Prices for Mexico, the Caribbean and Florida rise and fall with Canadian school holidays. Use this week-by-week calendar to spot the cheapest and busiest weeks of the 2026-2027 winter season before you book.
November 2026
- Nov 1–28: shoulder season, hurricane season ends Nov 30
- Last week of November: quiet before the holidays
December 2026
- Nov 29–Dec 18: one of the cheapest windows of winter
- Dec 19–Jan 3: Christmas and New Year, highest prices
January 2027
- Jan 1–3: end of holiday peak
- Jan 4–31: post-holiday lull, often great deals
February 2027
- Feb 1–11: good value, high season weather
- Long weekend around Family Day (Feb 15 in several provinces)
- Late February: steady demand
March 2027
- Early March: Quebec’s spring break (semaine de relâche)
- Mid-March: March Break in Ontario and most other provinces
- Late March: Easter (Easter Sunday is March 28, 2027)
April 2027
- Early April: Easter week demand fades
- Mid to late April: end of winter season, good resort deals
Levels show typical demand patterns for sun destinations from Canada, not guaranteed prices. School break dates vary by province and school board: check your own calendar.
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The cheapest weeks to go south from Canada
- Early to mid-December: after the end of hurricane season and before the Christmas rush. Weather is usually good in Mexico and the Caribbean.
- The month of January after the holidays: demand drops once families are back at work and school.
- Mid to late April: after Easter, many resorts lower prices as the winter season ends.
The most expensive weeks
- Christmas to New Year is the most expensive period of the year for sun vacations.
- Spring break weeks: early March for Quebec families, mid-March for Ontario and most other provinces.
- Easter and long weekends such as Family Day in February.
Booking tips
- Peak weeks: book early, especially for families who need several rooms or connecting rooms.
- Value weeks: you can often wait for good deals, but popular resorts still sell out.
- Flexible dates: moving your trip by a few days can change the price a lot. Departing midweek is often cheaper.
- Budget first: plan your total with our travel budget calculator.
Plan the rest of your trip
- How long is the flight? Sun destinations from Toronto, Montreal, Calgary and Vancouver
- Best winter sun destinations for Canadians
- March Break in the sun: best family destinations
- When to book a winter sun vacation from Canada
Frequently asked questions
What is the cheapest week to go south in winter?
Early to mid-December and most of January, after the holidays, are usually the best-value weeks for sun destinations from Canada. Mid to late April is another good window.
When are prices highest?
Prices are highest from Christmas to New Year and during spring break weeks in March, when many Canadian families travel at the same time.
When does hurricane season end?
The Atlantic hurricane season officially runs from June 1 to November 30, so the main winter season for the Caribbean and Mexico starts after it ends.