A discreet, captain-led private escape on Florida Keys waters
6, 8, or 10 hrs
Up to 8 people
Ice, bottled water, snorkel gear
Step aboard a 30-foot Jeanneau NC 895 Weekender for a private, captain-led day on the water. Clothing-optional participation is entirely voluntary, and the experience is designed around privacy, discretion, and a respectful atmosphere.
This booking is for the whole experience, which fits up to 8 guests.
Cancel more than 7 calendar days before departure for a full refund. Reservations made within 7 calendar days of departure are non-refundable. If the operator cancels due to unsafe weather or other operator-initiated circumstances, you'll receive a full refund.
Product ID: MYQEY2
No. Captain gratuity is not included; a minimum 20% tip is customary if you are satisfied.
Yes. Bring meals and alcoholic or non-alcoholic beverages for your private charter. Towels are not provided.
Yes. The captain may adjust the clothing-optional charter itinerary based on weather, tides, safety, and privacy considerations. Snorkeling is subject to conditions.
The Perry Hotel & Marina, Dock A, Slip #32, 7001 Shrimp Rd, Stock Island, FL 33040
Perched along the working waterfront of Key West, The Perry Hotel & Marina Key West puts you steps from the salt air and bobbing masts of a genuine working marina. The open-air spaces, sun-bleached wood, and breezy common areas capture the easy rhythm of island life. At The Perry Hotel & Marina Key West, the Gulf light shifts from gold to rose at dusk, and the sound of water lapping against hulls sets the tone for every evening. It is a place where the boundary between land and sea feels pleasantly thin.
Captains Dustin, Brian, Brian and Alexandra, Mike, Ash, Jack, Chris, and Nico collectively paint a picture of a crew that genuinely cares about showing people a good time on the water. Reviewers consistently praise how knowledgeable and personable the captains are, whether guiding guests to hidden sandbars, pointing out local history, or patiently teaching first-timers how to handle a jet ski. The boats are described as clean and well-equipped, and the team has a solid reputation for proactively working around weather to protect the experience. Beyond the boat trips, the jet ski tours get equally strong praise, with guides like Chris and Jack tailoring the pace to each group's skill level. One standout moment from a review: when weather pushed back a departure time, Chris personally called ahead to reschedule a guest's lunch reservation so nothing felt rushed. That kind of thoughtfulness comes up again and again across the reviews and seems to reflect how the whole operation runs. With a near-perfect rating across dozens of reviews, this charter is hard to argue with for anyone looking to get out on the water around Key West.
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
Set your own pace at remote Key West sandbars and beaches