphere for all ages. The event is pet-friendly, with leashed pets welcome, and offers free admission to all visitors.
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.
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!
Enjoy the weekly gathering of local food trucks offering a variety of cuisines. Check it out. You may discover your new favorite cuisine.
Shop for unique holiday gifts and handmade crafts from regional artisans at this festive outdoor market.
Kick off the season with a festive parade, live music, and a visit from Santa in Siesta Key Village.
Join art lovers from across Florida for the annual St. Armands Fine Art Festival, set in the iconic circle of St. Armands. This two-day juried event features exceptional original artwork from local, regional, and national artists. Stroll the scenic park and explore a curated collection of fine paintings, sculpture, jewelry, photography, ceramics, and more. This festival offers a relaxing open-air setting with plenty of room to browse, meet the artists, and even commission custom work. Whether you're a serious collector or a casual enthusiast, the St. Armands Fine Art Festival provides a beautiful atmosphere to appreciate creativity at its finest — just steps away from shops, dining, and the beach. Event Name: St. Armands Fine Art FestivalLocation: St. Armands Circle Park, 1 St. Armands Circle, Sarasota, FL 34236Dates: November 30 – December 1, 2025Times: Saturday: 10:00 AM – 5:00 PM Sunday: 10:00 AM – 5:00 PM
Downtown Venice lights up with floats, marching bands, and holiday cheer during this beloved parade.
Find artisan vendors, food trucks, and holiday treats at this festive outdoor evening market.
