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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!
Manzanillo de Cuba, Cuba
Save up to 49%!
Toronto to Manzanillo de Cuba
Wed, August 8, 2018 7 days All inclusive
Reg. $1,175
From $595 taxes and fees incl.
Prefer another date?
Save up to 45%!
Toronto to Varadero
Wed, August 29, 2018 7 days All inclusive
Reg. $1,155
From $635 taxes and fees incl.
Prefer another date?
Holguin, Cuba
Save up to 43%!
Toronto to Holguin
Tue, August 28, 2018 7 days All inclusive
Reg. $1,135
From $645 taxes and fees incl.
Prefer another date?
Save up to 26%!
Toronto to Varadero
Wed, August 29, 2018 7 days All inclusive
Reg. $875
From $645 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 25%!
Toronto to Havana
Wed, August 29, 2018 7 days All inclusive
Reg. $865
From $645 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 42%!
Toronto to Varadero
Wed, August 29, 2018 7 days All inclusive
Reg. $1,135
From $655 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 44%!
Toronto to Varadero
Wed, August 29, 2018 7 days All inclusive
Reg. $1,185
From $665 taxes and fees incl.
Prefer another date?
Santa Lucia, Cuba
Save up to 33%!
Toronto to Santa Lucia
Tue, August 28, 2018 7 days All inclusive
Reg. $1,005
From $675 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 25%!
Toronto to Havana
Wed, August 29, 2018 7 days All inclusive
Reg. $895
From $675 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 44%!
Toronto to Varadero
Wed, August 29, 2018 7 days All inclusive
Reg. $1,215
From $685 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 44%!
Toronto to Varadero
Wed, August 29, 2018 7 days All inclusive
Reg. $1,215
From $685 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 43%!
Toronto to Varadero
Wed, August 29, 2018 7 days All inclusive
Reg. $1,195
From $685 taxes and fees incl.
Prefer another date?
Save up to 41%!
Toronto to Holguin
Tue, August 28, 2018 7 days All inclusive
Reg. $1,165
From $685 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 42%!
Toronto to Varadero
Wed, August 29, 2018 7 days All inclusive
Reg. $1,215
From $705 taxes and fees incl.
Prefer another date?
Holguin, Cuba
Save up to 35%!
Toronto to Holguin
Tue, August 28, 2018 7 days All inclusive
Reg. $1,085
From $705 taxes and fees incl.
Prefer another date?
Santa Lucia, Cuba
Save up to 49%!
Toronto to Santa Lucia
Tue, August 28, 2018 7 days All inclusive
Reg. $1,395
From $715 taxes and fees incl.
Prefer another date?
Santa Lucia, Cuba
Save up to 47%!
Toronto to Santa Lucia
Tue, August 28, 2018 7 days All inclusive
Reg. $1,355
From $715 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 40%!
Toronto to Varadero
Wed, August 29, 2018 7 days All inclusive
Reg. $1,195
From $715 taxes and fees incl.
Prefer another date?
Save up to 38%!
Toronto to Varadero
Wed, August 29, 2018 7 days All inclusive
Reg. $1,165
From $725 taxes and fees incl.
Prefer another date?
Save up to 51%!
Toronto to Holguin
Tue, August 28, 2018 7 days All inclusive
Reg. $1,505
From $735 taxes and fees incl.
Prefer another date?
Save up to 50%!
Toronto to Varadero
Wed, August 29, 2018 7 days All inclusive
Reg. $1,465
From $735 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 45%!
Toronto to Varadero
Wed, August 29, 2018 7 days All inclusive
Reg. $1,325
From $735 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 42%!
Toronto to Varadero
Wed, August 29, 2018 7 days All inclusive
Reg. $1,265
From $735 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 42%!
Toronto to Varadero
Wed, August 29, 2018 7 days All inclusive
Reg. $1,275
From $745 taxes and fees incl.
Prefer another date?
Save up to 40%!
Toronto to Cayo Coco
Fri, August 17, 2018 7 days All inclusive
Reg. $1,255
From $755 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 39%!
Toronto to Cayo Santa Maria
Wed, August 29, 2018 7 days All inclusive
Reg. $1,245
From $755 taxes and fees incl.
Prefer another date?
Save up to 38%!
Toronto to Varadero
Wed, August 29, 2018 7 days All inclusive
Reg. $1,225
From $755 taxes and fees incl.
Prefer another date?
Save up to 43%!
Toronto to Holguin
Tue, August 28, 2018 7 days All inclusive
Reg. $1,345
From $765 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 43%!
Toronto to Varadero
Wed, August 29, 2018 7 days All inclusive
Reg. $1,345
From $765 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 41%!
Toronto to Cayo Santa Maria
Wed, August 29, 2018 7 days All inclusive
Reg. $1,305
From $765 taxes and fees incl.
Prefer another date?

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