things to do in Madeira Beach, FL

Cruise Clearwater waterways with a private captain and flexible island stops

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

Explore Shell Key’s mangrove preserve by kayak

Cruise Clearwater’s coast, islands and water trails aboard two spacious pontoons

Spend less time riding and more time fishing with light tackle

Cruise Madeira Beach waterways with a captain as the sun sets

Toast the sunset on a guided Gulf Coast kayak paddle

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

Look for bottlenose dolphins at play in their natural habitat

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

Cruise Anna Maria Island waterways as the sun sets

Target sharks on an evening catch-and-release charter under the stars

Captain-led island hopping, swimming and dolphin spotting on Clearwater waters

Cruise Tampa Bay on a tiki boat as sunset gives way to city lights

Choose your own way to get on the water with a clean rental fleet

Cruise Clearwater’s coast and islands aboard two shaded pontoons

Fish with your family while the captain adapts the approach to seasonal conditions

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

Paddle with a dedicated guide as the Florida Gulf Coast sun sets

Follow the seasonal bite with fishing gear and licenses included

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

Guided island cruising with photo stops and group-paced riding

Private island boating with swim, snorkel, and paddleboard time

Cruise Gulf waters and explore barrier islands on a private boat tour