Anna's Retreat Packages (Flight + Hotel)

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Top hotels in Anna's Retreat

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 ฿17,456 per night from 1 Aug to 2 Aug
฿17,456
฿22,568 total
1 Aug - 2 Aug
includes taxes & fees
8.4/10 Very good! (1,301 reviews)
"Ayanna the lady at the front desk was wonderful. She helped to solve an early issue which could have made the trip not as memorable."

Reviewed on 30 Jun 2026

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
8/10 Very good! (2,466 reviews)
"was very disappointed with this resort. The food and service were terrible, and there were very few kid-friendly options. There wasn’t much to do for families, and there were no real activities to keep children entertained. Many of the scheduled activities were canceled, making the experience even ..."

Reviewed on 30 Jun 2026

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

Bluebeard's Castle Resort

4 out of 5
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is ฿6,143 per night from 12 Jul to 13 Jul
฿6,143
฿8,277 total
12 Jul - 13 Jul
includes taxes & fees
9/10 Wonderful! (555 reviews)
"Thoroughly enjoyed the fully stocked kitchenette."

Reviewed on 29 Jun 2026

Bluebeard's Castle Resort
See all 3,688 properties in Anna's Retreat
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.

Stay near popular Anna's Retreat attractions

Pistarckle Theater

10.0/10 (1 review)
You can enjoy a show at Pistarckle Theater during your stay in Estate Charlotte Amalie. Stroll along the seaside in this romantic area or seek out the snorkelling spots.
See properties

What to do in Anna's Retreat

Sunset Sail with Cocktails and Appetizers

Sunset Sail with Cocktails and Appetizers

฿3,121
per adult
98% of travellers recommend
Sunset Sail with Cocktails and Appetizers
Saint Thomas: Coral World Ocean Park Ticket

Saint Thomas: Coral World Ocean Park Ticket

฿953
per adult
80% of travellers recommend
Saint Thomas: Coral World Ocean Park Ticket
High Speed Harbor Tour from Charlotte Amalie Cruise Port

High Speed Harbor Tour from Charlotte Amalie Cruise Port

฿1,478
per adult
92% of travellers recommend
High Speed Harbor Tour from Charlotte Amalie Cruise Port
See all activities in Anna's Retreat

Frequently asked questions

How much does an Anna's Retreat holiday package cost?
You'll find cheap prices on Expedia for your Anna's Retreat escape. However, a range of factors like the length of stay, hotel choice and season will determine how much your holiday to Anna's Retreat costs.
What are the cheapest months to go to Anna's Retreat?
September, October and November are the best times to look for cheap Anna's Retreat holiday packages. Travelling in less busy periods means you can usually find reduced prices on flights and hotels.
How many days is enough for Anna's Retreat?
Generally, a handful of days is enough to explore the major attractions during your Anna's Retreat holiday. But if you'd like to have some time to chill out or go on day trips, consider extending your trip.
How to find the best Anna's Retreat package deals?
Landing a cheap Anna's Retreat package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can customise your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Anna's Retreat package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book an Anna's Retreat holiday as a package?
You can enjoy significant savings on your Anna's Retreat break by booking a tailored holiday package. Click on the "Package" heading, then enter your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Anna's Retreat?
If you've got your Anna's Retreat travel dates locked in, book as soon as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Anna's Retreat?

  1. Choose when to travel: Check your calendar and get packing. Your favourite time of year and the type of activities available will also help you decide when to escape to Anna's Retreat.
  2. Set a budget: Consider expenses like flights, food and transportation when working out how much to save for your trip to Anna's Retreat. Then, select a property that suits your budget, whether that's a wallet-friendly option or a deluxe retreat.
  3. Decide how many days away: Start by making a list of all the sights and activities you'd like to get to in Anna's Retreat. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalised Anna's Retreat holiday package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.