Estate Chocolate Hole and Great Cruz Bay Vacation Packages
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Top Estate Chocolate Hole and Great Cruz Bay vacation deals
- Bluebeard's Castle Resort
Sept 13 - Sept 17Bluebeard's Castle Resort + Flight
Charlotte Amalie4 nights4.0 star property9.0/10 - Wonderful (697 reviews)Roundtrip • Toronto (YYZ) - St. Thomas (STT)YYZ - SJU • 1 stop SJU - YYZ • 1 stopCA $1,164CA $987found 9 hours agoper traveller - Windward Passage Hotel
Oct 24 - Oct 30Windward Passage Hotel + Flight
St. Thomas6 nights3.5 star property7.2/10 - Good (1,486 reviews)"Waited too long for an early room when rooms were available"Reviewed August 4, 2026Roundtrip • Toronto (YYZ) - St. Thomas (STT)YYZ - STT • 1 stop STT - YYZ • 1 stopCA $1,669CA $1,382found 20 hours agoper traveller - Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas
Sept 16 - Sept 20Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas + Flight
St. Thomas4 nights4.5 star property9.2/10 - Wonderful (34 reviews)Roundtrip • Toronto (YYZ) - St. Thomas (STT)YYZ - STT • 2 stops STT - YYZ • 2 stopsCA $2,792CA $2,358found 9 hours agoper traveller - Boundless Bliss Hotel
Oct 15 - Oct 18Boundless Bliss Hotel + Flight
St. Thomas3 nights2.5 star property6.8/10 - (173 reviews)"Ocean view is misleading property is out of the way on top of a hill.Shuttle and taxis do not want the fare.Sole staff member was fantastic.Rooms are outdated 1960’s ."Reviewed June 28, 2026Roundtrip • Toronto (YTO) - St. Thomas (STT)YYZ - STT • 1 stop STT - YYZ • 1 stopCA $1,420CA $1,216found 11 hours agoper traveller - Shibui Cove
Oct 15 - Oct 18Shibui Cove + Flight
St. Thomas3 nights2.0 star property7.4/10 - Good (6 reviews)"Not everything was operational in the apt. Lights/fans etc. but was an awesome place to stay."Reviewed May 15, 2026Roundtrip • Toronto (YTO) - St. Thomas (STT)YYZ - STT • 1 stop STT - YYZ • 1 stopCA $1,222CA $1,050found 11 hours agoper traveller
What to do in Estate Chocolate Hole and Great Cruz Bay
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
Champagne Sunset Sail from Margaritaville
Sunset Sail with Cocktails and Appetizers
Estate Chocolate Hole and Great Cruz Bay Hotel Deals
The Westin St. John Resort Villas
The Westin St. John Resort Villas"We were super disappointed with this resort. Sure it had some good points like a washer/ dryer in the room. The grounds were lovely, we felt safe. The food was ok, but the main pool was down right dirty. Mildew- algae on the deck in all the corners. We don’t think it was vacuumed all day. Never saw it being cleaned or chemicals checked. The rooms are out dated, certainly not a luxury resort. Maybe once upon a time. It’s worn out. It’s obvious leadership from the states hasn’t been recently....
"We arrived and Angie took us on a tour of the property as if we were staying in her home. Everything you want is readily available. Snorkels, towels, beach chairs, coolers. She even has hats and books in her office. The beauty of St. John is that it is unplugged. It’s like going back in time… and the St. John Inn matches the feel of the town. Thank you Angie!"
"We spent 7 days at the Saint. It was so relaxing. There are several small pools to hang out in. The main pool has a bar and a great view. We had Sunday brunch there and it was yummy, especially the mimosa with fresh squeezed juice. The staff was great too. Very helpful and informative."
Villa Island Paradise
Villa Island Paradise"This villa is in an excellent location, few minute walk to the old town and restaurants, grocery store, etc. Given the challenges finding parking downtown on St. John, that was a huge plus. A few minute walk down to the market as well. My wife loves that our unit is very clean and quality furniture including bed and linens. Well stocked kitchen with adequate dishes and cookware for family. AC and fans were great quality. The patios and balconies are very large making it enjoyable to be...
Suite St. John at Gallows Point Resort
Suite St. John at Gallows Point Resort"Friendly staff. Beautiful property."
"When come to st Thomas. Malfolie is the place to stay!!"
Windward Passage Hotel
Windward Passage Hotel"its good for one night but not for an entire vacation"
The Ritz-Carlton, St. Thomas
The Ritz-Carlton, St. Thomas"Beautiful property!!!"
Frequently Asked Questions
How much does an Estate Chocolate Hole and Great Cruz Bay vacation package cost?
You'll find cheap prices from CA $987 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?
- 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.
- 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.
- 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.
- 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.