Best 298 things to do in Anna Maria, FL

Cruise Sarasota Bay on a 17' deck boat

Rent a 21' deck boat for up to 8 people on Siesta Key

Rent a 23-foot pontoon for up to 10 people

Rent a 21-foot deck boat and cruise the bay with up to 8 people

Watch playful dolphins and a vibrant Gulf sunset while enjoying complimentary beer and wine.

Enjoy a morning cruise with complimentary drinks while spotting dolphins in Siesta Key.

Soar above Siesta Key and spot dolphins on a safe, family-friendly 2.5-hour parasailing cruise

Spot playful dolphins and relax at a scenic sandbar while enjoying complimentary drinks

Ride new Yamaha jet skis across Florida's largest riding area at your own pace

Cruise Sarasota’s Gulf waters on a spacious pontoon with flexible 4- or 8-hour options.

Customize your day exploring sandbars, islands, and marine life on a private catamaran.

Experience Siesta Key like never before—from 400 feet above the ocean!

Rent a street-legal 6-passenger golf cart and explore Siesta Key

Cruise Siesta Key’s waterways on a 2024 tiki boat with music, drinks and coastal wildlife views.

Soar above Florida's top-rated beach and spot dolphins during a 12–15 minute parasail flight.

Enjoy a relaxed evening cruise along Siesta Key with music, LED lights and possible dolphin sightings.

Cruise Siesta Key on an e-bike scooter hybrid with dual suspension

Ride a Jet Ski through Phillippi Creek and toward Siesta Key

Sunset jet ski ride with fast Gulf access from Siesta Key

Paddle Lido Key’s mangrove tunnels with a guide in 2 hours

Fish the Gulf with Captain Kenny on a 4- or 6-hour charter from St. Petersburg

Speed across the waves in a high-performance jet car for an adrenaline-pumping ride.

Ride a guided jet ski tour to island stops and dolphin-spotting waters near Clearwater

Guided jet ski ride on Tampa Bay with free videos