Best 298 things to do in Anna Maria, FL

Private 3-hour Shell Key cruise with dolphin spotting

Feed fish from a clear-bottom kayak with underwater LED lights in Sarasota

Cruise 70 miles to Dry Tortugas to explore Fort Jefferson and snorkel clear waters

Fly a private helicopter tour from Sarasota for up to 3 passengers

Cruise to Egmont Key for snorkeling, shelling, and beach time

Private Shell Key cruise for shelling and possible dolphin sightings

Private Shell Key cruise for dolphin spotting, shelling, and beach time

Cruise to Shell Key Sandbar for sunset views and bring your own food and drinks

Cruise to Shell Key for dolphin spotting and beach shelling

Learn wing foiling basics in a small group over 2 hours

Learn windsurfing basics in a 3-hour small-group lesson

Build intermediate windsurfing skills with a private 2-hour lesson

Private charter for dolphin spotting, island hopping, or sandbar lounging

Cruise St. Petersburg waters with a captain on a 3–6 hour private charter

Cruise St. Petersburg’s waterways at sunset on a calm 2-hour tour

Learn to ride an eFoil with expert instruction in St. Petersburg

Ride a Super Air Nautique G25 with a USCG captain in Tampa Bay

Paddle Lido Key, then taste your way through downtown Sarasota

Shop boutiques and enjoy bubbles and light bites in Sarasota’s historic districts

Eat your way through Downtown Sarasota with local history and art

Sample Sarasota bites and paired drinks on a guided culinary walk

A custom chef‑curated feast celebrating bold local flavors and dietary wellness—served right in your home or rental

Parasail with an 800 ft line and 14 minutes of flight time

Fly parasailing on a private trip for up to 12, with observer spots if space allows