Estate Trunk Bay Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Estate Trunk Bay
The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
S$482
7 Sept - 8 Sept
includes taxes & fees
8.4/10 Very good! (1,378 reviews)
"The staff was friendly and the grounds were beautiful!"
Reviewed on 10 Aug, 2026
Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
S$318
8 Sept - 9 Sept
includes taxes & fees
Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
S$465
11 Aug - 12 Aug
includes taxes & fees
8/10 Very good! (2,508 reviews)
"The villas are spacious. The resort is located by what I feel is the best beach on the island. Very close to the dock if you plan on taking a day trip to St John’s. The only and major issue is the smell. The sargassum is unbearable. Other beaches had seaweed but this smell was insane."
Reviewed on 10 Aug, 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.
What to do in Estate Trunk Bay
Champagne Sunset Sail from Margaritaville
S$142
per adult
94% of travellers recommend
St John & Surrounding Cays - Full-Day Sail/Snorkel, 6 Guests Max
S$316
per adult
98% of travellers recommend
Best of St. John: Kayak, Snorkel & Picnic to Honeymoon Beach
S$218
per adult
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.
