Cruz Bay 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 Cruz Bay Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
Price was CA $2,508, price is now CA $1,860 per person
CA $1,860
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8.8/10 Excellent! (136 reviews)
Great hotel friendly places

Reviewed on Apr 1, 2026

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was CA $3,626, price is now CA $2,564 per person
CA $2,564
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8/10 Very Good! (2,395 reviews)
The whole experience was a blessing!

Reviewed on Mar 30, 2026

Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was CA $4,215, price is now CA $3,002 per person
CA $3,002
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8.2/10 Very Good! (210 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

Wharfside Village Hotel

Wharfside Village Hotel

3 out of 5
Price was CA $4,996, price is now CA $3,623 per person
CA $3,623
per person
Jun 21 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (152 reviews)
Great location with great views!

Reviewed on Apr 1, 2026

Villa Island Paradise

Villa Island Paradise

4 out of 5
Price was CA $4,057, price is now CA $3,051 per person
CA $3,051
per person
Jun 21 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to St. Thomas (STT)
9.4/10 Exceptional! (18 reviews)
Property was beautiful and loved the location. We were able to walk to a grocery store and restaurants. View was amazing and the decor was very boho. Loved it!

Reviewed on Mar 8, 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 $1,011 per night from Apr 16 to Apr 17
CA $1,011
CA $1,138 total
Apr 16 - Apr 17
includes taxes & fees
8.2/10 Very Good! (472 reviews)
we had a horrible time getting to the resort by the staff and they didn’t take responsibility

Reviewed on Mar 30, 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 $164 per night from Apr 7 to Apr 8
CA $164
CA $956 total
Apr 7 - Apr 8
includes taxes & fees
8.6/10 Excellent! (20 reviews)
Property was beautiful and loved the location. We were able to walk to a grocery store and restaurants. View was amazing and the decor was very boho. Loved it!

Reviewed on Mar 8, 2026

Villa Island Paradise
St John Inn

St John Inn

3 out of 5
277 Estate Enighed St. John
The price is CA $316 per night from Apr 26 to Apr 27
CA $316
CA $356 total
Apr 26 - Apr 27
includes taxes & fees
9.2/10 Wonderful! (428 reviews)
Power went out often on the island, a generator is needed at this property. Out flight was cancelled and we lost a day. I was told we would get credit for that but haven’t received confirmation of that yet. Location is okay, taxi service is a few blocks away, restaurants close. Not sure if I’d return ...

Reviewed on Mar 23, 2026

St John Inn
See all 1,076 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.
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Frequently asked questions

How much does a Cruz Bay vacation package cost?
Our Cruz Bay vacation packages, which start at just CA $1,860, 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.

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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.