Title: Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=76545717&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire house boat # Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys Waterfront houseboat with an outdoor pool and free breakfast ## Photo gallery for Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys ![Beach nearby, beach towels - Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys (St Thomas)](https://images.trvl-media.com/lodging/77000000/76550000/76545800/76545717/ed09bfe5.jpg?impolicy=resizecrop&rw=598&ra=fit) ![2 bedrooms, free WiFi, bed sheets - Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys (St Thomas)](https://images.trvl-media.com/lodging/77000000/76550000/76545800/76545717/a45db60b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys (St Thomas)](https://images.trvl-media.com/lodging/77000000/76550000/76545800/76545717/82da3965.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys (St Thomas)](https://images.trvl-media.com/lodging/77000000/76550000/76545800/76545717/3a881325.jpg?impolicy=resizecrop&rw=297&ra=fit) ![View from property - Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys (St Thomas)](https://images.trvl-media.com/lodging/77000000/76550000/76545800/76545717/94301273.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Located in Elephant Bay, Sailboat Ragamuffin offers a tranquil retreat on the water. Unwind in one of two private cabins with a private bathroom or enjoy snorkeling and kayaking nearby. A daily breakfast is served by 9 am, followed by excursions to Honeymoon Beach and downtown shopping districts. ## Reviews 9.8 Exceptional ### Entire house boat 2 bedrooms2 bathroomsSleeps 4500 sq ft ## Popular amenities - Ocean view - Pool - Kitchen - Outdoor Space ## 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. ### Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys Sailboat Ragamuffin is a Classic Sailboat, she is moored just of the shore of Water Island, in Elephant Bay. Your crew consists of Captain, cook, and 2 young people friendly Cats, While the boat does not go sailing we offer the use of two single kayaks and snorkel equipment. 2 private cabins both have private bathroom A normal day Breakfast is served usually by 9:00 and the Captain takes you to shore, Honeymoon Beach, Charlotte Amalie the downtown shopping district, or Crown Bay the place to catch a cab or go off on a dollar bus adventure. We pick you up from shore usually about 5pm so you can enjoy a sunset cocktail while dinner is being prepared.. We offer a nice selection of quality liquor and wines. Let us know if you are having a special event, Birthday, Anniversary... ## Property amenities ### Beach - Beach nearby - Beach towels ### Pool/Spa - Outdoor pool ### Internet - Available in the accommodation: Free WiFi ### Kitchen - Coffee grinder - Cookware, dishware, and utensils - Dishwasher - Refrigerator - Spices ### Dining - Free breakfast available - Chef service ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Shower - Toilet paper - Towels provided ### Entertainment - Books ### Outdoor areas - Patio ### Laundry - Laundromat nearby ### Work spaces - Printer ### Pets - No pets allowed ### Suitability/Accessibility - Designated smoking areas ### Services and conveniences - Concierge services ### Location highlights - In the city center - Near a hospital - Near the bay - Near the marina - Near the ocean - On the waterfront ### Things to do - Boat - Kayak - Water sports equipment - Birdwatching nearby - Ecotours nearby - Fishing nearby - Hiking/biking trails nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Parasailing nearby - Sailing nearby - Scuba diving nearby - Snorkeling nearby - Swimming nearby - Wildlife walks nearby ### Safety features - No carbon monoxide detector (host has indicated there is no carbon monoxide detector on the property but there are gas appliances; consider bringing a portable detector) - Smoke detector (host has indicated there is a smoke detector on the property) ### General - Unit size: 500 square feet ## Similar properties ![Property grounds](https://images.trvl-media.com/lodging/89000000/88770000/88766700/88766623/3e1ec03d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Palm Deck, a private slice of paradise overlooking the ocean St Thomas - Ocean view - Kitchen - Free WiFi - Outdoor Space 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-04&endDate=2026-02-05&selected=88766623&PinnedHotelID=88766623&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48890000/48884400/48884317/395023f1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Amazing views, relax far away from snow. 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ## About the area Located in St. Thomas, this houseboat is in the city center and on the waterfront. The area's natural beauty can be seen at Sapphire Beach and Bolongo Bay. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our St. Thomas travel guide](https://www.expedia.ca/St-Thomas.dx6140138) [View more Houseboats in St. Thomas](https://www.expedia.ca/St-Thomas-Houseboats.d6140138-aaHouseboats.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C18.32363%2C-64.95245&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=X1KRgOOO6pdjLnr2KYryvzLBwUo=) St Thomas, St Thomas ### What's nearby - ![Magens Bay featuring a sandy beach](https://images.trvl-media.com/place/6068141/1b88c66c-d144-42ed-a791-5b8ed88d361a.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Magens Bay Beach 30 min drive \- 10.4 km - ![Bolongo Bay, USVI](https://images.trvl-media.com/place/3000383018/bcd4de72-25d5-4e6a-8d60-3343c9cce122.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Bolongo Bay 32 min drive \- 11.7 km - ![Coki Beach showing a sandy beach as well as a small group of people](https://images.trvl-media.com/place/6068125/6babbdb9-bea2-4f66-a811-b975f0872b54.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Coki Point Beach 39 min drive \- 14.1 km - ![Sapphire Beach which includes a sandy beach and tropical scenes](https://images.trvl-media.com/place/6068151/b8253a08-7234-4ab9-8c70-7ffa4ae3b3f6.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Sapphire Beach 39 min drive \- 15.4 km - Honeymoon Beach 16 min walk \- 1.4 km ### Getting around - St. Thomas (SPB-St. Thomas Seaplane Base) 4 min drive ### Restaurants - Kentucky Fried Chicken 1 min drive - Subway - G&D Seafood - McDonald's 4 min drive - Dinghy's 14 min walk ## Frequently asked questions ### Does Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys have a pool? ### Is Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys pet-friendly? ### Where is Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys 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 11 8 - Good 2 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.0 Cleanliness ### 9.8 Location ### 8.0 Property conditions & facilities ## Reviews ### 10/10 Excellent #### Kevin M. Feb 20, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### BEST STAY EVER Loren and Jo provided us with a thoroughly unique and enjoyable travel experience. Jo is a wonderful cook and coxswain (she took us ashore every morning and picked us up every evening); and then each night, Loren regaled us with sea stories over a few adult beverages.I highly recommend a stay aboard Sailboat Ragamuffin for anyone who is looking for something different in a Caribbean vacation. ##### Kevin M. Stayed 5 nights in Feb 2025 ### 10/10 Excellent #### Allen H. Feb 1, 2025 Liked: Check-in, communication, location, listing accuracy #### Boatcation A wonderful and different experience. Super hosts and exceptional meals. Tight quarters. Cool cats. ##### Allen H. Stayed 5 nights in Jan 2025 ### 10/10 Excellent #### Michele S. Dec 29, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### On the boat This was the most unique, incredible, relaxing stay we have ever had. Jo and Loren we AMAZING hosts (along with Raga, Muffin, and Jake). We relaxed, jumped off the boat, swam, shopped, and ate Jo's incredible meals!We cannot wait to come back and visit again!We ##### Michele S. Stayed 2 nights in Dec 2024 ### 10/10 Excellent #### Sally B. Feb 25, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Unique experience Jo & Loran are kind with amazing stories. Jo worked to make sure the meals were to our liking and they were. Enjoyed watching the sunset each night. ##### Sally B. Stayed 5 nights in Feb 2025 ### 10/10 Excellent #### Mykal D. May 4, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Can’t Beat Ragamuffin! We had the most incredible time here! Jo and Loren are the nicest hosts, and made us instantly feel like lifelong family. You can’t go wrong staying with them! Fantastic drinks, great food, and amazing company. We snorkeled off the boat to a nearby shipwreck that they suggested. We cannot wait to get back to the USVI and stay with Ragamuffin again!!! ##### Mykal D. Stayed 2 nights in Apr 2024 ### 10/10 Excellent #### Jessica Z. Feb 18, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### So Fun! We had a great time with Jo and Loren. Jo cooks AMAZING food and Loren tells many stories of sailing over the years. They were so accommodating when our flight came in early, and took us to snorkel a ship wreck near their boat, and to nearby Honeymoon beach, both of which we loved. Their cats were an added source of joy. Highly recommend staying here. They made us feel like family! We already miss them! ##### Jessica Z. Stayed 2 nights in Feb 2024 ### 10/10 Excellent #### Alisha T. Jun 19, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Best food and convo around What a unique experience! We loved talking to Jo and Loren about their life on the islands. They know all the best snorkel spots and will taxi you around in their dingy. We loved jumping off the boat and seeing their resident barracuda in the water. Breakfast and dinner is included and cooked by Jo. Such delicious meals!! We feel like we just gained some good new friends. This is boat living. You are sleeping on boat cots, no a/c, and a pump to flush the toilet. If you’re looking to stay off the beaten path and are up for an adventure this is the place! ##### Alisha T. Stayed 2 nights in Jun 2024 ### 10/10 Excellent #### Mitchell D. Aug 18, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### A Unique and Beautiful Stay on a Sailboat My recent stay on a sailboat was nothing short of magical. From the moment I stepped aboard, I knew this was going to be a special experience. The boat itself was beautifully maintained, with a charming and cozy interior that made me feel right at home. The gentle rocking of the boat was incredibly soothing, and I loved waking up to the sound of the water lapping against the hull. One of the highlights was the stunning views from the deck. Whether it was watching the sunrise with a cup of coffee or enjoying the sunset with a glass of wine, the scenery was breathtaking. The sunsets in particular were absolutely mesmerizing, painting the sky in hues of pink, orange, and purple. The hosts were wonderful, making sure everything was perfect for my stay. They provided great recommendations for local attractions and dining, and were always available if I needed anything. Despite being on the water, I never felt disconnected thanks to the modern amenities provided, including reliable Wi-Fi and a well-equipped kitchen. What made this experience truly special was the sense of peace and tranquility that comes with staying on the water. It was the perfect getaway from the hustle and bustle of daily life. If you’re looking for a unique, relaxing, and beautiful place to stay, I highly recommend this sailboat experience. I’m already looking forward to my next visit! ##### Mitchell D. Stayed 2 nights in Jul 2024 ### 8/10 Good #### Bharati Nov 21, 2024 Liked: Communication Nice hosts! Different experience on a sailboat. ##### Bharati Stayed 2 nights in Nov 2024 ### 8/10 Good #### Brittany E. Nov 12, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Sailboat adventures Had a fantastic trip on the Ragamuffin Sailboat. Jo and Lauren are great, we miss them already! Between Jo’s amazing cooking and Lauren’s awesome stories we felt right at home. Such a fun experience, we will be back! ##### Brittany E. Stayed 2 nights in Oct 2023 ### 10/10 Excellent #### Richard May 9, 2023 Liked: Cleanliness, amenities, property conditions & facilities Great hosts. Fantastic views. Jo is a terrific cook. Lots of local knowledge. Their sailboat is beautify designed and very cozy. A fantastic place to relax. Their cats, Raga and Muffin willingly share their home too. A swim in the Caribbean is never more than a few steps. ##### Richard Stayed 2 nights in May 2023 ### 10/10 Excellent #### Caitlin P. Jan 20, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### I'd come back just for the crew The hosts were very flexible and accommodating with my goals for the trip. I wanted to do a night kayak trip (third party) and with the house rules I was concerned the timing would conflict how I'd get back to the boat that night. I didn't end up going on that adventure, but I appreciate they were willing to work with me. ##### Caitlin P. Stayed 4 nights in Dec 2023 ### 10/10 Excellent #### mary c. Apr 23, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Love our new "Aunt" Jo and "Uncle" Loren! What a fantastic time we had. I could not have asked for better people to spend time with. Accommodations were great, the time to relax and play was ample, and our CHef Jo was amazing! We have vegans and carnivores, and she always asked and suggested and made it seem like she could cook anything to perfection. Please, even though she will ask and make suggestions for breakfast and dinner, just let her whip up anything she wants because it was always excellent. I am just sad we only did two days. But we will be back!!! I have a 13 and 17-year-old, and they loved the boat and the cats!! It was a unique and wonderfully different adventure, and so happy we picked Jo and Loren to have this adventure with! ##### mary c. 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