Kingston Vacations from $1,545

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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!

The Latest Kingston vacation packages

Price found within the past 48 hours. Click for updated prices.
Coconut Tree Villa

Coconut Tree Villa

3.5 out of 5
per person
Oct 11 - Oct 15
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tortola (EIS)
8.6/10 Excellent! (36 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

Scrub Island Resort, Spa & Marina

Scrub Island Resort, Spa & Marina

5 out of 5
Save 100% on your flight
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tortola (EIS)
9/10 Wonderful! (165 reviews)
Staff needs help!!! Horrible service and regards for guest!

Reviewed on Jul 2, 2025

Oil Nut Bay

Oil Nut Bay

4 out of 5
Save 100% on your flight
per person
Oct 11 - Oct 15
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tortola (EIS)
10/10 Exceptional! (1 review)
The Aerial, BVI

The Aerial, BVI

4 out of 5
Save 100% on your flight
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tortola (EIS)
9.6/10 Exceptional! (4 reviews)
Our stay at the Aerial BVI was exceptional. The property is breathtaking, the staff is so kind and cater to your every need. The island has such a special purpose and meaning behind it bad we were so happy to experience it. We took advantage of the horseback riding, spa treatments, night glass bottom kayak ride. The food was all farm to table and healthy and the beach was beautiful. I can’t say enough about the room design and the stunning ocean views. This property is one of a kind and a rare gem. Every detail is so thought out and the focus is on healing and wellness which I love. We will definitely be back and have already told all of our loved ones.

Reviewed on Jul 9, 2024

M&M Cooper Bay - The Cooper Bay Villas

M&M Cooper Bay - The Cooper Bay Villas

4 out of 5
Save 100% on your flight
per person
Sep 9 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tortola (EIS)
No reviews
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Discover the most popular places to visit in Kingston

Trunk Bay Beach

Trunk Bay Beach

4.5/5(210 reviews)

If a restful vacation is part of your travel plans, Trunk Bay Beach might be the perfect place to seek out during your trip to Road Town. Stroll along the seaside or seek out the sailing opportunities.

Trunk Bay Beach

Tortola Cruise Ship Port

4/5(144 reviews)

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

Anegada Island

5/5(2 reviews)

Commune with nature and explore the great outdoors at Anegada Island during your travels in Road Town. Wander the beautiful beaches and seaside in this romantic area.

Anegada Island

What to do in Kingston

Relax your body, calm your mind, and soothe your soul. Let the healing power of touch transport you to a state of blissful serenity

"Thai Reiki Massage: A Fusion of Tranquility and Healing"

$220
per adult
"Thai Reiki Massage: A Fusion of Tranquility and Healing"
Destination Host

The British Virgin Islands Food Taste Experience

$80
per adult
80% of travellers recommend
The British Virgin Islands Food Taste Experience
NautiGal

Private Full Day Baths and Beyond Tour in Tortola BVI

$1,650
per traveler
Private Full Day Baths and Beyond Tour in Tortola BVI
See all activities in Kingston

Kingston Hotel Deals

Village Cay Hotel and Marina

Village Cay Hotel and Marina

3.5 out of 5
Nibbs St, Road Town, Tortola
$160 nightly
The price is $175 total per night from Aug 8 to Aug 9
$175 total
Aug 8 - Aug 9
Total includes taxes and fees
8/10 Very Good! (742 reviews)
"Our room had plumbing issues. The hot water pipe started a loud knocking then no hot water for an hour when it just started back. This was after 9pm."

Reviewed on Jul 17, 2025

Village Cay Hotel and Marina
Wyndham Tortola BVI Lambert Beach Resort

Wyndham Tortola BVI Lambert Beach Resort

4.5 out of 5
East End, East End, Tortola
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $222 total per night from Jul 21 to Jul 22
$222 total
Jul 21 - Jul 22
Total includes taxes and fees
8.6/10 Excellent! (574 reviews)
"Paradise!!!"

Reviewed on Jul 13, 2025

Wyndham Tortola BVI Lambert Beach Resort
Maria's By the Sea Hotel

Maria's By the Sea Hotel

3.5 out of 5
Road Town, Road Town, Tortola
$245 nightly
The price is $267 total per night from Jul 21 to Jul 22
$267 total
Jul 21 - Jul 22
Total includes taxes and fees
8.8/10 Excellent! (896 reviews)
"The property was nice and quiet and all the staff were very pleasant and welcoming."

Reviewed on Jul 19, 2025

Maria's By the Sea Hotel
See all 407 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.

Find the Best Kingston Vacation Packages

Kingston Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Terrance B. Lettsome Intl. Airport (EIS)
Top Sights
Trunk Bay Beach, St. George’s Anglican Church and Biras Creek Trail

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Frequently asked questions

How much does a Kingston vacation package cost?
You can grab a vacation package to this popular destination from $1,545 on Expedia. However, how much your vacation to Kingston costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Kingston?
May, June and December are great times to look for cheap Kingston vacation packages. Opting to travel in quieter months means you can usually find lower prices on flights and accommodations.
How many days is enough for Kingston?
Typically, a handful of days is enough to check out the top attractions during your Kingston vacation. But if you prefer to have more time to kick back or take day tours, consider extending your trip.
How to find the best Kingston package deals?
Begin your search for a Kingston package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Kingston package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Kingston getaway off to a flying start.
Is it cheaper to book a Kingston vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component individually. And you'll still have the freedom to create a personalized Kingston vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Kingston?
If you've got your Kingston travel dates locked in, book as soon as you can to score some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Kingston vacation packages?
Secure your perfect escape to Kingston with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait until your next paycheck — we've partnered with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily budget for your trip and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.