Kingston Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Kingston Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 9 - Jan 15

    Westgate Town Center Resort + Flight

    Kissimmee
    6 nights
    4.0 star property
    8.4/10 - Very good (2,080 reviews)
    "The new rooms are good"
    Reviewed November 9, 2026
    Roundtrip • Toronto (YYZ) - Orlando (MCO)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    CA $1,122
    CA $590
    per traveller
    found 1 day ago
    Westgate Town Center Resort
  • Dec 18 - Dec 23

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    5 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    Roundtrip • Hamilton (YHM) - Orlando (MCO)
    YHM - MCO • Nonstop MCO - YHM • Nonstop
    Save 100% on your flight
    CA $2,415
    CA $1,358
    per traveller
    found 17 hours ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • Jan 24 - Jan 28

    Westgate Cocoa Beach Resort + Flight

    Cocoa Beach
    4 nights
    4.0 star property
    8.6/10 - Excellent (578 reviews)
    "The beaches across the street. The pools are nice however I had a room right next to the pool and they play music up until 9:00pm at night. So if you just trying to rest that will not happen. The music just kept playing all day long."
    Reviewed November 8, 2026
    Roundtrip • Toronto (YYZ) - Orlando (MCO)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    Save 100% on your flight
    CA $1,703
    CA $966
    per traveller
    found 1 day ago
    Westgate Cocoa Beach Resort
  • Jan 15 - Jan 21

    Meliá Orlando Celebration + Flight

    Celebration
    6 nights
    4.0 star property
    8.8/10 - Excellent (1,645 reviews)
    Roundtrip • Toronto (YTO) - Orlando (MCO)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    CA $1,659
    CA $974
    per traveller
    found 1 day ago
    Meliá Orlando Celebration
  • Jan 31 - Feb 5

    Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort + Flight

    Kissimmee
    5 nights
    2.0 star property
    9.0/10 - Wonderful (4,109 reviews)
    "My bueno"
    Reviewed November 9, 2026
    Roundtrip • Halifax (YHZ) - Orlando (MCO)
    YHZ - MCO • Nonstop MCO - YHZ • Nonstop
    CA $1,524
    CA $946
    per traveller
    found 1 day ago
    Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort

Where to stay in Kingston

Find the best Kingston areas and neighborhoods for the activities you enjoy most.

South Daytona

You'll enjoy the beaches and live music in South Daytona. You might want to make time for a stop at Daytona Ice Arena or Riverfront Veterans Memorial Park.

Brush - Stewarts

While visiting Brush - Stewarts, you might make a stop by sights like Ocean Walk Shoppes and Daytona Lagoon Waterpark.

East Daytona

While visiting East Daytona, you might make a stop by sights like Beach at Daytona Beach and Daytona Playhouse.

South Peninsula Historic District

While visiting South Peninsula Historic District, you might make a stop by sights like Lenox Park and Lilian Place Heritage Center.

Rogers Seabreeze

If you're spending some time in Rogers Seabreeze, Daytona Beach Boardwalk and Beach at Daytona Beach are top sights worth seeing.

What to do near Kingston

Kingston Hotel Deals

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.

Frequently Asked Questions

How much does a Kingston vacation package cost?

The cheapest Kingston vacation package is CA $590, so your dream trip can become a reality — without it costing a fortune. Bundle flights, hotels, car rentals and more to create a package that suits your travel style.

How do I get a cheap travel package to Kingston?

One of the simplest ways to save dollars (and time) is to combine your bookings with Expedia. Flights, hotels, rental cars and activities — we've got it all. Choose a combination that best suits you and watch your savings stack up. We know a travel package is never one-size-fits-all. That's why we offer over 550 air carriers and 1,000,000 hotels from all over the world, which lets you customize your Kingston getaway.

Where should I stay in Kingston?

Most people who travel to Kingston put both Daytona International Speedway and Embry-Riddle Aeronautical University on their to-do lists. Why not go for a hotel that's close to these fantastic attractions?

What are the top hotels in Kingston?

If it's comfort and convenience you're seeking, you can't go past Riverside Island Bungalow. Spend your nights kicking back here and your days checking out Kingston's finest sights.

How far in advance should I book my Kingston vacation?

It's hard to pick the best time for airfares, but we generally suggest the earlier, the better. Many international journeys on Expedia become available up to a year in advance. If you can't book early, don't stress. Bargain prices occasionally appear within a few weeks of departure dates.

What does an Expedia Kingston travel package include?

Flights, hotels and a cool car for your road trip adventures. Simply pick and choose your favorite bundle and get access to great discounts. Once you've made your booking, add on a couple of tours and experiences and watch your savings stack up. When it comes to planning your Kingston break, the choice is all yours!

What should I know before booking a Kingston travel package?

Bundling your bookings into a Kingston vacation package is the most convenient way to organize your trip. Not only that, you'll save just for combining your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?

Can I choose my airline with a Kingston Expedia vacation package?

Yes — that's the beauty of an Expedia vacation package. You can pick and choose your flights, hotels and more. We have more than 550 airline partners throughout the world, so you have options galore when organizing your Kingston getaway.

If I'm not able to travel, can I cancel my Kingston vacation package?

Don't stress if you're rethinking your Kingston vacation package — it's possible to change or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We realize your circumstances can suddenly change, so look up our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.

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