Reconnect with nature at Serenity, an unforgettable escape on a large world cruising sailboat. Lounge in the hammock and watch the sunset or sit on the dock and grill out while taking in spectacle views of Key West Harbor from this private marina.
Reviews
9.89.8 out of 10
Exceptional
Entire house boat
3 bedrooms3 bathroomsSleeps 4
Popular amenities
Ocean view
Hot tub
Kitchen
Air conditioning
Outdoor Space
Parking available
The current price is AED 1,543
AED 1,543
AED 1,941 total
includes taxes & fees
24 Mar - 25 Mar
Add dates for prices
About this property
Living the Dream Key West Style
Reconnect with nature at this unforgettable escape. Experience and enjoy what life is like living on a large world cruising sailboat on the sailing vessel Serenity. Staying on Serenity is what Key west is known for and living a carefree lifestyle. Experience and enjoy the Artistic and Tropical landscaped private marina with spectacular views of the harbor. Lounge in the hammock and watch the sunset or sit on the dock and grill out watching the shrimp boats come and go.
This is a all inclusive price. No cleaning fee and includes 2- paddle boards and 4- Kayaks
Serenity is docked at Safe Harbour Marina which is a beautiful tropical landscape marina in Stock Island which is a 15-minute ride to downtown Key West. There is the Famous locals Restaurant and Bar the Hogfish located at the Marina. Serenity is on the point of the marina and has nice views with a large dock with outside seating. Safe Harbour is a very secure marina and has a small friendly community of liveaboards that look out for everybody. Our cohost Glen lives in the cottage in front of Serenity and are available to address any issues that occur and share his local knowledge of the Island and values your privacy and will not disturb you.
There is plenty of seating in front of Serenity on the dock that is exclusively for Serenity guests only with a nice sitting area with a grill to enjoy the beautiful sunset Key West is famous for. There are two refrigerators and an ice maker. There are all cooking utensils on board you might need. One private parking spot provided in a locked gated driveway.
Serenity is a 1983 60 ft Catalina /Morgan Schooner. It has the classic beautiful teak interior that the older sailing vessels are known for. A large, covered cockpit to sit and enjoy sunsets. There is one large stateroom with a Queen-size bed and its own private bathroom. There are two separate smaller staterooms with a twin bed that can be pulled out to a full in each. There is an additional single bunk in the captains' quarters off the galley. The galley has a propane stove and oven, large kitchen sink, large drawer refrigerator, a large icemaker and plenty of storage. The saloon is large with plenty of seating and a large table that can folds in half to give more space. There is a tv for your entertainment and free starlink wifi. A Fusion stereo system with Bluetooth to enjoy your favorite playlists. Serenity just had a major refit with all new systems In it, Interior and exterior wood all newly refinished and exterior newly painted, all new appliances, new cushions throughout the boat and is maintained on a regular basis.
Per USCG we are required to have a bareboat agreement on board and will send a copy to your email address provided to us and will need it to be signed 24 hours before your check in time.
We offer the following excursions and encourage you to book one which will be one of the best moments of your stay. This is above Vbro costs and will need to be booked separately within 24 hrs of your booking through Vbro.
These excursions will provide you with a memorable experience. Serenity sails beautifully and you can learn the art and thrill of sailing. You will be allowed to steer the boat help put out the sails if you wish or just sit back and relax while the crew does all the work.
2-hour sunset sail. $600.00 plus tax and a gratuity to your captain.
6 -hour sail to the Reef for snorkeling with lunch provided. $1,200.00 plus tax and a gratuity to your captain.
24 - hour overnight at anchor with a license captain on board $2,000.00 plus tax
Charters and Rentals subject to availability and weather.
Hurricane Season. Please note Serenity is a large sailboat and per insurance regulations and the safety of the boat and guests, the boat will be hauled out of the water if there is a threat of a named storm developing with key west in its path. This will make the boat unavailable for a period of 10 days or more. Per Vrbo rules we as hosts our not allowed to cancel a reservation without severe penalty's unless it falls within their guidelines which a threat of a named storm is not considered until it becomes a named storm. We will inform you the boat will be hauled out due to a threat of a named storm and you will need to cancel the reservations which we will give back a full refund which you will need to request with your cancellation if you wish not to cancel your reservation and we our forced to honor the reservation the boat will be made available to stay on in the boat yard. Please note there will be no Air Conditioning and you will have to climb a16 ft ladder to board Serenity. The boat will be highly uncomfortable.
Serenity has beautiful wood floors and large suitcases with wheels tend to scratch the floors. In order to keep Serenity looking good we only allow soft sided luggage such as backpacks, garment bags and duffle bags. If you are not traveling by car, we can store your large luggage in the owner's cottage next to Serenity. We have complimentary tote bags to transfer your belongings onboard.
Serenity is docked stern to, boarding the boat involves walking across a boarding ramp that we call the gangway and descending stairs into the cabin that we call the companionway. It is always safest to maintain three points of contact with the ship while boarding and moving about the deck and the cabin.
Property amenities
Pool/Spa
Hot tub
Internet
Available in the accommodation: WiFi
Parking and transportation
Parking on site
Kitchen
Ice maker
Oven
Refrigerator
Stovetop
Bedrooms
3 bedrooms
Bedsheets provided
Bathroom
3 bathrooms
Entertainment
Smart TV
Stereo
Outdoor areas
Barbecue grill
Patio
Comfort
Air conditioning
Pets
Service animals only (pets not allowed)
Suitability/Accessibility
No elevator
Smoking not allowed
Things to do
Kayak
Paddleboard
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
Bareboat Charter agreement to be signed 24 hrs before check in through Adobe E Sign. Can not let you board Serenity without a digitally signed copy.
No late check ins (After 6:00pm) without written approval
Pets
Pets not allowed (service animals are welcome, and are exempt from fees)
Children and extra beds
This property does not allow children
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
We should mention
This property does not have elevators
About the neighborhood
Key West is home to this houseboat. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Smathers Beach and Florida Keys Beaches. Key West Tropical Forest and Botanical Garden and Sails To Rails Museum at Flagler Station are also worth visiting. Visit our Key West travel guide
No, only service animals are welcome at the property.
How much does it cost to stay at Living the Dream Key West Style?
As of 23 March 2026, prices found for a 1-night stay for 2 adults at Living the Dream Key West Style on 24 March 2026 start from AED 1,543, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Living the Dream Key West Style?
Check-in begins at 3:00 PM.
What time is check-out at Living the Dream Key West Style?
Check-out is at 11:00 AM.
Where is Living the Dream Key West Style located?
Situated in Key West, this houseboat is within 2 mi (3 km) of Stock Island Yacht Club & Marina, Robbie's, and Key West Tropical Forest and Botanical Garden. Florida Keys Community College Library and Clark Maxwell Environmental Habitat are also within 2 mi (3 km).
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Living the Dream Key West Style Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Glenn was super welcoming and a cool dude. Very accommodating. Great location and beautiful marina. Hope to check it out again!
J&R F.
Stayed 1 night in Nov 2025
Verified
10/10 Excellent
Alison
27 October 2025
Liked: Cleanliness, amenities, property conditions & facilities, communication
We thoroughly enjoyed our stay on Serenity! The location was perfect, the hosts were friendly and accommodating, and the boat is spacious and comfortable. I hope to be back aboard Serenity soon!
Alison
Stayed 1 night in Oct 2025
Verified
10/10 Excellent
Todd
25 October 2025
Liked: Cleanliness, amenities, property conditions & facilities, communication
Clean rooms pet friendly great view! Exactly as advertised
Whar a unique stay, had never stayed on a boat before. Would highly recommend. Sailboat was in emaculate condition. Glen and his wife were super friendly, awesome folks!
Great experience! It was my first time staying on a boat and it was amazing. The hosts were very nice and helpful, the boat was very clean and welcoming.
Clean and unique place to stay for the night. The owner was extremely helpful. Met us at the gate and helped with all of our needs.I highly recommend this as a different experience from a house or a condo in Key West. You won't regret it.The next time we will reserve an excursion and take the boat out for a sail.
Jeff P.
Stayed 1 night in Nov 2025
Verified
10/10 Excellent
Marco
8 February 2025
Wonderful spot, great hosts. Spectacular sunset cruise aboard Serenity.
The hosts were welcoming and provided great recommendations on things to do in Key West. They advertised pet-friendly and they were very accommodating. The highlight of the trip was the sunset cruise that was customized to really give us great views of Key West and the sunset. Captain Abbie and Glen even let us stear the the boat around. Absolutely incredible experience.
We had a wonderful stay. Enjoyed staying at the marina. Sitting out in the evenings. Perfect weather. Walked to a local restaurant that was great. Thanks for being a wonderful host.
Janet B.
Stayed 2 nights in Feb 2025
Verified
10/10 Excellent
Jennifer
18 February 2024
Liked: Cleanliness, amenities, property conditions & facilities, communication
The boat was beautiful, clean and spacious. Our hosts were amazing and went out of their way to make it a very memorable experience! There was a great restaurant/bar within walking distance. Will definitely stay here again!!
We had an amazing stay! Serenity was absolutely beautiful, incredibly roomy and comfortable, and our hosts were more than accommodating! Walking distance to Hogfish Bar & Grille, only minutes to downtown, it was a truly unique to Key West experience. Highly recommend staying here! We can’t wait for our next visit and will definitely stay here again if it’s available!
My wife and I stayed on the Serenity and found it to be exactly what we were looking for! Glen was a most gracious and amiable host and made us feel welcomed and at home. Our visit was cut short due to poor planning, but to wake up on that boat with the waves gently rocking you to sleep at night and the quiet marina, certainly made one understand why the boat is aptly named Serenity, Will plan to make another stay to last longer but this was an experience that was everything we hoped it would be!
Joseph L.
Stayed 2 nights in Feb 2025
Verified
10/10 Excellent
Lucinda
23 February 2024
Liked: Cleanliness, amenities, property conditions & facilities, communication
Great hosts. Went out for fantastic sunset cruise. Very friendly. Interior of the Serenity was clean and size was good. Everything went well.
Glen provided a wholesome experience during our night yacht stay in Key West. The beautiful and well-equipped yacht, along with a sunset sail, fun activities like snorkeling and kayaking, and even a water slide, made our stay memorable. Glen's role as a perfect host and personal lifeguard added an extra layer of comfort. Highly recommend this fantastic getaway!"
Boat is beautiful! Abby and Glen were amazing hosts. I would highly recommend booking a sunset tour with them. It won’t disappoint! Cabin is comfortable and clean. Nothing like being rocked to sleep on the water. This was a great stay, and I would highly recommend!!
Everything was flawless!!!
Glen was there to greet us upon our arrival and to show us the property. The facility was magnificent. The only thing better was the personal attention given us by both Glen and Abby. We made some wonderful new friend. We will definitely do business again. Nice job, folks.
The Serenity is a beautiful boat! My kids loved mixing it up and doing something different. I wish we had more time to enjoy the boat and the harbor. Everything was clean and comfortable. Glen and Abby were so kind and friendly. It’s about 15 min to get to the main marina and downtown Key West, even if the map says 4 miles. I’d love to come back and have Abby take us on a sail!
What can I say. The Serenity is beautiful. Nick was great with scheduling and pre trip questions. Once there, Glenn and Abby are your hosts who live on shore next to the boat. The nicest people and go out of their way to make your stay as enjoyable as possible. Definitely consider the sunset cruise. Also used the kayak to tool around the harbor and swimming off the dock. Downtown Key West was a 10 minute Uber ride away. Do know that this is a boat. It’s not a hotel with room service, etc. It’s an eclectic opportunity to have a cool experience. We will be back! And along with Glenn and Abby is Charlie, the friendliest dog around.
It’s hard to pick out one thing, but everything was great and Glen and Abby were awesome. They did everything to make sure we felt welcomed and comfortable during our stay. Being our first time in Key West, they had all the local knowledge of things to do and where to go. They answered any/all questions we had. The sunset cruise was awesome and we got some interesting history about the local area and some of the other boats. We went during Thanksgiving and they invited us to enjoy their feast even though we weren’t expecting it and they didn’t have to. It turned out to be a perfect relaxing and quiet vacation and we would definitely stay here again.
Ben T.
Stayed 4 nights in Nov 2025
Verified
10/10 Excellent
Kathy A
1 March 2026
Liked: Cleanliness, amenities, property conditions & facilities, communication