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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!

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Riu Negril
Jamaica
Save up to 47%!
Toronto to Jamaica
Wed, May 27, 2020 7 days All inclusive
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Reg. $2,125
From $1,135 taxes and fees incl.
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Riu Reggae
Jamaica
Save up to 44%!
Toronto to Jamaica
Wed, May 27, 2020 7 days All inclusive
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Reg. $2,115
From $1,175 taxes and fees incl.
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Riu Ocho Rios
Jamaica
Save up to 49%!
Toronto to Jamaica
Tue, May 26, 2020 7 days All inclusive
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Reg. $2,415
From $1,235 taxes and fees incl.
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Riu Palace Tropical Bay
Jamaica
Save up to 42%!
Toronto to Jamaica
Wed, May 27, 2020 7 days All inclusive
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Reg. $2,295
From $1,325 taxes and fees incl.
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Royalton White Sands Montego Bay
Jamaica
Save up to 46%!
Toronto to Jamaica
Wed, May 27, 2020 7 days All inclusive
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Reg. $2,615
From $1,405 taxes and fees incl.
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Royalton Antigua Resort and Spa
Antigua, Antigua and Barbuda
Save up to 45%!
Toronto to Antigua
Fri, May 22, 2020 7 days All inclusive
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Reg. $3,035
From $1,675 taxes and fees incl.
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Royalton Saint Lucia Resort and Spa
St Lucia
Save up to 36%!
Toronto to St Lucia
Sat, May 9, 2020 7 days All inclusive
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Reg. $2,795
From $1,785 taxes and fees incl.
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Hideaway at Royalton Saint Lucia
St Lucia
Save up to 11%!
Toronto to St Lucia
Sat, May 9, 2020 7 days All inclusive
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Reg. $2,555
From $2,275 taxes and fees incl.
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