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.
Club Wyndham Elysian Beach Resort

Club Wyndham Elysian Beach Resort

CA $1,874
per person
Nov 14 - Nov 21
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
8/10 Very good! (201 reviews)
Let me start off by saying the staff was truly amazing!!!! Everyone was always super friendly and nice. The only thing that I have to speak on is that we thought that we were getting bites from mosquitoes but I’m pretty sure that these are bedbugs that was biting us. So I did text the property once I got to Miami. I do have pictures as well. But, everything else was completely a good experience.

Reviewed on Aug 30, 2026

At Home in the Tropics

At Home in the Tropics

CA $2,038
per person
Nov 30 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
9.8/10 Exceptional! (184 reviews)
Excellent place to stay on Saint Thomas. The owners are very responsive, friendly, and accommodating. Clean and spacious rooms a short walk from downtown Charlotte Amalie. This is a small, locally owned "hotel" that has an intimate, relaxed vibe. Easy access and parking.

Reviewed on Aug 3, 2026

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

CA $2,975
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to St. Thomas (STT)
8.4/10 Very good! (1,441 reviews)
Limetree Beach Resort by Club Wyndham

Limetree Beach Resort by Club Wyndham

CA $3,250
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Montreal (YUL) to St. Thomas (STT)
8.2/10 Very good! (239 reviews)
10/10 highly recommend

Reviewed on Sep 12, 2026

The Hideaway Hull Bay

The Hideaway Hull Bay

CA $5,257
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Thomas (STT)
9.6/10 Exceptional! (71 reviews)

Ready to book your vacation to Estate Smith Bay?

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Estate Smith Bay Hotel Deals

Sapphire Beach Resort

Sapphire Beach Resort

6720 Estate Smith Bay St. Thomas
7/10 Good! (301 reviews)
"The room was a little run down"

Reviewed on Sep 8, 2026

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Sapphire Beach Resort
View of Paradise at Sapphire Beach

View of Paradise at Sapphire Beach

6720 Estate Smith Bay St. Thomas
CA $310
CA $590 total
Sep 15 - Sep 16
includes taxes & fees
View of Paradise at Sapphire Beach
Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove

6345 Smith Bay Road St. Thomas
9.6/10 Exceptional! (174 reviews)
"What a pleasure it was to stay on the property. The host took care of us immediately. For any questions we had, they were answered at once. Great condo, best location. Never slept in a more comfi bed, soft sheets, feather pillows - pure luxury. Would choose the same place and the same host when I’m ..."

Reviewed on Sep 5, 2026

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Beachfront Villas at Crystal Cove
See all 480 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.

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 $109
per adult
96% of travellers recommend
Night Kayak Tour St. Thomas - Westin Frenchman's Reef
Champagne Sunset Sail from Margaritaville

Champagne Sunset Sail from Margaritaville

CA $152
per adult
94% of travellers recommend
Champagne Sunset Sail from Margaritaville
Tree Limin' Extreme Zipline

Tree Limin' Extreme Zipline

CA $214
per adult
100% of travellers recommend
Tree Limin' Extreme Zipline
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 $1,874 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.