Best 773 things to do in Longboat Key, FL

Cruise Holmes Beach waters on a 13-passenger tritoon with shade and wrap-around seating

Rent a boat for 4 hours to 7 days, with space for up to 12 passengers

Customize your route with snorkeling, sightseeing, and island stops on a private boat

Customize a private Anna Maria & Long Boat Key boat tour for up to 6 people

A day on the water with snorkel gear and underwater scooters

Private island boating with swim, snorkel, and paddleboard time

Explore Anna Maria Island waters and look for dolphins with a private captain

Target snapper, grouper and more on an offshore fishing trip

A private sunset cruise with Gulf views, wildlife searching, and a possible sandbar stop

Target reef species offshore with AM or PM options

See Sarasota’s coastline and Sunshine Skyway Bridge on a 50-minute helicopter flight

See Downtown Sarasota landmarks from the air on a 20-minute helicopter flight

Private Sarasota helicopter ride with champagne, roses, and music

30-minute helicopter flight over Sarasota beaches and coastal landmarks

See Sarasota glow at sunset on a 20-minute helicopter flight

Cruise sandbars and island stops on your own schedule

Cruise, swim, and island hop on a fully loaded pontoon

Skip traffic and parking on a direct open-air water taxi ride

Paddle a private clear-kayak tour through Robinson Preserve to mangroves and a sandbar

Paddle Robinson Preserve's mangrove estuary in a clear tandem kayak

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

Parasail with an 800 ft line and 14 minutes of flight time

Fly parasailing on a private trip for up to 12, with observer spots if space allows

Customize a private cruise along Florida's western coast