Charlestown Vacation Packages

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Your Charlestown Vacation

There's no better way to escape than with one of our vacation packages to Charlestown. The rich history and coastal scenery are just a couple of the countless reasons you'll want to stay in this fascinating city. A trip to Charlestown is a great opportunity to go sightseeing. Make sure you visit well-known attractions like Tobago Cays, Mount Royal and Canouan Golf Club. Stop daydreaming and start adventuring. Explore the wide range of options on Expedia today and put your Charlestown vacation plans in motion!

Top Charlestown Vacation Deals

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

Grenadine House

4 out of 5
Price was CA $1,414, price is now CA $1,304 per person
CA $1,304
per person
Aug 31 - Sep 2
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Argyle (SVD)
9.4/10 Exceptional! (391 reviews)
very nice and helpful staff!!!

Reviewed on Jun 13, 2026

Soho Beach House Canouan

Soho Beach House Canouan

2.5 out of 5
Price was CA $2,902, price is now CA $2,009 per person
CA $2,009
per person
Aug 31 - Sep 2
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Canouan Island (CIW)
10/10 Exceptional! (4 reviews)

The Liming Bequia

The Liming Bequia

4.5 out of 5
Price was CA $1,807, price is now CA $1,648 per person
CA $1,648
per person
Aug 31 - Sep 2
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Argyle (SVD)
9.6/10 Exceptional! (115 reviews)
Very relaxing and quite resort. I solo traveled and enjoyed every moment of it! Beautiful room with a private pool and right by the beach. The staff was very friendly and helpful. I recommend going to Princess Margaret beach.

Reviewed on May 16, 2026

Mandarin Oriental, Canouan

Mandarin Oriental, Canouan

5 out of 5
Price was CA $3,191, price is now CA $2,920 per person
CA $2,920
per person
Aug 31 - Sep 2
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Canouan Island (CIW)
9.8/10 Exceptional! (6 reviews)
An absolutely incredible experience; start to finish! Pre-departure, the hotel staff ensure smooth airport transfers as well as a full menu of daily activities to consider. Upon arrival and throughout our stay, Mandarin's hotel staff exceeded our expectations. There is plenty to do on the premises and the food was excellent. The surrounding restaurants are also terrific and everything is a short drive from the hotel. Highly recommended.

Reviewed on May 2, 2022

LA Vue Boutique Hotel & Beach Club

LA Vue Boutique Hotel & Beach Club

3.5 out of 5
Price was CA $1,535, price is now CA $1,414 per person
CA $1,414
per person
Aug 31 - Sep 2
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Argyle (SVD)
8.2/10 Very good! (106 reviews)
I love it there, can’t wait to go back.

Reviewed on Jul 16, 2026

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Charlestown Hotel Deals

Mandarin Oriental, Canouan

Mandarin Oriental, Canouan

5 out of 5
Carenage Bay Canouan Island
The price is CA $1,724 per night from Aug 6 to Aug 7
CA $1,724
CA $2,125 total
Aug 6 - Aug 7
includes taxes & fees
9.8/10 Exceptional! (6 reviews)
"An absolutely incredible experience; start to finish! Pre-departure, the hotel staff ensure smooth airport transfers as well as a full menu of daily activities to consider. Upon arrival and throughout our stay, Mandarin's hotel staff exceeded our expectations. There is plenty to do on the premises ..."

Reviewed on May 2, 2022

Mandarin Oriental, Canouan
Soho Beach House Canouan

Soho Beach House Canouan

2.5 out of 5
Grand Bay Canouan Island Saint Vincent and the Grenadines
The price is CA $757 per night from Aug 4 to Aug 5
CA $757
CA $936 total
Aug 4 - Aug 5
includes taxes & fees
Soho Beach House Canouan
Canouan Estate Resort & Villas

Canouan Estate Resort & Villas

4 out of 5
Carenage Bay Canouan Island Grenadines
10/10 Exceptional! (1 review)
Exceptional
"It’s hard to overstate the elegance of the Resort villas. Complete with maid and butler. Very expensive weekend though."

Reviewed on Mar 4, 2024

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Canouan Estate Resort & Villas
See all 53 properties in Charlestown
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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Frequently asked questions

How much does a Charlestown vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,304 on Expedia. However, how much your vacation to Charlestown costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Charlestown?
Plan your getaway for the low or shoulder season and you're likely to get cheap Charlestown vacation packages. Bear in mind that school vacation periods and local festivals and events can have an impact on prices, so do a little research before you go.
How many days is enough for Charlestown?
Charlestown vacations can be as short or long as you like, but to get a real feel for this destination, we reckon 4 days is a good ballpark. With this timeframe, you can visit headline attractions like Tobago Cays and Canouan Golf Club and seek out some underrated spots. Don't miss out on cool areas such as Carenage and Barbruce either. If you're clever with your time, you can even allow for a day trip or two from Charlestown too.
How to find the best Charlestown package deals?
Finding a cheap Charlestown package deal is a breeze with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Charlestown package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Charlestown vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and stays individually. Better still, you can personalize your Charlestown trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Charlestown?
Land incredible discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Charlestown vacation.
How to plan a trip to Charlestown?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Charlestown.
  2. Figure out your budget: Ensure you have enough money to pay for everything from food and transportation to flights and activities. Your accommodations will likely be the largest expense during your trip to Charlestown.
  3. Set the duration of your trip: Start by making a list of all the attractions you'd like to experience in Charlestown. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Charlestown vacation package.

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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.