Water Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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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 $2,481, price is now CA $1,676 per person
CA $1,676
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
7/10 Good! (1,385 reviews)
Very convenient area to stay.

Reviewed on Aug. 21, 2025

Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Price was CA $2,686, price is now CA $1,857 per person
CA $1,857
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
7.8/10 Good! (161 reviews)
Really enjoyed my stay close to ferry and all staff was so polite and gave great recommendations to dining and places to visit . Even though hurricane Erin made an appearance the staff was very assuring. I felt safe . All the staff at front desk was great wish I could remember all there names but I do remember Khadijah, I would definitely stay there again !!!!

Reviewed on Aug. 21, 2025

Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was CA $3,140, price is now CA $2,196 per person
CA $2,196
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8.2/10 Very Good! (194 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

At Home in the Tropics

At Home in the Tropics

3 out of 5
Price was CA $3,020, price is now CA $2,150 per person
CA $2,150
per person
Nov 1 - Nov 8
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (148 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

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was CA $2,885, price is now CA $2,065 per person
CA $2,065
per person
Nov 1 - Nov 8
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8/10 Very Good! (2,182 reviews)
Loved everything about it , especially the breakfast in the store

Reviewed on Aug. 23, 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 $360 per night from Aug 25 to Aug 26
CA $360
CA $405 total
Aug 25 - Aug 26
includes taxes & fees
8/10 Very Good! (2,189 reviews)
"The resort itself was super clean, the pools were fantastic, and staff were extremely helpful and friendly. The main issue was the beach. They advertise this beautiful beach at the resort, but it is small and it was closed because it was covered with seaweed. According to the locals we spoke with, ..."

Reviewed on Aug. 20, 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
Fully refundableReserve now, pay when you stay
The price is CA $393 per night from Sep 23 to Sep 24
CA $393
CA $556 total
Sep 23 - Sep 24
includes taxes & fees
8.2/10 Very Good! (1,010 reviews)
"Everything was amazing at the hotel especially the staff."

Reviewed on Aug. 22, 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 $1,676, 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.