Cruz Bay Vacations & Trips from $911

Book a Hotel + Flight or Car together to unlock savings

The Latest Cruz Bay Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

$911
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
8.4/10 Very Good! (1,441 reviews)
Really enjoyed my stay. Definitely recommend

Reviewed on Sep 11, 2026

At Home in the Tropics

At Home in the Tropics

$1,276
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Thomas (STT)
9.8/10 Exceptional! (184 reviews)
Excellent place to stay on Saint Thomas. The owners are very responsive, friendly, and accommodating. Clean and spacious rooms a short walk from downtown Charlotte Amalie. This is a small, locally owned "hotel" that has an intimate, relaxed vibe. Easy access and parking.

Reviewed on Aug 3, 2026

Windward Passage Hotel

Windward Passage Hotel

$3,150
per person
Nov 20 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
7.2/10 Good! (1,486 reviews)
My stay at Windward Passage Hotel was extremely disappointing and unacceptable. I am requesting a significant partial refund because the condition of the hotel and lack of service did not match what I paid for. During my 5-day stay (August 28-September 2nd), I had to change rooms THREE times, which was extremely inconvenient. I also experienced lack of cleanliness through out all of the rooms I was switched to. Photos are attached showing a dirty remote, a moldy/nasty electrical outlet, a dirty bathtub, dead flies on the bathroom ceiling, and stains/buildup on the walls and ceiling. Housekeeping was another major issue. We specifically told staff they did not need to remake the beds or disturb our belongings—we only requested fresh towels and trash removal. Despite this, housekeeping came only ONCE during my entire stay, on the second-to-last day. I was told housekeeping would come in the middle of my stay, but that did not happen. There was also a serious water issue on the 4th floor. The water was brown/discolored and barely worked, making it difficult to properly shower and use the bathroom. I paid for a clean, sanitary room, functioning water, and basic housekeeping. Instead, I had to change rooms three times, deal with unacceptable cleanliness issues, receive minimal housekeeping, and experience barely functioning brown water. This was supposed to be a birthday vacation, but I spent a significant amount of time dealing with problems that should never occur at a hotel

Reviewed on Sep 10, 2026

Calichi at Picture Point

Calichi at Picture Point

$2,652
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Thomas (STT)
9.8/10 Exceptional! (84 reviews)
This was our second time in Calichi. I intend to return soon. There is no other place like it in the world.

Reviewed on Aug 14, 2026

The Saint Resort

The Saint Resort

$1,391
per person
Dec 5 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to St. Thomas (STT)
9.2/10 Wonderful! (48 reviews)
The views were beautiful and walking distance to town. The room was clean but our room was unfinished. For example, windows with no curtains and a slider that only had a partial curtain and didn’t fully close. The neighbors got a show every night (and not by choice) Also our water was cut off -twice- but they quickly fixed it. The pool area was hit or miss with too many day-passers drowning the vibe. When you arrive - expect to carry your luggage up two flights of stairs. The food was excellent and our bartender Mac was the best on the island. Great drinks and good company. The other bartender - Stephanie was the opposite of Mac - she openly complained about the hotel and other co-workers - completely unprofessional (and didn’t make a good drink) . When you’re on vacation, the last thing you want to listen to is someone bit$&ching while you sip on a drink. This place could be a gem with some changes.

Reviewed on Aug 20, 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

300B Chocolate Hole St. John
$351 nightly
$395 total
Sep 25 - Sep 26
Total with taxes and fees
8.4/10 Very Good! (506 reviews)
"Some of the staff were EXTREMELY helpful. The other 50% seemed very disinterested, agitated, or flat out didn’t want to be there. The majority of the resort personnel are not willing or able to give you any recommendations or advice about anything on the island. They live on St Thomas and ferry over ..."

Reviewed on Sep 10, 2026

The Westin St. John Resort Villas
Villa Island Paradise

Villa Island Paradise

St John St. John St John
$394 nightly
$444 total
Sep 29 - Sep 30
Total with taxes and fees
9.6/10 Exceptional! (41 reviews)
"Loved the room and location"

Reviewed on Sep 5, 2026

Villa Island Paradise
St John Inn

St John Inn

277 Estate Enighed St. John
$179 nightly
$201 total
Sep 12 - Sep 13
Total with taxes and fees
9.2/10 Wonderful! (472 reviews)
"Husband and I only stayed for a night but would gladly stay again. Karen and Angie are gracious hosts and have great recs on places to eat and sights to see. Would definitely recommend!"

Reviewed on Sep 10, 2026

St John Inn
See all 1,092 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.

Frequently asked questions

How much does a Cruz Bay vacation package cost?
Starting from as little as $911, 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.

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

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.
See properties

Cruz Bay Visitor Center

Explore the great outdoors at Cruz Bay Visitor Center, a lovely green space in Estate Caneel Bay.
See properties

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.
See properties

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.
See properties

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.
See properties

Chocolate Hole Beach

Why not spend a lazy afternoon at Chocolate Hole Beach during your trip to Estate Chocolate Hole and Great Cruz Bay?
See properties

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.
See properties

What to do in Cruz Bay

Champagne Sunset Sail from Margaritaville

Champagne Sunset Sail from Margaritaville

$110
per adult
94% of travellers recommend
Champagne Sunset Sail from Margaritaville
Night Kayak Tour St. Thomas - Westin Frenchman's Reef

Night Kayak Tour St. Thomas - Westin Frenchman's Reef

$79
per adult
96% of travellers recommend
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
Sunset Sail with Cocktails and Appetizers

Sunset Sail with Cocktails and Appetizers

$95
per adult
98% of travellers recommend
Sunset Sail with Cocktails and Appetizers
See all activities in Cruz Bay
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.