Houseboats in Water Island

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Our top choices for Water Island houseboats

Beach nearby, beach towels

Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys

Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys
St Thomas
9.8 out of 10, Exceptional, (13 reviews)
"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."
United States
Kevin M.
Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys
Interior

Vacation/Sail in Style: Luxurious Catamaran "SeAtitudes" Dream Vacation

Vacation/Sail in Style: Luxurious Catamaran "SeAtitudes" Dream Vacation
Charlotte Amalie
10.0 out of 10, Exceptional, (39 reviews)
"Scott and Christina were very welcoming, considerate, and accommodating, always there to help with suggestions and support on our excursions to make the best decisions for our family "
United States
Matthew G.
Vacation/Sail in Style: Luxurious Catamaran "SeAtitudes" Dream Vacation
Living area

Spectacular Views!!! Custom 65ft Private Yacht at the mouth of the Carribean Sea

Spectacular Views!!! Custom 65ft Private Yacht at the mouth of the Carribean Sea
Charlotte Amalie West
10.0 out of 10, Exceptional, (3 reviews)
"Everything was absolutely spectacular!! The Yacht was beautiful and very comfortable. Anita and Guy were the most gracious and made sure we had everything and anything we needed. I can’t say enough about our stay except we wish we would have stayed there the entire time. Thank you Very much Nannette and Patricia "
United States
Nannette N.
Spectacular Views!!! Custom 65ft Private Yacht at the mouth of the Carribean Sea
Smart TV

Luxury Catamaran /private mooring Coral Bay water access only – dinghy provided

Luxury Catamaran /private mooring Coral Bay water access only – dinghy provided
Coral Bay
Luxury Catamaran /private mooring Coral Bay water access only – dinghy provided
Pool

Sapphire Beach Houseboat Sleeps 6

Sapphire Beach Houseboat Sleeps 6
St Thomas
10.0 out of 10, Exceptional, (3 reviews)
"We had a blast staying on Fantasea! The boat is located among the best slips in the marina-just behind the jetty offering a 360 degree view of paradise. I’ve stayed on other boats of similar size and this one has the best layout/use of space I’ve seen. Boat is well stocked and everything works. Jennifer, the boat manager welcomed us to the boat and was very fun to meet. Luxurious pool is nearby and out on a point with amazing views. Beach is nice too with decent snorkeling. Beach Buzz Cafe was...
United States
Evan R.
Sapphire Beach Houseboat Sleeps 6
Interior

AirBNB on the water. Resort amenities available.

AirBNB on the water. Resort amenities available.
St Thomas
AirBNB on the water. Resort amenities available.
Property grounds

Day or Night charters! Seas the Moment! 42' Charter Yacht- 2 beds 2 baths

Day or Night charters! Seas the Moment! 42' Charter Yacht- 2 beds 2 baths
Charlotte Amalie
The price is AED 11,754
AED 15,460 total
includes taxes & fees
15 May - 16 May
Day or Night charters! Seas the Moment! 42' Charter Yacht- 2 beds 2 baths
Beach towels

Come sail the Caribbean Sea aboard Antillean

Come sail the Caribbean Sea aboard Antillean
St thomas
10.0 out of 10, Exceptional, (5 reviews)
"Mattias, the Captain and Dominic, the Chef made a fun trip great. We really enjoyed the quality they provided. Dominic is an amazing chef and there wasn't a single dish that wasn't better than anything we would have gotten at a top restaurant anywhere in the VI. Would definitely do again."
United States
Justin W.
Come sail the Caribbean Sea aboard Antillean
5 bedrooms, free WiFi, bed sheets

Caribbean vacation, safe and comfortable catamaran.

Caribbean vacation, safe and comfortable catamaran.
Charlotte Amalie st. Thomas
10.0 out of 10, Exceptional, (1 review)
"We had a fabulous week aboard Captain Kris’ catamaran. We were a little apprehensive at first as there were no reviews, but as soon as we met Kris and boarded the boat, all our apprehension went away! Kris is a very kind and patient person. He is a very experienced sailor and told us many stories of his past sailing expeditions – including going to Antarctica! The boat had plenty of space for us all to spread out. We had sent Kris our ideal itinerary in advance, and he told us it was optimistic....
United States
Shawna W.
Caribbean vacation, safe and comfortable catamaran.
Beach nearby, beach towels

Beautiful Yacht in the Virgin Islands

Beautiful Yacht in the Virgin Islands
St. Thomas
Beautiful Yacht in the Virgin Islands
4 bedrooms

Caribbean Bliss: Sun-soaked Sailing Adventure from Santo Tomás, Gancho Rojo

Caribbean Bliss: Sun-soaked Sailing Adventure from Santo Tomás, Gancho Rojo
Red Hook
Caribbean Bliss: Sun-soaked Sailing Adventure from Santo Tomás, Gancho Rojo
Spa

Private Luxury Yacht for up to six guests - Day or Night charters!

Private Luxury Yacht for up to six guests - Day or Night charters!
St Thomas
Private Luxury Yacht for up to six guests - Day or Night charters!
Spa

Casual Catamaran Vacation

Casual Catamaran Vacation
Saint Thomas
Casual Catamaran Vacation
Private kitchen

Stay Aboard Our Luxurious Catamaran in Paradise

Stay Aboard Our Luxurious Catamaran in Paradise
Charlotte Amalie
Stay Aboard Our Luxurious Catamaran in Paradise
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Water Island Hotel Reviews

Bluebeard's Castle Resort

Bluebeard's Castle Resort

10/10 Excellent
"Overall, a great experience. Rooms were very clean with beautiful views. The bar staff was great at Sunny side. Friendly. Front staff was knowledgeable about recommendations about where to go. However we did have one attendant rude about coming to exchange towels. Overall we will be back. "
Brittany 4-night trip
Posted 1 hour ago
Bluebeard's Castle Resort

Frequently asked questions

Why book your houseboat in Water Island with Expedia?
Booking a houseboat in Water Island is as simple as working out your travel dates and selecting an option that meets your needs. Seeking a floating retreat that's affordable or luxurious, or a stay that also comes with a hot tub and free WiFi? Use Expedia's search filters to further narrow your results and find your ideal match.
How can I find cheap houseboats in Water Island?
Expedia's filters make it easy to find cheap houseboats in Water Island. Tailor your search by your budget and desired star rating — lower-rated houseboats tend to be less expensive. You can also join One Key™ for free to land a discount on your floating home.