Best 550 things to do in Siesta Key, FL

Customize a 4.5-hour private sandbar charter with a captain

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.

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 Siesta Key’s shoreline from a beachfront pickup point

Cruise Sarasota Bay’s mangroves, sandbars, and beaches by pontoon

Cruise Sarasota Bay and the Intracoastal on a roomy pontoon

Cruise Sarasota Bay and the Intracoastal with room for up to 14

Cruise Sarasota’s Intracoastal waterways on a shaded pontoon

Cruise Sarasota Bay and Intracoastal waterways aboard a shaded pontoon

Cruise Sarasota’s bays and waterways with fishing-ready gear

Cruise or fish Sarasota Bay on a 22-foot center console

Cruise Sarasota Bay and Intracoastal waterways on a shaded sportdeck boat

Cruise Sarasota’s Intracoastal waterways for fishing or beachside exploring

Cruise Sarasota Bay on a roomy SportDeck boat

Cruise Sarasota Bay and Intracoastal waterways on a shaded SportDeck

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 over Siesta Key’s coastline with an optional Gulf dip

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

Rent a 26-foot tritoon with seating and shade for up to 12

Rent a 26' tritoon for a full day with seating for up to 12

Cruise Sarasota Bay with a 17-foot deck boat rental