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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 32%!
Windsor to Jamaica
Sun, March 7, 2021 7 days All inclusive
Reg. $2,625
From $1,775 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 25%!
Windsor to Jamaica
Sun, March 7, 2021 7 days All inclusive
Reg. $2,365
From $1,785 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 27%!
Windsor to Jamaica
Sun, March 7, 2021 7 days All inclusive
Reg. $2,475
From $1,805 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 22%!
Windsor to Jamaica
Sun, March 7, 2021 7 days All inclusive
Reg. $2,535
From $1,965 taxes and fees incl.
Prefer another date?
Save up to 48%!
Windsor to Jamaica
Sun, February 21, 2021 7 days All inclusive
Reg. $3,765
From $1,975 taxes and fees incl.
Prefer another date?