Top Things to Do in Sarasota This Weekend | Feb. 20–22, 2026

Sarasota Weekend Guide | Feb. 20–22, 2026

Sarasota and surrounding areas are buzzing with exciting events this weekend. From international cuisine and cultural festivals to high-energy regattas and fine arts, there’s something for everyone. Here are five standout experiences:

🎉 Venice Italian Feast & Carnival

📍 Venice Airport Midway
📅 Feb. 19–22, 2026
Enjoy Italian food, carnival rides, live entertainment, and dancing in this fun, family-friendly festival. A great way to celebrate culture and community!
Event Info: Escape to Sarasota

🚤 Bradenton Area River Regatta

📍 Manatee Riverfront, Bradenton
📅 Feb. 20–21, 2026
High-speed powerboat races, drone fireworks, food vendors, live music, and family fun. A thrilling weekend event for motorsport enthusiasts!
Event Info: Escape to Sarasota

🇬🇷 St. Barbara Greek Festival

📍 St. Barbara Greek Orthodox Church, Sarasota
📅 Feb. 20–22, 2026
Taste authentic Greek food, pastries, and enjoy live music, dancing, and cultural activities. Perfect for families and friends seeking a festive experience.
Event Info: Escape to Sarasota

💎 Gem, Jewelry & Bead Show

📍 Sarasota Municipal Auditorium
📅 Feb. 20–22, 2026
Shop rare gemstones, jewelry, beads, crystals, and other treasures from national dealers. A must-visit for collectors and jewelry lovers.
Event Info: Escape to Sarasota

🖼️ Longboat Key Festival of the Arts

📍 Longboat Key Town Center Green
📅 Feb. 21–22, 2026
Discover beautiful paintings, sculptures, ceramics, and jewelry by top national and regional artists. A top festival for art enthusiasts and collectors.
Event Info: Escape to Sarasota

Sarasota continues to shine with vibrant cultural events, outdoor adventures, and family-friendly experiences. From waterfront festivals and farmers markets to live music and art showcases, there’s always something happening to bring the community together.

Whether you’re a longtime resident or visiting for the weekend, these moments highlight what makes the Sarasota lifestyle so special sunshine, connection, and year-round energy.

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.