Best results for Water Activities in Gulfport, FL

Rent a kayak or paddleboard for 4 hours with gear, route map, and lesson

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

Paddle into a Florida Gulf Coast sunset with a guided kayak tour

Paddle a private sunset route with a dedicated guide in Sarasota Bay

Explore sandbars and islands aboard a fully loaded pontoon

Cruise sandbars and islands on a clean, fully loaded pontoon

Ride around Holmes Beach with a safety briefing and life jackets included

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

Paddle to sandbars and a secluded beach for Gulf sunset views

Cruise St. Pete on a private, captained snorkeling charter

Paddle Lido Key, then taste your way through downtown Sarasota

Cast for seasonal Gulf species with gear, bait and fishing license included

Rent a 22' Bentley pontoon and cruise Sarasota’s Intracoastal waterways

Rent a 24' Sea Ray SunDeck to explore Sarasota waterways and sandbars

Rent a 21' Chaparral bowrider in Sarasota for up to 10 guests

Cruise Sarasota on a 21 ft Chaparral with Bluetooth stereo and swim ladder

Rent a 23.5 ft Mako center console for cruising or fishing in Sarasota

Private 6–8 hour Bali 4.2 catamaran charter on Sarasota Bay

Enjoy a customizable luxury sail with captain and mate aboard a spacious 42-ft catamaran.