Name: Windward Passage Hotel
Price range: CA $234

Your Estate Canaan and Sherpenjewel Vacation

When a getaway to the city is calling, answer it with a Estate Canaan and Sherpenjewel vacation package. The neighborhood of Estate Charlotte Amalie, which is great for shopping, markets and culture, makes a wonderful base for your adventures. Make your trip to Estate Canaan and Sherpenjewel even more enjoyable by including some sightseeing. Magens Bay Beach, Coki Point Beach and Blackbeards Castle are among the most popular attractions you'll want to explore. Stop dreaming and start doing. Explore the many options on Expedia today and put your Estate Canaan and Sherpenjewel vacation plans into motion!

Top Estate Canaan and Sherpenjewel Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Windward Passage Hotel

CA $1,076

per person

Nov 2 - Nov 6

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to St. Thomas (STT)

7/10 Good! (1,392 reviews)

Property is okay, it’s a good looking to walk around to lots of shops and restaurants but not much on property itself.

Reviewed on Sep. 1, 2025

Margaritaville Vacation Club - St. Thomas

CA $1,271

per person

Nov 2 - Nov 6

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to St. Thomas (STT)

8/10 Very Good! (2,231 reviews)

I took my daugnter who is 11 here for a mom and daughter vacation. The smell wasnt as bad as others described. You only smell it at the bottom pool area. They also have a second hitop pool and bar which is lovely and you dont smell the sargasm at all. I loved our stay the property grounds and rooms were well kept. The only thing that rubbed me the wrong way was I was forced into a timeshare presentation which was only suppose to last 90 mins and they kept me and my daughter there for 4 hours! Besides that we had a wonderful stay made quite a few vacation friends a ton of wonderful memories & truly enjoyed our stay at this property.

Reviewed on Sep. 8, 2025

Club Wyndham Elysian Beach Resort

CA $2,335

per person

Nov 30 - Dec 5

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to St. Thomas (STT)

7.8/10 Good! (166 reviews)

Clean room. Staff are very slow if you need towels or a refill on shampoo or body wash or staff just doesn’t answer when you call the desk

Reviewed on Sep. 3, 2025

Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas

CA $3,067

per person

Nov 1 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

9.2/10 Wonderful! (33 reviews)

At Home in the Tropics

CA $1,901

per person

Nov 30 - Dec 5

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to St. Thomas (STT)

9.8/10 Exceptional! (148 reviews)

The property managers made me feel very welcomed and this property stays locked so me and my girlfriend felt very safe the entire trip. Planning on saving more money and will come back to visit asap. Would recommend to anyone and everyone visiting st Thomas

Reviewed on Jul. 21, 2025

Ready to book your vacation to Estate Canaan and Sherpenjewel?

Choose your dates

Estate Canaan and Sherpenjewel Hotel Deals

Margaritaville Vacation Club - St. Thomas

6080 Estate Smith Bay, St. Thomas

CA $397

CA $447 total

Sep 9 - Sep 10

includes taxes & fees

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe, Po Box 7100, St. Thomas, St. Thomas

Fully refundableReserve now, pay when you stay

CA $331

CA $484 total

Sep 22 - Sep 23

includes taxes & fees

Windward Passage Hotel

Veterans Drive Charlotte Amali, Po Box 640, St. Thomas, St. Thomas

Fully refundableReserve now, pay when you stay

CA $234

CA $286 total

Sep 9 - Sep 10

includes taxes & fees

See all 3,776 properties in Estate Canaan and Sherpenjewel

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.