Anna's Retreat Holidays

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Your Annas Retreat Holiday

An easy way to experience this exciting city is with a tailor-made Annas Retreat holiday package. Base yourself in the neighbourhood of Belle Vue, which is good for views, underwater activities and watersports or go someplace else — our package deals are all about you. Any trip to Annas Retreat needs a well-designed itinerary. Fill yours with major attractions such as Magens Bay Beach, Coki Point Beach and Blackbeards Castle. That dream Annas Retreat holiday is a few clicks away. Browse airfares, hotels and more on Expedia for a getaway that's tailored just for you.

Anna's Retreat Holiday

Annas Retreat Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Cyril E. King Airport (STT)
Max Temp Winter
27ºC
Max Temp Summer
29ºC
Top Sights
Sapphire Beach, Trunk Bay and Coki Point Beach

Our pick of the best Anna's Retreat 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
The price is AU$697 per night from 2 Sept to 3 Sept
AU$697
2 Sept - 3 Sept
includes taxes & fees
8.2/10 Very Good! (1,012 reviews)
"My family and I had a lovely stay, pools are amazing, the grounds are beautiful, we liked the fact that we shad access to the other resort as well and the beach. Isla Blue Restautant is really good. There was chickens and cats by the side of the hotel and my daughter loved it!"

Reviewed on 1 Aug. 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
The price is AU$530 per night from 6 Aug to 7 Aug
AU$530
6 Aug - 7 Aug
includes taxes & fees
8/10 Very Good! (2,159 reviews)
"The rooms were excellent! Loved the swim up bar! The staff could be more friendly. Say good morning/afternoon in the passing or even just say hi when standing in the lobby. My family experienced where we had to walk up to someone to get acknowledgment. I would recommend having more golf carts and ..."

Reviewed on 2 Aug. 2025

Margaritaville Vacation Club - St. Thomas
Windward Passage Hotel

Windward Passage Hotel

3.5 out of 5
Veterans Drive Charlotte Amali, Po Box 640, St. Thomas, St. Thomas
Fully refundableReserve now, pay when you stay
6.8/10 (1,377 reviews)
"I didn't like that TV has no good working channels and rooms doesn't have a microwave"

Reviewed on 29 Jul. 2025

Get rates
Windward Passage Hotel
See all 3,751 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.
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What to do in Anna's Retreat

The Cat's Sunset Sail

Sunset Sail with Cocktails and Appetizers

AU$146
per adult
96% of travellers recommend
Sunset Sail with Cocktails and Appetizers
Sunset Sky

Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove

AU$182
per adult
100% of travellers recommend
Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove
Bluebeard's Castle

Sights, Scenes, & Shopping Spree

AU$61
per adult
98% of travellers recommend
Sights, Scenes, & Shopping Spree
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.

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