Water Island Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Top Water Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Price was CA $2,651, price is now CA $1,847 per person
CA $1,847
per person
Nov 2 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to St. Thomas (STT)
7/10 Good! (1,381 reviews)
Not the best looking hotel, but very, very convenient to but area

Reviewed on Aug. 14, 2025

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was CA $2,978, price is now CA $2,053 per person
CA $2,053
per person
Nov 2 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to St. Thomas (STT)
8.2/10 Very Good! (2,162 reviews)
The property was beautiful. The room was clean and the staff were helpful and polite. However, the issue with the seaweed variety emitted an overwhelming smell that was very unpleasant and hindered the dining experience in the only full service restaurant on the property.

Reviewed on Aug. 18, 2025

Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Price was CA $3,268, price is now CA $2,258 per person
CA $2,258
per person
Nov 2 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to St. Thomas (STT)
7.8/10 Good! (158 reviews)
I can’t believe how much money we paid in taxis! It was crazy! We also had asked for more towels and such and never got any..and they didn’t do a cleaning of our room bc of our shorter stay which was a bummer…

Reviewed on Aug. 9, 2025

At Home in the Tropics

At Home in the Tropics

3 out of 5
Price was CA $3,057, price is now CA $2,113 per person
CA $2,113
per person
Nov 2 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to St. Thomas (STT)
9.8/10 Exceptional! (147 reviews)
The property managers made me feel very welcomed and this property stays locked so me and my girlfriend felt very safe the entire trip. Planning on saving more money and will come back to visit asap. Would recommend to anyone and everyone visiting st Thomas

Reviewed on Jul. 21, 2025

Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was CA $3,627, price is now CA $2,556 per person
CA $2,556
per person
Nov 2 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to St. Thomas (STT)
8.4/10 Very Good! (192 reviews)
Room very cute and accommodating. Me and my husband brought our 21 yr old daughter and it was nice that our king size bed was in the loft area so our daughter had the downstairs area with the pull out sofa and balcony to give her space as well. The only negative of the room was the carpet had a couple of stains that should have been treated/cleaned.

Reviewed on Aug. 18, 2025

Water Island Hotel Deals

Virgin Islands Campground

Virgin Islands Campground

2 out of 5
64 Water Island, St. Thomas
9.2/10 Wonderful! (115 reviews)
"I thoroughly enjoyed my stay at the Camp grounds! This trip was a solo trip for me and I used it just for a little me time. Great place to relax and do exactly nothing. The cabin was nice and cozy. Open to nature and you will hear it as you rest and relax. I realize no place is perfect and perfection ..."

Reviewed on May 6, 2025

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Virgin Islands Campground
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is CA $386 per night from Aug 24 to Aug 25
CA $386
CA $434 total
Aug 24 - Aug 25
includes taxes & fees
8/10 Very Good! (2,192 reviews)
"Nice clean rooms"

Reviewed on Aug. 18, 2025

Margaritaville Vacation Club - St. Thomas
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
The price is CA $392 per night from Sep 19 to Sep 20
CA $392
CA $555 total
Sep 19 - Sep 20
includes taxes & fees
8.2/10 Very Good! (1,017 reviews)
"We came for 8th anniversary and it was absolutely the most welcoming beautiful resort with lots of options to keep you busy- will be coming back"

Reviewed on Aug. 17, 2025

The Westin St. Thomas Beach Resort & Spa
See all 3,775 properties in Water Island
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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Frequently asked questions

How much does a Water Island vacation package cost?
Starting from an incredible CA $1,847, you can tailor make your Water Island vacation package. Simply combine hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Water Island?
Creating your own Water Island vacation package with Expedia is one of the easiest ways to save. We have more than 550 airlines and 1,000,000 hotel options all over the world. With such an awesome range to select from, you'll have no difficulty creating your ideal trip.
How far in advance should I book my Water Island vacation?
Reserving your spot early with Expedia means one less thing to have to worry about. Most air carriers display prices up to 12 months in advance. Usually, this is the cheapest time to book. If circumstances have left you booking late, incredible deals to Water Island are still known to appear just weeks before departure.
What does an Expedia Water Island travel package include?
Expedia has all you need to organize your Water Island getaway, but what goes into your package is entirely up to you. Choose from a combination of flights, rental cars and hotels. Looking for some tours or experiences to keep you entertained? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a package to meet your needs.
What should I know before booking a Water Island travel package?
Locking in all the parts of your escape together is a great way to save. Combine your car rentals, airfares and hotels into a tidy package. But it's not just hotels. Expedia offers all sorts of properties, including vacation rentals like beachfront villas and city residences. You've got loads of choices!
Can I choose my airline with a Water Island Expedia vacation package?
Yes, you can. We offer more than 550 partner airlines across the globe, so opt for the carrier that suits your budget needs.
If I'm not able to travel, can I cancel my Water Island vacation package?
You can cancel your Water Island booking if your plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change your booking free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.