Kingston Vacation Packages

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Your Kingston Vacation

Say farewell to planning worries and hello to a Kingston vacation package. With the finer details organized before you go, you can focus on discovering the best of this city, starting with Wickhams Cay 1, which is good for views, dining and shopping. Make your trip to Kingston even more fun and exciting by going sightseeing. Cane Garden Bay Beach, Anegada Island and Nanny Cay are some of the top attractions you'll want to explore. Stop dreaming and start doing. Explore the broad range of options on Expedia today and finally put your Kingston vacation plans in motion!

Top Kingston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Paradise Suites Hotel

Paradise Suites Hotel

2 out of 5
Price was CA $2,272, price is now CA $2,057 per person
CA $2,057
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Tortola (EIS)
5.6/10 (26 reviews)
Mattress was not firm. Room was small, looked like it was furnished from garage sales.

Reviewed on Mar. 24, 2025

Rosewood Little Dix Bay

Rosewood Little Dix Bay

5 out of 5
Price was CA $4,350, price is now CA $3,342 per person
CA $3,342
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Tortola (EIS)
9.2/10 Wonderful! (92 reviews)
The property and rooms are amazing, the restaurants, bars were top shelf. our butler was extremely attentive and helpful. Highly recommended.

Reviewed on Apr. 28, 2025

Coconut Tree Villa

Coconut Tree Villa

3.5 out of 5
Price was CA $3,922, price is now CA $3,225 per person
CA $3,225
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Tortola (EIS)
8.6/10 Excellent! (37 reviews)
A Mixed Stay at Coconut Tree Villa Our recent stay at Coconut Tree Villa offered some enjoyable aspects, but it also had significant shortcomings that impacted our overall experience. While we appreciate the villa's potential, it felt more akin to a "poor college student's style" accommodation rather than a well-maintained vacation rental. The most notable issues were the broken couches indoors, which made relaxing comfortably quite difficult. Additionally, the outdoor furniture lacked cushions, which really detracted from our ability to enjoy the outdoor spaces and made them less inviting. With some much-needed updates and attention to comfort, Coconut Tree Villa could truly shine. However, as it stands, these issues prevented our stay from being as comfortable and enjoyable as we had hoped.

Reviewed on Jul. 2, 2025

Oil Nut Bay

Oil Nut Bay

4 out of 5
Price was CA $6,291, price is now CA $4,557 per person
CA $4,557
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Tortola (EIS)
10/10 Exceptional! (1 review)
Bitter End Yacht Club

Bitter End Yacht Club

3.5 out of 5
Price was CA $5,282, price is now CA $4,284 per person
CA $4,284
per person
Nov 16 - Nov 22
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Tortola (EIS)
9/10 Wonderful! (46 reviews)
it was amazing; the spot the beaches, the staff, the wifi and the activities are out of this world.

Reviewed on Jul. 12, 2017

Ready to book your vacation to Kingston?

 

Choose your dates

Kingston Hotel Deals

Village Cay Hotel and Marina

Village Cay Hotel and Marina

3.5 out of 5
Nibbs St, Road Town, Tortola
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from Aug 26 to Aug 27
CA $205
CA $242 total
Aug 26 - Aug 27
includes taxes & fees
8/10 Very Good! (762 reviews)
"The staff were great!!!"

Reviewed on Aug. 21, 2025

Village Cay Hotel and Marina
Sebastian's on the Beach

Sebastian's on the Beach

3 out of 5
Apple Bay, West End, Tortola
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Sep 1 to Sep 2
CA $199
CA $239 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (827 reviews)
"In house restaurant is a good choice."

Reviewed on Aug. 18, 2025

Sebastian's on the Beach
Wyndham Tortola BVI Lambert Beach Resort

Wyndham Tortola BVI Lambert Beach Resort

4.5 out of 5
East End, East End, Tortola
The price is CA $256 per night from Aug 26 to Aug 27
CA $256
CA $307 total
Aug 26 - Aug 27
includes taxes & fees
8.6/10 Excellent! (587 reviews)
"We appreciated the staff accommodating a late checkout for our group. We unfortunately were here when Hurricane Erin was in the vicinity and we needed a place to hang prior to our catamaran excursion."

Reviewed on Aug. 16, 2025

Wyndham Tortola BVI Lambert Beach Resort
See all 439 properties in Kingston
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.
All Inclusive Vacations
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Beach Vacations
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Family Vacations
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Discover the most popular places to visit in Kingston

Tortola Cruise Ship Port

Explore the waterfront in Road Town with a trip to Tortola Cruise Ship Port. Wander the beautiful beaches and seaside in this romantic area.

Tortola Cruise Ship Port

What to do in Kingston

Destination Host

The British Virgin Islands Food Taste Experience

CA $110
per adult
80% of travellers recommend
The British Virgin Islands Food Taste Experience
Cane Gardens Bay

Beach Excursion in Tortola and sightseeing in Fahie Hills

CA $103
per adult
Beach Excursion in Tortola and sightseeing in Fahie Hills
Yum-Brella Main Street Walking Food Tour

Yum-Brella Main Street Walking Food Tour

CA $138
per adult
Yum-Brella Main Street Walking Food Tour
See all activities in Kingston

Frequently asked questions

How much does a Kingston vacation package cost?
You'll find cheap prices from CA $2,057 on Expedia for your Kingston escape. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Kingston costs.
What are the cheapest months to go to Kingston?
August, September and October are the best times to search for cheap Kingston vacation packages. Travelling in quieter periods means you can usually find better prices on flights and accommodations.
How many days is enough for Kingston?
To fully enjoy your Kingston vacation, we suggest booking for 2 days. Split your time between visiting Trunk Bay Beach, Sea Cow Bay and other major sights, as well as exploring neighbourhoods like Wickhams Cay 1 and Waterfront. If you've got some spare time, include a day trip in your Kingston vacation itinerary.
How to find the best Kingston package deals?
Use Expedia's filters to find some great Kingston package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Kingston package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Kingston 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 Kingston escape to fit your exact needs. Pick 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 Kingston?
If you're planning an impromptu Kingston getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Kingston?

  1. Pick your dates: The things you'd like to do in Kingston and your favourite season will help you decide when to get away.
  2. Figure out your budget: Make sure you have enough money to cover everything from dining out and transportation to activities and flights. Your accommodations will probably be the largest expense during your trip to Kingston.
  3. Decide how many days away: Start by compiling a list of the attractions you want to get to in Kingston. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your airfare and accommodations: Once you've settled on your travel dates and duration, lock in the ideal Kingston vacation package for you.

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