Strictly Pleasure | Unique Yacht Stay in the Keys

A docked yacht experience with marina views, sunset skies, and easy access to downtown Key West

About The Stay

Step aboard Strictly Pleasure, a unique yacht stay docked at the Perry Marina in Key West. This isn’t just a place to sleep — it’s a chance to slow down, settle in, and experience life on the water.

The boat features two private bedrooms and two bathrooms, designed to be comfortable and easy to enjoy. Large windows and outdoor deck space keep you connected to the water, with constant views of the marina and sunset skies.

You’ll have full access to the boat during your stay, along with the amenities of the Perry Hotel and Marina, including pools, shuttle service, restaurants, and more.

The vessel remains docked during your stay, giving you the experience of being on the water without the complexity of operating a boat.

Whether you’re having coffee on the deck in the morning or winding down under the lights at night, the experience is meant to be simple, comfortable, and a little different from anywhere else you’ve stayed.

  • 2 Bed / 2 Bath Yacht Stay

  • Docked at Perry Marina (Full Resort Access)

  • Private Deck with Water Views

  • Shuttle to Downtown Key West

  • Ideal for Couples or Small Groups

Explore the Space

A Few Things to Know Before You Stay

Staying on a boat is a little different—in the best way. We’ve designed the experience to be simple, comfortable, and easy to enjoy, with a few things to keep in mind:

  • The vessel remains docked during your stay, so you get the feel of being on the water without needing to operate the boat

  • Access involves stepping aboard and moving through narrow passages and small steps, so guests should be comfortable with typical boat movement and have reasonable mobility

  • Power is shared, so avoiding running multiple high-use appliances at the same time (like the oven, microwave, or hair dryer) helps everything run smoothly

  • Marine toilets work a bit differently—only human waste and provided paper should be flushed

  • Spaces are thoughtfully designed but more compact than a traditional home, which is part of the charm of staying aboard

  • This is a pet-friendly space. While we clean thoroughly, you may notice the occasional pet hair.

  • The marina offers full access to amenities like pools, shuttle service, and dining—just let them know you’re staying with the marina

If you have any questions before or during your stay, we’re always happy to help.

See More of the Space

A closer look at the details and layout.

Ready to Stay Aboard?

Experience a unique stay on the water at the Perry Marina in Key West—simple, comfortable, and a little different from anywhere else you’ve stayed.