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Holiday Vacations

Trade in dreary skies and chilly weather for tropical fun in the sun this holiday season! Celebrate the festive season in paradise this year at popular resorts across the Caribbean, Mexico and Central America with something for every travel style. Feel the stresses of the holidays back home fade away as you soak up the sun poolside or enjoy a memorable meal with your family (without having to worry about the dishes afterwards). Book now to reserve your preferred resort and celebrate the holidays in the tropics!

Jamaica
Save up to 21%!
Winnipeg to Jamaica
Mon, February 22, 2021 7 days All inclusive
Reg. $2,705
From $2,135 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 13%!
Winnipeg to Jamaica
Mon, February 22, 2021 7 days All inclusive
Reg. $2,445
From $2,135 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 15%!
Winnipeg to Jamaica
Mon, February 22, 2021 7 days All inclusive
Reg. $2,555
From $2,165 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 11%!
Winnipeg to Jamaica
Mon, February 22, 2021 7 days All inclusive
Reg. $2,615
From $2,325 taxes and fees incl.
Prefer another date?
Save up to 40%!
Winnipeg to Jamaica
Mon, February 22, 2021 7 days All inclusive
Reg. $3,895
From $2,335 taxes and fees incl.
Prefer another date?