Best 773 things to do in Longboat Key, FL

Cruise Siesta Key’s western coast with time for dolphins, a sandbar stop, and a swim

Spend 4.5 hours cruising, snorkeling stops, and sandbar time off Siesta Key

Cruise Siesta Key’s western coast with your private group

Cruise Siesta Key’s western coast on a private 2-hour daytime or sunset boat ride

Get kayaks or paddleboards delivered straight to your Siesta Key resort

Paddle Gulf Coast waters at your own pace and explore nearby islands

Set your own pace on a self-guided coastal paddle

Paddle Gulf Coast waters and explore nearby islands at your own pace

Explore Midnight Pass independently by kayak

Paddle independently through Midnight Pass at your own pace

Paddle Midnight Pass at your own pace

Paddle Midnight Pass on your own schedule

Explore Midnight Pass at Your Own Pace

Explore Midnight Pass on a self-guided, all-ages paddle

Electric island transport with delivery and pickup on Siesta Key

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

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