Estate Chocolate Hole and Great Cruz Bay Holidays from £1,804

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Your Estate Chocolate Hole and Great Cruz Bay Holiday

Say bye-bye to the stress of planning and hello to a Estate Chocolate Hole and Great Cruz Bay holiday package. With your travel details organised before you take off, you can focus on discovering the best of this city, starting with Belle Vue, which is great for views, underwater activities and watersports. If your trip to Estate Chocolate Hole and Great Cruz Bay includes some sightseeing, check out renowned attractions like Trunk Bay, Annaberg Plantation and Cinnamon Bay Beach. No matter your travel plans or budget, organising a tailored Estate Chocolate Hole and Great Cruz Bay holiday is a breeze with Expedia.

Top Estate Chocolate Hole and Great Cruz Bay Flight + Hotel Deals

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

Windward Passage Hotel

3.5 out of 5
Price was £2,157, price is now £1,804 per person
£1,804
per person
26 Oct - 31 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to St. Thomas (STT)
7/10 Good! (1,385 reviews)
Very convenient area to stay.

Reviewed on 21 Aug 2025

Secret Harbour Beach Resort

Secret Harbour Beach Resort

4 out of 5
Price was £2,477, price is now £2,097 per person
£2,097
per person
26 Oct - 31 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to St. Thomas (STT)
8.8/10 Excellent! (1,002 reviews)
Lost electric, no a/c and water for better part of a day, no notice to guests or est. for restoration. Had to pay for water. I was a repeat customer, mentioned at CK in, no recognition, offer for a drink or discount of any sort. Made reservation for dinner, was kept waiting for 50 minutes while others from the bar went ahead. No hotel pick up and delivery to airport. Overall very nice location, average staff, dated facilities .

Reviewed on 18 Aug 2025

At Home in the Tropics

At Home in the Tropics

3 out of 5
Price was £2,157, price is now £1,827 per person
£1,827
per person
26 Oct - 31 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to St. Thomas (STT)
9.8/10 Exceptional! (148 reviews)
The property managers made me feel very welcomed and this property stays locked so me and my girlfriend felt very safe the entire trip. Planning on saving more money and will come back to visit asap. Would recommend to anyone and everyone visiting st Thomas

Reviewed on 21 Jul 2025

Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was £2,311, price is now £1,959 per person
£1,959
per person
26 Oct - 31 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to St. Thomas (STT)
8.2/10 Very Good! (194 reviews)
Room very cute and accommodating. Me and my husband brought our 21 yr old daughter and it was nice that our king size bed was in the loft area so our daughter had the downstairs area with the pull out sofa and balcony to give her space as well. The only negative of the room was the carpet had a couple of stains that should have been treated/cleaned.

Reviewed on 18 Aug 2025

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was £2,146, price is now £1,822 per person
£1,822
per person
26 Oct - 31 Oct
found 1 day ago
Return direct flight included
Manchester (MAN) to St. Thomas (STT)
8.2/10 Very Good! (2,162 reviews)
The resort itself was super clean, the pools were fantastic, and staff were extremely helpful and friendly. The main issue was the beach. They advertise this beautiful beach at the resort, but it is small and it was closed because it was covered with seaweed. According to the locals we spoke with, it is always covered with seaweed due to the location. You have to travel everyday to a different beach to be able to enjoy the ocean. Also, the resort is in a sketchy part of town and we were told not to be out on the road in front of the resort after dark. Thankfully, it is a gaited resort, so we did feel safe inside the facility.

Reviewed on 20 Aug 2025

Estate Chocolate Hole and Great Cruz Bay Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Cyril E. King Airport (STT)
Max Temp Winter
27ºC
Max Temp Summer
27ºC
Top Sights
Trunk Bay, Honeymoon Beach and Maho Beach

Top hotels in Estate Chocolate Hole and Great Cruz Bay

The Westin St. John Resort Villas

The Westin St. John Resort Villas

4.5 out of 5
300B Chocolate Hole, P.O. Box 8310, Great Cruz Bay, St. John
The price is £353 per night from 4 Sept to 5 Sept
£353
4 Sept - 5 Sept
includes taxes & fees
8.2/10 Very Good! (433 reviews)
"Beautiful and peaceful property. My only issues were the air conditioning wasn't strong enough. But all good"

Reviewed on 16 Aug 2025

The Westin St. John Resort Villas
Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay

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

cruz bay
9.6/10 Exceptional! (66 reviews)
"We had a great time at Terrapin Station.It was perfect for our family of 4 plus 2 friends.Katja was an awesome host. She was very responsive and helpful with all our questions. Kitchen was great. It has all you need. There is even an extra refrigerator, which was helpful for all our beverages. The ..."

Reviewed on 1 Aug 2025

Get rates
Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay
Tranquil relaxing & private 5 bedroom villa on pond w kayaks paddle boards +++

Tranquil relaxing & private 5 bedroom villa on pond w kayaks paddle boards +++

Cruz Bay, St John
10/10 Exceptional! (2 reviews)
Amazing property and great location
"Our group of 5 had enjoyed this home and it's location. It was on a body of water that led out to Chocolate hole. There were paddleboards and kayaks for our use. It was also really close to Cruz Bay. The property manager was responsive and someone met us and took us to the property. We had more than ..."

Reviewed on 2 Aug 2025

Get rates
Tranquil relaxing & private 5 bedroom villa on pond w kayaks paddle boards +++
See all 490 properties in Estate Chocolate Hole and Great 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Estate Chocolate Hole and Great Cruz Bay

Sailing Catamaran

St. John Jost Van Dyke & Soggy Dollar Snorkel Sail with Breakfast - Westin

£220
per adult
100% of travellers recommend
St. John Jost Van Dyke & Soggy Dollar Snorkel Sail with Breakfast - Westin
Thrilling St. John Island Power Adventure from Westin

Thrilling St. John Island Power Adventure from Westin

£102
per adult
Thrilling St. John Island Power Adventure from Westin
The Cat's Sunset Sail

Sunset Sail with Cocktails and Appetizers

£70
per adult
96% of travellers recommend
Sunset Sail with Cocktails and Appetizers
See all activities in Estate Chocolate Hole and Great Cruz Bay

Frequently asked questions

How much does an Estate Chocolate Hole and Great Cruz Bay travel package cost?
Tailor make your Estate Chocolate Hole and Great Cruz Bay travel package from just £1,804. Choose from any combination of rental cars, flights and hotels to create the escape you've been dreaming about. Remember to add on some activities and experiences!
If I'm not able to travel, can I cancel my Estate Chocolate Hole and Great Cruz Bay travel package?
Whether it's your hotel or flight, yes, you can cancel or amend it. Booked your Estate Chocolate Hole and Great Cruz Bay travel package in the last 24 hours? You may be able to make changes for free. For older bookings, you may incur a fee from your hotel, airline or car rental company. For more details, browse our Customer Service Portal. We're here to help you each step of the way.
How do I get a cheap travel package to Estate Chocolate Hole and Great Cruz Bay?
Lock in flights that suit your schedule, add a hotel to your booking and see how much you save with an Estate Chocolate Hole and Great Cruz Bay holiday package. It's that easy! From hotels and flights to rental cars and activities, Expedia is your gateway to cheap travel. And with more than 550 air carriers and 1,000,000 hotels throughout the world to select from, you won't be short of choice.
Does Expedia offer Book Now, Pay Later Estate Chocolate Hole and Great Cruz Bay holidays?
Your bank balance shouldn't get in the way of escaping on holiday, so Expedia has devised a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book your dream getaway without using up all your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Klarna has easy monthly payment plans that work for all budgets, so you can jet away on that well-deserved holiday sooner.
  • Pay in instalments holidays: If you want to pay for your escape across multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to click that "book now" button, go for a low deposit holiday payment plan with Klarna.

Where should I stay in Estate Chocolate Hole and Great Cruz Bay?
Visitors come from all over to see Trunk Bay and Annaberg Plantation in Estate Chocolate Hole and Great Cruz Bay. Book a hotel close to these popular attractions to make sightseeing easy.
What are the top hotels in Estate Chocolate Hole and Great Cruz Bay?
Get your holiday off to a fantastic start by reserving a room at The Westin St. John Resort Villas. It's one of most popular hotels in Estate Chocolate Hole and Great Cruz Bay. Another option is St John Inn.
How far in advance should I book my Estate Chocolate Hole and Great Cruz Bay holiday?
While prices fluctuate, we generally advise booking your seats as early as possible. Most international airfares are found on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you might still get lucky. Low prices to Estate Chocolate Hole and Great Cruz Bay sometimes appear just weeks before departure.
What does an Expedia Estate Chocolate Hole and Great Cruz Bay travel package include?
You can select from any combination of hotels, rental cars and flights. Once you've made your booking, you can add activities and experiences. Want to pick your fare class? That's possible too. The choice is all yours when it comes to putting together your ideal Estate Chocolate Hole and Great Cruz Bay escape.
What should I know before booking an Estate Chocolate Hole and Great Cruz Bay travel package?
Bundling your bookings into an Estate Chocolate Hole and Great Cruz Bay travel package is the easiest way to organise your trip. Not only that, you'll save big when you combine your flights, hotels and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with an Estate Chocolate Hole and Great Cruz Bay Expedia travel package?
Yes, you're in control. We have access to over 550 airlines throughout the world, so you can tailor your Estate Chocolate Hole and Great Cruz Bay getaway according to your budget and travel needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.