Top Things to Do in Sarasota This Weekend (Feb. 13–15, 2026)

Sarasota Weekend Guide | Feb. 13–15, 2026

If you're spending Valentine’s weekend in Sarasota, Lakewood Ranch, or Venice, there’s no shortage of energy and entertainment. Here are five outstanding events happening across the area.

🎸 Thunder By The Bay Music & Motors Festival

📍 Sarasota County Fairgrounds, 3000 Ringling Blvd
📅 Feb. 13–15, 2026

This signature winter festival features custom motorcycles, classic cars, national live music acts including Night Ranger, .38 Special, and Montgomery Gentry with Eddie Montgomery, plus vendors, food, charity rides, and auctions benefiting Suncoast Charities for Children.

Event Website: https://thunderbythebay.org

🛍️ Downtown Sarasota Farmers Market

📍 Downtown Sarasota
📅 Feb. 14, 2026 | 7 AM – 1 PM

One of the region’s most popular weekly traditions, the market features fresh produce, artisan foods, seafood, handmade goods, and live music perfect for a Saturday morning stroll.

🚴 Venice Half Marathon & 5K

📍 Legacy Park, Venice
📅 Feb. 14, 2026 | Starts 6 AM

Runners take to the scenic Legacy Trail for a half marathon or 5K, offering coastal views and high community energy just south of Sarasota.

🎪 Circus Sarasota – Under the Big Top

📍 Nathan Benderson Park
📅 Feb. 14–15, 2026

A long-running Sarasota tradition featuring world-class acrobats and aerial performers in a one-ring European-style Big Top setting.

Learn More: https://circussarasota.org

🥁 Siesta Key Drum Circle

📍 Siesta Beach
📅 Feb. 15, 2026 | 7:30 PM – 9 PM

As the sun sets, locals and visitors gather for rhythmic drumming and dancing on the sand. It’s one of Sarasota’s most iconic beach traditions free and family-friendly.

Sarasota continues to offer a lifestyle centered around community, culture, and outdoor living. If you’re exploring neighborhoods while enjoying the weekend, having the right local guidance can make all the difference across Manatee, Sarasota, and Charlotte counties.

Thinking About Making a Move?

Whether you’re buying, selling, or simply exploring your options, a personalized strategy session can help you move forward with clarity and confidence.

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.