Adults-only Key West sunset sail with champagne and gourmet cheese
Sail, snorkel, and toast with included drinks aboard a spacious catamaran
Sip bubbly and sail into the Key West sunset aboard a spacious catamaran
Charter Cowfish for a 4-hour private cruise with any two water activities
Private Key West sunset sail with your music and a flexible start time
Sail Key West waters on a private 4-hour charter for up to six guests
Spend a full day sailing from Key West with up to 6 guests
Sail, snorkel, and explore Key West waters on your private catamaran
Sail, kayak, and snorkel Key West's shallow waters on a private cruise
Sail Key West’s reefs, barrier islands, and mangroves
Tailor a private Caribbean sailing charter for your celebration or getaway
Dolphin watch, snorkel, and visit a sandbar on a small-group Key West tour
Charter COWFISH for a Key West sandbar stop and guided snorkel, with snacks and water included
Private 4-hour kayak, snorkel, and sail trip for up to 6 in Key West
Paddle the mangroves and snorkel with a small group in the Key West National Wildlife Refuge
Snorkel the reef, visit a sandbar, and sail into sunset on a spacious catamaran
Charter The Coolwater for a Key West–style fishing trip for up to 6 people
Fish Key West's shallow backcountry channels aboard a 36-foot boat
Ride a jet ski around Key West with 5–6 scenic stops and a free shuttle
Parasail from Smathers Beach with a 10–12 minute flight and up to 1 hour on the boat
Enjoy a high-flying 10–12 minute parasail ride with sweeping views of Key West
Snorkel Key West’s vibrant reef aboard a fast catamaran with breakfast and post-trip drinks.
Captain a two-person boat to secluded sandbars and mangrove islands.
Swim at a secluded sandbar and watch playful wild dolphins up close, with lunch and unlimited beer and wine included.