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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!
Save up to 44%!
Toronto to Varadero
Tue, November 5, 2019 7 days All inclusive
Reg. $1,135
From $635 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 41%!
Toronto to Varadero
Tue, November 5, 2019 7 days All inclusive
Reg. $1,075
From $635 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 39%!
Toronto to Cayo Coco
Thu, September 26, 2019 7 days All inclusive
Reg. $1,095
From $665 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 40%!
Toronto to Varadero
Tue, November 5, 2019 7 days All inclusive
Reg. $1,105
From $665 taxes and fees incl.
Prefer another date?
Holguin, Cuba
Save up to 40%!
Toronto to Holguin
Fri, October 4, 2019 7 days All inclusive
Reg. $1,125
From $675 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 44%!
Toronto to Varadero
Mon, October 28, 2019 7 days All inclusive
Reg. $1,195
From $675 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 41%!
Toronto to Varadero
Mon, October 28, 2019 7 days All inclusive
Reg. $1,135
From $675 taxes and fees incl.
Prefer another date?
Save up to 42%!
Toronto to Holguin
Fri, October 4, 2019 7 days All inclusive
Reg. $1,195
From $695 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 42%!
Toronto to Varadero
Tue, November 5, 2019 7 days All inclusive
Reg. $1,205
From $695 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 45%!
Toronto to Cayo Santa Maria
Wed, October 2, 2019 7 days All inclusive
Reg. $1,295
From $715 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 36%!
Toronto to Cayo Santa Maria
Wed, October 2, 2019 7 days All inclusive
Reg. $1,115
From $715 taxes and fees incl.
Prefer another date?
Save up to 46%!
Toronto to Varadero
Mon, October 28, 2019 7 days All inclusive
Reg. $1,315
From $715 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 40%!
Toronto to Cayo Santa Maria
Wed, October 2, 2019 7 days All inclusive
Reg. $1,215
From $725 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 19%!
Toronto to Cayo Santa Maria
Wed, October 2, 2019 7 days All inclusive
Reg. $895
From $725 taxes and fees incl.
Prefer another date?
Save up to 37%!
Toronto to Cayo Coco
Thu, September 26, 2019 7 days All inclusive
Reg. $1,155
From $725 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 38%!
Toronto to Varadero
Tue, November 5, 2019 7 days All inclusive
Reg. $1,165
From $725 taxes and fees incl.
Prefer another date?
Save up to 36%!
Toronto to Varadero
Tue, November 5, 2019 7 days All inclusive
Reg. $1,135
From $725 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 36%!
Toronto to Varadero
Tue, November 5, 2019 7 days All inclusive
Reg. $1,125
From $725 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 23%!
Toronto to Havana
Mon, October 28, 2019 7 days All inclusive
Reg. $955
From $735 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 23%!
Toronto to Havana
Mon, October 28, 2019 7 days All inclusive
Reg. $955
From $735 taxes and fees incl.
Prefer another date?
Save up to 50%!
Toronto to Cayo Santa Maria
Wed, October 2, 2019 7 days All inclusive
Reg. $1,485
From $745 taxes and fees incl.
Prefer another date?
Save up to 36%!
Toronto to Cayo Santa Maria
Wed, October 2, 2019 7 days All inclusive
Reg. $1,165
From $745 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 42%!
Toronto to Cayo Coco
Thu, September 26, 2019 7 days All inclusive
Reg. $1,285
From $745 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 39%!
Toronto to Cayo Coco
Thu, September 26, 2019 7 days All inclusive
Reg. $1,215
From $745 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 41%!
Toronto to Varadero
Tue, November 5, 2019 7 days All inclusive
Reg. $1,255
From $745 taxes and fees incl.
Prefer another date?
Manzanillo de Cuba, Cuba
Save up to 34%!
Toronto to Manzanillo de Cuba
Wed, November 6, 2019 7 days All inclusive
Reg. $1,125
From $745 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 35%!
Toronto to Cayo Coco
Thu, September 26, 2019 7 days All inclusive
Reg. $1,165
From $755 taxes and fees incl.
Prefer another date?
Save up to 38%!
Toronto to Cayo Coco
Thu, September 26, 2019 7 days All inclusive
Reg. $1,235
From $765 taxes and fees incl.
Prefer another date?
Save up to 37%!
Toronto to Varadero
Mon, October 28, 2019 7 days All inclusive
Reg. $1,215
From $765 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 35%!
Toronto to Varadero
Tue, November 5, 2019 7 days All inclusive
Reg. $1,175
From $765 taxes and fees incl.
Prefer another date?

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