#6
Tours & Cruises
Sunset Sail with Danger Charters
Sail into a Key West sunset aboard a schooner-style charter with a smaller-group, classic sailing feel.
13 Key West picks
Tours & Cruises
Sunset sails, ferries, trolley tours, walking tours, bike tours and more.
#48
Tours & Cruises
Schooner Appledore Sailing
Sail Key West on a classic schooner with sunset, daytime and eco-style departures.
#49
Tours & Cruises
Argo Navis Luxury Sailing
Take a more upscale small-group sailing experience aboard a large luxury catamaran from Sunset Pier.
#50
Tours & Cruises
Schooner America 2.0 / Classic Harbor Line
Enjoy a polished sailing cruise on a classic-style schooner, including popular sunset departures.
#51
Tours & Cruises
Yankee Freedom Dry Tortugas Ferry
Ride the official ferry service to Garden Key for a full-day Dry Tortugas and Fort Jefferson adventure.
#52
Tours & Cruises
Key West Seaplane Adventures to Dry Tortugas
Fly low over the Keys and Gulf to Dry Tortugas National Park for a memorable aerial and island experience.
#53
Tours & Cruises
Cruisin’ Tikis Key West
Float around Key West on a tiki-style boat for a casual private or small-group harbor experience.
#67
Tours & Cruises
Key West Food Tours
Taste Key West while learning neighborhood history on guided food, cocktail and cultural walking tours.
#68
Tours & Cruises
Old Town Trolley Tours
Hop on and off around Key West with narrated sightseeing and stops near major attractions.
#69
Tours & Cruises
Conch Tour Train
Ride the classic open-air sightseeing train through Old Town with local history and island stories.
#70
Tours & Cruises
Ghosts & Gravestones Night Tour
Explore haunted Key West stories and nighttime Old Town aboard the Trolley of the Doomed.
#71
Tours & Cruises
Lloyd’s Tropical Bike Tour
Pedal quiet island streets while hearing local stories and sampling tropical fruit along the way.
#72
Tours & Cruises
Hemingway in Key West Tours
Walk through Hemingway- and Jimmy Buffett-related Key West locations with a specialty local guide.
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