Best results for Madeira Beach Florida

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

Search Anna Maria Island waters for wild dolphins

Design your own Gulf Coast island escape

Design your ideal day on the water

Cruise to island bars and waterfront eateries by boat

An evening cruise for Gulf views and changing skies

Hear true tales of Tampa’s haunted past on a 2-hour downtown walk

Trace Ybor City's Cuban roots, Bolita lore, and Tampa history on foot

Walk Ybor City after dark and uncover its haunted history through local legends

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

Join a marshal-protected train ride with a robbery twist

Explore Fort Jefferson and vibrant reefs by private yacht

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

Watch Key West's sunset from a private sport yacht

Cruise sandbars and island stops on your own schedule

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