Best results for Water Activities in Madeira Beach, FL

Private Gulf cruise with sunset views and chances to spot marine life

Cruise, swim, and beach-hop around Anna Maria Island aboard a spacious deck boat

Cruise, swim, and explore with triple-pontoon stability and Mercury 150HP power

Cruise Anna Maria Island waters on a stable 23-foot catamaran

Design your own Gulf Coast island escape

Design your ideal day on the water

Cruise to island bars and waterfront eateries by boat

Paddle between Anna Maria Island and Longboat Key with a guided wildlife-focused route

Paddle Longboat Pass for 4 hours with a map and basic lesson

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

Explore Lido Key’s mangrove tunnels with included gear, map, and a brief lesson

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

Toast the sunset on a guided Gulf Coast kayak paddle

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

Explore Fort Jefferson and vibrant reefs by private yacht

Shape a shaded Key West boat day around your crew's interests

Cruise sandbars and island stops on your own schedule

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

Speed, sightseeing, and flexible time on the water

Guided island cruising with photo stops and group-paced riding

Paddle downstream through Little Manatee River State Park with easy return shuttle

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

Private island hopping with a licensed captain, music, and space to celebrate

Private Tampa Bay cruising with island stops, music, and a licensed captain