Best 568 things to do in Longboat Key, FL

Ride side by side on two jet skis in Sarasota Bay

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.

Cruise Siesta Key’s shoreline from a beachfront pickup point

Customize your 2-hour private TriToon cruise with a captain included

Customize a 4.5-hour private sandbar charter with a captain

Learn shoreline fishing techniques with a captain along Sarasota's Gulf Coast

Target snook from Sarasota's shoreline with a guide

Choose a 3–8 hour private boat charter with a captain in Sarasota

Customize a 4–8 hour private Sarasota cruise with a captain

Cruise Sarasota’s waterways between waterfront restaurants and tiki bars

Relax on Sarasota Bay as sunset colors fill the water

Sightsee local waterways on a private charter with flexible 2–8 hour options

Cruise Sarasota Bay waterways with shade, storage, and room to fish or relax

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