Estate Smith Bay Vacation Packages
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Your Estate Smith Bay Vacation
Uncover the best of Estate Smith Bay with a tailor-made Estate Smith Bay vacation package. From its coastal scenery and tropical climate to its spectacular views, you'll love discovering this hilly city in the way that you want. Fill your spare time with visits to Magens Bay Beach, Coki Point Beach and Blackbeards Castle, some of the top attractions you should see during a trip to Estate Smith Bay. No matter your travel plans or budget, putting together a tailored Estate Smith Bay vacation is easy with Expedia.
Top Estate Smith Bay Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Shibui Cove
Price was CA $1,733, price is now CA $1,275 per person
CA $1,275
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
7.4/10 Good! (6 reviews)
Not everything was operational in the apt. Lights/fans etc. but was an awesome place to stay.
Reviewed on May 15, 2026
Bluebeard's Castle Resort
Price was CA $1,957, price is now CA $1,382 per person
CA $1,382
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9/10 Wonderful! (458 reviews)
Morning check attitude of the desk clerk was “ we have your money now go away”.
Won’t stay there again
Reviewed on Jun 12, 2026
Limetree Beach Resort by Club Wyndham
Price was CA $2,526, price is now CA $1,904 per person
CA $1,904
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
8.2/10 Very Good! (222 reviews)
Surprised by power outages. TVS did not include guides to determine channels. The restaurant service seemed rather slow.
Reviewed on May 20, 2026
Hotel 1829
Price was CA $2,677, price is now CA $2,023 per person
CA $2,023
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.8/10 Exceptional! (32 reviews)
It’s a stunning, unique hotel. One great way to keep the wrong people from visiting? Tell them that there are no televisions in the rooms! From my perspective, that’s a big plus! And it signals that this hotel, combines luxury, history, and is aimed at the type of traveler who did not come to watch TV..
Reviewed on May 25, 2026
Sapphire Sanctuary by the Sea
Price was CA $2,044, price is now CA $1,548 per person
CA $1,548
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.2/10 Wonderful! (47 reviews)
This place was close to all the amenities and was a comfortable beach side bungalow for grampa to entertain his grandsons and his kids. Cool place. A kitchen to take care of family needs and a step away from beachside bar. The unit itself great for 5 and has 2 nice bathrooms. We had access to snorkeling equipment, beach towels, beach chairs and a great sandy beach.
Reviewed on Nov 23, 2025
Estate Smith Bay Hotel Deals
Sapphire Beach Resort
6720 Estate Smith Bay St. Thomas
7/10 Good! (286 reviews)
"Be sure to clarify what specific room you are getting prior to your trip. Ours what not the same level of quality as the one we had expected. And after a couple days of investigating we realized there was bat droppings falling on our bed and they were unable to move us to another room until whole ..."
Reviewed on Jun 3, 2026
View of Paradise at Sapphire Beach
6720 Estate Smith Bay St. Thomas
The price is CA $312 per night from Jul 4 to Jul 5
CA $312
CA $594 total
Jul 4 - Jul 5
includes taxes & fees
9/10 Wonderful! (240 reviews)
"Absolutely loved our stay. Responsive host , comfortable beds, plenty of towels and. Well equipt kitchen. Location was wonderful for our stay with close onsite dinning as well as taxi services out front. 10/10 recommended!"
Reviewed on Jun 6, 2026
Point Pleasant Resort
6600 Estate Smith Bay St. Thomas St. Thomas
8.6/10 Excellent! (1,000 reviews)
"The room and property were clean and well maintained. The staff was friendly and helpful."
Reviewed on May 18, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
