Top deals from

Vacations from Winnipeg

Enjoy convenient flights departing from Winnipeg to top destinations across the Caribbean, Mexico and Central America.

Varadero, Cuba
Save up to 46%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,195
From $645 taxes and fees incl.
Prefer another date?
Save up to 48%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,255
From $655 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 46%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,245
From $675 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 45%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,225
From $675 taxes and fees incl.
Prefer another date?
Save up to 44%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,305
From $725 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 43%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,265
From $725 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 42%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,255
From $725 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 23%!
Toronto to Cayo Coco
Sun, November 8, 2020 7 days All inclusive
Reg. $945
From $725 taxes and fees incl.
Prefer another date?
Save up to 44%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,305
From $735 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 42%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,265
From $735 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 40%!
Toronto to Cayo Coco
Sun, November 8, 2020 7 days All inclusive
Reg. $1,235
From $735 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 40%!
Toronto to Cayo Coco
Sun, November 8, 2020 7 days All inclusive
Reg. $1,235
From $735 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 23%!
Toronto to Havana
Sat, November 7, 2020 7 days All inclusive
Reg. $965
From $745 taxes and fees incl.
Prefer another date?
Save up to 45%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,385
From $755 taxes and fees incl.
Prefer another date?
Save up to 41%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,315
From $775 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 41%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,305
From $775 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 39%!
Toronto to Cayo Coco
Sun, November 8, 2020 7 days All inclusive
Reg. $1,275
From $775 taxes and fees incl.
Prefer another date?
Save up to 42%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,365
From $785 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 41%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,325
From $785 taxes and fees incl.
Prefer another date?
Save up to 39%!
Toronto to Cayo Coco
Sun, November 8, 2020 7 days All inclusive
Reg. $1,285
From $785 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 26%!
Toronto to Cayo Coco
Sun, November 8, 2020 7 days All inclusive
Reg. $1,055
From $785 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 42%!
Toronto to Cayo Coco
Sun, November 8, 2020 7 days All inclusive
Reg. $1,365
From $795 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 40%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,335
From $805 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 33%!
Toronto to Cayo Coco
Fri, November 6, 2020 7 days All inclusive
Reg. $1,225
From $815 taxes and fees incl.
Prefer another date?
Save up to 40%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,365
From $825 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 40%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,365
From $825 taxes and fees incl.
Prefer another date?
Save up to 39%!
Toronto to Cayo Coco
Sun, November 8, 2020 7 days All inclusive
Reg. $1,345
From $825 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 38%!
Toronto to Cayo Coco
Sun, November 8, 2020 7 days All inclusive
Reg. $1,325
From $825 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 39%!
Toronto to Varadero
Sat, November 7, 2020 7 days All inclusive
Reg. $1,385
From $845 taxes and fees incl.
Prefer another date?
Save up to 20%!
Toronto to Havana
Sat, November 7, 2020 7 days All inclusive
Reg. $1,075
From $855 taxes and fees incl.
Prefer another date?