Skip Navigation

Vacations from Winnipeg

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

New taxes and fees now included in pricing!
Varadero, Cuba
Save up to 59%!
Toronto to Varadero
Sun, November 24, 2019 7 days All inclusive
Reg. $1,165
From $475 taxes and fees incl.
Prefer another date?
Save up to 60%!
Toronto to Varadero
Sun, November 24, 2019 7 days All inclusive
Reg. $1,225
From $495 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 58%!
Toronto to Varadero
Sun, November 24, 2019 7 days All inclusive
Reg. $1,195
From $505 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 40%!
Toronto to Varadero
Sun, November 24, 2019 7 days All inclusive
Reg. $895
From $535 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 53%!
Toronto to Varadero
Sun, November 24, 2019 7 days All inclusive
Reg. $1,215
From $575 taxes and fees incl.
Prefer another date?
Holguin, Cuba
Save up to 52%!
Toronto to Holguin
Fri, December 6, 2019 7 days All inclusive
Reg. $1,205
From $575 taxes and fees incl.
Prefer another date?
Manzanillo de Cuba, Cuba
Save up to 47%!
Toronto to Manzanillo de Cuba
Wed, December 11, 2019 7 days All inclusive
Reg. $1,085
From $575 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 53%!
Toronto to Varadero
Sun, November 24, 2019 7 days All inclusive
Reg. $1,265
From $595 taxes and fees incl.
Prefer another date?
Save up to 56%!
Toronto to Varadero
Sun, November 24, 2019 7 days All inclusive
Reg. $1,375
From $605 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 56%!
Toronto to Varadero
Sun, November 24, 2019 7 days All inclusive
Reg. $1,395
From $615 taxes and fees incl.
Prefer another date?
Holguin, Cuba
Save up to 51%!
Toronto to Holguin
Fri, December 6, 2019 7 days All inclusive
Reg. $1,265
From $615 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 26%!
Toronto to Havana
Sun, November 24, 2019 7 days All inclusive
Reg. $835
From $615 taxes and fees incl.
Prefer another date?
Save up to 49%!
Toronto to Holguin
Fri, December 6, 2019 7 days All inclusive
Reg. $1,255
From $635 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 47%!
Toronto to Cayo Coco
Tue, December 3, 2019 7 days All inclusive
Reg. $1,205
From $635 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 47%!
Toronto to Cayo Santa Maria
Mon, November 25, 2019 7 days All inclusive
Reg. $1,195
From $635 taxes and fees incl.
Prefer another date?
Manzanillo de Cuba, Cuba
Save up to 45%!
Toronto to Manzanillo de Cuba
Wed, December 4, 2019 7 days All inclusive
Reg. $1,165
From $635 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 43%!
Toronto to Cayo Coco
Tue, December 3, 2019 7 days All inclusive
Reg. $1,115
From $635 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 51%!
Toronto to Varadero
Sun, November 24, 2019 7 days All inclusive
Reg. $1,315
From $645 taxes and fees incl.
Prefer another date?
Santiago de Cuba, Cuba
Save up to 43%!
Toronto to Santiago de Cuba
Wed, December 11, 2019 7 days All inclusive
Reg. $1,135
From $645 taxes and fees incl.
Prefer another date?
Save up to 45%!
Toronto to Varadero
Thu, November 28, 2019 7 days All inclusive
Reg. $1,185
From $655 taxes and fees incl.
Prefer another date?
Save up to 51%!
Toronto to Holguin
Fri, December 6, 2019 7 days All inclusive
Reg. $1,335
From $655 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 50%!
Toronto to Varadero
Sun, November 24, 2019 7 days All inclusive
Reg. $1,305
From $655 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 50%!
Toronto to Cayo Santa Maria
Mon, November 25, 2019 7 days All inclusive
Reg. $1,305
From $655 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 49%!
Toronto to Cayo Santa Maria
Mon, November 25, 2019 7 days All inclusive
Reg. $1,285
From $655 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 49%!
Toronto to Cayo Santa Maria
Mon, November 25, 2019 7 days All inclusive
Reg. $1,285
From $655 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 49%!
Toronto to Cayo Santa Maria
Mon, November 25, 2019 7 days All inclusive
Reg. $1,275
From $655 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 49%!
Toronto to Cayo Santa Maria
Mon, November 25, 2019 7 days All inclusive
Reg. $1,315
From $665 taxes and fees incl.
Prefer another date?
Holguin, Cuba
Save up to 48%!
Toronto to Holguin
Fri, November 29, 2019 7 days All inclusive
Reg. $1,275
From $665 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 46%!
Toronto to Varadero
Sat, December 7, 2019 7 days All inclusive
Reg. $1,255
From $675 taxes and fees incl.
Prefer another date?
Save up to 53%!
Toronto to Varadero
Sun, November 24, 2019 7 days All inclusive
Reg. $1,445
From $675 taxes and fees incl.
Prefer another date?

Back to
top