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Caribbean Flight Deals 2019

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

Are you already thinking about escaping the winter blues? 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.

Departure CityDestination CityEstimated Price CAD
VancouverGrand Cayman Island$979
MontrealSt. Maarten$454
MontrealGrand Cayman Island$363
CalgaryTrinidad and Tobago$478
CalgaryGrand Cayman Island$524
OttawaMontego Bay$470

*Prices are updated weekly. Fares may change due to availability at the time of booking. Bookmark this page so you never miss out on a great deal!