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.
Mandarin Oriental, Canouan
CA $9,314
per person
Nov 29 - Dec 6
found 1 day 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
Bequia Plantation Hotel
CA $3,817
per person
Nov 29 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Argyle (SVD)
9.2/10 Wonderful! (450 reviews)
Always a wonderful time. Staff, cleanliness of the property and scenery always have me coming back.
Thank you!
Reviewed on Oct 13, 2026
Ready to book your vacation to Charlestown?
Charlestown Hotel Deals
Mandarin Oriental, Canouan
Carenage Bay Canouan Island
CA $1,200
CA $1,481 total
Oct 19 - Oct 20
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
Soho Beach House Canouan
Grand Bay Canouan Island Saint Vincent and the Grenadines
CA $765
CA $977 total
Oct 29 - Oct 30
includes taxes & fees
Canouan Estate Resort & Villas
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
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.
Frequently asked questions
How much does a Charlestown vacation package cost?
You can snap up a vacation package to this popular destination from CA $2,067 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?
- 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.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
