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 33%!
Winnipeg to Cayo Santa Maria
Fri, January 8, 2021 7 days All inclusive
Reg. $1,595
From $1,065 taxes and fees incl.
Prefer another date?
Holguin, Cuba
Save up to 29%!
Winnipeg to Holguin
Fri, January 8, 2021 7 days All inclusive
Reg. $1,555
From $1,105 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 34%!
Winnipeg to Puerto Plata
Thu, December 17, 2020 7 days All inclusive
Reg. $1,745
From $1,145 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 25%!
Winnipeg to Cayo Coco
Sat, January 9, 2021 7 days All inclusive
Reg. $1,655
From $1,245 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 14%!
Winnipeg to Mazatlán
Fri, January 8, 2021 7 days All inclusive
Reg. $1,825
From $1,575 taxes and fees incl.
Prefer another date?
Save up to 20%!
Winnipeg to Varadero
Tue, January 5, 2021 7 days All inclusive
Reg. $1,985
From $1,585 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 11%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, January 3, 2021 7 days All inclusive
Reg. $1,885
From $1,685 taxes and fees incl.
Prefer another date?
Save up to 27%!
Winnipeg to Riviera Maya
Mon, January 4, 2021 7 days All inclusive
Reg. $2,295
From $1,685 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 13%!
Winnipeg to Riviera Nayarit
Sun, January 3, 2021 7 days All inclusive
Reg. $1,945
From $1,695 taxes and fees incl.
Prefer another date?
Save up to 41%!
Winnipeg to Jamaica
Mon, January 4, 2021 7 days All inclusive
Reg. $2,985
From $1,775 taxes and fees incl.
Prefer another date?
Huatulco, Mexico
Save up to 14%!
Winnipeg to Huatulco
Tue, January 5, 2021 7 days All inclusive
Reg. $2,105
From $1,815 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 10%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, January 3, 2021 7 days All inclusive
Reg. $2,025
From $1,825 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 10%!
Winnipeg to Punta Cana
Wed, January 6, 2021 7 days All inclusive
Reg. $2,115
From $1,895 taxes and fees incl.
Prefer another date?