Best 305 things to do in Key West, FL

Private 2-hour sail on a 1939 wooden schooner in Key West

Catch the Key West sunset on the historic schooner Malabar X

Charter a 1939 wooden schooner for a sunset sail from Key West’s Historic Seaport

Cruise Key West at sunset on the Lazy Lady tiki boat with a premium open bar

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

Explore Key West bars and waters on a private 4-hour charter with a USCG-licensed captain

Sip fine wines and craft beers on an intimate schooner sail as the sun sets off Key West’s coastline

Private 5-hour sandbar and sunset cruise with snorkel gear and music

Snorkel the reef, then cruise to a remote Key West sandbar

Private 5-hour snorkel and sunset cruise for all ages

Private Key West sunset cruise with water, ice chest, and Bluetooth sound system

Private Dry Tortugas charter with breakfast, picnic lunch, and snacks included

Cruise Key West on a private charter boat with room for up to 6

Fish Key West after dark with a small-group charter

Fish for lobsters by bully net on a small-group Key West night charter

Snorkel for lobster on a 4 or 6 hour private charter