Water Island Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith 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.
Shibui Cove
CA $3,511
per person
Dec 23 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
7.4/10 Good! (6 reviews)
I like this hotel location , design of hotel, view from window, and comfortable inside.
Some other near pool women destroyed my car of scratches because do not like when I parked near their car. However, very quant and clean hotel.
Only what I did not like : no people for help in hotel , all was online .
Reviewed on Oct 10, 2026
Margaritaville Vacation Club - St. Thomas
CA $3,099
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to St. Thomas (STT)
8/10 Very good! (2,481 reviews)
This is a beautiful, well-maintained, comfortable property. It's on a hillside, but the resort provides shuttle service via golf carts to transport you to and from your room. The rooms are spacious and comfortable. There are two lovely pools. There are two downsides, neither of which should deter you from staying at Margaritaville. The first is that you must pay for your food and recreation directly (cash, credit card) not via a room charge. The second is that evening activities are scheduled to be held outside and therefore subject to cancellation due to rain (which is very likely during rainy season).
Reviewed on Oct 11, 2026
Limetree Beach Resort by Club Wyndham
CA $3,347
per person
Nov 11 - Nov 18
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to St. Thomas (STT)
8.2/10 Very good! (241 reviews)
Room was not there when we arrived even though we arrived 5 hours after our check in time so we had to wait another hour. They do not clean the room if you dont stay more than 8 days. The deal breaker is charging 2x for fees they did not state on their booking info and not responding to the messages i have sent them.
Reviewed on Oct 10, 2026
Water Island Hotel Deals
Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
CA $263
CA $326 total
Nov 9 - Nov 10
includes taxes & fees
The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
CA $414
CA $584 total
Oct 12 - Oct 13
includes taxes & fees
8.6/10 Excellent! (1,538 reviews)
"Great hotel & resort"
Reviewed on Oct 10, 2026
Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
8/10 Very good! (2,483 reviews)
"This is a beautiful, well-maintained, comfortable property. It's on a hillside, but the resort provides shuttle service via golf carts to transport you to and from your room. The rooms are spacious and comfortable. There are two lovely pools. There are two downsides, neither of which should deter ..."
Reviewed on Oct 11, 2026
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.
Frequently asked questions
How much does a Water Island vacation package cost?
Starting from an incredible CA $1,935, 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.
Stay near popular Water Island attractions
Honeymoon Beach
Why not spend a lazy afternoon at Honeymoon Beach during your trip to Estate Western Water Island?
What to do in Water Island
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
CA $111
per adult
96% of travellers recommend
Sunset Sail with Cocktails and Appetizers
CA $133
per adult
98% of travellers recommend
Champagne Sunset Sail from Margaritaville
CA $154
per adult
94% of travellers recommend
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
