Name: Windward Passage Hotel
Price range: CA $232
Rating: 7

Your Estate Calabash Boom Vacation

Say goodbye to the stress of planning and hello to a Estate Calabash Boom vacation package. With the finer details organized before you go, you can focus on discovering the best of this city, starting with Belle Vue, which is great for views, underwater activities and watersports. Fill your spare time with visits to Trunk Bay, Annaberg Plantation and Cinnamon Bay Beach, some of the top attractions you just have to see during a trip to Estate Calabash Boom. Don't delay exploring this city any longer. Your dream Estate Calabash Boom vacation is only a few clicks away with Expedia.

Top Estate Calabash Boom Vacation Deals

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

Sapphire Beach Villa

CA $1,682

per person

Nov 11 - Nov 16

found 2 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

9.4/10 Exceptional! (65 reviews)

Liked everything-villa, location, beach, pool, condition of community.

Reviewed on Jul. 22, 2025

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

CA $4,408

per person

Nov 22 - Nov 29

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to St. Thomas (STT)

9.2/10 Wonderful! (33 reviews)

Limetree Beach Resort by Club Wyndham

CA $1,936

per person

Nov 11 - Nov 16

found 2 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

8.2/10 Very Good! (195 reviews)

Room very cute and accommodating. Me and my husband brought our 21 yr old daughter and it was nice that our king size bed was in the loft area so our daughter had the downstairs area with the pull out sofa and balcony to give her space as well. The only negative of the room was the carpet had a couple of stains that should have been treated/cleaned.

Reviewed on Aug. 18, 2025

Hotel Sophia Boutique Hotel

CA $2,285

per person

Nov 22 - Nov 29

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to St. Thomas (STT)

8.2/10 Very Good! (31 reviews)

Beautiful views of the water. The room was clean, comfortable, and the host was great to deal with.

Reviewed on Jun. 30, 2025

Windward Passage Hotel

CA $1,713

per person

Oct 5 - Oct 11

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to St. Thomas (STT)

7/10 Good! (1,378 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

Ready to book your vacation to Estate Calabash Boom?

Choose your dates

Estate Calabash Boom Hotel Deals

Margaritaville Vacation Club - St. Thomas

6080 Estate Smith Bay, St. Thomas

CA $321

CA $361 total

Sep 3 - Sep 4

includes taxes & fees

8/10 Very Good! (2,207 reviews)

"Seaweed"

Reviewed on Sep. 1, 2025

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 $343

CA $498 total

Sep 16 - Sep 17

includes taxes & fees

8.2/10 Very Good! (1,014 reviews)

"The staff here was exceptionally nice, friendly and helpful. That’s honestly the best amenity."

Reviewed on Sep. 1, 2025

Windward Passage Hotel

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

Fully refundableReserve now, pay when you stay

CA $232

CA $284 total

Sep 3 - Sep 4

includes taxes & fees

7/10 Good! (1,362 reviews)

"I liked everything"

Reviewed on Aug. 31, 2025

See all 3,759 properties in Estate Calabash Boom

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.