Estate Trunk Bay Vacations from $990

Book a Hotel + Flight or Car together to unlock savings

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.

The Latest Estate Trunk Bay vacation packages

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

Windward Passage Hotel

3.5 out of 5
Price was $1,456, price is now $990 per person
$990
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
7/10 Good! (1,369 reviews)
The property was nice clean and very quiet. What I didn't like was there was no shopping close by

Reviewed on Sep 28, 2025

The Saint Resort

The Saint Resort

3 out of 5
Save 100% on your flight
Price was $3,449, price is now $2,227 per person
$2,227
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
9.8/10 Exceptional! (16 reviews)
This was our first visit to St. John, and I honestly don’t think we could’ve chosen a better place to stay. The resort exceeded expectations across the board. One of my favorite features was the west-facing infinity pool—perfect for catching those unforgettable sunsets. I was also pleasantly surprised to find free weights in the gym and a sauna on-site. That was a huge bonus! The in-room Keurig with dark roast coffee was also an unexpected treat!

Reviewed on Sep 8, 2025

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Save 100% on your flight
Price was $2,045, price is now $1,386 per person
$1,386
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
8/10 Very Good! (2,245 reviews)
We loved where we stayed up high on the hill. No smell of the Sargassum seaweed. However we tried to eat at the restaurant on site but the lack of service and the horrible smell of the seaweed we had to leave. Infinity pool on top of hill didn’t have any smell and the service was great. Would recommend when they don’t have the sargassum seaweed issue.

Reviewed on Oct 1, 2025

St John Inn

St John Inn

3 out of 5
Save 100% on your flight
Price was $1,888, price is now $1,313 per person
$1,313
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
9.2/10 Wonderful! (409 reviews)
Mike and Mariah were amazing. Way above and beyond assisting with anything we could think of. The place was very cute and we loved the little swimming pool. It was walking distance to dolphin market, with a tasty chicken tender and mac and cheese counter next door (thanks Mike!) and also bars and restaurants.

Reviewed on Sep 10, 2025

At Home in the Tropics

At Home in the Tropics

3 out of 5
Save 100% on your flight
Price was $2,006, price is now $1,397 per person
$1,397
per person
Dec 4 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
9.8/10 Exceptional! (149 reviews)
The property managers made me feel very welcomed and this property stays locked so me and my girlfriend felt very safe the entire trip. Planning on saving more money and will come back to visit asap. Would recommend to anyone and everyone visiting st Thomas

Reviewed on Jul 21, 2025

Don't see what you're looking for?
See all available trips from Columbus to Estate Trunk Bay
View all trips

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, Po Box 7100, St. Thomas, St. Thomas
Fully refundableReserve now, pay when you stay
$346 nightly
The price is $389 total per night from Oct 19 to Oct 20
$389 total
Oct 19 - Oct 20
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
"The service was slow. They do not provide transparent information regarding parking charges and you have to request for your room to be refreshed every day…they don’t clean it unless you ask."

Reviewed on Sep 30, 2025

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

Margaritaville Vacation Club - St. Thomas

4 out of 5
6080 Estate Smith Bay, St. Thomas
$260 nightly
The price is $293 total per night from Oct 8 to Oct 9
$293 total
Oct 8 - Oct 9
Total with taxes and fees
8/10 Very Good! (2,269 reviews)
"Clean room. Easy check in. Helpful staff."

Reviewed on Oct 1, 2025

Margaritaville Vacation Club - St. Thomas
Emerald Beach Resort

Emerald Beach Resort

3.5 out of 5
8070 Lindbergh Bay, St. Thomas, St. Thomas
Fully refundableReserve now, pay when you stay
$230 nightly
The price is $257 total per night from Oct 11 to Oct 12
$257 total
Oct 11 - Oct 12
Total with taxes and fees
7.6/10 Good! (1,093 reviews)
"Stuff was not nice, I did not see any happy faces"

Reviewed on Sep 26, 2025

Emerald Beach Resort
See all 3,767 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.

Estate Trunk Bay Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Cyril E. King Airport (STT)
Top Sights
Trunk Bay, Honeymoon Beach and Maho Beach

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does an Estate Trunk Bay vacation package cost?
Offering excellent value package deals from $990 on Expedia, you'll be pleasantly surprised at how much a vacation to Estate Trunk Bay costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Estate Trunk Bay?
You're likely to find lower prices and greater availability in August, September and October. Explore our cheap Estate Trunk Bay vacation packages and you could get some great off-season deals.
How many days is enough for Estate Trunk Bay?
Usually, a handful of days is enough to explore the top sights during your Estate Trunk Bay vacation. However, if you'd like to have some time to kick back or go on day trips, think about extending your itinerary.
How to find the best Estate Trunk Bay package deals?
Bagging a cheap Estate Trunk Bay package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Estate Trunk Bay package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book an Estate Trunk Bay vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Estate Trunk Bay vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Estate Trunk Bay?
If you're considering a spur-of-the-moment Estate Trunk Bay vacation, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Estate Trunk Bay?

  1. Choose when to get away: Check your diary and get your bags packed. Your preferred time of year and the type of activities available will also help you decide when to visit Estate Trunk Bay.
  2. Budget wisely: Besides the cost of your hotel, you should factor in other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected costs that could crop up during your trip to Estate Trunk Bay.
  3. Organize your Estate Trunk Bay getaway with our trip planning tool: Search for and book stays and activities all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Estate Trunk Bay together.
  4. Decide how long to go for: Now that you're up to speed on Estate Trunk Bay, you can work out the right length of your vacation. Pull together a draft itinerary and give yourself enough time to cover everything you want to see.
  5. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick an Estate Trunk Bay vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Have a look at our travel guide to find some exciting things to do in Estate Trunk Bay. Book tickets or make reservations as soon as you can to save time and avoid the hassle of searching for activities when you arrive.

Does Expedia offer Book Now, Pay Later Estate Trunk Bay vacation packages?
Jet off on your perfect trip to Estate Trunk Bay with help from Expedia's Book Now, Pay Later vacations. No need to save up or wait for the next payday — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stay on budget and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.