Darren Dowling
Art Festivals, Spring Training Baseball, Waterfront Seafood & Live Theater on Florida’s Gulf Coast
Looking for the best things to do in Sarasota this weekend? February 27 through March 1, 2026 is packed with outdoor festivals, professional baseball, fresh Gulf seafood, and live performances throughout Sarasota and Venice.
Here’s your complete local guide from Beyond Realty.
Location: Main Street & Gulf Stream Avenue, Downtown Sarasota
Dates: February 28 – March 1, 2026 | 10 AM – 5 PM
Downtown Sarasota transforms into an open-air gallery during this nationally recognized juried art festival. Artists from across the country showcase:
Fine art paintings
Sculpture and glasswork
Photography
Jewelry and mixed media
Contemporary and coastal-inspired works
Live music, local cafés, and walkable downtown energy make this one of Sarasota’s most anticipated cultural weekends of the season. It’s the perfect way to enjoy Florida’s mild winter weather while supporting working artists.
Location: 2700 12th Street, Sarasota
Dates: Multiple home games Feb. 27 – March 1, 2026
Spring Training season is in full swing. Sarasota is the proud spring home of the Baltimore Orioles, bringing Grapefruit League baseball to the Gulf Coast.
Ed Smith Stadium offers:
An intimate MLB experience
Affordable ticket options
Sunny afternoon and evening games
Easy access from downtown and Lakewood Ranch
For residents and visitors alike, spring baseball in Sarasota is a tradition that signals peak season has arrived.
Location: Sharky's on the Pier, Venice
Date: February 28, 2026 | 11 AM – 8 PM
Head south to Venice for a waterfront celebration of seafood and live music. This annual lobster bake features:
Fresh Maine lobster
Gulf shrimp and seafood favorites
All-day live music
Beach views and sunset dining
It’s a laid-back coastal experience that showcases the lifestyle many buyers relocate to Sarasota for.
Location: The Crossings at Siesta Key
Dates: February 27 – March 1, 2026
One of Florida’s oldest community theaters continues its season with weekend performances including Friday and Saturday evening shows and Sunday matinees.
Expect engaging productions ranging from classic musicals to contemporary plays perfect for a cultured night out close to home.
Location: Various Sarasota venues
Dates: February 27 – March 1, 2026
As Sarasota moves into peak arts season, independent screenings and filmmaker events bring thought-provoking cinema to local theaters. Film enthusiasts can enjoy documentaries, international films, and intimate Q&A discussions.
Late February is prime season in Sarasota County. Outdoor events fill downtown streets, Spring Training energizes local businesses, and waterfront venues buzz with activity.
This vibrant event calendar reflects why so many people choose to call Sarasota, Lakewood Ranch, Venice, and surrounding Gulf Coast communities home.
If you’re buying or selling in Sarasota, Manatee, or Charlotte County, Beyond Realty provides strategic, data-driven guidance to help you make confident, informed decisions.
Beyond Realty
2170 Main Street, Suite 103
Sarasota, FL 34237
941-204-0493
Darren Dowling is a Sarasota-based real estate broker-owner specializing in Sarasota and Lakewood Ranch residential real estate, new construction, and relocation.
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