Estate Trunk Bay Vacations from $1,090

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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.

The Latest Estate Trunk Bay vacation packages

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

3.5 out of 5
Price was $1,364, price is now $1,090 per person
$1,090
per person
Aug 2 - Aug 6
found 2 days ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
8/10 Very Good! (185 reviews)
The property is beautiful the staff was good. They don’t have everyday guest service: u have to call them if you need clean towels and toilet tissue or clean sheets. The service is not automatic like everywhere else that’s the only thing I didn’t like. Overall it is a very beautiful property

Reviewed on May 11, 2026

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
Save 100% on your flight
Price was $5,241, price is now $3,225 per person
$3,225
per person
Aug 15 - Aug 22
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
9.2/10 Wonderful! (33 reviews)
Wharfside Village Hotel

Wharfside Village Hotel

3 out of 5
Price was $2,195, price is now $1,632 per person
$1,632
per person
Aug 2 - Aug 6
found 2 days ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
9.8/10 Exceptional! (179 reviews)
The rooms were very comfortable and a great size much more expensive than I expected. The decor was elegant, and it was right in the heart of downtown Cruise Bay.

Reviewed on May 28, 2026

Calichi at Picture Point

Calichi at Picture Point

4 out of 5
Save 100% on your flight
Price was $3,829, price is now $2,905 per person
$2,905
per person
Jul 12 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
9.8/10 Exceptional! (82 reviews)
This property is spectacular, the view is the best in the island, and the amenities are great. You get 2 bedrooms and two bathrooms, with full kitchen, washer dryer, a great balcony and even a terrace. They provide cooler and beach chairs which is very convenient. You have a private grill, and shared infinity pool and hottub overlooking Coral Bay. The drive to the beaches is 10-20 min. Overall a great place to be.

Reviewed on May 9, 2026

The Hideaway Hull Bay

The Hideaway Hull Bay

4 out of 5
Price was $3,459, price is now $2,787 per person
$2,787
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to St. Thomas (STT)
9.6/10 Exceptional! (62 reviews)
Place was great. There was an issue with the water heater in our cottage so no hot water for a day but this was resolved the next day. Beautiful beach access and stay. Very happy.

Reviewed on May 30, 2026

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Estate Trunk Bay Hotel Deals

Bluebeard's Castle Resort

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
$231 nightly
The price is $261 total per night from Jun 28 to Jun 29
$261 total
Jun 28 - Jun 29
Total with taxes and fees
9/10 Wonderful! (450 reviews)
"A very satisfied guest."

Reviewed on May 30, 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
$377 nightly
The price is $424 total per night from Jun 3 to Jun 4
$424 total
Jun 3 - Jun 4
Total with taxes and fees
8/10 Very Good! (2,447 reviews)
"Great reaort"

Reviewed on May 30, 2026

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 St. Thomas St. Thomas
$417 nightly
The price is $470 total per night from Jun 14 to Jun 15
$470 total
Jun 14 - Jun 15
Total with taxes and fees
8.4/10 Very Good! (1,249 reviews)
"Book this for my daughter’s honeymoon they said everything was wonderful and the property was very well maintained."

Reviewed on May 30, 2026

The Westin St. Thomas Beach Resort & Spa
See all 3,677 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.

Find the Best Estate Trunk Bay Vacation Packages

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

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Frequently asked questions

How much does an Estate Trunk Bay vacation package cost?
Offering excellent value package deals from $1,090 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.