Skip to content
Main Salon & GalleyView from the top!

Sleep & Sail! 3 bedroom sailing yacht

Troy & Lauren User Profile
Troy & Lauren

Sleep & Sail! 3 bedroom sailing yacht

6 guests
3 bedrooms
4 beds
1 bath
6 guests
3 bedrooms
4 beds
1 bath
Sparkling clean7 recent guests have said that this home was sparkling clean.
Great location94% of recent guests gave this home’s location a 5-star rating.
Great check-in experience94% of recent guests gave this home’s check-in process a 5-star rating.

The Someday Soon is ideal for those looking for a unique Key West experience. This vintage Mason, a cult classic in the sailing world, is detailed with beautiful woodwork and a midcentury modern meets sailor interior. Comfortable and airy with large side windows that open up to let nature in. The perfect place to relax on the water while still enjoying everything Key West has to offer.


Free parking on premises

House Rules

No smoking
Not suitable for pets
No parties or events
Check-in is anytime after 3PM


20 Reviews

Scott User Profile
March 2018
It was an amazing experience to sleep on a cozy sailboat and sail on the sea with captain Troy
Henno User Profile
January 2018
It is quite an experience spending a few nights on this fine boat. It is well equipped, provides comfortable accommodation, and all that one needs for a memorable stay in Key West. In addition, it represent excellent value for money in this market.
David User Profile
July 2018
Fun place! I’m not a morning person normally but the opportunity to see the Marina Tarpon roll right next to the boat was worth getting up early. Neighbors were all very nice as well. Showers up at point are the way to go, open air is pretty cool. The boat has nuances but once y…
Fleetis User Profile
June 2018
My wife and I spent a week on Lauren and Troy’s boat in late June, 2018, and we loved it! The boat is exactly as described in the Airbnb posting, and is perfect for a couple, okay for 4, but a little tight for more than that. The marina where the boat is located has a great littl…
Nick User Profile
June 2018
Nice little boat in a peaceful secure harbor
Eric User Profile
May 2018
This place is a hidden gem. It is located on Stock Island, in the Key West Harbor Marina. Now why that is important is because if you choose to lounge at the pool or have a cocktail or a snack in the bar; YOU CAN! The boat was more than large enough for the two of us, as we we…
Peter User Profile
April 2018
Troy, Lauren and "Someday Soon" managed the impossible. They wrapped magic in a (Website hidden by Airbnb) the form of a boat, a place and a feel you rarely, if ever, you experience in life. Thank you again. And we will see you again.....Someday Soon.

Hosted by Troy & Lauren

Joined in August 2013
Troy & Lauren User Profile
63 Reviews
1 Reference
Troy & Lauren Thompson have been living and working on the water for the past decade. As 2nd Engineer and Chief Stewardess the couple worked and traveled all over the world on 200 foot mega yachts. The experience taught them an unparalleled level of service and their extensi…
Response rate: 100%
Response time: within a day
Always communicate through AirbnbTo protect your payment, never transfer money or communicate outside of the Airbnb website or app.

The neighbourhood

Press the down arrow key to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Check In

Press the down arrow key to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Check Out
You won’t be charged yet

Similar listings