Seasonal Guides · Winter
Best Winter Sun Destinations from Canada 2026 — Escape the Cold
The Canadian winter is long, dark, and cold. For the millions of Canadians who head south every year, the question is not whether to go — but where. Here are the best winter sun destinations in 2026.
Best Value Options
- Cuba (Varadero/Havana) — cheapest from Toronto, consistent 28°C weather
- Dominican Republic (Punta Cana) — excellent all-inclusives, great beaches
- Mexico (Cancun/Riviera Maya) — best combination of price, quality and things to do
- Jamaica — more expensive but food and reggae culture are worth it
- Puerto Vallarta — beautiful Pacific coast, excellent food scene
When to Book
For December and January travel, book by October at the latest. March Break should be booked by December. Last-minute deals do occasionally appear for winter sun but availability is very limited.
Tips
The best prices are available for travel in early December (before Christmas) and late January/early February (after the Christmas rush).
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