Estate Trunk Bay Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Estate Trunk Bay

Margaritaville Vacation Club - St. Thomas
Margaritaville Vacation Club - St. Thomas
4 out of 5
6080 Estate Smith Bay, St. Thomas
The price is S$462 per night from 27 Nov to 28 Nov
S$462
includes taxes & fees
27 Nov - 28 Nov
8.2/10 Very Good! (1,677 reviews)
"They take immaculate care of the grounds, so its absolutely beautiful. The staff is incredibly friendly. Amazing food and fun activities planned for the whole week. Highly recommend."

Reviewed on 23 Nov,2024

Margaritaville Vacation Club - St. Thomas
The Westin Beach Resort & Spa at Frenchman's Reef
The Westin Beach Resort & Spa at Frenchman's Reef
4.5 out of 5
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
The price is S$693 per night from 1 Dec to 2 Dec
S$693
includes taxes & fees
1 Dec - 2 Dec
8/10 Very Good! (1,006 reviews)
"The location of this property is really great but having a rental car helped us explore. The access to Morningstar Beach was a bonus amenity. The staff at the swim up bar was great. They are definitely doing renovations at the hotel so not everything was perfect. Most everything was very good."

Reviewed on 20 Nov,2024

The Westin Beach Resort & Spa at Frenchman's Reef
Windward Passage Hotel
Windward Passage Hotel
3.5 out of 5
Veterans Drive Charlotte Amali, Po Box 640, St. Thomas, St. Thomas
Fully refundableReserve now, pay when you stay
The price is S$319 per night from 26 Nov to 27 Nov
S$319
includes taxes & fees
26 Nov - 27 Nov
6.8/10 (1,448 reviews)
"Good location, people friendly, great customer service. Room was excellent"

Reviewed on 18 Nov,2024

Windward Passage Hotel
See all 3,673 properties in Estate Trunk 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.

Frequently asked questions

How much does an Estate Trunk Bay holiday package cost?
Get set to book, because a getaway to Estate Trunk Bay starts from just . When you bundle your hotels, flights and car rentals into a package, you’ll land the best deals.
How do I get a cheap travel package to Estate Trunk Bay?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Hotels, rental cars, flights and activities — we’ve got them all. Choose a combination that suits your style and watch your savings pile up. We know a package deal is never a one-size-fits-all. That’s why Expedia offers over 550 partner airlines and 1,000,000 hotel options across the globe, which lets you customize your Estate Trunk Bay holiday.
Where should I stay in Estate Trunk Bay?
With loads to explore in Estate Trunk Bay, it’s a good idea to book a hotel near its attractions. Trunk Bay, Annaberg Plantation and Cinnamon Bay Beach are some good ones to add to your must-see list.
How far in advance should I book my Estate Trunk Bay holiday?
It can be hard to know when is the perfect time to book your trip to Estate Trunk Bay. But generally the earlier you book, the lower the prices. In some cases, you can lock in your flights and hotels nearly a year before your departure date. If you’re hoping for a last-minute getaway, no need to worry! There are great bargains announced on Expedia every day.
What does an Expedia Estate Trunk Bay travel package include?
That depends entirely on you. You can pick from a variety of Estate Trunk Bay packages, such as a hotel, flight and rental car. You can also book a hotel and a flight, or a flight and a rental car. Once you’ve made your booking, you can add the fun stuff like activities and experiences. Whatever your ideal Estate Trunk Bay trip looks like, get ready to save!
What should I know before booking an Estate Trunk Bay travel package?
You can look forward to saving with an Expedia travel package. Combine your flights, rental cars and hotels and land terrific discounts. Hotels aren’t your only choice, though. We have beachfront villas, cosy city apartments and even glamping tents!
Can I choose my airline with an Estate Trunk Bay Expedia holiday package?
Yes, and with more than 550 airlines to choose from worldwide, you’re spoiled for choice. Browse the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Estate Trunk Bay holiday package?
If your holiday plans in Estate Trunk Bay have changed, it’s good to know that you can cancel or amend your booking. If you made your booking less than 24 hours ago, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may charge fees. To find out more, visit our Customer Service Portal.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.