Estate Mount Pleasant and Retreat Vacation Packages

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Your Estate Mount Pleasant and Retreat Vacation

Lock in a Estate Mount Pleasant and Retreat vacation package and prepare to experience the best of this city. Think about staying in the neighborhood of Wickhams Cay 1, which is great for views, dining and shopping. If your trip to Estate Mount Pleasant and Retreat includes some sightseeing, don't miss popular attractions like Trunk Bay, Annaberg Plantation and Cinnamon Bay Beach. Check out Expedia's wide range of travel options and book your ideal vacation to Estate Mount Pleasant and Retreat today.

Top Estate Mount Pleasant and Retreat Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sapphire Sanctuary by the Sea

Sapphire Sanctuary by the Sea

3 out of 5
Price was CA $1,809, price is now CA $1,413 per person
CA $1,413
per person
Aug 27 - Sep 1
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.2/10 Wonderful! (47 reviews)
The condo was great! Clean and plenty of space for my family of 5!

Reviewed on Dec 6, 2025

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
Price was CA $4,338, price is now CA $2,892 per person
CA $2,892
per person
Aug 27 - Sep 1
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.2/10 Wonderful! (34 reviews)

Villa Island Paradise

Villa Island Paradise

4 out of 5
Price was CA $2,551, price is now CA $2,007 per person
CA $2,007
per person
Sep 19 - Sep 26
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.6/10 Exceptional! (31 reviews)
Clean, nice area.

Reviewed on Jul 3, 2026

Wharfside Village Hotel

Wharfside Village Hotel

3 out of 5
Price was CA $2,756, price is now CA $2,197 per person
CA $2,197
per person
Sep 19 - Sep 26
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (189 reviews)
This property is exactly what the reviews read. The rooms are beautiful and new. There is refrigerator that had a welcome bottle of wine and water. We stayed on the top floor waterfront. The view was fabulous. The bedding was very comfortable with goose down. The showers were walk-in and sizable there isn’t an ice machine yet. If you have issues walking up the stairs, there is no elevator. The view is fabulous. The staff was there when we arrived off the ferry, which was around 6 o’clock. There are shops within walking distance, including a new convenience store, and the taxi stand. You can see the hotel from the ferry dock the property is well kept and new with really nice Landscaping … there was a worker on the property when we checked out, he was happy to help us take our luggage down to the street, which was very helpful

Reviewed on Jul 1, 2026

Calichi at Picture Point

Calichi at Picture Point

4 out of 5
Price was CA $4,301, price is now CA $3,473 per person
CA $3,473
per person
Sep 19 - Sep 26
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (83 reviews)
Our villa was great with incredible views. Any issues or questions we had were quickly resolved. Would highly recommend Calichi to anyone looking to stay on the quiet side of the island.

Reviewed on Jun 15, 2026

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Estate Mount Pleasant and 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 St. Thomas St. Thomas
The price is CA $604 per night from Jul 21 to Jul 22
CA $604
CA $801 total
Jul 21 - Jul 22
includes taxes & fees
8.4/10 Very good! (1,313 reviews)
"Excellent stay and great location. Staff were great and attentive."

Reviewed on Jul 7, 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
The price is CA $485 per night from Jul 27 to Jul 28
CA $485
CA $545 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very good! (2,483 reviews)
"Good"

Reviewed on Jul 7, 2026

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 CA $308 per night from Jul 21 to Jul 22
CA $308
CA $416 total
Jul 21 - Jul 22
includes taxes & fees
9/10 Wonderful! (580 reviews)
"The room can use some updating but the views were awesome. Also, it was not the best when we lost power every day at least 2-3 times at random. I would stay here again because it is close to everything of course by taxi."

Reviewed on Jul 6, 2026

Bluebeard's Castle Resort
See all 3,701 properties in Estate Mount Pleasant and 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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Frequently asked questions

How much does an Estate Mount Pleasant and Retreat vacation package cost?
You'll find cheap prices from CA $1,413 on Expedia for your Estate Mount Pleasant and Retreat getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Estate Mount Pleasant and Retreat costs.
What are the cheapest months to go to Estate Mount Pleasant and Retreat?
You can typically find lower prices and better availability in September, October and November. Browse our cheap Estate Mount Pleasant and Retreat vacation packages and you could land some great off-season deals.
How many days is enough for Estate Mount Pleasant and Retreat?
Estate Mount Pleasant and Retreat vacations come in various shapes and sizes, but to get a real feel for this place, we reckon 4 days is about right. This will mean you can visit top attractions like Cinnamon Bay Beach and Maho Beach and seek out some underrated spots. Don't miss out on cool areas such as Estate Concordia An and Estate Rendezvous and Ditlef either. If you're clever with your time, you may even be able to take a day trip outside of Estate Mount Pleasant and Retreat too.
How to find the best Estate Mount Pleasant and Retreat package deals?
Landing a cheap Estate Mount Pleasant and Retreat package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most affordable Estate Mount Pleasant and 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 generally lower.
Is it cheaper to book an Estate Mount Pleasant and Retreat vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays separately. Better still, you can personalize your Estate Mount Pleasant and Retreat escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Estate Mount Pleasant and Retreat?
If you're considering a spontaneous Estate Mount Pleasant and Retreat getaway, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Estate Mount Pleasant and Retreat?

  1. Pick your travel dates: What you'd like to do in Estate Mount Pleasant and Retreat and your favourite season will help you decide when to go.
  2. Plan your budget wisely: As well as the price of your stay, you'll need to factor in other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected costs that could arise during your trip to Estate Mount Pleasant and Retreat.
  3. Set the duration of your trip: Start by making a list of all the attractions and activities you'd like to get to in Estate Mount Pleasant and Retreat. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick an Estate Mount Pleasant and Retreat vacation package that brings all your bookings together.

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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.