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!

Cayo Santa Maria, Cuba
Save up to 28%!
Hamilton to Cayo Santa Maria
Fri, January 8, 2021 7 days All inclusive
Reg. $1,435
From $1,035 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 25%!
Hamilton to Cayo Coco
Sun, January 3, 2021 7 days All inclusive
Reg. $1,495
From $1,115 taxes and fees incl.
Prefer another date?
Save up to 21%!
Hamilton to Varadero
Sat, January 9, 2021 7 days All inclusive
Reg. $1,935
From $1,535 taxes and fees incl.
Prefer another date?
Save up to 26%!
Hamilton to Riviera Maya
Sun, January 3, 2021 7 days All inclusive
Reg. $2,145
From $1,595 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 11%!
Hamilton to Punta Cana
Fri, January 8, 2021 7 days All inclusive
Reg. $1,965
From $1,745 taxes and fees incl.
Prefer another date?
Save up to 29%!
Hamilton to Jamaica
Sat, December 19, 2020 7 days All inclusive
Reg. $2,605
From $1,855 taxes and fees incl.
Prefer another date?