Estate Trunk Bay Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ฿4,531 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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 ฿8,495 per night from 25 Aug to 26 Aug
฿8,495
฿9,557 total
25 Aug - 26 Aug
includes taxes & fees
8/10 Very Good! (2,184 reviews)
"The resort itself was super clean, the pools were fantastic, and staff were extremely helpful and friendly. The main issue was the beach. They advertise this beautiful beach at the resort, but it is small and it was closed because it was covered with seaweed. According to the locals we spoke with, ..."

Reviewed on 20 Aug 2025

Margaritaville Vacation Club - St. Thomas
The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas
Fully refundableReserve now, pay when you stay
The price is ฿9,287 per night from 20 Sept to 21 Sept
฿9,287
฿13,129 total
20 Sept - 21 Sept
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
"All the staff was extremely helpful. Jayaire, the bartender in the lobby area was amazing. He came up with a special drink for us and it was a hit with several guests that asked what we were drinking. Other bartenders were not interested in learning it so we went elsewhere when he left daily at 5. ..."

Reviewed on 19 Aug 2025

The Westin St. Thomas Beach Resort & Spa
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
7/10 Good! (1,383 reviews)
Emergency Use Very Accomodating
"Our flight got cancelled at Airport and Windward Passage was there to save the day. Rooms were simple, yet clean. Staff was very caring and although the neighborhood was decent, the property was helpful."

Reviewed on 18 Aug 2025

Get rates
Windward Passage Hotel
See all 3,709 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.