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.
Crystal Cove Beachfront Pool Tennis

Crystal Cove Beachfront Pool Tennis

3 out of 5
Price was CA $3,389, price is now CA $2,813 per person
CA $2,813
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
8/10 Very good! (22 reviews)
Unit highly recommended! Great location, nice host.

Reviewed on Oct 31, 2026

Calichi at Picture Point

Calichi at Picture Point

4 out of 5
Save 100% on your flight
Price was CA $5,116, price is now CA $4,138 per person
CA $4,138
per person
Jan 22 - Jan 29
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
9.8/10 Exceptional! (86 reviews)
Amazing view!!! rooftop hot tub at Papaya was awesome!! Pool and amenities are great!! Keep in mind lots of steps to get to the pool and power grid going out can happen but aside from that it was a dream!! Will definitely come back someday!!

Reviewed on Oct 23, 2026

The Saint Resort

The Saint Resort

3 out of 5
Price was CA $3,298, price is now CA $2,926 per person
CA $2,926
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to St. Thomas (STT)
9.2/10 Wonderful! (52 reviews)
Good location. Pool was nice.

Reviewed on Nov 2, 2026

Villa Island Paradise

Villa Island Paradise

4 out of 5
Save 100% on your flight
Price was CA $9,710, price is now CA $6,694 per person
CA $6,694
per person
Dec 20 - Dec 26
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to St. Thomas (STT)
9.6/10 Exceptional! (41 reviews)
View was amazing . Unit itself was very unique

Reviewed on Sep 13, 2026

Margaritaville Vacation Club - St. Thomas

Margaritaville Vacation Club - St. Thomas

4 out of 5
Price was CA $3,851, price is now CA $2,985 per person
CA $2,985
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to St. Thomas (STT)
8/10 Very good! (2,461 reviews)
The hotel was good; the best part was the entertainment from 7 to 9 PM, which was a lot of fun—it’s sad it ends so early, leaving nothing else to do afterward. The room was excellent, but the one thing that really bothered me was the roosters around the hotel; they would wake me up every single day at 4 AM, crowing continuously throughout the early morning until dawn.

Reviewed on Nov 6, 2026

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Estate Smith Bay Hotel Deals

Sapphire Beach Resort

Sapphire Beach Resort

3 out of 5
6720 Estate Smith Bay St. Thomas
7/10 Good! (303 reviews)
"I wouldn’t have booked here if knew the pool was shut down with caution tape all around. Wifi only worked 1 day. Showers were less than warm. We did love Sea Salt next door for my birthday dinner. The overall experience did not reflect on what I paid."

Reviewed on Oct 6, 2026

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Sapphire Beach Resort
Point Pleasant Resort

Point Pleasant Resort

4 out of 5
6600 Estate Smith Bay St. Thomas St. Thomas
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Point Pleasant Resort
Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove

4 out of 5
6345 Smith Bay Road St. Thomas
The price is CA $262 per night from Nov 25 to Nov 26
CA $262
CA $708 total
Nov 25 - Nov 26
includes taxes & fees
9.6/10 Exceptional! (178 reviews)
"Excellent value for the price! Leah and Norma were very kind and great with communication. We thoroughly enjoyed our stay. Crystal Cove is located close to everything. Looking forward to our next trip out!"

Reviewed on Oct 28, 2026

Beachfront Villas at Crystal Cove
See all 477 properties in Estate Smith Bay
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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Stay near popular Estate Smith Bay attractions

Wyndham Sugar Bay Beach

Why not spend a lazy afternoon at Wyndham Sugar Bay Beach during your trip to Frydendal? Amble around this romantic area's beautiful beaches, or seek out the snorkeling spots.
See properties

What to do in Estate Smith Bay

Night Kayak Tour St. Thomas - Westin Frenchman's Reef

Night Kayak Tour St. Thomas - Westin Frenchman's Reef

CA $111
per adult
96% of travellers recommend
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
Snorkel & Swim with the Turtles. Private Boat to Buck Island

Snorkel & Swim with the Turtles. Private Boat to Buck Island

CA $226
per traveller
90% of travellers recommend
Snorkel & Swim with the Turtles. Private Boat to Buck Island
Sunset Sail with Cocktails and Appetizers

Sunset Sail with Cocktails and Appetizers

CA $134
per adult
98% of travellers recommend
Sunset Sail with Cocktails and Appetizers
See all activities in Estate Smith Bay

Frequently asked questions

How much does an Estate Smith Bay vacation package cost?
Offering excellent value package deals from CA $2,813 on Expedia, you'll be surprised at how little a vacation to Estate Smith Bay costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Estate Smith Bay?
You can typically find lower prices and greater availability in September, October and November. Browse our cheap Estate Smith Bay vacation packages and you could score some great off-season discounts.
How many days is enough for Estate Smith Bay?
We'd suggest booking an Estate Smith Bay vacation for a minimum of 5 days. This gives you time to check off top attractions such as Coki Point Beach and Secret Harbour Beach, and explore neighbourhoods like Estate Kings Quarter and Estate Demarara. You could even fit in a day trip or two from Estate Smith Bay.
How to find the best Estate Smith Bay package deals?
Use Expedia's handy filters to find some unbeatable Estate Smith Bay package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Estate Smith Bay package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book an Estate Smith Bay vacation as a package?
You can enjoy significant savings on your Estate Smith Bay escape by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Estate Smith Bay?
Secure fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Estate Smith Bay escape.
How to plan a trip to Estate Smith Bay?

  1. Pick your dates: The things you want to do in Estate Smith Bay and your favourite season can help you decide when to get away.
  2. Plan your budget wisely: As well as the price of your accommodations, you'll need to consider other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Estate Smith Bay.
  3. Decide how long to go away for: Now that you're up to speed on Estate Smith Bay, you can work out the perfect length of your break. Put together a draft plan and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalized Estate Smith Bay vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.