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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!
Cayo Santa Maria, Cuba
Save up to 43%!
Windsor to Cayo Santa Maria
Tue, January 22, 2019 7 days All inclusive
Reg. $1,485
From $845 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 45%!
Windsor to Cayo Santa Maria
Tue, January 8, 2019 7 days All inclusive
Reg. $1,625
From $895 taxes and fees incl.
Prefer another date?
Save up to 11%!
Windsor to Varadero
Thu, January 10, 2019 7 days All inclusive
Reg. $1,085
From $965 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 24%!
Windsor to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $1,305
From $995 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 29%!
Windsor to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $1,425
From $1,005 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 29%!
Windsor to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $1,455
From $1,035 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 29%!
Windsor to Cayo Santa Maria
Tue, January 8, 2019 7 days All inclusive
Reg. $1,475
From $1,045 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 29%!
Windsor to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $1,615
From $1,145 taxes and fees incl.
Prefer another date?
Save up to 31%!
Windsor to Jamaica
Sun, March 3, 2019 7 days All inclusive
Reg. $1,825
From $1,265 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 30%!
Windsor to Jamaica
Sun, January 6, 2019 7 days All inclusive
Reg. $1,845
From $1,285 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 29%!
Windsor to Cancun
Mon, January 7, 2019 7 days All inclusive
Reg. $1,745
From $1,245 taxes and fees incl.
Prefer another date?
Save up to 14%!
Windsor to Jamaica
Sun, January 6, 2019 7 days All inclusive
Reg. $1,615
From $1,395 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 27%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $1,845
From $1,345 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 40%!
Windsor to Cancun
Mon, January 7, 2019 7 days All inclusive
Reg. $2,265
From $1,355 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 35%!
Windsor to Cancun
Mon, January 7, 2019 7 days All inclusive
Reg. $2,095
From $1,355 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 34%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $2,065
From $1,355 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 45%!
Windsor to Cayo Santa Maria
Tue, January 8, 2019 7 days All inclusive
Reg. $1,625
From $895 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 38%!
Windsor to Varadero
Thu, January 24, 2019 7 days All inclusive
Reg. $1,615
From $995 taxes and fees incl.
Prefer another date?
Save up to 31%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $2,105
From $1,445 taxes and fees incl.
Prefer another date?
Save up to 41%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $2,495
From $1,475 taxes and fees incl.
Prefer another date?
Save up to 41%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $2,755
From $1,625 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 19%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $2,055
From $1,665 taxes and fees incl.
Prefer another date?
Save up to 21%!
Windsor to Jamaica
Sun, January 6, 2019 7 days All inclusive
Reg. $2,205
From $1,745 taxes and fees incl.
Prefer another date?
Save up to 30%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $2,435
From $1,715 taxes and fees incl.
Prefer another date?
Save up to 27%!
Windsor to Jamaica
Sun, January 6, 2019 7 days All inclusive
Reg. $2,475
From $1,805 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 13%!
Windsor to Varadero
Thu, April 4, 2019 7 days All inclusive
Reg. $1,985
From $1,735 taxes and fees incl.
Prefer another date?
Save up to 41%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $2,495
From $1,475 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 34%!
Windsor to Cayo Santa Maria
Tue, January 8, 2019 7 days All inclusive
Reg. $2,365
From $1,555 taxes and fees incl.
Prefer another date?
Save up to 40%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $2,695
From $1,615 taxes and fees incl.
Prefer another date?
Save up to 36%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $2,645
From $1,705 taxes and fees incl.
Prefer another date?
Save up to 30%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $2,435
From $1,715 taxes and fees incl.
Prefer another date?
Save up to 22%!
Windsor to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $2,275
From $1,785 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 32%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $2,655
From $1,805 taxes and fees incl.
Prefer another date?
Save up to 31%!
Windsor to Jamaica
Sun, January 6, 2019 7 days All inclusive
Reg. $2,835
From $1,955 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 43%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $3,415
From $1,945 taxes and fees incl.
Prefer another date?
Save up to 25%!
Windsor to Jamaica
Sun, January 6, 2019 7 days All inclusive
Reg. $2,755
From $2,075 taxes and fees incl.
Prefer another date?
Save up to 20%!
Windsor to Cancun
Mon, January 7, 2019 7 days All inclusive
Reg. $2,715
From $2,175 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 21%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $2,795
From $2,195 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 28%!
Windsor to Cancun
Mon, January 7, 2019 7 days All inclusive
Reg. $3,105
From $2,235 taxes and fees incl.
Prefer another date?
Save up to 52%!
Windsor to Cayo Santa Maria
Tue, January 1, 2019 7 days All inclusive
Reg. $2,135
From $1,035 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 34%!
Windsor to Cayo Santa Maria
Tue, January 8, 2019 7 days All inclusive
Reg. $2,365
From $1,555 taxes and fees incl.
Prefer another date?
Save up to 40%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $2,695
From $1,615 taxes and fees incl.
Prefer another date?
Save up to 36%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $2,645
From $1,705 taxes and fees incl.
Prefer another date?
Save up to 22%!
Windsor to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $2,275
From $1,785 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 32%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $2,655
From $1,805 taxes and fees incl.
Prefer another date?
Save up to 10%!
Windsor to Jamaica
Sun, February 3, 2019 7 days All inclusive
Reg. $2,155
From $1,935 taxes and fees incl.
Prefer another date?
Save up to 21%!
Windsor to Jamaica
Sun, January 27, 2019 7 days All inclusive
Reg. $2,465
From $1,945 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 40%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $3,125
From $1,885 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 43%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $3,415
From $1,945 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 21%!
Windsor to Riviera Maya
Mon, January 7, 2019 7 days All inclusive
Reg. $2,795
From $2,195 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 28%!
Windsor to Cancun
Mon, January 7, 2019 7 days All inclusive
Reg. $3,105
From $2,235 taxes and fees incl.
Prefer another date?
Save up to 44%!
Windsor to Jamaica
Sun, March 24, 2019 7 days All inclusive
Reg. $4,125
From $2,325 taxes and fees incl.
Prefer another date?
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