Estate Calabash Boom Vacation Packages

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Your Estate Calabash Boom Vacation

Say goodbye to the stress of planning and hello to a Estate Calabash Boom vacation package. With the finer details organized before you go, you can focus on discovering the best of this city, starting with Belle Vue, which is great for views, underwater activities and watersports. Fill your spare time with visits to Trunk Bay, Annaberg Plantation and Cinnamon Bay Beach, some of the top attractions you just have to see during a trip to Estate Calabash Boom. Don't delay exploring this city any longer. Your dream Estate Calabash Boom vacation is only a few clicks away with Expedia.

Top Estate Calabash Boom Vacation Deals

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

Windward Passage Hotel

CA $1,225
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to St. Thomas (STT)
7.2/10 Good! (1,491 reviews)
Todo muy bueno

Reviewed on Aug 31, 2026

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

CA $1,899
per person
Nov 16 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to St. Thomas (STT)
8/10 Very good! (2,536 reviews)
Shibui Cove

Shibui Cove

CA $1,494
per person
Sep 30 - Oct 7
found 3 hours ago
Roundtrip flight included
Montreal (YMQ) to St. Thomas (STT)
7.4/10 Good! (6 reviews)
Not everything was operational in the apt. Lights/fans etc. but was an awesome place to stay.

Reviewed on May 15, 2026

At Home in the Tropics

At Home in the Tropics

CA $2,410
per person
Sep 30 - Oct 7
found 3 hours ago
Roundtrip flight included
Montreal (YMQ) to St. Thomas (STT)
9.8/10 Exceptional! (184 reviews)
Excellent place to stay on Saint Thomas. The owners are very responsive, friendly, and accommodating. Clean and spacious rooms a short walk from downtown Charlotte Amalie. This is a small, locally owned "hotel" that has an intimate, relaxed vibe. Easy access and parking.

Reviewed on Aug 3, 2026

The Saint Resort

The Saint Resort

CA $2,124
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
9.2/10 Wonderful! (45 reviews)
The views were beautiful and walking distance to town. The room was clean but our room was unfinished. For example, windows with no curtains and a slider that only had a partial curtain and didn’t fully close. The neighbors got a show every night (and not by choice) Also our water was cut off -twice- but they quickly fixed it. The pool area was hit or miss with too many day-passers drowning the vibe. When you arrive - expect to carry your luggage up two flights of stairs. The food was excellent and our bartender Mac was the best on the island. Great drinks and good company. The other bartender - Stephanie was the opposite of Mac - she openly complained about the hotel and other co-workers - completely unprofessional (and didn’t make a good drink) . When you’re on vacation, the last thing you want to listen to is someone bit$&ching while you sip on a drink. This place could be a gem with some changes.

Reviewed on Aug 20, 2026

Ready to book your vacation to Estate Calabash Boom?

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Estate Calabash Boom Hotel Deals

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe St. Thomas St. Thomas
CA $365
CA $525 total
Sep 16 - Sep 17
includes taxes & fees
8.4/10 Very good! (1,441 reviews)
"⭐⭐⭐⭐⭐ We had a wonderful experience! The amenities were excellent, clean, and well maintained, making our stay comfortable and enjoyable. The customer service was outstanding from beginning to end. Everyone was friendly, welcoming, and always willing to help. A special thank you to Brittany, the ..."

Reviewed on Aug 31, 2026

The Westin St. Thomas Beach Resort & Spa
Bluebeard's Castle Resort

Bluebeard's Castle Resort

1331 Estate Taarneberg Charlotte Amalie Saint Thomas
CA $257
CA $318 total
Sep 30 - Oct 1
includes taxes & fees
9/10 Wonderful! (785 reviews)
"N/A"

Reviewed on Aug 31, 2026

Bluebeard's Castle Resort
Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

6080 Estate Smith Bay St. Thomas
Margaritaville Vacation Club - St. Thomas
See all 3,910 properties in Estate Calabash Boom
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.

Frequently asked questions

How much does an Estate Calabash Boom vacation package cost?
Offering great value package deals from CA $1,225 on Expedia, you'll be pleasantly surprised at how much a vacation to Estate Calabash Boom costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Estate Calabash Boom?
Plan your getaway for the off-peak season and you're likely to score cheap Estate Calabash Boom vacation packages. Keep in mind that school vacation periods and major festivals and events can impact prices, so do some research before booking.
How many days is enough for Estate Calabash Boom?
Estate Calabash Boom vacations can be short or long, but to really get a feel for this place, we'd say 7 days is about right. This will mean you can fit in major attractions like Cinnamon Bay Beach and Cruz Bay Beach and seek out some underrated spots. Don't skip cool areas such as Estate Enighed and Estate Chocolate Hole and Great Cruz Bay either. If you're smart with your time, you can even take a day trip from Estate Calabash Boom too.
How to find the best Estate Calabash Boom package deals?
Bagging a cheap Estate Calabash Boom package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Estate Calabash Boom package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book an Estate Calabash Boom vacation as a package?
You can enjoy significant savings on your next Estate Calabash Boom escape by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to view the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
How to plan a trip to Estate Calabash Boom?
  1. Choose when to travel: Check your calendar and get your bags packed. Your favourite time of year and the activities available will also help you decide when to escape to Estate Calabash Boom.
  2. Plan your budget wisely: On top of the cost of your stay, you should consider other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected costs that could arise during your trip to Estate Calabash Boom.
  3. Determine how many days away: Start by compiling a list of the sights and activities you'd like to get to in Estate Calabash Boom. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find an Estate Calabash Boom vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.