Best 839 things to do in Key West, FL

Fish Key West after dark with a small-group charter

Sail a 1930 schooner into the Key West sunset

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

Sail Key West aboard a 1939 wooden schooner built for General George S. Patton

Ride a dinghy through Key West mangroves with waterfront bar stops

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

Cruise the Historic Seaport as the sun sets

Fish Key West waters from a private 43-foot sport-fishing boat

Learn spearfishing with Captain Amy on a private charter

Watch Key West's sunset from a private sport yacht

17 ft bay boat rental for up to 4 passengers at Oceans Edge

Cast off on a 4-hour private fishing trip for up to 6 guests

Fish the flats and backcountry on a 6-hour private charter

Fish the flats and backcountry on an 8-hour private charter

Target tarpon twice in one day with morning and evening sessions

Private sunset tarpon charter that departs around dusk

Fish reefs, bays, and wrecks from Cudjoe Key with Capt. Craig

Fight sharks and Goliath grouper with heavy tackle in the Lower Keys

Target tarpon with Capt. Craig on a 2–6 hour charter for up to 4 anglers

Fish an inshore patch reef charter in Cudjoe Key (2–6 hours, up to 4 fishermen)

Paddleboard fishing in Cudjoe Key with flexible 2–6 hour options

Choose a 2–6 hour island eco tour for up to 4 people in Cudjoe Key

Explore secluded Florida Keys waters with guided shelling and shallow-water snorkeling

Learn core scuba skills and explore depths up to 40 feet