Skip Navigation

It’s never been easier to get away! Your ideal tropical getaway can be right at your doorstep, even if you’re not near a major city, with our numerous and convenient local gateways coast to coast, offering Canadians regular service to popular sun destinations across the Caribbean, Mexico, Central America, and even Florida! Plus, you can easily take advantage of frequent domestic flights throughout Canada during the summer and explore our beautiful country.

Get started by checking out our flight schedule to some of the most popular vacation destinations Flight Schedule
New taxes and fees now included in pricing!
Save up to 19%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $1,135
From $915 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 28%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $1,305
From $935 taxes and fees incl.
Prefer another date?
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?
Varadero, Cuba
Save up to 34%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $1,435
From $945 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 53%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $2,085
From $985 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?
Varadero, Cuba
Save up to 33%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $1,465
From $975 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 54%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $2,285
From $1,045 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 36%!
Winnipeg to Puerto Plata
Thu, March 28, 2019 7 days All inclusive
Reg. $1,775
From $1,135 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 37%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $1,725
From $1,085 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 49%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,325
From $1,185 taxes and fees incl.
Prefer another date?
Los Cabos, Mexico
Save up to 49%!
Winnipeg to Los Cabos
Thu, December 20, 2018 7 days All inclusive
Reg. $2,185
From $1,125 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 46%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,315
From $1,255 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?
Riviera Maya, Mexico
Save up to 48%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $2,355
From $1,225 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 34%!
Winnipeg to Riviera Nayarit
Fri, January 4, 2019 7 days All inclusive
Reg. $1,875
From $1,245 taxes and fees incl.
Prefer another date?
Puerto Vallarta, Mexico
Save up to 32%!
Winnipeg to Puerto Vallarta
Fri, January 4, 2019 7 days All inclusive
Reg. $1,825
From $1,245 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 48%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,525
From $1,305 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?
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 44%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,505
From $1,405 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?
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?
Varadero, Cuba
Save up to 41%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $1,725
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?
Save up to 33%!
Winnipeg to Holguin
Fri, January 11, 2019 7 days All inclusive
Reg. $1,745
From $1,175 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 46%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,435
From $1,315 taxes and fees incl.
Prefer another date?
Save up to 52%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $2,655
From $1,275 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?
Save up to 58%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $3,235
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 49%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $2,785
From $1,415 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 36%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $2,285
From $1,455 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 39%!
Winnipeg to Varadero
Thu, December 20, 2018 7 days All inclusive
Reg. $2,415
From $1,475 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 23%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, January 13, 2019 7 days All inclusive
Reg. $2,015
From $1,555 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?
Riviera Maya, Mexico
Save up to 23%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $2,215
From $1,705 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 33%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,625
From $1,765 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 36%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,785
From $1,785 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 29%!
Winnipeg to Punta Cana
Wed, January 9, 2019 7 days All inclusive
Reg. $2,615
From $1,845 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 32%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,775
From $1,875 taxes and fees incl.
Prefer another date?
Save up to 29%!
Winnipeg to Jamaica
Mon, January 21, 2019 7 days All inclusive
Reg. $2,735
From $1,935 taxes and fees incl.
Prefer another date?
Save up to 52%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $2,655
From $1,275 taxes and fees incl.
Prefer another date?
Save up to 54%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $2,845
From $1,305 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 49%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,715
From $1,385 taxes and fees incl.
Prefer another date?
Save up to 58%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $3,235
From $1,365 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 53%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $2,985
From $1,415 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 23%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, January 13, 2019 7 days All inclusive
Reg. $2,015
From $1,555 taxes and fees incl.
Prefer another date?
Save up to 37%!
Winnipeg to Holguin
Fri, December 21, 2018 7 days All inclusive
Reg. $2,535
From $1,605 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 28%!
Winnipeg to Cayo Santa Maria
Fri, January 11, 2019 7 days All inclusive
Reg. $2,335
From $1,685 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 36%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,785
From $1,785 taxes and fees incl.
Prefer another date?
Save up to 24%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $2,275
From $1,725 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?
Riviera Maya, Mexico
Save up to 5%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $1,885
From $1,785 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 32%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,775
From $1,875 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 28%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,795
From $2,005 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 10%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,305
From $2,085 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 27%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $2,885
From $2,115 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 46%!
Winnipeg to Cayo Santa Maria
Fri, February 1, 2019 7 days All inclusive
Reg. $2,145
From $1,165 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 48%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,525
From $1,305 taxes and fees incl.
Prefer another date?
Save up to 54%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $2,845
From $1,305 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 49%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,715
From $1,385 taxes and fees incl.
Prefer another date?
Save up to 53%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $2,985
From $1,415 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 27%!
Winnipeg to Cayo Coco
Sat, January 5, 2019 7 days All inclusive
Reg. $1,915
From $1,395 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 44%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $2,595
From $1,465 taxes and fees incl.
Prefer another date?
Save up to 37%!
Winnipeg to Holguin
Fri, December 21, 2018 7 days All inclusive
Reg. $2,535
From $1,605 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 28%!
Winnipeg to Cayo Santa Maria
Fri, January 11, 2019 7 days All inclusive
Reg. $2,335
From $1,685 taxes and fees incl.
Prefer another date?
Save up to 24%!
Winnipeg to Varadero
Thu, January 3, 2019 7 days All inclusive
Reg. $2,275
From $1,725 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 5%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $1,885
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?
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 25%!
Winnipeg to Jamaica
Mon, January 28, 2019 7 days All inclusive
Reg. $2,685
From $2,005 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 28%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,795
From $2,005 taxes and fees incl.
Prefer another date?
Save up to 24%!
Winnipeg to Jamaica
Mon, January 21, 2019 7 days All inclusive
Reg. $2,705
From $2,055 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 10%!
Winnipeg to Punta Cana
Wed, December 19, 2018 7 days All inclusive
Reg. $2,305
From $2,085 taxes and fees incl.
Prefer another date?
Save up to 25%!
Winnipeg to Huatulco
Tue, March 5, 2019 7 days All inclusive
Reg. $2,775
From $2,095 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 27%!
Winnipeg to Riviera Maya
Wed, December 19, 2018 7 days All inclusive
Reg. $2,885
From $2,115 taxes and fees incl.
Prefer another date?
Save up to 55%!
Winnipeg to Los Cabos
Thu, December 20, 2018 7 days All inclusive
Reg. $4,715
From $2,145 taxes and fees incl.
Prefer another date?

Sign up to receive exclusive <strong>Sunwing</strong> <em>members only</em> discounts #1 to the Sun
Back to
top