Best 568 things to do in Longboat Key, FL

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.

Get kayaks or paddleboards delivered straight to your Siesta Key resort

Cruise Siesta Key with a Class 1 or Class 2 electric bike

Explore Sarasota at your own pace on a fully equipped Aventon Pace 500.3 e-bike

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

Leisurely 2-hour private cruise from Lido/Longboat Key with coolers and ice onboard

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

Plan a private coastal cruise with your own food and drinks

Cruise Florida's Gulf Coast on a private outing with flexible routes and onboard coolers

Customize a Gulf Coast cruise with sandbar swims and waterfront stops

Customize a private cruise along Florida's western coast

Private coastal cruising with flexible routes and sunset options

Cruise Venice’s coast with time for dolphin searching, swimming, and waterfront stops

Cruise coastal waters with time for a sandbar swim, waterfront stops, or an eco-focused outing

Cruise with Bluetooth audio, a swim ladder, and fishing-ready features

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

Ride a rustproof, belt-drive cruiser built for salt, sand, and coastal conditions

Ride Sarasota at your own pace on a 50cc scooter built for two

Ride a Jet Ski through Phillippi Creek and toward Siesta Key

Sunset jet ski ride with fast Gulf access from Siesta Key