Best 739 things to do in Key West, FL

Learn sailing fundamentals aboard Hobie Wave catamarans

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

Private Barefoot II charter for up to 6 to snorkel and relax in the Florida Keys

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

Reach offshore snapper and grouper grounds beyond shorter trips

Walk Hemingway’s Old Town haunts with a guide in 65 minutes

Explore Islamorada's Theater of the Sea on a Florida Keys road trip

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

Shape a private yacht charter around your celebration or vacation

Sail into a Key West sunset while searching for bottlenose dolphins

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

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

Watch the sunset over Seven Mile Bridge from the water

Fish Key West’s shallow backcountry waters from a stable, low-draft boat

Customize your Downtime on a tritoon charter for just 6 guests

See Key West's canal-front homes as evening settles over the water

Swim and snorkel at Key West sandbars with a licensed captain and included gear

Cruise Key West sandbars with a local captain; includes snorkel gear, floats, and room for up to 10