Best results for Water Activities in Key West, FL

Customize your time on the water with snorkeling, fishing, island stops, or a sunset cruise

Customize a private boat outing with snorkeling, fishing, island stops, and sunset cruising

Learn sailing fundamentals aboard Hobie Wave catamarans

Circle Key West in 90 minutes on a thrilling 26-mile guided jet ski ride.

Cruise the Historic Seaport as the sun sets

Sail to a Key West reef aboard a private 60-foot schooner

Spend 8 hours fishing deeper into Key West’s backcountry waters

Fish Key West backcountry waters on a 4-hour charter

Fish for snapper as twilight settles over Key West waters

Reach offshore snapper and grouper grounds beyond shorter trips

Paddle mangrove tunnels, enjoy a picnic, and look for Key Deer

A clothing-optional all-male sailing trip with snorkeling, sandbar, or kayaking

Paddle the mangroves and snorkel with a small group in the Key West National Wildlife Refuge

Snorkel the reef, visit a sandbar, and sail into sunset on a spacious catamaran

Sail Key West on Schooner America 2.0 with complimentary soft drinks

Sail into the Key West sunset with drinks and hors d'oeuvres included

Sail a 1939 wooden schooner and take a turn at the helm

Sail a 1930 schooner into the Key West sunset

Sail Key West aboard a 1939 wooden schooner with captain and crew

Book a private Florida Keys backcountry and flats fishing charter

Float, wade, and unwind at Key West’s shallow-water sandbars

Snorkel Key West’s barrier reef, then enjoy a Cajun seafood boil and open bar

Snorkel Sombrero Reef, then float and relax at Molasses Key Sandbar

Customize your Downtime on a tritoon charter for just 6 guests