
Anna's Retreat Vacation Packages
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Your Annas Retreat Vacation
From its highlights to its hidden delights, this city is best explored with a Annas Retreat vacation package. Book a hotel in Belle Vue, which is great for views, underwater activities and watersports. Make your trip to Annas Retreat even more enjoyable by going sightseeing. Magens Bay Beach, Coki Point Beach and Blackbeards Castle are some of the top attractions you'll want to explore. Whoever you're heading away with and whatever your budget, your ultimate Annas Retreat vacation is just clicks away with Expedia.
Top Anna's Retreat Vacation Deals
Price found within the past 48 hours. Click for updated prices.



The Saint Resort
CA $2,403
per person
Oct 19 - Oct 24
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.2/10 Wonderful! (48 reviews)
The views were beautiful and walking distance to town. The room was clean but our room was unfinished. For example, windows with no curtains and a slider that only had a partial curtain and didn’t fully close. The neighbors got a show every night (and not by choice) Also our water was cut off -twice- but they quickly fixed it. The pool area was hit or miss with too many day-passers drowning the vibe.
When you arrive - expect to carry your luggage up two flights of stairs. The food was excellent and our bartender Mac was the best on the island. Great drinks and good company. The other bartender - Stephanie was the opposite of Mac - she openly complained about the hotel and other co-workers - completely unprofessional (and didn’t make a good drink) . When you’re on vacation, the last thing you want to listen to is someone bit$&ching while you sip on a drink.
This place could be a gem with some changes.
Reviewed on Aug 20, 2026

Wharfside Village Hotel
CA $2,871
per person
Oct 19 - Oct 24
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (204 reviews)
I rarely write reviews, but I felt this one was important to share.
We recently stayed here and unfortunately had an issue with unexpected construction taking place in the building during our stay. The noise significantly impacted our ability to enjoy the property during the daytime, and I was admittedly very disappointed with the situation.
However, what happened afterward completely changed my opinion.
I reached out to management after our stay and explained my frustration. I made it clear that I was not asking for a full refund—I simply felt the inconvenience should be acknowledged with some reasonable compensation.
Their response went far beyond what I expected. They apologized, took responsibility for the situation, and processed a full refund for our stay.
I believe you learn a lot more about a business by how they handle a problem than when everything goes perfectly. Problems happen. What matters is whether a company listens to its customers and makes things right.
They absolutely did.
I also want to specifically recognize Adam, who was extremely kind, professional, and apologetic throughout our stay.
I appreciate the way management ultimately handled the situation. They didn't just acknowledge my concerns—they went above and beyond to m
Reviewed on Aug 20, 2026
Ready to book your vacation to Anna's Retreat?
Anna's Retreat Hotel Deals

The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
CA $365
CA $525 total
Oct 1 - Oct 2
includes taxes & fees

Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
CA $256
CA $316 total
Oct 2 - Oct 3
includes taxes & fees
9/10 Wonderful! (798 reviews)
"The room was perfect and had a wonderful view!"
Reviewed on Sep 2, 2026

Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
8/10 Very good! (2,503 reviews)
"great experience and amazing stay"
Reviewed on Sep 1, 2026
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 on your trip to Estate Charlotte Amalie. Stroll along the beautiful beaches in this romantic area, or seek out the snorkeling spots.
What to do in Anna's Retreat

Sunset Sail with Cocktails and Appetizers
CA $131
per adult
98% of travellers recommend

Night Kayak Tour St. Thomas - Westin Frenchman's Reef
CA $109
per adult
96% of travellers recommend

Snorkel Cat All Inclusive Adventure
CA $208
per adult
94% of travellers recommend
Frequently asked questions
How much does an Anna's Retreat vacation package cost?
Offering great value package deals from CA $1,038 on Expedia, you'll be surprised at how little a vacation to Anna's Retreat costs! Expedia's packages make travel planning easier and your savings go further.
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 vacation packages. Travelling in less busy periods means you can typically find better prices on hotels and flights.
How many days is enough for Anna's Retreat?
Anna's Retreat vacations can be short or long, but to get a true feel for this place, we'd suggest 4 days is about right. In this timeframe, you can visit major attractions like Coki Point Beach and Secret Harbour Beach as well as underrated spots. Don't forget to visit cool areas such as Estate Kings Quarter and Estate Demarara either. If you plan wisely, you can even take a day trip from Anna's Retreat too.
How to find the best Anna's Retreat package deals?
Use Expedia's handy filters to find some terrific Anna's Retreat package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Anna's Retreat package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book an Anna's Retreat vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and stays individually. Better still, you can customize your Anna's Retreat trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Anna's Retreat?
If you have your Anna's Retreat travel dates locked in, book early to bag some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Anna's Retreat?
- Pick your travel dates: The things you want to do in Anna's Retreat and your favourite season will help you decide when to get away.
- Figure out your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and activities. Your accommodations will probably be the largest expense during your trip to Anna's Retreat.
- Work out your trip length: Consider how long you'd like to spend exploring Anna's Retreat. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
- Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose an Anna's Retreat vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.








