Light up the sea floor on a guided kayak paddle beneath the stars
Climb 88 steps for panoramic island views and explore the Keeper’s Quarters Museum
Cruise to a Key West sandbar for swimming, relaxing, and wildlife watching
Reef fishing for snapper and grouper, with bait and tackle included
Parasail above Key West on a 12-passenger boat with tandem flight options
Charter a private 2-tank dive with an in-water dive master
All-day Smathers Beach pass with parasail flight and unlimited watersports
Play 1,700+ virtual courses with real-time swing data
Dolphin watch, snorkel, and visit a sandbar on a small-group Key West tour
Paddle clear waters and mangrove tunnels with an eco-guide
Taste island sweets while exploring Old Town with a local guide
Cruise to Fort Jefferson and swim in Dry Tortugas waters
Brunch, drinks, and a swim stop aboard a Key West sail
Explore Key West and Stock Island with free golf cart delivery
Cruise Key West's calm harbor channels on a private sunset charter
Sail turquoise waters as Key West’s sunset colors emerge
Private Key West sunset cruise for up to 6 on the Miss Marie
Cruise Key West by private boat with snorkel gear and a sandbar stop
Enjoy a four-hour private cruise to mangrove sandbars with snorkeling, paddle boards, and a catered Cuban lunch.
Charter COWFISH for a Key West sandbar stop and guided snorkel, with snacks and water included
Backcountry flats fishing for up to 4 anglers on the ShadowCaster
Choose a 3–6 hour private sandbar charter with floats, snorkel gear, and shade
Comfortable two-passenger scooter to get around the island