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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!

Grand Bahama, Bahamas
Save up to 21%!
Toronto to Grand Bahama
Sat, February 29, 2020 7 days All inclusive
Reg. $1,765
From $1,395 taxes and fees incl.
Prefer another date?
Save up to 42%!
Toronto to Jamaica
Wed, January 29, 2020 7 days All inclusive
Reg. $2,925
From $1,685 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 37%!
Toronto to Jamaica
Sun, February 2, 2020 7 days All inclusive
Reg. $2,705
From $1,705 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 36%!
Toronto to Jamaica
Wed, January 29, 2020 7 days All inclusive
Reg. $2,675
From $1,705 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 11%!
Toronto to Jamaica
Wed, January 29, 2020 7 days All inclusive
Reg. $1,975
From $1,765 taxes and fees incl.
Prefer another date?
Save up to 30%!
Toronto to St. Maarten
Sun, February 2, 2020 7 days All inclusive
Reg. $2,415
From $1,695 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 6%!
Toronto to Jamaica
Fri, March 6, 2020 7 days All inclusive
Reg. $2,015
From $1,895 taxes and fees incl.
Prefer another date?
Antigua, Antigua and Barbuda
Save up to 28%!
Toronto to Antigua
Wed, January 29, 2020 7 days All inclusive
Reg. $2,625
From $1,895 taxes and fees incl.
Prefer another date?
Antigua, Antigua and Barbuda
Save up to 39%!
Toronto to Antigua
Wed, March 4, 2020 7 days All inclusive
Reg. $3,655
From $2,235 taxes and fees incl.
Prefer another date?
Save up to 25%!
Toronto to St Lucia
Sat, March 7, 2020 7 days All inclusive
Reg. $3,355
From $2,505 taxes and fees incl.
Prefer another date?

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