things to do in Longboat Key, FL

Paddle Shell Key after dark in a clear LED-lit kayak

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

Make Egmont Key your private beach day

Cruise John’s Pass at sunset with free beer and wine

Ride Yamaha jet skis with fuel included on Anna Maria Island

Customize a private cruise for island beaches, dolphin viewing, or a St. Pete sunset

Paddle Shell Key Preserve with owner-guides and time to explore the island

Paddle Shell Key Preserve at sunset with a guided kayak tour

Paddle Lido Key’s mangrove tunnels with a local naturalist guide

Private yacht cruising with space to relax, celebrate, or visit a sandbar

Watch the sunset from the water with the boat to yourselves

Cruise Boca Ciega Bay at sunset on a private or semiprivate boat

Clear-kayak views and beach yoga at Shell Key Preserve

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

Private Gulf sunset charter with room for your favorite refreshments

Explore pirate lore, local history, and ghost stories after dark

Rent a 23-foot pontoon for up to 10 people

See Tampa Bay sunsets and barrier-island scenery from the water

Set your own bachelorette cruise with music, drinks, and time on the water

Create a private Shell Key outing with eco, sandbar and beachcombing options

Paddle the waters between Anna Maria Island and Longboat Key with your own private guide

Cruise sandbars and island stops on your own schedule

Make the day your own with a custom sandbar escape

Cruise Boca Ciega Bay on a private or semiprivate dolphin tour for up to 6