things to do in Madeira Beach, FL

Private captain-led time on Clearwater's waterways, beaches, and barrier islands

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

Ride Yamaha jet skis with fuel included on Anna Maria Island

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

Glide through Tampa’s haunted landmarks on a guided nighttime Rydable ride

Paddle Shell Key Preserve at sunset with a guided kayak tour

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

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

Clear-kayak views and beach yoga at Shell Key Preserve

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

Private Gulf sunset charter with room for your favorite refreshments

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

Your captain-led day for island hopping, swimming, and dolphin watching

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

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

Enjoy a private field and unlimited ammo for your Jelly Ball party

Ghost hunt through Safety Harbor's true-crime past

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

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

Paddle a transparent kayak and learn about Clearwater's coastal ecosystem

Cruise sandbars and island stops on your own schedule

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

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