Kingston Vacations from $537
Book a Hotel + Flight or Car together to unlock savings
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
- Village Cay Hotel and Marina
Dec 14 - Dec 18Village Cay Hotel and Marina + Flight
Wickhams Cay 14 nights3.5 star property8.2/10 - Very good (1,000 reviews)Roundtrip • Atlanta (ATL) - Tortola (EIS)ATL - SJU • Nonstop SJU - ATL • Nonstop$650$537found 1 day agoper traveler - Scrub Island Resort, Spa & Marina
Dec 24 - Dec 27Scrub Island Resort, Spa & Marina + Flight
Scrub Island3 nights5.0 star property9.0/10 - Wonderful (201 reviews)"Unfortunately for us it was low season so only one restaurant was available and that only option was outdoors. Other than that it’s a beautiful resort and property with excellent amenities and views."Reviewed October 31, 2026Roundtrip • Atlanta (ATL) - Tortola (EIS)ATL - EIS • 1 stop EIS - ATL • 1 stop$3,155$2,454found 1 day agoper traveler - The Aerial, BVI
Dec 11 - Dec 15The Aerial, BVI + Flight
East End4 nights4.0 star property9.0/10 - Wonderful (6 reviews)"Stunning. The most relaxing hotel I've ever stayed at. Food was incredible, but pricey, skid the starters (cheaper to order a 2nd entree if you're hungry). Absolutely incredible stay! We stayed in late February and the breeze was incredible. The staff was amazing, the rooms were incredible but only lock from the inside (and they have a safe in each room) I actually loved that I didn't have to worry about a key, and because every room is like that, no one will rob you because everyone's room is..."Reviewed June 2, 2026Roundtrip • Boston (BOS) - Tortola (EIS)BOS - EIS • 1 stop EIS - BOS • 2 stops$3,977$3,124found 1 day agoper traveler - Nanny Cay Resort and Marina
Dec 14 - Dec 18Nanny Cay Resort and Marina + Flight
Road Town4 nights3.0 star property9.4/10 - Exceptional (304 reviews)"Overall, a good property to stay at when you’re chartering a catamaran out of Nanny Cay."Reviewed November 9, 2026Roundtrip • Atlanta (ATL) - Tortola (EIS)ATL - SJU • Nonstop SJU - ATL • Nonstop$850$691found 1 day agoper traveler - Saba Rock Resort
Dec 24 - Dec 27Saba Rock Resort + Flight
Saba Rock3 nights3.5 star property9.8/10 - Exceptional (70 reviews)Roundtrip • Atlanta (ATL) - Tortola (EIS)ATL - EIS • 1 stop EIS - ATL • 1 stop$2,963$2,480found 1 day agoper traveler
Kingston Hotel Deals
Wyndham Tortola BVI Lambert Beach Resort
Wyndham Tortola BVI Lambert Beach Resort"The resort is in a great location with essentially a private beach. Very quiet and secluded. Also a very nice pool/bar. Staff, especially those at the restaurant were very friendly and helpful. Restaurant was quite nice with good food and reasonably priced. No breakfast buffet, so you're paying for every meal. Rooms were small and a little outdated, but clean. AC worked well, which was essential. No hot water, either in sink or shower, so consequently, 4 out of 5 stars overall."
Village Cay Hotel and Marina
Village Cay Hotel and Marina
Maria's By the Sea Hotel
Maria's By the Sea Hotel
"Please understand this place have amazing views, however I reserved a room with a pool on the balcony. To my surprise, the pool was not active, nor was I notified at any point, I basically just had to find that out the gard way. There are many parts of this place that need upgrading but the view makes you forget it all!!!!"
"Overall, a good property to stay at when you’re chartering a catamaran out of Nanny Cay."
"The location of the property was perfect. Our room had the most tranquil and exquisite view of the ocean and some of the surrounding islands. The gentle sound of the waves crashing was therapy for my ears. My husband and I truly enjoyed our time there. Thea was an incredible host. She resolved any issues that arose promptly. Thank you for an awesome experience."
Frequently Asked Questions
How much does a Kingston vacation package cost?
You can grab a vacation package to this popular destination from $537 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.