Welcome aboard *Strictly Pleasure*—a stay that feels less like a rental and more like stepping into the rhythm of the Florida Keys.
Moored at Perry Marina in Key West, this classic yacht offers a kind of experience you simply won’t find in a hotel. Mornings begin with coffee on deck as the marina comes to life. Evenings end with sunset skies from the bow, the water reflecting colors that feel almost unreal. In between, you’re perfectly positioned to enjoy the best of the Keys—without ever giving up the calm of being on the water.
The vessel is thoughtfully set up for comfortable overnight stays, blending the charm of a classic yacht with the essentials you need. Inside, you’ll find a comfortable salon, air conditioning, bathrooms with showers, and a galley (kitchen) for simple meals. The outdoor deck spaces are where most guests find themselves lingering—watching boats pass, enjoying a drink, or simply taking it all in.
Sleeping Arrangements
*Strictly Pleasure* offers two private cabins and two full bathrooms. The master cabin features a queen bed, while the forward (bow) cabin includes a full-size bed—comfortable, cozy, and true to the character of a classic yacht.
As our guest, you’ll also have access to Perry Marina’s amenities, including waterfront dining, two pools, and a complimentary shuttle that runs to downtown Key West. Whether you’re heading into Old Town for a night out or staying local for a quiet evening by the water, everything is within easy reach.
This is, at its heart, a boat experience. While securely docked, you may feel gentle movement depending on marina conditions. Moving through the vessel involves a few steps, narrow companionways, and the natural layout of a yacht, so guests should be reasonably mobile and comfortable in that environment.
We give our guests space to enjoy their stay, but we’re always close by if needed—whether it’s a quick question or a recommendation for a great local spot. We’ve spent years exploring the Keys and are happy to share the kinds of places you won’t always find in a guidebook.
A few things to keep in mind: the vessel remains docked at all times and is not available for operation. The space is best suited for those looking for a relaxed, low-key stay rather than parties or large gatherings. Quiet hours are observed to respect the marina community.
Because we love traveling with our own dogs, we’re happy to welcome yours aboard as well. A small pet fee applies, helping us maintain the extra cleaning and care that keeps the vessel comfortable for all guests. The boat is thoroughly cleaned between stays, though occasional traces of pet hair may remain. Cats are not permitted.
Out of respect for the marina environment, we provide eco-friendly soaps for use during your stay, as all water from the vessel returns to the marina system.
Staying aboard *Strictly Pleasure* is about slowing down, enjoying your surroundings, and experiencing the Keys from a different perspective—one that’s a little more personal, a little more memorable, and unmistakably on the water.
— Kaitlin & Kyle