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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 52%!
Toronto to Jamaica
Mon, November 25, 2019 7 days All inclusive
Reg. $2,445
From $1,165 taxes and fees incl.
Prefer another date?
Grand Bahama, Bahamas
Save up to 28%!
Toronto to Grand Bahama
Sat, January 4, 2020 7 days All inclusive
Reg. $1,595
From $1,155 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 49%!
Toronto to Jamaica
Mon, November 25, 2019 7 days All inclusive
Reg. $2,505
From $1,275 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 26%!
Toronto to Jamaica
Mon, November 25, 2019 7 days All inclusive
Reg. $1,735
From $1,285 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 49%!
Toronto to Jamaica
Mon, November 25, 2019 7 days All inclusive
Reg. $2,585
From $1,315 taxes and fees incl.
Prefer another date?
Save up to 50%!
Toronto to Jamaica
Mon, November 25, 2019 7 days All inclusive
Reg. $2,625
From $1,325 taxes and fees incl.
Prefer another date?
Antigua, Antigua and Barbuda
Save up to 8%!
Toronto to Antigua
Fri, December 6, 2019 8 days All inclusive
Reg. $1,665
From $1,525 taxes and fees incl.
Prefer another date?
Save up to 26%!
Toronto to St. Maarten
Thu, December 12, 2019 7 days All inclusive
Reg. $2,195
From $1,615 taxes and fees incl.
Prefer another date?
Antigua, Antigua and Barbuda
Save up to 22%!
Toronto to Antigua
Fri, November 29, 2019 7 days All inclusive
Reg. $2,715
From $2,125 taxes and fees incl.
Prefer another date?
Antigua, Antigua and Barbuda
Save up to 13%!
Toronto to Antigua
Sat, January 4, 2020 7 days All inclusive
Reg. $2,765
From $2,405 taxes and fees incl.
Prefer another date?
Save up to 18%!
Toronto to St Lucia
Sat, January 4, 2020 7 days All inclusive
Reg. $3,355
From $2,755 taxes and fees incl.
Prefer another date?
Save up to 22%!
Toronto to St Lucia
Sat, January 4, 2020 7 days All inclusive
Reg. $3,785
From $2,955 taxes and fees incl.
Prefer another date?

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