Estate Chocolate Hole and Great Cruz Bay Vacation Packages

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Your Estate Chocolate Hole and Great Cruz Bay Vacation

Say bye-bye to the stress of planning and hello to a Estate Chocolate Hole and Great Cruz Bay vacation package. With your travel details organized 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, organizing a tailored Estate Chocolate Hole and Great Cruz Bay vacation is a breeze with Expedia.

Top Estate Chocolate Hole and Great Cruz Bay Vacation Deals

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

Windward Passage Hotel

3.5 out of 5
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to St. Thomas (STT)
7/10 Good! (1,381 reviews)
Should have a microwave in a common area for guests to use. Usually when hotels don’t have a microwave in the room, they would have one in a common area. I had to throw away good food because I had no way to reheat it.

Reviewed on Aug. 10, 2025

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

4.5 out of 5
per person
Nov 1 - Nov 8
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
9.2/10 Wonderful! (33 reviews)
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to St. Thomas (STT)
8.2/10 Very Good! (2,162 reviews)
I did not like the smell of the water. I like the gym and access to all the pools and beaches

Reviewed on Aug. 10, 2025

Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to St. Thomas (STT)
7.8/10 Good! (158 reviews)
I can’t believe how much money we paid in taxis! It was crazy! We also had asked for more towels and such and never got any..and they didn’t do a cleaning of our room bc of our shorter stay which was a bummer…

Reviewed on Aug. 9, 2025

Hotel 1829

Hotel 1829

2.5 out of 5
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to St. Thomas (STT)
9.6/10 Exceptional! (5 reviews)

Ready to book your vacation to Estate Chocolate Hole and Great Cruz Bay?

 

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Estate Chocolate Hole and Great Cruz Bay Hotel Deals

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 CA $581 per night from Sep 1 to Sep 2
CA $581
CA $653 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (431 reviews)
"Its a fine place. We wish there were more upscale dining options on site and better communication about local taxi services. We got stranded after a hike because staff told us the taxi would return to get us. When we told them what happened, a different staff person told us they dont control the ..."

Reviewed on Jul. 16, 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 Aug. 1, 2025

Get rates
Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

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

St John
9.6/10 Exceptional! (21 reviews)
Wow
"What an absolute awesome place. The view is something your not ready for. I would definitely return."

Reviewed on Jul. 8, 2025

Get rates
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
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.
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What to do in Estate Chocolate Hole and Great Cruz Bay

Sunset Sky

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

CA $163
per adult
100% of travellers recommend
Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove
Turtle Cove Catamaran Snorkel & Sail Adventure at Little Buck Island St. Thomas

Turtle Cove Catamaran Snorkel and Sail at Little Buck Island

CA $163
per adult
94% of travellers recommend
Turtle Cove Catamaran Snorkel and Sail at Little Buck Island
The Cat's Sunset Sail

Sunset Sail with Cocktails and Appetizers

CA $130
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 vacation package cost?
You'll find cheap prices from CA $1,697 on Expedia for your Estate Chocolate Hole and Great Cruz Bay getaway. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Estate Chocolate Hole and Great Cruz Bay costs.
What are the cheapest months to go to Estate Chocolate Hole and Great Cruz Bay?
September, October and November are great times to search for cheap Estate Chocolate Hole and Great Cruz Bay vacation packages. Travelling in less busy months means you can generally find reduced prices on flights and hotels.
How many days is enough for Estate Chocolate Hole and Great Cruz Bay?
Estate Chocolate Hole and Great Cruz Bay vacations come in various shapes and sizes, but to get a real feel for this place, we think 4 days is about right. In this timeframe, you can fit in major attractions like Cinnamon Bay Beach and Cruz Bay Beach and track down some lesser-known spots. Don't miss out on neighbourhoods such as Estate Enighed and Estate Concordia An either. If you plan wisely, you can even allow for a day trip or two from Estate Chocolate Hole and Great Cruz Bay too.
How to find the best Estate Chocolate Hole and Great Cruz Bay package deals?
Use Expedia's filters to find some terrific Estate Chocolate Hole and Great Cruz Bay package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Estate Chocolate Hole and Great Cruz Bay package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book an Estate Chocolate Hole and Great Cruz Bay vacation as a package?
You can enjoy significant savings on your next Estate Chocolate Hole and Great Cruz Bay break by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to browse some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Estate Chocolate Hole and Great Cruz Bay?
If you're planning a spur-of-the-moment Estate Chocolate Hole and Great Cruz Bay vacation, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Estate Chocolate Hole and Great Cruz Bay?

  1. Pick your dates: What you'd like to do in Estate Chocolate Hole and Great Cruz Bay and your preferred season can help you decide when to travel.
  2. Budget wisely: On top of the price of your hotel, you'll need to consider other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected expenses that may arise during your trip to Estate Chocolate Hole and Great Cruz Bay.
  3. Determine how many days away: Start by compiling a list of the attractions and activities you want to get to in Estate Chocolate Hole and Great Cruz Bay. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, book the perfect Estate Chocolate Hole and Great Cruz Bay vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.