Estate Chocolate Hole and Great Cruz Bay Vacations from $1,270
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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.
The Latest Estate Chocolate Hole and Great Cruz Bay vacation packages
Price found within the past 48 hours. Click for updated prices.
Calichi at Picture Point
$3,015
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
Crystal Cove Beachfront Pool Tennis
$2,849
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
8/10 Very Good! (21 reviews)
The property is right on the beach
Beautiful water/sand
The beach itself had lots of sargassum which was not regularly removed
Did not have service on beach
Instead have to go and order at bar
Also no table service , which I found irksome
You order food at bar and bartender places order and then brings you a paper bag with your food .hmmm.
The condo itself was huge amazing
Had a washer/dryer which was really nice
Excellent easy instructions for checking in
Reviewed on Sep 11, 2026
The Saint Resort
$1,449
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
9.2/10 Wonderful! (48 reviews)
The views were beautiful and walking distance to town. The room was clean but our room was unfinished. For example, windows with no curtains and a slider that only had a partial curtain and didn’t fully close. The neighbors got a show every night (and not by choice) Also our water was cut off -twice- but they quickly fixed it. The pool area was hit or miss with too many day-passers drowning the vibe.
When you arrive - expect to carry your luggage up two flights of stairs. The food was excellent and our bartender Mac was the best on the island. Great drinks and good company. The other bartender - Stephanie was the opposite of Mac - she openly complained about the hotel and other co-workers - completely unprofessional (and didn’t make a good drink) . When you’re on vacation, the last thing you want to listen to is someone bit$&ching while you sip on a drink.
This place could be a gem with some changes.
Reviewed on Aug 20, 2026
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See all available trips from Columbus to Estate Chocolate Hole and Great Cruz Bay
View all tripsStay near popular Estate Chocolate Hole and Great Cruz Bay attractions
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 Estate Chocolate Hole and Great Cruz Bay
Champagne Sunset Sail from Margaritaville
$110
per adult
94% of travellers recommend
Key N Go: Guided UTV/ATV Adventure in St. Thomas, USVI (1.5-2 HR)
$160
per adult
86% of travellers recommend
1-Hour Guided Jet Ski Tour in St. Thomas from Frenchman's Reef
$159
per adult
Estate Chocolate Hole and Great Cruz Bay Hotel Deals
The Westin St. John Resort Villas
300B Chocolate Hole St. John
$351 nightly
$395 total
Oct 6 - Oct 7
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
Blue Dolphin Villa Great Cruz Bay FEATURING A NEW MASTER BEDROOM gorgeous views
Cruz Bay St John
9.8/10 Exceptional! (87 reviews)
"We had a fantastic stay at Blue Dolphin! The hosts were excellent with communication from the start and provided great recommendations, including help with car rentals. Dwight, the property manager, was wonderful—he met us at the ferry and personally escorted us to the house to make sure we got settled ..."
Reviewed on Aug 17, 2026
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
St John
9.4/10 Exceptional! (41 reviews)
"The property was amazing! Would recommend to anyone looking to stay in St. John. Perfect distance from everything on the island"
Reviewed on Sep 4, 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.
Find the Best Estate Chocolate Hole and Great Cruz Bay Vacation Packages
Estate Chocolate Hole and Great Cruz Bay Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Cyril E. King Airport (STT) |
Top Sights | Trunk Bay, Honeymoon Beach and Maho Beach |
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Frequently asked questions
How much does an Estate Chocolate Hole and Great Cruz Bay vacation package cost?
You can grab a vacation package to this popular destination from $1,270 on Expedia. But how much your vacation to Estate Chocolate Hole and Great Cruz Bay costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Estate Chocolate Hole and Great Cruz Bay?
June, October and December are the best times to look for cheap Estate Chocolate Hole and Great Cruz Bay vacation packages. Opting to travel in quieter months means you can typically find reduced prices on flights and accommodations.
How many days is enough for Estate Chocolate Hole and Great Cruz Bay?
Generally, a handful of days is enough to explore the major sights during your Estate Chocolate Hole and Great Cruz Bay vacation. But if you prefer to have some time to kick back or take day tours, consider extending your trip.
How to find the best Estate Chocolate Hole and Great Cruz Bay package deals?
Use Expedia's filter tool to find some great Estate Chocolate Hole and Great Cruz Bay package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Estate Chocolate Hole and Great Cruz Bay package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually 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 retreat by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Estate Chocolate Hole and Great Cruz Bay?
Score incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Estate Chocolate Hole and Great Cruz Bay escape.
How to plan a trip to Estate Chocolate Hole and Great Cruz Bay?
- Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Estate Chocolate Hole and Great Cruz Bay.
- Figure out your budget: Make sure you have enough money to pay for everything from transportation and food to experiences and flights. Your accommodations will likely be the biggest expense during your trip to Estate Chocolate Hole and Great Cruz Bay.
- Use our trip planning tool to discover Estate Chocolate Hole and Great Cruz Bay: Research every aspect of your trip to Estate Chocolate Hole and Great Cruz Bay with this handy planner. Invite your family and friends to collaborate on a group getaway, search for hotels or things to do and make bookings.
- Set the duration of your trip: Start by listing all the activities and attractions you want to get to in Estate Chocolate Hole and Great Cruz Bay. Then, estimate how long you'll need at each, including any travel time.
- Combine your airfare and accommodations: Once you've settled on your trip dates and duration, book the ideal Estate Chocolate Hole and Great Cruz Bay vacation package for you.
- Book activities and experiences ahead of time: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on the highlights of Estate Chocolate Hole and Great Cruz Bay. Find all the fun things to do in Estate Chocolate Hole and Great Cruz Bay in Estate Chocolate Hole and Great Cruz Bay with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later Estate Chocolate Hole and Great Cruz Bay vacation packages?
If you're like us, you love going away but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Estate Chocolate Hole and Great Cruz Bay vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
