Cruz Bay Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Cruz Bay Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was CA $3,744, price is now CA $2,596 per person
CA $2,596
per person
Jun 6 - Jun 13
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8/10 Very Good! (2,390 reviews)
no hot water, room not cleaned, trash outside not removed

Reviewed on Apr 15, 2026

The Hideaway Hull Bay

The Hideaway Hull Bay

4 out of 5
Price was CA $9,047, price is now CA $5,888 per person
CA $5,888
per person
Jun 23 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.6/10 Exceptional! (58 reviews)
What a tropical paradise! We were blown away by Hideaway! If you are looking for a private, family or couple getaway, this is the best place around! The simplicity might be a little less than what some want, but the stay met every one of our needs. The environment was beautiful and the beach was our favorite on the island! Little touches everywhere were not overlooked by my family.

Reviewed on Apr 12, 2026

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

4.5 out of 5
Price was CA $6,271, price is now CA $4,256 per person
CA $4,256
per person
Jun 6 - Jun 13
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.2/10 Wonderful! (33 reviews)
Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Price was CA $3,903, price is now CA $2,736 per person
CA $2,736
per person
Jun 6 - Jun 13
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
7.8/10 Good! (178 reviews)
The room was great but I didn’t get to select the view. I would have preferred a higher floor for more of a water view. We only stayed for 3 nights. I would suggest staying for longer or picking another place. The restaurant options are limited to a beach bistro and a very nice (expensive) dinner restaurant. The room we were in had a kitchenette but without a car and for only 2 full days, it wasn’t worth it for us to bring in any food. The beach was nice. We didn’t go in the pool.

Reviewed on Apr 5, 2026

Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was CA $4,326, price is now CA $3,033 per person
CA $3,033
per person
Jun 6 - Jun 13
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8.2/10 Very Good! (214 reviews)
Wyndham is a timeshare complex. Beware of the sales pitch you will be presented with at check in. There is no breakfast offerings at the restaurant. The restaurant is not affiliated with the Wyndham and the service is very lacking. What is really nice about the stay is the staff. They are very amenable to your needs. The resort is also very quiet and you can always find a beach chair.

Reviewed on Mar 24, 2026

Cruz Bay Hotel Deals

The Westin St. John Resort Villas

The Westin St. John Resort Villas

4.5 out of 5
300B Chocolate Hole St. John
The price is CA $1,001 per night from Apr 17 to Apr 18
CA $1,001
CA $1,126 total
Apr 17 - Apr 18
includes taxes & fees
8.2/10 Very Good! (478 reviews)
Excellent place for families

Reviewed on Apr 11, 2026

The Westin St. John Resort Villas
Villa Island Paradise

Villa Island Paradise

4 out of 5
St John St. John St John
The price is CA $111 per night from Apr 21 to Apr 22
CA $111
CA $834 total
Apr 21 - Apr 22
includes taxes & fees
8.8/10 Excellent! (25 reviews)
Clean, convenient, and easy access to restaurants etc. the bed was particularly comfortable! Parking was also relatively easy. Would stay there again.

Reviewed on Apr 16, 2026

Villa Island Paradise
St John Inn

St John Inn

3 out of 5
277 Estate Enighed St. John
The price is CA $319 per night from Apr 28 to Apr 29
CA $319
CA $359 total
Apr 28 - Apr 29
includes taxes & fees
9.2/10 Wonderful! (434 reviews)
Everything was perfect at the St. John Inn! Karen was lovely and a friendly host. The room and property was clean and welcoming, and we really appreciated the amenities they offered. The free breakfast and pool was a huge bonus! Also we loved seeing Bob and the other cats on the property. We will ...

Reviewed on Apr 14, 2026

St John Inn
See all 1,064 properties in Cruz Bay
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Cruz Bay vacation package cost?
Our Cruz Bay vacation packages, which start at just CA $2,596, are an ideal way to save big. Select your preferred flights, hotels and rental cars to create your dream itinerary.
How do I get a cheap travel package to Cruz Bay?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got it all. Select a combination that best fits you and watch your savings stack up. Of course, a package deal is never one-size-fits-all. That's why Expedia offers over 550 airlines and 1,000,000 hotel options around the globe, which lets you customize your Cruz Bay vacation.
Where should I stay in Cruz Bay?
We recommend staying near the action. Many visitors book hotels around popular attractions, like Trunk Bay, Cinnamon Bay Beach and Honeymoon Beach.
What are the top hotels in Cruz Bay?
Secure a room at Gallows Point 8d, Luxury Oceanview Upper Premium Condo At Gallows Point Resort. It's one of this area's most in-demand properties. Another highly rated option in Cruz Bay is Nancy's Folly Villa - Fabulous Home.
How far in advance should I book my Cruz Bay vacation?
Browse Expedia to compare international airfares as soon as you know your travel dates. You can generally purchase a seat up to 12 months in advance. If you can't see your preferred air carrier, or you're booking late, don't stress. Cheap tickets to Cruz Bay occasionally appear just weeks before the date of departure.
What does an Expedia Cruz Bay travel package include?
Expedia has everything you need to organize your Cruz Bay getaway, but what goes into your package is your call. Select from a combination of flights, rental cars and hotels. Searching for some tours or experiences to keep you on the move? Once you've made your booking, you can add them too. Whatever your budget or style, there's a deal to suit your needs.
What should I know before booking a Cruz Bay travel package?
Locking in all the parts of your escape together is a great way to save. Bundle your car rentals, airfares and hotels into a neat little package. But your options don't end at hotels. Expedia has all sorts of properties, including vacation rentals like beach villas and city residences. You've got choices galore!
Can I choose my airline with a Cruz Bay Expedia vacation package?
You certainly can. We offer more than 550 partner airlines globally, so fly with the carrier that fits your budget and traveling style.
If I'm not able to travel, can I cancel my Cruz Bay vacation package?
Your situation can change in the blink of an eye, so yes, you can. You may be able to cancel or alter your Cruz Bay vacation package at no cost within 24 hours of booking. For bookings older than that, you can still cancel or make changes, but your car rental company, hotel or airline may impose a fee. Looking for more information? Have a look at our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

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.