Name: Sarasota Fine Art Show by Hot Works
Start: 2026-05-31T10:00:00-04:00
End: 2026-05-31T17:00:00-04:00
Location: Sarasota Art Museum

May 2026
Music on Main Lakewood Ranch
May 1 @ 6:00 PM - 9:00 PM 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.
Fresh Fridays: Season 5 Finale
May 1 @ 7:00 PM - 10:00 PM

Main Street Downtown Sarasota Sarasota, Florida
On the first Friday of each month, Downtown Sarasota transforms into a lively outdoor block party for Fresh Fridays. This free community event brings together live music, outdoor dining, and a vibrant Main Street atmosphere under the stars. Each month features a new theme, high-energy entertainment, and the chance to enjoy Sarasota’s best local restaurants and bars with curbside service and plenty of room to mix and mingle.
Free
Ski-A-Rees Water Ski Show
May 3 @ 2:00 PM - 3:30 PM

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
Treat Yourself Like a Queen Women’s Expo 2026
May 9 @ 10:00 AM - 2:00 PM

The Mall at University Town Center 140 University Town Center Drive, Sarasota, FL
This upbeat, women-focused event brings together more than 40 local exhibitors across health, beauty, self-care, fashion, and lifestyle experiences. Guests can enjoy live entertainment, dance performances, and fashion shows featuring UTC retailers, along with fun highlights like a mother-daughter look-alike contest, raffle prizes, giveaways, and interactive photo stops. Attendees can register as free VIPs for added perks including samples and exclusive gifts, with the first 250 receiving a complimentary cosmetic case. It’s a lively, empowering afternoon designed to connect, inspire, and celebrate women of all ages."
Sarasota Fine Art Show by Hot Works
May 30 @ 10:00 AM - 5:00 PM

Sarasota Art Museum 1001 South Tamiami Trail, Sarasota, FL, United States
Enjoy the Sarasota Fine Art Show at the Sarasota Art Museum, offering another opportunity to experience a wide range of juried fine art in an outdoor setting. Attendees can browse original works from talented artists spanning multiple mediums, including painting, photography, sculpture, and handcrafted jewelry. The event encourages interaction with artists, allowing visitors to learn about their process and inspiration. Conveniently located along Tamiami Trail, this show blends Sarasota’s thriving arts scene with a welcoming, community-oriented atmosphere—perfect for a weekend outing, discovering new artists, and finding one-of-a-kind pieces.
Free
Sarasota Fine Art Show by Hot Works
May 31 @ 10:00 AM - 5:00 PM

Sarasota Art Museum 1001 South Tamiami Trail, Sarasota, FL, United States
The Sarasota Fine Art Show continues for a second day at the Sarasota Art Museum, offering another opportunity to experience a wide range of juried fine art in an outdoor setting. Attendees can browse original works from talented artists spanning multiple mediums, including painting, photography, sculpture, and handcrafted jewelry. The event encourages interaction with artists, allowing visitors to learn about their process and inspiration. Conveniently located along Tamiami Trail, this show blends Sarasota’s thriving arts scene with a welcoming, community-oriented atmosphere—perfect for a weekend outing, discovering new artists, and finding one-of-a-kind pieces.
Free

May 2026