Water Activities in Longboat Key, FL

Watch the sunset from the water with the boat to yourselves

Paddle Shell Key Preserve at sunset with a guided kayak tour

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

Cruise the intracoastal on a 21+ party boat with optional open bar

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

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

Evening boat cruise with island routes and bridge views

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

Clear-kayak views and beach yoga at Shell Key Preserve

Cruise sandbars and island stops on your own schedule

Customize a double-decker day on the water with a slide, sound system, and captain

Make the day your own with a custom sandbar escape

Cast for inshore fish with a private captain and fishing gear provided

Discover island history and white-sand shores at the mouth of Tampa Bay

Sunset island stop and illuminated Skyway Bridge views

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

Cruise Madeira Beach waterways with a captain as the sun sets

Private island boating with swim, snorkel, and paddleboard time

Shape a private tiki cruise around sandbars, music, and your own drinks

Explore Shell Key’s mangrove preserve by kayak

Paddle Lido Key’s mangrove tunnels with a guide in 2 hours

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

Cruise Anna Maria Island waterways as the sun sets