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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!
Varadero, Cuba
Save up to 52%!
Toronto to Varadero
Mon, January 28, 2019 7 days All inclusive
Reg. $1,165
From $565 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 51%!
Toronto to Varadero
Mon, January 28, 2019 7 days All inclusive
Reg. $1,235
From $605 taxes and fees incl.
Prefer another date?
Manzanillo de Cuba, Cuba
Save up to 45%!
Toronto to Manzanillo de Cuba
Wed, February 13, 2019 7 days All inclusive
Reg. $1,165
From $635 taxes and fees incl.
Prefer another date?
Cienfuegos, Cuba
Save up to 23%!
Toronto to Cienfuegos
Mon, January 21, 2019 7 days All inclusive
Reg. $825
From $635 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 25%!
Toronto to Havana
Mon, January 28, 2019 7 days All inclusive
Reg. $885
From $665 taxes and fees incl.
Prefer another date?
Santiago de Cuba, Cuba
Save up to 44%!
Toronto to Santiago de Cuba
Wed, January 30, 2019 7 days All inclusive
Reg. $1,195
From $665 taxes and fees incl.
Prefer another date?
Manzanillo de Cuba, Cuba
Save up to 46%!
Toronto to Manzanillo de Cuba
Wed, January 23, 2019 7 days All inclusive
Reg. $1,255
From $675 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 47%!
Toronto to Varadero
Mon, January 28, 2019 7 days All inclusive
Reg. $1,285
From $685 taxes and fees incl.
Prefer another date?
Santa Lucia, Cuba
Save up to 43%!
Toronto to Santa Lucia
Wed, January 30, 2019 7 days All inclusive
Reg. $1,245
From $705 taxes and fees incl.
Prefer another date?
Santiago de Cuba, Cuba
Save up to 49%!
Toronto to Santiago de Cuba
Wed, January 30, 2019 7 days All inclusive
Reg. $1,375
From $705 taxes and fees incl.
Prefer another date?
Cienfuegos, Cuba
Save up to 49%!
Toronto to Cienfuegos
Mon, January 21, 2019 7 days All inclusive
Reg. $1,385
From $705 taxes and fees incl.
Prefer another date?
Save up to 46%!
Toronto to Varadero
Mon, February 4, 2019 7 days All inclusive
Reg. $1,315
From $715 taxes and fees incl.
Prefer another date?
Cienfuegos, Cuba
Save up to 9%!
Toronto to Cienfuegos
Mon, January 21, 2019 7 days All inclusive
Reg. $785
From $715 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 49%!
Toronto to Varadero
Mon, January 28, 2019 7 days All inclusive
Reg. $1,425
From $725 taxes and fees incl.
Prefer another date?
Save up to 34%!
Toronto to Holguin
Tue, February 26, 2019 7 days All inclusive
Reg. $1,105
From $725 taxes and fees incl.
Prefer another date?
Save up to 43%!
Toronto to Cayo Coco
Mon, January 28, 2019 7 days All inclusive
Reg. $1,285
From $735 taxes and fees incl.
Prefer another date?
Santa Lucia, Cuba
Save up to 42%!
Toronto to Santa Lucia
Wed, January 30, 2019 7 days All inclusive
Reg. $1,295
From $745 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 46%!
Toronto to Varadero
Mon, January 28, 2019 7 days All inclusive
Reg. $1,385
From $745 taxes and fees incl.
Prefer another date?
Holguin, Cuba
Save up to 32%!
Toronto to Holguin
Wed, February 6, 2019 7 days All inclusive
Reg. $1,095
From $745 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 21%!
Toronto to Varadero
Mon, January 28, 2019 7 days All inclusive
Reg. $955
From $755 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 13%!
Toronto to Varadero
Mon, January 28, 2019 7 days All inclusive
Reg. $865
From $755 taxes and fees incl.
Prefer another date?
Save up to 23%!
Toronto to Varadero
Mon, January 28, 2019 7 days All inclusive
Reg. $975
From $755 taxes and fees incl.
Prefer another date?
Cayo Largo, Cuba
Save up to 50%!
Toronto to Cayo Largo
Fri, February 8, 2019 7 days All inclusive
Reg. $1,515
From $765 taxes and fees incl.
Prefer another date?
Santa Lucia, Cuba
Save up to 42%!
Toronto to Santa Lucia
Wed, January 30, 2019 7 days All inclusive
Reg. $1,345
From $775 taxes and fees incl.
Prefer another date?
Santa Lucia, Cuba
Save up to 44%!
Toronto to Santa Lucia
Wed, January 30, 2019 7 days All inclusive
Reg. $1,385
From $775 taxes and fees incl.
Prefer another date?
Santiago de Cuba, Cuba
Save up to 45%!
Toronto to Santiago de Cuba
Wed, February 20, 2019 7 days All inclusive
Reg. $1,425
From $785 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 48%!
Toronto to Varadero
Mon, January 28, 2019 7 days All inclusive
Reg. $1,505
From $785 taxes and fees incl.
Prefer another date?
Cayo Largo, Cuba
Save up to 49%!
Toronto to Cayo Largo
Fri, February 8, 2019 7 days All inclusive
Reg. $1,545
From $785 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 39%!
Toronto to Varadero
Mon, January 28, 2019 7 days All inclusive
Reg. $1,285
From $785 taxes and fees incl.
Prefer another date?
Save up to 41%!
Toronto to Varadero
Mon, January 28, 2019 7 days All inclusive
Reg. $1,345
From $795 taxes and fees incl.
Prefer another date?

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