
Estate Mount Pleasant and Retreat Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.

Bluebeard's Castle Resort
Price was CA $2,516, price is now CA $1,856 per person
CA $1,856
per person
Jun 20 - Jun 27
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8.8/10 Excellent! (386 reviews)
We loved our stay here! Our room was spacious, included a mini kitchen, and had nice, cold AC. The views from the property were gorgeous. Location was excellent and close to downtown Charlotte and not a far drive to the multiple beaches we visited. On the few occasions we dined on-site, the food was great and the cocktails were excellent. I would highly recommend it!
Reviewed on May 19, 2026

Hotel 1829
Price was CA $3,375, price is now CA $2,541 per person
CA $2,541
per person
Jun 20 - Jun 27
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.6/10 Exceptional! (27 reviews)
Welcoming historic building. The staff was friendly and helpful for any in room needs and knowledgeable for recommendations in town for restaurants and shopping. The restaurant was delicious (the restaurant staff was friendly, personable and amazing), we were visited by the head chef/mastermind, mixologist and manager while dining and all interactions were fantastic.
Our room had an amazing view of the harbor, the pool was great to relax and decompress in, the room was comfortable (didn't realize there was no tv or microwave when booking, this only upheld the historic atmosphere and allowed us to disconnect with the outside world and reconnect with the present).
My only "cons" would be the number of stairs, but that is part of the charm and historic value this amazing hotel brings.
I loved our stay on the island, and I loved our experience at Hotel 1829. I only wish we had more time to explore.
Reviewed on May 15, 2026

Limetree Beach Resort by Club Wyndham
Price was CA $3,227, price is now CA $2,435 per person
CA $2,435
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8.2/10 Very Good! (219 reviews)
The dryer in the laundry room was set for only 6 minutes and did a very poor job even after three cycles (18) minutes of drying a very small load.
Reviewed on May 16, 2026

The Hideaway Hull Bay
Price was CA $3,455, price is now CA $2,618 per person
CA $2,618
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to St. Thomas (STT)
9.6/10 Exceptional! (62 reviews)
What a tropical paradise! We were blown away by Hideaway! If you are looking for a private, family or couple getaway, this is the best place around! The simplicity might be a little less than what some want, but the stay met every one of our needs. The environment was beautiful and the beach was our favorite on the island! Little touches everywhere were not overlooked by my family.
Reviewed on Apr 12, 2026

Villa Island Paradise
Price was CA $3,741, price is now CA $2,838 per person
CA $2,838
per person
Jun 20 - Jun 27
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9/10 Wonderful! (29 reviews)
We had a hard time locating the property, which was likely due to another car blocking the sign. The management was super helpful and once we found it, all was good! The property had everything we needed and we will definitely book here again!
Reviewed on May 13, 2026
Estate Mount Pleasant and Retreat Hotel Deals

Bluebeard's Castle Resort
1331 Estate Taarneberg Charlotte Amalie Saint Thomas
The price is CA $313 per night from Jun 3 to Jun 4
CA $313
CA $422 total
Jun 3 - Jun 4
includes taxes & fees
8.8/10 Excellent! (418 reviews)
"We loved our stay here! Our room was spacious, included a mini kitchen, and had nice, cold AC. The views from the property were gorgeous. Location was excellent and close to downtown Charlotte and not a far drive to the multiple beaches we visited. On the few occasions we dined on-site, the food ..."
Reviewed on May 19, 2026

Margaritaville Vacation Club - St. Thomas
6080 Estate Smith Bay St. Thomas
8/10 Very Good! (2,440 reviews)
"Just don’t waste your money! The food in the restaurant gross and overpriced. Bar tenders suck as they use generic alcohol. The guest services reps are RUDE! You have to tip shuttle drivers if you want a ride to and from your room and the way the layout is of the property you will want/need the shuttle. ..."
Reviewed on May 19, 2026

The Westin St. Thomas Beach Resort & Spa
5 Estate Bakkeroe St. Thomas St. Thomas
The price is CA $548 per night from May 25 to May 26
CA $548
CA $734 total
May 25 - May 26
includes taxes & fees
8.4/10 Very Good! (1,233 reviews)
"The staff was wonderful & our ocean view room was beautiful. Not a lot of entertainment, music, and choices for food. It was ok at best. Hotel is cashless & we were not made aware of that before we went."
Reviewed on May 19, 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







