
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
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



Wharfside Village Hotel
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
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
Estate Mount Pleasant and Retreat Hotel Deals

The Westin St. Thomas Beach Resort & Spa
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

Margaritaville Vacation Club - St. Thomas
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

Bluebeard's Castle Resort
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
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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