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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 44%!
Winnipeg to Holguin
Fri, January 18, 2019 7 days All inclusive
Reg. $1,675
From $945 taxes and fees incl.
Prefer another date?
Save up to 16%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $1,135
From $955 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 37%!
Winnipeg to Cayo Santa Maria
Fri, January 11, 2019 7 days All inclusive
Reg. $1,555
From $975 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 39%!
Winnipeg to Puerto Plata
Thu, March 28, 2019 7 days All inclusive
Reg. $1,775
From $1,075 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 25%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $1,305
From $975 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 31%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $1,435
From $985 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 31%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $1,465
From $1,015 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 41%!
Winnipeg to Cayo Santa Maria
Fri, January 11, 2019 7 days All inclusive
Reg. $1,735
From $1,025 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 35%!
Winnipeg to Puerto Plata
Thu, March 28, 2019 7 days All inclusive
Reg. $1,785
From $1,155 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 35%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $1,725
From $1,125 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 24%!
Winnipeg to Cayo Santa Maria
Fri, January 11, 2019 7 days All inclusive
Reg. $1,555
From $1,175 taxes and fees incl.
Prefer another date?
Puerto Vallarta, Mexico
Save up to 43%!
Winnipeg to Puerto Vallarta
Fri, December 21, 2018 7 days All inclusive
Reg. $2,175
From $1,245 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 34%!
Winnipeg to Jamaica
Mon, January 28, 2019 7 days All inclusive
Reg. $2,075
From $1,365 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 28%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $1,865
From $1,345 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 36%!
Winnipeg to Riviera Nayarit
Sun, January 13, 2019 7 days All inclusive
Reg. $2,015
From $1,295 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 38%!
Winnipeg to Cancun
Sat, January 5, 2019 7 days All inclusive
Reg. $2,095
From $1,295 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 26%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $1,825
From $1,355 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 45%!
Winnipeg to Riviera Maya
Sat, December 22, 2018 7 days All inclusive
Reg. $2,375
From $1,295 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 26%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $1,875
From $1,385 taxes and fees incl.
Prefer another date?
Save up to 24%!
Winnipeg to Jamaica
Mon, March 4, 2019 7 days All inclusive
Reg. $1,925
From $1,455 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 49%!
Winnipeg to Riviera Maya
Sat, December 22, 2018 7 days All inclusive
Reg. $2,675
From $1,375 taxes and fees incl.
Prefer another date?
Los Cabos, Mexico
Save up to 29%!
Winnipeg to Los Cabos
Thu, January 3, 2019 7 days All inclusive
Reg. $1,935
From $1,375 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 27%!
Winnipeg to Cancun
Mon, January 21, 2019 7 days All inclusive
Reg. $1,895
From $1,385 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 41%!
Winnipeg to Cayo Santa Maria
Fri, January 11, 2019 7 days All inclusive
Reg. $1,735
From $1,025 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 39%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $1,725
From $1,055 taxes and fees incl.
Prefer another date?
Save up to 35%!
Winnipeg to Holguin
Fri, January 18, 2019 7 days All inclusive
Reg. $1,785
From $1,165 taxes and fees incl.
Prefer another date?
Save up to 35%!
Winnipeg to Mazatlán
Fri, January 25, 2019 7 days All inclusive
Reg. $2,095
From $1,365 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 30%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, January 20, 2019 7 days All inclusive
Reg. $1,995
From $1,395 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 29%!
Winnipeg to Cayo Coco
Sat, January 19, 2019 7 days All inclusive
Reg. $1,915
From $1,355 taxes and fees incl.
Prefer another date?
Save up to 38%!
Winnipeg to Riviera Maya
Wed, January 2, 2019 7 days All inclusive
Reg. $2,395
From $1,495 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 19%!
Winnipeg to Punta Cana
Sun, April 14, 2019 7 days All inclusive
Reg. $1,925
From $1,565 taxes and fees incl.
Prefer another date?
Save up to 45%!
Winnipeg to Riviera Maya
Sat, January 5, 2019 7 days All inclusive
Reg. $2,755
From $1,525 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 25%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, January 20, 2019 7 days All inclusive
Reg. $2,085
From $1,555 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 38%!
Winnipeg to Punta Cana
Wed, January 9, 2019 7 days All inclusive
Reg. $2,615
From $1,625 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 31%!
Winnipeg to Punta Cana
Wed, January 9, 2019 7 days All inclusive
Reg. $2,485
From $1,715 taxes and fees incl.
Prefer another date?
La Romana, Dominican Republic
Save up to 11%!
Winnipeg to La Romana
Sun, April 7, 2019 7 days All inclusive
Reg. $1,935
From $1,715 taxes and fees incl.
Prefer another date?
Save up to 43%!
Winnipeg to Riviera Maya
Sat, January 5, 2019 7 days All inclusive
Reg. $2,935
From $1,665 taxes and fees incl.
Prefer another date?
Los Cabos, Mexico
Save up to 28%!
Winnipeg to Los Cabos
Thu, January 3, 2019 7 days All inclusive
Reg. $2,315
From $1,675 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 33%!
Winnipeg to Punta Cana
Wed, January 9, 2019 7 days All inclusive
Reg. $2,655
From $1,785 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 39%!
Winnipeg to Riviera Maya
Sat, December 22, 2018 7 days All inclusive
Reg. $2,845
From $1,745 taxes and fees incl.
Prefer another date?
Save up to 36%!
Winnipeg to Riviera Maya
Sat, January 5, 2019 7 days All inclusive
Reg. $2,755
From $1,755 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 19%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $2,185
From $1,765 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 26%!
Winnipeg to Punta Cana
Wed, January 9, 2019 7 days All inclusive
Reg. $2,565
From $1,905 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 29%!
Winnipeg to Cayo Coco
Sat, January 19, 2019 7 days All inclusive
Reg. $1,915
From $1,355 taxes and fees incl.
Prefer another date?
Save up to 28%!
Winnipeg to Holguin
Fri, January 4, 2019 7 days All inclusive
Reg. $2,035
From $1,475 taxes and fees incl.
Prefer another date?
Save up to 45%!
Winnipeg to Riviera Maya
Sat, January 5, 2019 7 days All inclusive
Reg. $2,755
From $1,525 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 25%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, January 20, 2019 7 days All inclusive
Reg. $2,085
From $1,555 taxes and fees incl.
Prefer another date?
Save up to 41%!
Winnipeg to Riviera Maya
Mon, January 21, 2019 7 days All inclusive
Reg. $2,705
From $1,595 taxes and fees incl.
Prefer another date?
Save up to 51%!
Winnipeg to Riviera Maya
Sat, December 22, 2018 7 days All inclusive
Reg. $3,365
From $1,665 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 35%!
Winnipeg to Punta Cana
Wed, January 9, 2019 7 days All inclusive
Reg. $2,705
From $1,755 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 33%!
Winnipeg to Punta Cana
Wed, January 9, 2019 7 days All inclusive
Reg. $2,655
From $1,785 taxes and fees incl.
Prefer another date?
Save up to 36%!
Winnipeg to Riviera Maya
Sat, January 5, 2019 7 days All inclusive
Reg. $2,755
From $1,755 taxes and fees incl.
Prefer another date?
Save up to 34%!
Winnipeg to Los Cabos
Thu, January 10, 2019 7 days All inclusive
Reg. $2,665
From $1,765 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 33%!
Winnipeg to Cayo Santa Maria
Fri, January 18, 2019 7 days All inclusive
Reg. $2,595
From $1,735 taxes and fees incl.
Prefer another date?
Save up to 22%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $2,275
From $1,765 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 37%!
Winnipeg to Riviera Maya
Wed, January 2, 2019 7 days All inclusive
Reg. $2,945
From $1,855 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 26%!
Winnipeg to Punta Cana
Wed, January 9, 2019 7 days All inclusive
Reg. $2,645
From $1,965 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 46%!
Winnipeg to Riviera Maya
Wed, January 2, 2019 7 days All inclusive
Reg. $3,705
From $1,985 taxes and fees incl.
Prefer another date?
Save up to 33%!
Winnipeg to Jamaica
Mon, January 21, 2019 7 days All inclusive
Reg. $3,105
From $2,095 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 20%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $2,665
From $2,125 taxes and fees incl.
Prefer another date?
Save up to 27%!
Winnipeg to Jamaica
Mon, January 21, 2019 7 days All inclusive
Reg. $3,015
From $2,205 taxes and fees incl.
Prefer another date?
Save up to 19%!
Winnipeg to Cayo Coco
Sat, January 19, 2019 7 days All inclusive
Reg. $1,195
From $965 taxes and fees incl.
Prefer another date?
Save up to 45%!
Winnipeg to Cayo Santa Maria
Fri, February 1, 2019 7 days All inclusive
Reg. $2,145
From $1,185 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 26%!
Winnipeg to Cayo Coco
Sat, January 5, 2019 7 days All inclusive
Reg. $1,915
From $1,425 taxes and fees incl.
Prefer another date?
Save up to 28%!
Winnipeg to Holguin
Fri, January 4, 2019 7 days All inclusive
Reg. $2,035
From $1,475 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 25%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $2,125
From $1,595 taxes and fees incl.
Prefer another date?
Save up to 41%!
Winnipeg to Riviera Maya
Mon, January 21, 2019 7 days All inclusive
Reg. $2,705
From $1,595 taxes and fees incl.
Prefer another date?
Save up to 51%!
Winnipeg to Riviera Maya
Sat, December 22, 2018 7 days All inclusive
Reg. $3,365
From $1,665 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 35%!
Winnipeg to Punta Cana
Wed, January 9, 2019 7 days All inclusive
Reg. $2,705
From $1,755 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 33%!
Winnipeg to Cayo Santa Maria
Fri, January 18, 2019 7 days All inclusive
Reg. $2,595
From $1,735 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 46%!
Winnipeg to Riviera Maya
Sat, December 22, 2018 7 days All inclusive
Reg. $3,305
From $1,785 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 56%!
Winnipeg to Punta Cana
Wed, January 9, 2019 7 days All inclusive
Reg. $4,185
From $1,855 taxes and fees incl.
Prefer another date?
Save up to 22%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $2,275
From $1,765 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 37%!
Winnipeg to Riviera Maya
Wed, January 2, 2019 7 days All inclusive
Reg. $2,945
From $1,855 taxes and fees incl.
Prefer another date?
Save up to 24%!
Winnipeg to Jamaica
Mon, January 28, 2019 7 days All inclusive
Reg. $2,685
From $2,035 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 46%!
Winnipeg to Riviera Maya
Wed, January 2, 2019 7 days All inclusive
Reg. $3,705
From $1,985 taxes and fees incl.
Prefer another date?
Save up to 23%!
Winnipeg to Jamaica
Mon, January 21, 2019 7 days All inclusive
Reg. $2,705
From $2,095 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 20%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $2,665
From $2,125 taxes and fees incl.
Prefer another date?
Save up to 37%!
Winnipeg to Huatulco
Tue, January 1, 2019 7 days All inclusive
Reg. $3,305
From $2,085 taxes and fees incl.
Prefer another date?
Save up to 52%!
Winnipeg to Los Cabos
Thu, January 3, 2019 7 days All inclusive
Reg. $4,485
From $2,135 taxes and fees incl.
Prefer another date?
Save up to 32%!
Winnipeg to Los Cabos
Thu, March 14, 2019 7 days All inclusive
Reg. $3,215
From $2,195 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 9%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $2,505
From $2,285 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 27%!
Winnipeg to Riviera Maya
Wed, January 2, 2019 7 days All inclusive
Reg. $3,085
From $2,245 taxes and fees incl.
Prefer another date?
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