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
- Rest easyPlan, book, and manage your trip all in one place
Top Water Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
At Home in the Tropics
CA $2,001
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (184 reviews)
Excellent place to stay on Saint Thomas. The owners are very responsive, friendly, and accommodating. Clean and spacious rooms a short walk from downtown Charlotte Amalie. This is a small, locally owned "hotel" that has an intimate, relaxed vibe. Easy access and parking.
Reviewed on Aug 3, 2026
Water Island Hotel Deals
The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
CA $364
CA $523 total
Sep 11 - Sep 12
includes taxes & fees
Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
8/10 Very good! (2,513 reviews)
"ONLY PROBLEM WAS THE SMELL OF THE SEA WEED"
Reviewed on Aug 27, 2026
Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
CA $256
CA $316 total
Sep 28 - Sep 29
includes taxes & fees
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 $1,216, 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
Key N Go: Guided UTV/ATV Adventure in St. Thomas, USVI (1.5-2 HR)
CA $221
per adult
86% of travellers recommend
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
CA $109
per adult
96% 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.
