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Top deals from

Vacations from Windsor

Enjoy convenient flights departing from Windsor to top destinations across the Caribbean, Mexico and Central America. For our neighbouring Americans, you'll be pleased to know you can pay for your vacation in Canadian dollars!

New taxes and fees now included in pricing!
Jamaica
Save up to 33%!
Toronto to Jamaica
Fri, July 12, 2019 7 days All inclusive
Reg. $2,135
From $1,435 taxes and fees incl.
Prefer another date?
Save up to 32%!
Toronto to Jamaica
Fri, July 12, 2019 7 days All inclusive
Reg. $2,115
From $1,445 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 26%!
Toronto to Jamaica
Wed, August 7, 2019 7 days All inclusive
Reg. $1,965
From $1,445 taxes and fees incl.
Prefer another date?
Save up to 32%!
Toronto to Jamaica
Fri, July 12, 2019 7 days All inclusive
Reg. $2,125
From $1,455 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 33%!
Toronto to Jamaica
Fri, August 2, 2019 7 days All inclusive
Reg. $2,295
From $1,545 taxes and fees incl.
Prefer another date?
Save up to 11%!
Toronto to St. Maarten
Thu, August 8, 2019 7 days All inclusive
Reg. $2,045
From $1,825 taxes and fees incl.
Prefer another date?
Antigua, Antigua and Barbuda
Save up to 40%!
Toronto to Antigua
Fri, July 12, 2019 7 days All inclusive
Reg. $3,145
From $1,895 taxes and fees incl.
Prefer another date?
Antigua, Antigua and Barbuda
Save up to 29%!
Toronto to Antigua
Fri, July 12, 2019 7 days All inclusive
Reg. $2,725
From $1,935 taxes and fees incl.
Prefer another date?
Antigua, Antigua and Barbuda
Save up to 24%!
Toronto to Antigua
Fri, July 5, 2019 7 days All inclusive
Reg. $3,055
From $2,335 taxes and fees incl.
Prefer another date?

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