There is a particular kind of Canadian winter that makes you start looking south.
The snow piles up. The sky turns grey. You check your calendar, check your bank account, and quietly ask yourself: How soon can I get to Jamaica?
This winter, getting there is about to become easier.
Approximately 400,000 airline seats are expected to be available between Canada and Jamaica for the 2026/2027 winter season, a significant expansion that could reshape how Canadians travel to the island, but the bigger story is what the number tells us.

Photographer: Ross Parmly
Jamaica is betting that Canadians want choice: more flights, more convenient routes, more opportunities to visit family, reconnect with culture, escape the cold or simply breathe somewhere warm, and Jamaica is making it easier to say yes.
At the centre of this expansion is the Hon. Edmund Bartlett, Jamaica’s Minister of Tourism, who has been watching the relationship between the two countries closely. “This expanded airlift from Canada is a direct vote of trust and confidence in Jamaica’s tourism product and in the strength of our partnerships with Air Canada, Sunwing, WestJet and now Porter Airlines,” Bartlett said. That last part matters.
Now Porter Airlines is entering the picture with new non-stop service, adding another option alongside Air Canada, Flair, Transat, Caribbean Airlines and WestJet. For you, that could mean fewer complicated connections and more ways to get from Canadian soil to Jamaica’s two major airports. For Jamaica, however, the stakes are considerably bigger.
Canada remains one of the island’s strongest tourism markets, and Jamaica has set an ambitious target: 600,000 annual Canadian visitors and US$750 million in tourism earnings by 2030.
Director of Tourism Donovan White put the challenge plainly, “Reaching 600,000 annual visitors and US$750 million in earnings from Canada by 2030 requires the kind of sustained airlift growth we are seeing today.” In other words, planes are only the beginning.
Those seats need people in them, and those people need reasons to return. That is where the Jamaica Tourist Board’s broader strategy becomes important. It is to deepen Jamaica’s appeal across Canadian markets, from Toronto and Montreal to Ottawa, Edmonton, Halifax, Moncton, St. John, Winnipeg and Hamilton.

Photographer: Gabre Cameron
Regional Director, Canada, Angella Bennett describes the expanded winter airlift as part of Jamaica’s strategy to diversify and strengthen connectivity across its major source markets. So, when you hear 400,000 seats, don’t hear possibility. Hear a family reunion that becomes easier to plan. A Canadian winter interrupted by sunshine. A return home for someone whose roots never really left. A first Jamaican experience for someone who has only heard the stories, because the real value is measured in people, memories, relationships, and the reasons we keep coming back.
Perhaps that is the most important part of this story: Jamaica is making it easier for Canada to come closer.