Private sunset sailing with bubbly, wines and a gourmet cheese buffet
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
Shape a private yacht charter around your celebration or vacation
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
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.
Paddle mangrove tunnels then relax on a secluded sandbar with lunch and unlimited drinks
Snorkel two reef sites, then cruise back at sunset with drinks after your swim
Spend 6 hours on the water with 11 activities, lunch, and draft beer on the cruise back
Parasail from Casa Marina with an 8–15 minute flight and up to 1 hour on the boat
Explore Key West’s remote backcountry with guided paddling and sandbar time
Snorkel Key West’s reef, then sip from the open well bar
Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.
Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.