Title: Living the Dream Key West Style - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=99882182&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire house boat # Living the Dream Key West Style Houseboat in Key West with a hot tub ## Photo gallery for Living the Dream Key West Style ![Marina - Living the Dream Key West Style (Key West)](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/532693cc.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Living the Dream Key West Style (Key West)](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/44ae2c6a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Marina - Living the Dream Key West Style (Key West)](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/017ce471.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, oven, stovetop, ice maker - Living the Dream Key West Style (Key West)](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/9e3ecc72.jpg?impolicy=resizecrop&rw=297&ra=fit) ![3 bedrooms, WiFi, bed sheets - Living the Dream Key West Style (Key West)](https://images.trvl-media.com/lodging/100000000/99890000/99882200/99882182/3d90235f.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies 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 9.8 Exceptional ### Entire house boat 3 bedrooms3 bathroomsSleeps 4 ## Popular amenities - Hot tub - Pet-friendly - Barbecue grill - Kitchen - Parking available - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire house boat to yourself and will only share it with other guests in your party. ### 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 - Pet friendly - Welcoming dogs only - One pet total ### 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) - Fire extinguisher ### General - Property does not allow children ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/66000000/65400000/65393400/65393345/1efbfd6d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Ocean views!
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Key West - Ocean view - Kitchen - Pet-friendly - Air conditioning 8.0 Very good 1 review CA $343 CA $432 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-21&endDate=2025-12-22&selected=120524691&PinnedHotelID=120524691&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 3:00 PM Minimum check-in age: 18 ### Check-out Check-out before 11:00 AM ### Special check-in instructions 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 allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 1 total pets ### 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 area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=24.56734,-81.73647&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:_e%7EtC%7Cc%7BqN%40O%3FQ%3FQ%40O%3FO%40S%40O%40O%40Q%40QBO%40QBOBQBOBOBODOBQBODODODODOFODMDOFOFMFOFOFKFOFMHOFKHMHMHMHKHMHMHKJKHKJKHKJKJKJIJKJKLGJKJILGJILIJGLILGLGLGLGLGLELENGLELENELENELCNCLENANCLCNANCLCN%3FNANANAN%3FL%3FNAN%3FN%3FN%40L%3FN%3FN%40N%40N%40N%3FLBNBN%40LBNBN%40LDNBLBNDLDNDLDLDNFLDLDLFLFLFLFLFLHJFLHJHLFJHJJLHJHJJJHJJHJJJJJHJJJHLHJHLHJHLHLHLFJHNFLFNFJFNFNFLFNDNDLFPDLDNDNBNDNBPDNBNBNBNBPBN%40PBP%40N%40P%40N%40N%40R%3FN%40N%3FP%3FP%40NAP%3FP%3FNAP%3FNAPAPANANAPCPANCPCNCNCPCLEPCNEPCLEPELENGNENENGLGNGLGNGLGNGJINGLILILILIJILIJIJKLIJKJKJIHKJKJKHKHMJKHKHMHKHMFKHMFMHMFMDMFMFMFMDOFMDMDODMBODMDOBMBOBOBM%40OBOBM%40O%40O%40O%3FO%40O%40M%3FO%40O%3FO%3FOAM%3FOAOAO%3FOAOAMAOCOCMAOCOCMCOCMEOEMCOEMEMEOGMEMGMGMGMEMGMIMGKIMGKIMIKIKIMIKKKIKKKKKIIKKKIKKMIKIKIMIKIMIMIMGMIOGKGOGMGOGMGOGMEOEOGMEQEMEQEMCQCOEQCMCQCOCOCQAOCQAQAOAOAQAQ%3FOAQ%3FO%3FQAQ&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=rzI6qxRu97x3JlkpjelUZE8wDFk=) Key West, FL #### What's nearby - Key West Golf Club \- 14 min walk \- 1.2 km - Key West Naval Station \- 15 min walk \- 1.3 km - Stock Island Yacht Club & Marina \- 18 min walk \- 1.6 km - Robbie's \- 2 min drive \- 1.1 km - Key West Tropical Forest and Botanical Garden \- 3 min drive \- 2.0 km #### Getting around - Key West Intl. Airport (EYW) - 10 min drive #### Restaurants - ‪Hogfish Bar & Grill - ‬1 min walk - ‪El Siboney Stock Island - ‬13 min walk - ‪Bad Boy Taqueria & Tequila - ‬3 min drive - ‪Deluna's Cafe - ‬10 min walk - ‪The Docks - ‬2 min walk ## Frequently asked questions ### Is Living the Dream Key West Style pet-friendly? ### How much does it cost to stay at Living the Dream Key West Style? ### How much is parking? ### What time is check-in at Living the Dream Key West Style? ### What time is check-out at Living the Dream Key West Style? ### Where is Living the Dream Key West Style located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Living the Dream Key West Style Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers 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. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 34 8 - Good 1 6 - Okay 0 4 - Poor 1 2 - Terrible 0 ### 9.8 Cleanliness ### 9.4 Location ### 10 Eco-friendliness ### 9.8 Property conditions & facilities ## Reviews ### 8/10 Good #### Debra Nov 15, 2025 Liked: Cleanliness, amenities, property conditions & facilities Everything was very nice. Staff was friendly and helpful . ##### Debra Stayed 4 nights in Nov 2025 ### 10/10 Excellent #### Alison Oct 27, 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! ![](https://a.travel-assets.com/ugc/hotel-reviews/1b9b9dd8-48be-4b29-88a4-b674a600abe9-1761597746511.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Alison Stayed 1 night in Oct 2025 ### 10/10 Excellent #### Todd Oct 25, 2025 Liked: Cleanliness, amenities, property conditions & facilities, communication Clean rooms pet friendly great view! Exactly as advertised ##### Todd Stayed 2 nights in Oct 2025 ### 10/10 Excellent #### Henriett K. Aug 1, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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. ##### Henriett K. Stayed 1 night in Jul 2025 ### 10/10 Excellent #### Marco Feb 8, 2025 Wonderful spot, great hosts. Spectacular sunset cruise aboard Serenity. ##### Marco Stayed 2 nights in Feb 2025 ### 10/10 Excellent #### Janet B. Feb 16, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great adventure 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 ### 10/10 Excellent #### Jennifer Feb 18, 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!! ##### Jennifer Stayed 1 night in Feb 2024 ### 10/10 Excellent #### Leslie O. Nov 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### So much fun! There was 5 of us and there was plenty of room. It was clean and the owners were very on top of things with great communication. ##### Leslie O. Stayed 2 nights in Nov 2024 ### 10/10 Excellent #### Joseph L. Feb 17, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Wish we stayed longer! 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 ### 10/10 Excellent #### Jesse L., Wheeling, WV Jan 26, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Boat life Key West style! 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! ##### Jesse L. Stayed 2 nights in Jan 2024 ### 10/10 Excellent #### Lucinda Feb 23, 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. ##### Lucinda Stayed 1 night in Feb 2024 ### 10/10 Excellent #### Vipin G. Dec 2, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 2 days of FUN 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!" ##### Vipin G. Stayed 1 night in Nov 2023 ### 10/10 Excellent #### Kathryn M. Feb 29, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing! 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!! ##### Kathryn M. Stayed 2 nights in Feb 2024 ### 10/10 Excellent #### Sandi W. Dec 1, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Super fun! 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! ##### Sandi W. Stayed 2 nights in Nov 2024 ### 10/10 Excellent #### Peter K. May 5, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Visit to Key West Florida 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. ##### Peter K. Stayed 1 night in May 2024 ### 10/10 Excellent #### Michael D. Mar 11, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Serenity on The Serenity 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. ##### Michael D. Stayed 4 nights in Mar 2024 ### 10/10 Excellent #### Nancy M. Apr 18, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great getaway Great hosts and great accommodations! ##### Nancy M. Stayed 2 nights in Apr 2025 ### 10/10 Excellent #### Kandice T. Sep 16, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Amazing stay! The getaway my husband and I truly needed and enjoyed. Peaceful and truly serene! Glen and sidekick Charlie were attentive, friendly and knowledgeable and we will absolutely be back! Most likely with friends and family. Would 10/10 recommend! ![](https://a.travel-assets.com/ugc/hotel-reviews/20447315-df74-494e-bd7b-ab9aa797f3ab-1758029812725.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/4938817a-6f5f-4179-babc-3d176da527ce-1758029812450.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/fd1587a4-c0b4-4df7-a46d-def84245b6ec-1758029812657.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/3f982722-337e-4834-8b23-4389e3136a01-1758029812638.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### Kandice T. Stayed 2 nights in Sep 2025 ### 10/10 Excellent #### Valerie R. Feb 3, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fun Experience! We had a wonderful and fun experience staying 2 nights on Serenity. The hosts were great communicators and always available if needed. Definitely would recommend! ##### Valerie R. Stayed 2 nights in Jan 2025 ### 10/10 Excellent #### April R. Nov 29, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Nephew and I We had an awesome stay and Glen was the perfect host. Very personable and great to talk to. I would stay there again. ##### April R. Stayed 1 night in Nov 2024 ### 10/10 Excellent #### Mary O. Mar 18, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Darlene Absolutely wonderful!! Our hosts went really out of their way to make our stay perfect. When we checked out, I felt like I was leaving my new best friends. ##### Mary O. Stayed 2 nights in Feb 2025 ### 10/10 Excellent #### Christopher I. Jun 30, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Amazing Glen & Abby are wonderful people. They went above and beyond to accommodate my wife and I. We are grateful that they allowed us to get married on Serenity, it was absolutely perfect. If you're looking for something different this is it....it's a completely different vibe than your typical hotel or VRBO rental. And I highly recommend having them take you out on the sunset cruise it's worth every penny and you won't regret it. Thanks again Glenn & Abby it was a weekend we'll never forget. ##### Christopher I. Stayed 2 nights in Jun 2025 ### 4/10 Poor #### Richard D. Sep 2, 2025 Liked: Check-in, communication Disliked: Cleanliness, location, listing accuracy The drive up to the boat is through a very rough neighborhood that had us a little uneasy. Once you get through the gate it is nicer leading up to the boat. The property manager lives right next to the boat so he is quick to help with any questions. Upon entering the vessel we noticed a strong odor in the galley area that smelled like the black water tank but not sure. The kitchen ware is very dated and for the price of the stay I expected to be nicer. Please be aware this boat moves ALOT for its size even in calm waters. If you get even slightly sea sick I would not recommend staying as you will not be refunded anything even if you spend only 10 mins on the boat. ##### Richard D. Stayed 2 nights in Aug 2025 ### 10/10 Excellent #### Mélanie Apr 2, 2025 Liked: Cleanliness, property conditions & facilities, communication Super accueil Quelle belle expérience ##### Mélanie Stayed 1 night in Mar 2025 ### 10/10 Excellent #### Raquel Q. Jul 30, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy ##### Raquel Q. 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