Water Activities in Gulfport, FL

Cruise Madeira Beach waterways with a captain as the sun sets

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

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

Sip happy hour drinks on a 1.5-hour cruise from Gulfport Marina

Toast the sunset on a guided Gulf Coast kayak paddle

Follow the seasonal bite with fishing gear and licenses included

Cruise Clearwater’s coast and islands aboard two shaded pontoons

Trade the shoreline for shallow-water exploring on Anna Maria Island’s shifting sandbars

Private island boating with swim, snorkel, and paddleboard time

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

Set your own bay itinerary with drinks, music, and sandbar time

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

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

Cruise Tampa Bay’s islands and skyline aboard a private party boat

Make fishing approachable for kids with light tackle and short rides to inshore fishing grounds

See the Skyway Bridge light up from the water after dark

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

Choose your own mix of fishing and island relaxation

Relax on a private barrier-island cruise with beach time, float-mat fun, and your own soundtrack

Discover island history and coastal nature on a private sunset cruise

A private sunset cruise with Gulf views, wildlife searching, and a possible sandbar stop

Cast a line with fishing gear and licensing included

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

Explore more of the waterways with foot-powered kayaking and a tour tailored to you