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Everything you need in one great package

Sunwing has more convenient direct flights to the south from more Canadian gateways than any other leisure carrier, making it easier for you to plan your dream all inclusive vacation. Book your vacation with confidence knowing that you’re choosing from the best selection of top-rated hotels and resorts in the most popular vacation destinations.

Varadero, Cuba
Save up to 37%!
Winnipeg to Varadero
Thu, January 23, 2020 7 days All inclusive
Reg. $1,365
From $865 taxes and fees incl.
Prefer another date?
Save up to 59%!
Winnipeg to Holguin
Fri, February 7, 2020 7 days All inclusive
Reg. $2,135
From $875 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 41%!
Winnipeg to Varadero
Tue, January 21, 2020 7 days All inclusive
Reg. $1,545
From $905 taxes and fees incl.
Prefer another date?
Save up to 35%!
Winnipeg to Varadero
Tue, January 21, 2020 7 days All inclusive
Reg. $1,385
From $905 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 38%!
Winnipeg to Varadero
Thu, January 30, 2020 7 days All inclusive
Reg. $1,515
From $945 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 52%!
Winnipeg to Varadero
Tue, January 21, 2020 7 days All inclusive
Reg. $1,965
From $945 taxes and fees incl.
Prefer another date?
Save up to 40%!
Winnipeg to Varadero
Thu, January 30, 2020 7 days All inclusive
Reg. $1,605
From $955 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 50%!
Winnipeg to Varadero
Tue, January 21, 2020 7 days All inclusive
Reg. $1,895
From $955 taxes and fees incl.
Prefer another date?
Save up to 53%!
Winnipeg to Varadero
Tue, January 21, 2020 7 days All inclusive
Reg. $2,045
From $965 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 46%!
Winnipeg to Varadero
Tue, January 21, 2020 7 days All inclusive
Reg. $1,795
From $965 taxes and fees incl.
Prefer another date?
Save up to 38%!
Winnipeg to Holguin
Fri, January 24, 2020 7 days All inclusive
Reg. $1,585
From $975 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 37%!
Winnipeg to Cayo Santa Maria
Fri, January 31, 2020 7 days All inclusive
Reg. $1,725
From $1,085 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 32%!
Winnipeg to Varadero
Thu, January 30, 2020 7 days All inclusive
Reg. $1,595
From $1,085 taxes and fees incl.
Prefer another date?
Save up to 17%!
Winnipeg to Havana
Tue, January 21, 2020 7 days All inclusive
Reg. $1,325
From $1,105 taxes and fees incl.
Prefer another date?
Save up to 42%!
Winnipeg to Holguin
Fri, January 24, 2020 7 days All inclusive
Reg. $1,945
From $1,125 taxes and fees incl.
Prefer another date?
Los Cabos, Mexico
Save up to 41%!
Winnipeg to Los Cabos
Thu, January 23, 2020 7 days All inclusive
Reg. $1,995
From $1,185 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 43%!
Winnipeg to Mazatlán
Fri, January 31, 2020 7 days All inclusive
Reg. $2,095
From $1,195 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 30%!
Winnipeg to Cayo Coco
Sat, January 25, 2020 7 days All inclusive
Reg. $1,755
From $1,225 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 34%!
Winnipeg to Cayo Coco
Sat, February 8, 2020 7 days All inclusive
Reg. $1,885
From $1,235 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 29%!
Winnipeg to Cayo Santa Maria
Fri, January 31, 2020 7 days All inclusive
Reg. $1,765
From $1,245 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 47%!
Winnipeg to Varadero
Tue, January 21, 2020 7 days All inclusive
Reg. $2,385
From $1,275 taxes and fees incl.
Prefer another date?
Save up to 8%!
Winnipeg to Jamaica
Mon, January 20, 2020 7 days All inclusive
Reg. $1,395
From $1,285 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 24%!
Winnipeg to Varadero
Thu, February 6, 2020 7 days All inclusive
Reg. $1,695
From $1,295 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 32%!
Winnipeg to Mazatlán
Fri, January 31, 2020 7 days All inclusive
Reg. $1,985
From $1,345 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 48%!
Winnipeg to Jamaica
Mon, January 20, 2020 7 days All inclusive
Reg. $2,775
From $1,435 taxes and fees incl.
Prefer another date?
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