Best results for Water Activities in Gulfport, FL

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

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

Enjoy a captain-led day of dolphin watching, island hopping, swimming, and sunsets

Set your own Clearwater-area boating day with a private captain

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

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

Cruise Clearwater waterways with a private captain and flexible island stops

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

Paddle to sandbars and a secluded beach for Gulf sunset views

Paddle Sarasota Bay’s mangrove tunnels and look for seasonal birdlife

Paddle mangrove tunnels and explore sandbars in Terra Ceia Bay

Choose a single or tandem kayak with free delivery to your location

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

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