Deals on vacations and trips to Estate Chocolate Hole and Great Cruz Bay

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Estate Chocolate Hole and Great Cruz Bay flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Price was $1,419, price is now $1,072 per person
$1,072
per person
Mar 6 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
This hotel features an outdoor pool, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A business center, a terrace, and a garden are also on offer.
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Save 100% on your flight
Price was $2,274, price is now $1,482 per person
$1,482
per person
Mar 6 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
This smoke-free hotel features 2 outdoor pools, a gym, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 2 poolside bars and enjoy free perks like free self parking and WiFi in public areas.
Wharfside Village Hotel

Wharfside Village Hotel

3 out of 5
Save 100% on your flight
Price was $2,755, price is now $1,891 per person
$1,891
per person
Mar 6 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
This smoke-free hotel features a casino and 4 restaurants. A coffee shop, a grocery/convenience store, and luggage storage are also on offer.
St John Inn

St John Inn

3 out of 5
Price was $1,733, price is now $1,255 per person
$1,255
per person
Mar 6 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
An outdoor pool, free self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Villa Island Paradise

Villa Island Paradise

4 out of 5
Save 100% on your flight
Price was $3,683, price is now $2,776 per person
$2,776
per person
Mar 6 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
This villa features a terrace, laundry facilities, and free self parking. A garden, a grocery/convenience store, and a virtual front desk are also on offer.

Top Estate Chocolate Hole and Great Cruz Bay hotels 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
$820 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
This smoke-free resort features 2 restaurants, 4 outdoor tennis courts, and an outdoor pool. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a free kid's club and a playground, and families will appreciate the onsite laundry facilities.
Pool
Hot Tub
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

St John
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This vacation home includes a garden and barbecue grills.
Pool
Kitchen
Pet friendly. Kayak, paddle board, snorkel, or hike to the beach.

Pet friendly. Kayak, paddle board, snorkel, or hike to the beach.

Cruz Bay VI
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An outdoor pool is featured at this villa, along with laundry facilities and barbecue grills.
Pool
Kitchen
Poi Pu St John - Great Views, Total Privacy & Tesla Solar Backup System

Poi Pu St John - Great Views, Total Privacy & Tesla Solar Backup System

Chocolate Hole St. John
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An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Kitchen
L’Autre Monde Villa, complete island oasis with generator back up power.

L’Autre Monde Villa, complete island oasis with generator back up power.

St. John St John
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This villa features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay

Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay

cruz bay
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This villa featured laundry facilities and barbecue grills.
Pool
Kitchen
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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.

Popular places to visit

Chocolate Hole Beach

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

Chocolate Hole Beach

Frequently asked questions

How much are vacation packages to Estate Chocolate Hole and Great Cruz Bay?
With a Travelocity vacation package, you could be living it up in Estate Chocolate Hole and Great Cruz Bay for as low as $1,072. Flights, hotels and experiences — we have everything you need. You'll make great savings just for combining your bookings. And with all that taken care of before leaving, you won't have to worry about a thing.
Where can I get the best vacation package deals for Estate Chocolate Hole and Great Cruz Bay?
No matter your adventure, Travelocity can help you find the perfect Estate Chocolate Hole and Great Cruz Bay package deal. The only thing you have to do is select a combination from our 400 partner airlines and 1,000,000 properties around the world.
Why should I purchase my Estate Chocolate Hole and Great Cruz Bay vacation bundle with Travelocity?
Incredible savings, an abundance of exciting destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always score the best possible deal with Travelocity.
Can I save on my Estate Chocolate Hole and Great Cruz Bay car rental if I book it with a hotel or flight?
You certainly can — and if you also add an experience or a tour to your Estate Chocolate Hole and Great Cruz Bay vacation package, you'll pocket even greater savings. With a package, you can find things to do in the area that are just right for you. Then, hop in your rental car and work your way through the list. San Juan Gate is one fantastic sight to have a look at. You'll find it 90 mi from Estate Chocolate Hole and Great Cruz Bay.
What is there to do in Estate Chocolate Hole and Great Cruz Bay?
Follow the lead of fellow globetrotters and head to Chocolate Hole Beach. No stay in Estate Chocolate Hole and Great Cruz Bay would feel complete without stopping at this popular sight.

Photos of local treasures

Browse Estate Chocolate Hole and Great Cruz Bay vacation photos for more inspiration

Photo by Vada Stevens
Photo by Vada Stevens