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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.

New taxes and fees now included in pricing!
Save up to 45%!
Winnipeg to Varadero
Thu, December 19, 2019 7 days All inclusive
Reg. $1,575
From $865 taxes and fees incl.
Prefer another date?
Save up to 41%!
Winnipeg to Varadero
Thu, January 23, 2020 7 days All inclusive
Reg. $1,505
From $895 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 47%!
Winnipeg to Varadero
Thu, December 19, 2019 7 days All inclusive
Reg. $1,675
From $895 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 50%!
Winnipeg to Varadero
Thu, December 19, 2019 7 days All inclusive
Reg. $1,815
From $905 taxes and fees incl.
Prefer another date?
Save up to 44%!
Winnipeg to Holguin
Fri, January 17, 2020 7 days All inclusive
Reg. $1,615
From $905 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 35%!
Winnipeg to Cayo Santa Maria
Fri, January 3, 2020 7 days All inclusive
Reg. $1,405
From $915 taxes and fees incl.
Prefer another date?
Save up to 43%!
Winnipeg to Holguin
Fri, January 17, 2020 7 days All inclusive
Reg. $1,595
From $915 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 50%!
Winnipeg to Varadero
Thu, December 19, 2019 7 days All inclusive
Reg. $1,855
From $925 taxes and fees incl.
Prefer another date?
Save up to 53%!
Winnipeg to Cayo Santa Maria
Fri, January 3, 2020 7 days All inclusive
Reg. $2,005
From $935 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 53%!
Winnipeg to Varadero
Thu, December 19, 2019 7 days All inclusive
Reg. $1,975
From $935 taxes and fees incl.
Prefer another date?
Save up to 46%!
Winnipeg to Cayo Coco
Sat, January 11, 2020 7 days All inclusive
Reg. $1,775
From $955 taxes and fees incl.
Prefer another date?
Save up to 44%!
Winnipeg to Cayo Coco
Sat, January 11, 2020 7 days All inclusive
Reg. $1,735
From $965 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 44%!
Winnipeg to Cayo Coco
Sat, January 11, 2020 7 days All inclusive
Reg. $1,735
From $965 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 52%!
Winnipeg to Varadero
Thu, December 19, 2019 7 days All inclusive
Reg. $2,015
From $975 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 40%!
Winnipeg to Cayo Santa Maria
Fri, January 3, 2020 7 days All inclusive
Reg. $1,615
From $975 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 53%!
Winnipeg to Varadero
Thu, December 19, 2019 7 days All inclusive
Reg. $2,095
From $985 taxes and fees incl.
Prefer another date?
Save up to 18%!
Winnipeg to Havana
Sat, January 4, 2020 7 days All inclusive
Reg. $1,215
From $995 taxes and fees incl.
Prefer another date?
Save up to 52%!
Winnipeg to Jamaica
Mon, December 16, 2019 7 days All inclusive
Reg. $2,145
From $1,025 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 50%!
Winnipeg to Varadero
Thu, December 19, 2019 7 days All inclusive
Reg. $2,075
From $1,035 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 45%!
Winnipeg to Varadero
Thu, December 19, 2019 7 days All inclusive
Reg. $1,895
From $1,045 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 55%!
Winnipeg to Jamaica
Mon, December 16, 2019 7 days All inclusive
Reg. $2,375
From $1,065 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 34%!
Winnipeg to Varadero
Tue, January 21, 2020 7 days All inclusive
Reg. $1,625
From $1,065 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 49%!
Winnipeg to Mazatlán
Fri, January 3, 2020 7 days All inclusive
Reg. $2,115
From $1,075 taxes and fees incl.
Prefer another date?
Save up to 50%!
Winnipeg to Varadero
Thu, December 19, 2019 7 days All inclusive
Reg. $2,165
From $1,075 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 39%!
Winnipeg to Cayo Coco
Sat, January 11, 2020 7 days All inclusive
Reg. $1,765
From $1,075 taxes and fees incl.
Prefer another date?
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