Kingston Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Kingston vacation deals
- Fort Burt Hotel
Aug 30 - Sept 5Fort Burt Hotel + Flight
Waterfront6 nights3.5 star property6.6/10 - (421 reviews)"Good"Reviewed July 28, 2026Roundtrip • Toronto (YTO) - Tortola (EIS)YYZ - EIS • 2 stops EIS - YYZ • 2 stopsCA $1,969CA $1,585found 1 day agoper traveller - Scrub Island Resort, Spa & Marina
Aug 30 - Sept 5Scrub 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 • Toronto (YTO) - Tortola (EIS)YYZ - EIS • 2 stops EIS - YYZ • 2 stopsCA $3,825CA $2,750found 1 day agoper traveller - Coconut Tree Villa
Sept 2 - Sept 7Coconut Tree Villa + Flight
East End5 nights3.5 star property8.6/10 - Excellent (40 reviews)"Beautiful scenery "Reviewed May 18, 2026Roundtrip • Toronto (YTO) - Tortola (EIS)YYZ - EIS • 1 stop EIS - YYZ • 2 stopsCA $2,667CA $2,119found 1 day agoper traveller - Cane Garden Bay Beach Hotel
Aug 30 - Sept 5Cane Garden Bay Beach Hotel + Flight
Cane Garden Bay6 nights3.5 star property9.8/10 - Exceptional (274 reviews)"Súper!"Reviewed July 30, 2026Roundtrip • Toronto (YTO) - Tortola (EIS)YYZ - EIS • 2 stops EIS - YYZ • 2 stopsCA $2,664CA $2,147found 1 day agoper traveller - The Aerial, BVI
Oct 7 - Oct 11The 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 • Toronto (YYZ) - Tortola (EIS)YYZ - EIS • 2 stops EIS - YYZ • 1 stopCA $5,340CA $4,494found 1 day agoper traveller
Kingston Hotel Deals
Village Cay Hotel and Marina
Village Cay Hotel and Marina
Wyndham Tortola BVI Lambert Beach Resort
Wyndham Tortola BVI Lambert Beach Resort
Maria's By the Sea Hotel
Maria's By the Sea Hotel
Scrub Island Resort, Spa & Marina
Scrub Island Resort, Spa & MarinaFrequently Asked Questions
How much does a Kingston vacation package cost?
You'll find cheap prices from CA $1,585 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?
- Pick your dates: The things you'd like to do in Kingston and your favourite season will help you decide when to get away.
- 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.
- 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.
- Bundle your airfare and accommodations: Once you've settled on your travel dates and duration, lock in the ideal Kingston vacation package for you.