
Cruz Bay Vacations & Trips from $1,191
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The Latest Cruz Bay Vacation Packages
Price found within the past 48 hours. Click for updated prices.





Calichi at Picture Point
$2,146
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
9.8/10 Exceptional! (85 reviews)
We stayed in Papaya. The view was amazing. The buildings were modern and looked well cared for. The room was clean and felt luxurious yet simple. We had an amazing time! I would definitely recommend and my wife is trying to find a way to trick me into taking her back.
Reviewed on Sep 22, 2026
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
300B Chocolate Hole St. John
$351 nightly
$395 total
Oct 19 - Oct 20
Total with taxes and fees
8.4/10 Very Good! (507 reviews)
"Unfortunately, the pool was under construction during our stay and unusable, but we didn't allow that to stop us. The beach was quite and relaxing, thus Westin has a family vibe and good for children. The staff was friendly. I do think they can do better at advertising the water and children's activities. ..."
Reviewed on Sep 12, 2026

Villa Island Paradise
St John St. John St John
$427 nightly
$480 total
Oct 11 - Oct 12
Total with taxes and fees
9.6/10 Exceptional! (41 reviews)
"View was amazing . Unit itself was very unique"
Reviewed on Sep 13, 2026

St John Inn
277 Estate Enighed St. John
$199 nightly
$224 total
Oct 6 - Oct 7
Total with taxes and fees
9.2/10 Wonderful! (477 reviews)
"Good place."
Reviewed on Sep 27, 2026
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
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.
Great Cruz Bay
9.0/10 (7 reviews)
Commune with nature and explore the great outdoors at Great Cruz Bay during your travels in St. John. Wander the beautiful beaches and seaside in the area.
Chocolate Hole
Commune with nature and explore the great outdoors at Chocolate Hole during your travels in St. John. Amble around the area's beautiful beaches or seek out the snorkeling spots.
Battery
8.0/10 (50 reviews)
Battery is just one of the places to see in Estate Enighed, so why not enjoy the other things to explore during your travels? Discover the beautiful coral reefs in this romantic area, or enjoy its snorkeling spots.
Cruz Bay Visitor Center
Explore the great outdoors at Cruz Bay Visitor Center, a lovely green space in Estate Caneel Bay.
St. John Spice
9.0/10 (140 reviews)
You can do some window-shopping at St. John Spice during your trip to Estate Enighed. Amble around this romantic area's beautiful beaches, or seek out the snorkeling spots.
Mongoose Junction
9.4/10 (121 reviews)
You can enjoy retail therapy at Mongoose Junction during your stay in Estate Enighed. Discover the beautiful coral reefs in this romantic area, or enjoy its snorkeling spots.
Chocolate Hole Beach
Why not spend a lazy afternoon at Chocolate Hole Beach during your trip to Estate Chocolate Hole and Great Cruz Bay?
What to do in Cruz Bay

Key N Go: Guided UTV/ATV Adventure in St. Thomas, USVI (1.5-2 HR)
$160
per adult
88% of travellers recommend

Champagne Sunset Sail from Margaritaville
$110
per adult
94% of travellers recommend

Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove
$119
per adult
98% of travellers recommend
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