Kingston Vacations from $1,620
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The Latest Kingston Vacation Packages
- Cane Garden Bay Beach Hotel
Sep 14 - Sep 20Cane Garden Bay Beach Hotel + Flight
Cane Garden Bay6 nights3.5 star property9.8/10 - Exceptional (276 reviews)"Me encantó ya que todo era nuevo limpio y el personal muy atento mi tarjeta se desactivó y ellos rápidamente me arreglaron la tarjeta y me acompañaron al elevador para probarla. Fue un fin de semana increíble!"Reviewed August 2, 2026Roundtrip • Boston (BOS) - Tortola (EIS)BOS - EIS • 1 stop EIS - BOS • 1 stop$1,980$1,620found 1 day agoper traveler - Scrub Island Resort, Spa & Marina
Sep 14 - Sep 20Scrub Island Resort, Spa & Marina + Flight
Scrub Island6 nights5.0 star property9.2/10 - Wonderful (198 reviews)"The room where very nice and clean."Reviewed July 29, 2026Roundtrip • Boston (BOS) - Tortola (EIS)BOS - EIS • 1 stop EIS - BOS • 2 stops$2,991$2,114found 23 hours agoper traveler - The Aerial, BVI
Oct 6 - Oct 11The Aerial, BVI + Flight
East End5 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 • 1 stop - Saba Rock Resort
Oct 21 - Oct 25Saba Rock Resort + Flight
Saba Rock3 nights3.5 star property9.8/10 - Exceptional (66 reviews)"Great place"Reviewed August 4, 2026Roundtrip • New York (NYC) - Tortola (EIS)JFK - VIJ • 1 stop VIJ - JFK • 1 stop$2,237$1,830found 4 hours agoper traveler - Long Bay Beach Resort
Oct 6 - Oct 11Long Bay Beach Resort + Flight
West End5 nights4.5 star property9.2/10 - Wonderful (219 reviews)"Amazing place , I had the room that led to the beach, but any place that you could hear is gonna have a good view and easy access to this beach. It’s like only your own resort it’s not overcrowded."Reviewed August 4, 2026Roundtrip • Boston (BOS) - Tortola (EIS)BOS - EIS • 1 stop EIS - BOS • 1 stop$2,714$2,230found 1 day agoper traveler
Kingston Hotel Deals
Maria's By the Sea Hotel
Maria's By the Sea Hotel"perfect property and very gracious team - highly recommended"
Wyndham Tortola BVI Lambert Beach Resort
Wyndham Tortola BVI Lambert Beach Resort
Village Cay Hotel and Marina
Village Cay Hotel and Marina"I would stay here again"
"Great location, really nice staff. Felt like home"
"Good"
"Me encantó ya que todo era nuevo limpio y el personal muy atento mi tarjeta se desactivó y ellos rápidamente me arreglaron la tarjeta y me acompañaron al elevador para probarla. Fue un fin de semana increíble!"
"Beautiful Villa with ocean view. 5 to 7 minute walk to a beautiful beach in Cane Bay love the balcony that each room had along with an amazing and comfortable king size bed. It was spotless and they had the courtesy of living bottled waters, and some soft drinks in the fridge for us."
Frequently Asked Questions
How much does a Kingston vacation package cost?
You can grab a vacation package to this popular destination from $1,620 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.