Cruz Bay Vacations & Trips from $1,545

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The Latest Cruz Bay Vacation Packages

Price found within the past 48 hours. Click for updated prices.
At Home in the Tropics

At Home in the Tropics

3 out of 5
Price was $2,192, price is now $1,545 per person
$1,545
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Thomas (STT)
9.8/10 Exceptional! (187 reviews)
The view as you can see cruise ships at the port as well as a beautiful ocean. Room is small but comfortable. TV doesn’t work, no connection at all to any channels. No parking, No Balcony. If you have no rental vehicle, good luck of walking them stairs back to the property.

Reviewed on Nov 1, 2026

Villa Island Paradise

Villa Island Paradise

4 out of 5
Price was $4,675, price is now $2,913 per person
$2,913
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Thomas (STT)
9.6/10 Exceptional! (41 reviews)
St. Thomas is prone to blackouts. During our stay we experienced one which left us without AC in a very hot destination. This villa does not have a back up generator for when the power goes out. Outside of that this place was great and the owners were responsive when we contacted them. All other amenities were taken care of even beach chairs, cooler, beach umbrella, and some snorkeling gear!

Reviewed on Nov 13, 2026

Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
Price was $2,660, price is now $1,684 per person
$1,684
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Thomas (STT)
9/10 Wonderful! (912 reviews)

Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was $2,318, price is now $1,568 per person
$1,568
per person
Feb 7 - Feb 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Thomas (STT)
8.2/10 Very Good! (247 reviews)
The studio was clean, the staff was always available when needed, the swim-up bar fabulous and the bar was excellent and the alcohol drinks outstanding.

Reviewed on Oct 30, 2026

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was $2,490, price is now $1,717 per person
$1,717
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Thomas (STT)
8/10 Very Good! (2,461 reviews)

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
$367 nightly
The price is $413 total per night from Nov 28 to Nov 29
$413 total
Nov 28 - Nov 29
Total with taxes and fees
The Westin St. John Resort Villas
Villa Island Paradise

Villa Island Paradise

4 out of 5
St John St. John St John
$515 nightly
The price is $579 total per night from Nov 18 to Nov 19
$579 total
Nov 18 - Nov 19
Total with taxes and fees
9.6/10 Exceptional! (42 reviews)
"St. Thomas is prone to blackouts. During our stay we experienced one which left us without AC in a very hot destination. This villa does not have a back up generator for when the power goes out. Outside of that this place was great and the owners were responsive when we contacted them. All other ..."

Reviewed on Nov 13, 2026

Villa Island Paradise
St John Inn

St John Inn

3 out of 5
277 Estate Enighed St. John
$234 nightly
The price is $263 total per night from Nov 15 to Nov 16
$263 total
Nov 15 - Nov 16
Total with taxes and fees
9.2/10 Wonderful! (482 reviews)
"We loved this place! Only stayed for a night but would have loved to stay longer. It's sweet, lovingly maintained, adorable little inn, a short walk from Cruz Bay. The rooms are small, comfortable, and very clean. The place offers lots of little touches, like an honor bar; take-one-leave-one essentials ..."

Reviewed on Nov 9, 2026

St John Inn
See all 1,106 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
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Kid Friendly Vacations
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Frequently asked questions

What's included in a Cruz Bay vacation package?
A Cruz Bay vacation package in Estate Chocolate Hole and Great Cruz Bay lets you combine flights, hotel stays, and rental cars.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Cruz Bay vacation package?
When you bundle, you can save up to 30%*. To save money on a Cruz Bay package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What is the best time to visit Cruz Bay?
The best time for a Cruz Bay vacation is generally from January through March. This period is considered the peak season for the region, with January being the most popular month for travelers. This timing reflects overall demand for the Cruz Bay area.
Which destinations should I consider for a Cruz Bay vacation?
For a Cruz Bay vacation, you can choose from several areas, each offering a slightly different experience based on its lodging options and setting:
  • Estate Chocolate Hole and Great Cruz Bay: This area serves as a primary base for a Cruz Bay vacation, offering the most lodging choices and convenient access to beaches and outdoor activities.
  • Estate Enighed: Another strong option for travelers seeking a mix of beach and outdoor experiences, with a good selection of places to stay.
  • Monte: Consider Monte for a balanced trip, providing access to scenic views and adventure activities with a comfortable range of accommodations.
  • Estate Rendezvous and Ditlef: For a more secluded experience, this area offers fewer but often more private lodging options, ideal for those looking for tranquility.
Is Cruz Bay better suited for a beach vacation or a cultural trip?
Cruz Bay is primarily an outdoor and nature destination, known for its beautiful beaches and a wide range of outdoor activities. Travelers seeking sun, sand, and adventure will find plenty to enjoy.

With attractions like Cruz Bay Beach and the expansive Virgin Islands National Park, the area offers abundant opportunities for swimming, snorkeling, hiking, and scenic views. The natural beauty and active pursuits define the Cruz Bay vacation experience.

Overall, Cruz Bay works best for travelers prioritizing beach relaxation and outdoor exploration.
What are the top things to do in Cruz Bay?
A Cruz Bay vacation is best explored from a base like Estate Chocolate Hole and Great Cruz Bay, which offers the most lodging choices in the region. From here, you can discover a variety of attractions:

Browse and book things to do in Cruz Bay on Expedia.
Can I change or cancel my Cruz Bay vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Cruz Bay vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Cruz Bay vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Cruz Bay vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Cruz Bay?
To find last-minute vacation packages to Cruz Bay, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Cruz Bay vacation packages?
Free cancellation on a Cruz Bay vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Cruz Bay vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Cruz Bay getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Cruz Bay vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Stay near popular Cruz Bay attractions

Cruz Bay Beach

8.8/10 (51 reviews)
Why not spend a lazy afternoon at Cruz Bay Beach during your trip to St. John? Amble around the area's beautiful beaches or seek out the snorkeling spots.
See properties

What to do in Cruz Bay

Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove

Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove

$119
per adult
98% of travellers recommend
Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove
Snorkel & Swim with the Turtles. Private Boat to Buck Island

Snorkel & Swim with the Turtles. Private Boat to Buck Island

$160
per traveler
90% of travellers recommend
Snorkel & Swim with the Turtles. Private Boat to Buck Island
Champagne Sunset Sail from Margaritaville

Champagne Sunset Sail from Margaritaville

$110
per adult
94% of travellers recommend
Champagne Sunset Sail from Margaritaville
See all activities in Cruz Bay
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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.