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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 46%!
Toronto to Varadero
Sun, September 1, 2019 7 days All inclusive
Reg. $1,295
From $695 taxes and fees incl.
Prefer another date?
Manzanillo de Cuba, Cuba
Save up to 42%!
Toronto to Manzanillo de Cuba
Wed, August 21, 2019 7 days All inclusive
Reg. $1,205
From $695 taxes and fees incl.
Prefer another date?
Holguin, Cuba
Save up to 41%!
Toronto to Holguin
Fri, August 30, 2019 7 days All inclusive
Reg. $1,185
From $695 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 48%!
Toronto to Varadero
Sun, September 1, 2019 7 days All inclusive
Reg. $1,345
From $705 taxes and fees incl.
Prefer another date?
Save up to 47%!
Toronto to Varadero
Sun, September 1, 2019 7 days All inclusive
Reg. $1,355
From $715 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 46%!
Toronto to Varadero
Sun, September 1, 2019 7 days All inclusive
Reg. $1,315
From $715 taxes and fees incl.
Prefer another date?
Save up to 43%!
Toronto to Holguin
Fri, August 30, 2019 7 days All inclusive
Reg. $1,255
From $715 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 44%!
Toronto to Varadero
Sun, September 1, 2019 7 days All inclusive
Reg. $1,305
From $725 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 44%!
Toronto to Varadero
Sun, September 1, 2019 7 days All inclusive
Reg. $1,295
From $725 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 23%!
Toronto to Havana
Sun, September 1, 2019 7 days All inclusive
Reg. $965
From $745 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 46%!
Toronto to Varadero
Sun, September 1, 2019 7 days All inclusive
Reg. $1,395
From $755 taxes and fees incl.
Prefer another date?
Save up to 48%!
Toronto to Holguin
Fri, August 30, 2019 7 days All inclusive
Reg. $1,455
From $755 taxes and fees incl.
Prefer another date?
Holguin, Cuba
Save up to 40%!
Toronto to Holguin
Fri, August 30, 2019 7 days All inclusive
Reg. $1,265
From $755 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 47%!
Toronto to Cayo Santa Maria
Tue, August 27, 2019 7 days All inclusive
Reg. $1,465
From $775 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 44%!
Toronto to Cayo Santa Maria
Tue, August 27, 2019 7 days All inclusive
Reg. $1,395
From $775 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 39%!
Toronto to Cayo Santa Maria
Tue, August 27, 2019 7 days All inclusive
Reg. $1,265
From $775 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 22%!
Toronto to Havana
Sun, September 1, 2019 7 days All inclusive
Reg. $995
From $775 taxes and fees incl.
Prefer another date?
Save up to 36%!
Toronto to Cayo Coco
Thu, August 29, 2019 7 days All inclusive
Reg. $1,215
From $775 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 42%!
Toronto to Cayo Santa Maria
Tue, August 27, 2019 7 days All inclusive
Reg. $1,345
From $785 taxes and fees incl.
Prefer another date?
Save up to 54%!
Toronto to Cayo Santa Maria
Tue, August 27, 2019 7 days All inclusive
Reg. $1,755
From $805 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 41%!
Toronto to Varadero
Sun, September 1, 2019 7 days All inclusive
Reg. $1,355
From $805 taxes and fees incl.
Prefer another date?
Save up to 39%!
Toronto to Varadero
Sun, September 1, 2019 7 days All inclusive
Reg. $1,315
From $805 taxes and fees incl.
Prefer another date?
Save up to 38%!
Toronto to Cayo Santa Maria
Tue, August 27, 2019 7 days All inclusive
Reg. $1,295
From $805 taxes and fees incl.
Prefer another date?
Save up to 36%!
Toronto to Cayo Coco
Thu, August 29, 2019 7 days All inclusive
Reg. $1,255
From $805 taxes and fees incl.
Prefer another date?
Save up to 46%!
Toronto to Varadero
Sun, September 1, 2019 7 days All inclusive
Reg. $1,505
From $815 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 43%!
Toronto to Varadero
Sun, September 1, 2019 7 days All inclusive
Reg. $1,425
From $815 taxes and fees incl.
Prefer another date?
Save up to 40%!
Toronto to Varadero
Sun, September 1, 2019 7 days All inclusive
Reg. $1,355
From $815 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 23%!
Toronto to Cayo Santa Maria
Tue, August 27, 2019 7 days All inclusive
Reg. $1,065
From $815 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 43%!
Toronto to Varadero
Sun, September 1, 2019 7 days All inclusive
Reg. $1,455
From $825 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 42%!
Toronto to Varadero
Sun, September 1, 2019 7 days All inclusive
Reg. $1,415
From $825 taxes and fees incl.
Prefer another date?

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