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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!

Save up to 33%!
Toronto to St. Maarten
Thu, November 19, 2020 7 days All inclusive
Reg. $1,755
From $1,175 taxes and fees incl.
Prefer another date?
Save up to 51%!
Toronto to Jamaica
Sat, October 24, 2020 7 days All inclusive
Reg. $2,645
From $1,305 taxes and fees incl.
Prefer another date?
Save up to 43%!
Toronto to Jamaica
Sat, October 24, 2020 7 days All inclusive
Reg. $2,295
From $1,315 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 39%!
Toronto to Jamaica
Mon, November 9, 2020 7 days All inclusive
Reg. $2,155
From $1,325 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 32%!
Toronto to Jamaica
Mon, November 9, 2020 7 days All inclusive
Reg. $1,945
From $1,325 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 34%!
Toronto to Jamaica
Sat, October 24, 2020 7 days All inclusive
Reg. $2,035
From $1,335 taxes and fees incl.
Prefer another date?