Estate Trunk Bay Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Estate Trunk Bay Vacation

The best way to experience this vibrant city is with a tailor-made Estate Trunk Bay vacation package. Base yourself in the neighborhood of Belle Vue, which is good for views, underwater activities and watersports or go someplace else — our packages are all about you. If sightseeing is on the agenda during your trip to Estate Trunk Bay, check out leading attractions like Trunk Bay, Annaberg Plantation and Cinnamon Bay Beach. Don't delay exploring this city any longer. Your perfect Estate Trunk Bay vacation is a few clicks away with Expedia.

Top Estate Trunk Bay Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Shibui Cove

Shibui Cove

2 out of 5
Price was CA $2,242, price is now CA $1,916 per person
CA $1,916
per person
Sep 3 - Sep 8
found 10 hours ago
Roundtrip non-stop 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

The Mary Anne Boutique Hotel USVI

The Mary Anne Boutique Hotel USVI

2.5 out of 5
Price was CA $2,804, price is now CA $2,280 per person
CA $2,280
per person
Oct 11 - Oct 18
found 3 hours ago
Roundtrip flight included
Montreal (YMQ) to St. Thomas (STT)
10/10 Exceptional! (28 reviews)
The Mary Anne is adorable and so clean! We loved our stay! Staff was super nice as well! Thanks!

Reviewed on Jul 20, 2026

Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

3.5 out of 5
Price was CA $2,891, price is now CA $2,365 per person
CA $2,365
per person
Oct 11 - Oct 18
found 3 hours ago
Roundtrip flight included
Montreal (YMQ) to St. Thomas (STT)
8.2/10 Very good! (226 reviews)

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was CA $2,878, price is now CA $2,366 per person
CA $2,366
per person
Oct 11 - Oct 18
found 3 hours ago
Roundtrip flight included
Montreal (YMQ) to St. Thomas (STT)
8/10 Very good! (2,488 reviews)

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

4.5 out of 5
Price was CA $3,526, price is now CA $3,005 per person
CA $3,005
per person
Sep 3 - Sep 8
found 5 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to St. Thomas (STT)
9.2/10 Wonderful! (34 reviews)

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Estate Trunk Bay Hotel Deals

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
The price is CA $440 per night from Aug 25 to Aug 26
CA $440
CA $612 total
Aug 25 - Aug 26
includes taxes & fees
The Westin St. Thomas Beach Resort & Spa
Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is CA $259 per night from Aug 31 to Sep 1
CA $259
CA $349 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (684 reviews)
"The building outside definitely needs to be remodeled. I was afraid first when I arrived. However the rooms are remodeled and pretty. We had an excellent and comfortable stay. I would stay again."

Reviewed on Jul 31, 2026

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

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay St. Thomas
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Margaritaville Vacation Club - St. Thomas
See all 3,886 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.
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What to do in Estate Trunk Bay

Afternoon Snorkel, Pizza & Sunset Tour departing from St. Thomas & St. John

Afternoon Snorkel, Pizza & Sunset Tour departing from St. Thomas & St. John

CA $160
per adult
98% of travellers recommend
Afternoon Snorkel, Pizza & Sunset Tour departing from St. Thomas & St. John
St John & Surrounding Cays - Full-Day Sail/Snorkel, 6 Guests Max

St John & Surrounding Cays - Full-Day Sail/Snorkel, 6 Guests Max

CA $348
per adult
96% of travellers recommend
St John & Surrounding Cays - Full-Day Sail/Snorkel, 6 Guests Max
Snorkel Cat All Inclusive Adventure - 9:45 am

Snorkel Cat All Inclusive Adventure

CA $213
per adult
94% of travellers recommend
Snorkel Cat All Inclusive Adventure
See all activities in Estate Trunk Bay

Frequently asked questions

How much does an Estate Trunk Bay vacation package cost?
Get set to book, because a getaway to Estate Trunk Bay starts from just CA $1,916. 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 vacation.
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 vacation?
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, cozy city apartments and even glamping tents!
Can I choose my airline with an Estate Trunk Bay Expedia vacation 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 vacation package?
If your vacation 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.