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
See Key West and the Florida Keys from above the water
All-day Smathers Beach pass with parasail flight and unlimited watersports
Charter the Linda D V for up to 6 anglers on a 4–8 hour Key West trip
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
Cruise Key West's calm harbor channels on a private sunset charter
Explore Key West and Stock Island with free golf cart delivery
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.
Backcountry flats fishing for up to 4 anglers on the ShadowCaster
Charter COWFISH for a Key West sandbar stop and guided snorkel, with snacks and water included
Choose a 3–6 hour private sandbar charter with floats, snorkel gear, and shade