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  • Jazz Thursdays at Sarasota Art Museum

    Jazz Thursdays at Sarasota Art Museum
    Sarasota Art Museum 1001 South Tamiami Trail, Sarasota, FL, United States

    Unwind at Jazz Thursdays, a vibrant monthly gathering at the Sarasota Art Museum. Held on the second Thursday of each month, this event brings together live jazz music, inspiring art, and a lively community vibe. Enjoy performances under the stars on the Marcy & Michael Klein Plaza, explore the galleries with extended hours, and grab a bite or a glass of wine at Bistro, which opens at 5:00 PM with a special evening menu. Whether you're a jazz aficionado or just looking for a fun night out, Jazz Thursdays offer a cultural escape like no other in Sarasota.

  • Siesta Key Crystal Classic International Sand Sculpting Festival

    The Siesta Key Crystal Classic is Sarasota’s signature international sand sculpting festival and one of the most anticipated fall events in Florida. Held directly on the powdery white sands of Siesta Key Beach, the festival showcases master sand sculptors from around the world, competing to create awe-inspiring, large-scale sculptures using only sand and water.

  • UTC Night Market

    UTC Night Market

    The UTC Night Market is a vibrant, family-friendly event that takes place on select evenings at The Mall at University Town Center, located at 140 University Town Center Drive, Sarasota, FL 34243. Hosted on the Green at UTC (adjacent to the mall near The Vitamin Shoppe), this outdoor market is a celebration of local artisans, food trucks, live music, and community connection.

  • Movie in the Park at Waterside Place

    Movie in the Park at Waterside Place

    Enjoy a family-friendly movie night under the stars. The first 220 attendees will receive a free cookie from Dirty Dough Cookies, courtesy of Grace Community Church. There will also be inflatables for kids and concessions available from We B’ Poppin Popcorn and Kettle Corn. Remember to bring your own blankets or lawn chairs.

  • Star-Spangled Salute: Rides for Wreaths Poker Run

    Adrenaline Harley Davidson 330 CATTLEMEN ROAD, SARASOTA, FL

    Join Wreaths Across America – Sarasota for a high-energy kickoff to the 3rd Annual Star-Spangled Salute weekend with the Rides for Wreaths Poker Run. Bikers and Jeepers roll out to raise funds to place remembrance wreaths on veterans’ graves this December. Riders start the day at Adrenaline Harley-Davidson, travel a scenic route with designated stops, and end at American Legion Post 266 for live music, food, and prizes.

    Free
  • Sarasota Medieval Fair

    Sarasota Medieval Fair

    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.

  • Star-Spangled Salute: Wreaths Across America Main Event

    Sarasota County Farm Bureau 7289 Palmer Blvd, Sarasota, Fl

    Celebrate the 3rd Annual Star-Spangled Salute with a full day of patriotic family fun supporting Wreaths Across America – Sarasota. The Main Event brings the community together to honor veterans, raise funds for remembrance wreaths, and enjoy live entertainment, raffles, food, and activities for all ages. Event features include: • Live music throughout the day with performances by Riviera SRQ (11 AM – 1 PM) and Billy Lyon Band (1 PM – 4 PM) • Formal opening with National Anthem, presentation of colors, and recognition of veterans and Gold Star families • Food and beverages available for purchase from onsite vendors and partner organizations • Raffles, baskets, 50/50 drawings, and sponsor booths helping fund wreath placements at Sarasota National Cemetery and other locations • Family-friendly games and activities creating a festival-style atmosphere with a meaningful mission Guests are encouraged to wear red, white, and blue and learn how a $17 wreath sponsorship helps Remember, Honor, and Teach. All details based on official event materials and are subject to change; please confirm final schedule, entertainment lineup, and parking instructions with the organizers before attending.

    Free
  • Towles Court Art Studios Open Studio Night

    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)

    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
  • Sarasota Food Truck Rally & Music Festival

    Sarasota Food Truck Festival

    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. ​