Flights to the Caribbean from Canadian cities
Flying from Canada to the Caribbean
- Cheapest time: September to November, during hurricane season; December to April and March break are peak.
- Compare packages. Many Canadians book all-inclusive packages, so check them against booking separately.
- Look beyond the big resorts. Montego Bay and Punta Cana usually have the most flights and lowest fares.
- Entry: rules vary by island; the Dominican Republic requires a free online e-Ticket form.
Entry rules change, so confirm on the Government of Canada travel advice page before you book.
Canada to the Caribbean: common questions
Which Canadian cities fly nonstop to the Caribbean?
Nonstop routes on this page: Toronto to Punta Cana (Air Canada, Flair, Porter and WestJet); Toronto to Montego Bay (Air Canada and WestJet, plus seasonal Flair and Porter flights); Toronto to Kingston (Caribbean Airlines and WestJet); Toronto to Port of Spain (Air Canada and Caribbean Airlines); Toronto to Georgetown (Caribbean Airlines, plus seasonal Air Transat flights); Montreal to Punta Cana (Air Canada, Air Transat, WestJet and Arajet); Calgary to Punta Cana (WestJet); Ottawa to Punta Cana (Air Canada, plus seasonal WestJet flights); Ottawa to Montego Bay (Air Canada, plus seasonal WestJet flights). Other trips connect at least once.
When is the cheapest time to fly from Canada to the Caribbean?
September to November is usually cheapest (hurricane season); December to April and March break are peak.