Best 773 things to do in Longboat Key, FL

Snorkel Shell Key and watch for dolphins on a sunset cruise

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

Rent a paddle board in Madeira Beach for 2–8 hours

Cruise Madeira Beach waterways with a captain as the sun sets

Cruise Madeira Beach waters near John's Pass on a spacious pontoon

Captain-led pontoon time for your own day on the water

Shell, snorkel and look for wildlife on a captained Gulf Coast cruise

Enjoy flexible 2–8 hour rentals to get on the water

Bring your crew aboard for a Gulf Coast sunset cruise

Paddle calm mangroves and explore John’s Pass sandbar

Paddle, snorkel, and float at John’s Pass sandbar

Paddle to John's Pass sandbar for games, music, and time with your crew

Cruise upper Boca Ciega Bay on a narrated dolphin and wildlife eco tour

Fish for snapper and sea bass on a 5-hour trip close to shore from John’s Pass

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

Spend 6–7 hours fishing offshore from Madeira Beach

Snorkel and island-hop on a 5-hour private charter for up to 6

Cruise to Shell Key Island to snorkel and look for dolphins

Customize your private 4-hour Tampa Bay boat tour

Cruise to Shell Key Island and snorkel on a private 3-hour charter

Captainless boating for experienced MMC holders

Chart your own course aboard a 22-foot deck boat

Celebrate on an 84-foot yacht cruising Tampa Bay or the Gulf of Mexico

Cruise Southwest Florida waters on a 2-hour public tiki boat