Sail, kayak, and snorkel Key West's shallow waters on a private cruise
4.5 hrs
Up to 6 people
Snorkeling gear, kayaking, sailing
Explore Key West's shallow waters on a private cruise guided by a Blu Q captain. Kayak, snorkel, and sail while enjoying time on the water.
Private charters can be refunded until 30 days before scheduled boarding. No refunds or rescheduling within 30 days. The activity runs in light rain and moderate weather; if the seller cancels before start due to severe or unsafe weather, reschedule subject to availability or receive a full refund.
Product ID: KSZWBK
Allow extra time to park. Use nearby bike racks if you bike. A City Pay Parking Lot on Caroline Street is close to the boat, but spaces may be limited for afternoon, sunset, and holiday departures.
Smalls, Hadden, and the rest of the crew have built a serious reputation for making people feel welcome on the water. The vibe is relaxed and judgment-free, with most trips centered around snorkeling at the coral reef, walking a sandbar ten miles offshore, or simply soaking up the sun on the catamaran. Wildlife sightings, including sharks, dolphins, and turtles, come up often enough to feel like a genuine bonus rather than a lucky fluke. The all-male day sail draws a loyal crowd, with plenty of repeat visitors and couples celebrating special trips. Guests consistently praise the crew's energy and attentiveness, and the food and drink offerings get strong marks too. If you're on the fence, the reviews here make a pretty clear case to just go ahead and book it.
First time sailing with Captain Smalls and First mate Haddon Labor day weekend. They work well as a team and enhance the experience! All around wonderful time from beginning to end. Fun on the water with nice group of men and shedding the clothes is icing on the cake!. Thanks guys!
Michael Spatz
September 9, 2026
First time sailing with Captain Smalls and First mate Haddon Labor day weekend. They work well as a team and enhance the experience! All around wonderful time from beginning to end. Fun on the water with nice group of men and shedding the clothes is icing on the cake!. Thanks guys!
Michael Spatz
September 9, 2026
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 Key West’s reefs, barrier islands, and mangroves