Search Houseboats in Caribbean Islands

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Our top choices for Caribbean Islands houseboats

Your private sailboat at anchor among the turtles + diving option

Your private sailboat at anchor among the turtles + diving option
Les Anses-d'Arlet
10.0 out of 10, Exceptional, (1)
The price is AU$239
includes taxes & fees
29 Dec - 30 Dec
Your private sailboat at anchor among the turtles + diving option

A unique experience on a boat

A unique experience on a boat
Le Gosier
The price is AU$260
includes taxes & fees
24 Dec - 25 Dec
A unique experience on a boat

Luxury Italian Megayacht

Luxury Italian Megayacht
Fajardo
9.8 out of 10, Exceptional, (8)
"Amazing experience chartering a private yacht for our family vacation, highly recommend!"
United States
Jeff S.
The price is AU$2,676
includes taxes & fees
9 Jan - 10 Jan 2026
Luxury Italian Megayacht

Serenity Boatel, standard cabin in San Juan

Serenity Boatel, standard cabin in San Juan
Santurce
7.4 out of 10, Good, (9)
"This was a unique way to enjoy the area while being close to San Sebastián festival in Old San Juan!"
United States
Sarah S.
The price is AU$266
includes taxes & fees
5 Jan - 6 Jan 2026
Serenity Boatel, standard cabin in San Juan

Pig Beach Turtles Snorkeling Nassau Bahamas

Pig Beach Turtles Snorkeling Nassau Bahamas
Highland Terrace
The price is AU$327
includes taxes & fees
31 Dec - 1 Jan 2026
Pig Beach Turtles Snorkeling Nassau Bahamas

3 luxury bedrooms with 2 bathrooms with shower included, good location.

3 luxury bedrooms with 2 bathrooms with shower included, good location.
2.0 star property
La Romana
10.0 out of 10, Exceptional, (2)
"Simple great 100%"
United States
Joshuah Allyn D.
The price is AU$522
includes taxes & fees
3 Jan - 4 Jan 2026
3 luxury bedrooms with 2 bathrooms with shower included, good location.

Luxury Afloat In Antigua

Luxury Afloat In Antigua
Jolly Harbour
The price is AU$640
includes taxes & fees
5 Jan - 6 Jan 2026
Luxury Afloat In Antigua

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 AU$6,355
includes taxes & fees
24 Dec - 25 Dec
Day or Night charters! Seas the Moment! 42' Charter Yacht- 2 beds 2 baths

Very luxurious accommodation on a boat, room, bathroom and fine wood finishes.

Very luxurious accommodation on a boat, room, bathroom and fine wood finishes.
La Romana
The price is AU$4,342
includes taxes & fees
4 Jan - 5 Jan 2026
Very luxurious accommodation on a boat, room, bathroom and fine wood finishes.

UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED
Grand-Case
The price is AU$1,852
includes taxes & fees
2 Jan - 3 Jan 2026
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

Tintamarre exclusive dinner and night at anchor

Tintamarre exclusive dinner and night at anchor
Grand-Case
10.0 out of 10, Exceptional, (2)
"Wow. We can’t say enough about this amazing experience. The hosts are wonderful. We were just on their fantastic boat for one night - the last night of our trip, but it was perfect. We had a sail out to Tintamarre, a pristine and beautiful little deserted (amd conservation protected) island. We snorkeled, had apps and Karim’s signature cocktail as the sun went down. Then Sophie served us a great dinner out on the deck of the boat, including her delicious homemade bread! We stargazed and slept...
United States
Sheri W.
The price is AU$3,865
includes taxes & fees
4 Jan - 5 Jan 2026
Tintamarre exclusive dinner and night at anchor

Fabulous 60ft. yacht with available crew in Montego Bay!

Fabulous 60ft. yacht with available crew in Montego Bay!
Montego Bay
The price is AU$5,750
includes taxes & fees
24 Dec - 25 Dec
Fabulous 60ft. yacht with available crew in Montego Bay!

🏝 Full-day Yacht Adventure: Fun Memories, Captain & Crew Included🤩

🏝 Full-day Yacht Adventure: Fun Memories, Captain & Crew Included🤩
Bávaro
The price is AU$1,390
includes taxes & fees
4 Jan - 5 Jan 2026
🏝 Full-day Yacht Adventure: Fun Memories, Captain & Crew Included🤩

Unusual night in catamaran with dinner

Unusual night in catamaran with dinner
Grand-Case
The price is AU$1,783
includes taxes & fees
4 Jan - 5 Jan 2026
Unusual night in catamaran with dinner

Your half-day cruise with scenic Zephyr and water activities

Your half-day cruise with scenic Zephyr and water activities
Collectivité de Saint-Martin
The price is AU$2,540
includes taxes & fees
4 Jan - 5 Jan 2026
Your half-day cruise with scenic Zephyr and water activities

Serenity Boatel, Master cabin in San Juan

Serenity Boatel, Master cabin in San Juan
Santurce
4.0 out of 10, (1)
"We rarely write negative reviews. In fact, we take the time to write reviews when a host has done a great job. This isn't an attempt to slander the experience, but an attempt to provide constructive feedback on very necessary improvements for future guests. Positives: The boat owner allowed us check in early, which was a huge help in allowing us drop off our bags before taking our rental car back to the garage. He even offered us a beer upon check in. Improvement areas: There was only one...
United States
Zachary I.
The price is AU$331
includes taxes & fees
5 Jan - 6 Jan 2026
Serenity Boatel, Master cabin in San Juan
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 Caribbean Islands Hotel Reviews

Find out more about Caribbean Islands

Caribbean Islands Houseboats information

Number of reviews
12
Accommodation
2 Houseboats
Lowest Price
AU$239
Highest Price
AU$6,355