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Caribbean Flight Deals 2020

Canadians love Caribbean vacations, but which island should you choose? We’ve picked a few of our favourites and have found the best Caribbean flight deals for you including Cuba, Trinidad and Tobago, Aruba and more – so start planning your dream vacation!

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Are you thinking about escaping to a tropical paradise? Thinking about pastel colours, turquoise waters, and white sandy beaches? Then book your next vacation to the Caribbean today! We’ve got the best Caribbean flight deals right here.

The Caribbean is huge and with major carriers as well as Caribbean airlines operating in the region, you’re sure to get a deal. Don’t worry! We’ve done the work for you. Below are some of the cheapest Caribbean flight deals for your next vacation.

Find the Best Caribbean Flight Deals with Skyscanner Now 👇🏽

Departure CityDestination CityEstimated Price CAD
(Round-trip)
TorontoBermuda➡️$342
TorontoHavana➡️$326
VancouverPunta Cana➡️$525
VancouverGrand Cayman Island➡️$518
MontrealBahamas➡️$425
MontrealSan Juan➡️$352
CalgaryAruba➡️$501
CalgaryTrinidad and Tobago➡️$482
OttawaBahamas➡️$426
OttawaPunta Cana➡️$495

*Last updated on March 12, 2020. In light of recent events with COVID-19, we are currently not updating the deals here at this time. Please check the Government of Canada website for the latest COVID-19 updates and travel advisories. 

With Skyscanner, you can find cheap flights using features such as our ‘Everywhere Search‘ and ‘Price Alerts‘, and find out about the latest airline seat sales from Porter, to WestJet and more. Use the flight controls above, or visit our homepage to explore the latest cheap flight deals.

Other Flight Deals Pages

Looking for more last-minute flight deals from big airlines? Check out our airline seat sale pages that are updated whenever a new sale is announced!

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Skyscanner is the world’s most trusted travel search engine, helping your money go further on flightshotels and car rental.