Photo by Zain Gillani

Houseboats in Water Island

Compare and save

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Houseboats in Water Island

On the beach, beach towels
Starts at 16K, Crew, Dining, Drink Package. Private Boating Experience

Houseboat in ST. THOMAS

Starts at 16K, Crew, Dining, Drink Package. Private Boating Experience
2 bedrooms, free WiFi, bed sheets
Stay on a Classic Sailboat INCL Breakfast Dinner drinks water toys

Houseboat in St Thomas

9.8 out of 10, Exceptional, (13)
"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
Property grounds
Vacation/Sail in Style: Luxurious Catamaran "SeAtitudes" Dream Vacation

Houseboat in Charlotte Amalie

10.0 out of 10, Exceptional, (31)
"We stayed with Scott and Christina with a group of friends to celebrate my wife’s 40th birthday. They were great hosts and knowledgeable of fun things to do in the USVI. Was overall a great experience."
United States
Dave B.
Vacation/Sail in Style: Luxurious Catamaran "SeAtitudes" Dream Vacation
Outdoor dining
2020 Leopard 43ft Power Cat

Houseboat in Saint Thomas

10.0 out of 10, Exceptional, (1)
"We had a wonderful time with an amazing Captain that took great care of my family and I. I would highly recommend Laurie &Steve and Captain Fiona We look forward to going again soon!"
United States
travis t.
2020 Leopard 43ft Power Cat
Pool
Sapphire Beach Houseboat Sleeps 6

Houseboat in St Thomas

10.0 out of 10, Exceptional, (3)
"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
Marina
Day or Night charters! Seas the Moment! 42' Charter Yacht- 2 beds 2 baths

Houseboat in Charlotte Amalie

The price is AED 11,753
AED 14,952 total
includes taxes & fees
2 Jan - 3 January 2026
Day or Night charters! Seas the Moment! 42' Charter Yacht- 2 beds 2 baths
Beach towels
Come sail the Caribbean Sea aboard Antillean

Houseboat in St thomas

10.0 out of 10, Exceptional, (5)
"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
Interior
AirBNB on the water. Resort amenities available.

Houseboat in St Thomas

AirBNB on the water. Resort amenities available.
5 bedrooms, free WiFi, bed sheets
Caribbean vacation, safe and comfortable catamaran.

Houseboat in Charlotte Amalie st. Thomas

10.0 out of 10, Exceptional, (1)
"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.
Property grounds
Private Luxury Yacht for up to six guests - Day or Night charters!

Houseboat in St Thomas

Private Luxury Yacht for up to six guests - Day or Night charters!
Beach nearby, beach towels
Beautiful Yacht in the Virgin Islands

Houseboat in St. Thomas

Beautiful Yacht in the Virgin Islands
Spa
Casual Catamaran Vacation

Houseboat in Saint Thomas

Casual Catamaran Vacation
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Water Island Hotel Reviews

Flamboyan on the Bay Resort and Villas

Flamboyan on the Bay Resort and Villas

10/10 Excellent
"Great local flavor and everything I need. Love the roosters (and cats), great bar and restaurant. Great location. Employees like family. Unique and awesome. Not the Marriott. "
Joel 2-night trip
Posted 16 hours ago
Flamboyan on the Bay Resort and Villas

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.