Cruz Bay Vacations & Trips from $550

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 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

The Latest Cruz Bay Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Galleon House Hotel

Galleon House Hotel

3 out of 5
Price was $777, price is now $550 per person
$550
per person
Mar 10 - Mar 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Thomas (STT)
7.8/10 Good! (1,002 reviews)
Courteous greeting, professional. Room ready, facitiles/amenities good.

Reviewed on Jan 27, 2026

Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
Save 100% on your flight
Price was $4,024, price is now $2,466 per person
$2,466
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Thomas (STT)
No reviews
Clean Rooms, Visitor-friendly Amenities...

Reviewed on Jan 31, 2026

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Save 100% on your flight
Price was $1,992, price is now $1,260 per person
$1,260
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Thomas (STT)
8/10 Very Good! (2,299 reviews)
Clean room and very courteous staff.

Reviewed on Jan 29, 2026

Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Save 100% on your flight
Price was $2,542, price is now $1,697 per person
$1,697
per person
Apr 15 - Apr 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Thomas (STT)
8.2/10 Very Good! (202 reviews)
Super clean, staff was really nice. Loved that the pool closed at 10pm. Food was really good.

Reviewed on Jan 17, 2026

Wharfside Village Hotel

Wharfside Village Hotel

3 out of 5
Price was $3,710, price is now $2,559 per person
$2,559
per person
Mar 11 - Mar 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Thomas (STT)
9.8/10 Exceptional! (133 reviews)
Beautiful. Views and clean room

Reviewed on Jan 29, 2026

Best Places to Vacation in Cruz Bay

1. Book your ideal Monte with a vacation package

Monte in the U.S. Virgin Islands offers a perfect atmosphere for outdoor vacation experiences. With its stunning sunsets, beautiful beaches, and exciting excursions, Monte is a paradise for nature lovers. The surrounding islands provide endless opportunities for boating, swimming, and exploring the crystal-clear sea. Indulge in delicious local chocolate and seafood, and discover the vibrant underwater world through snorkeling. Whether you're seeking relaxation or adventure, Monte has it all. Immerse yourself in the local atmosphere and enjoy a memorable outdoor vacation in this tropical paradise.

Find the Best Cruz Bay Vacation Packages

Cruz Bay Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Cyril E. King Airport (STT)
Population
2,700

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
$729 nightly
The price is $820 total per night from Feb 9 to Feb 10
$820 total
Feb 9 - Feb 10
Total with taxes and fees
8.2/10 Very Good! (456 reviews)
Great room and very courteous staff. No issues!

Reviewed on Jan 29, 2026

The Westin St. John Resort Villas
Villa Island Paradise

Villa Island Paradise

4 out of 5
St John St. John St John
$755 nightly
The price is $841 total per night from Feb 1 to Feb 2
$841 total
Feb 1 - Feb 2
Total with taxes and fees
8.2/10 Very Good! (13 reviews)
Facility was excellent. Clean. Tidy. Everything worked as expected. Convenient location to restaurants, grocery, entertainment. We appreciate the beach chairs, umbrella, and cooler to use. Alex was great to work with. Thank you to all team members who contributed to our fantastic experience!!

Reviewed on Jan 25, 2026

Villa Island Paradise
Gallows Point Resort

Gallows Point Resort

4 out of 5
3 AAA Gallows Point Road St. John St John
9.4/10 Exceptional! (535 reviews)
Walkable to town|well maintained property

Reviewed on Dec 25, 2025

Get rates
Gallows Point Resort
See all 1,066 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
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Cruz Bay vacation package cost?
Starting from as little as $550, you can handcraft your own Cruz Bay vacation package. Simply combine flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Cruz Bay?
If you love scoring a bargain, combine your bookings into a Cruz Bay vacation package. Whether you need hotels, flights, rental cars or activities, you can browse and book them all in one place. You'll have endless choice at your fingertips too. Expedia has more than 550 air carriers and 1,000,000 hotel options across the globe to choose from. Fly with who you want, stay anywhere you like and save some cash — now that's the ideal escape!
How far in advance should I book my Cruz Bay vacation?
The earlier you book, the better. Air carriers generally advertise flights nearly 12 months ahead of departure, and this is a perfect opportunity to land some rock-bottom prices. Boss just told you to use up all your vacation days next month? No sweat. Expedia are never short on fantastic bargains to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Cruz Bay travel package include?
Hotels, flights and rental cars — you'll discover them all here. With Expedia, you can create your Cruz Bay package the way you want. All you have to do is figure out just what you need. Once you've made your booking, you can add extras like activities and experiences. The more you bundle, the bigger the savings!
What should I know before booking a Cruz Bay travel package?
When you book your hotels, flights and car rentals together, you'll land fantastic discounts. Whether you're planning a rural escape in a cottage or prefer to stay in a ritzy city hotel, Expedia can help make it happen.
Can I choose my airline with a Cruz Bay Expedia vacation package?
Yes — that's the beauty of an Expedia package. You get to choose. We have more than 550 partner airlines around the world, so you have lots of choice when creating your Cruz Bay getaway.
Does Expedia offer Book Now, Pay Later Cruz Bay vacation packages?
Travel can be costly, so you'll be relieved to know that Expedia has a solution to make things easier. Thanks to our partnership with online lender Affirm, you can get the most out of your hard-earned dollars with a Book Now, Pay Later vacation package.
If I'm not able to travel, can I cancel my Cruz Bay vacation package?
Because we understand life can be unpredictable, the answer is yes. For further details, visit our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it free of charge. Your airline, hotel or car rental company may impose a fee if your booking is older than that.
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.