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Vacations from Winnipeg

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

New taxes and fees now included in pricing!
Havana, Cuba
Save up to 31%!
Toronto to Havana
Wed, June 13, 2018 7 days Continental Plan
Reg. $715
From $495 taxes and fees incl.
Prefer another date?
Save up to 30%!
Toronto to Havana
Wed, June 13, 2018 7 days Continental Plan
Reg. $725
From $505 taxes and fees incl.
Prefer another date?
Holguin, Cuba
Save up to 51%!
Toronto to Holguin
Tue, June 5, 2018 7 days All inclusive
Reg. $1,075
From $525 taxes and fees incl.
Prefer another date?
Save up to 48%!
Toronto to Varadero
Wed, June 13, 2018 7 days All inclusive
Reg. $1,035
From $535 taxes and fees incl.
Prefer another date?
Manzanillo de Cuba, Cuba
Save up to 50%!
Toronto to Manzanillo de Cuba
Wed, June 6, 2018 7 days All inclusive
Reg. $1,085
From $545 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 45%!
Toronto to Varadero
Wed, June 13, 2018 7 days Inclusive
Reg. $995
From $545 taxes and fees incl.
Prefer another date?
Save up to 29%!
Toronto to Varadero
Wed, June 13, 2018 7 days All inclusive
Reg. $765
From $545 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 45%!
Toronto to Varadero
Wed, June 13, 2018 7 days All inclusive
Reg. $1,015
From $555 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 28%!
Toronto to Havana
Wed, June 13, 2018 7 days Continental Plan
Reg. $775
From $555 taxes and fees incl.
Prefer another date?
Holguin, Cuba
Save up to 22%!
Toronto to Holguin
Tue, June 5, 2018 7 days All inclusive
Reg. $715
From $555 taxes and fees incl.
Prefer another date?
Save up to 49%!
Toronto to Holguin
Tue, June 5, 2018 7 days All inclusive
Reg. $1,105
From $565 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 47%!
Toronto to Varadero
Wed, June 13, 2018 7 days All inclusive
Reg. $1,065
From $565 taxes and fees incl.
Prefer another date?
Santa Lucia, Cuba
Save up to 34%!
Toronto to Santa Lucia
Tue, May 29, 2018 7 days All inclusive
Reg. $875
From $575 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 47%!
Toronto to Varadero
Wed, June 13, 2018 7 days All inclusive
Reg. $1,095
From $585 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 47%!
Toronto to Varadero
Wed, June 13, 2018 7 days All inclusive
Reg. $1,095
From $585 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 46%!
Toronto to Varadero
Wed, June 13, 2018 7 days All inclusive
Reg. $1,075
From $585 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 45%!
Toronto to Varadero
Wed, June 13, 2018 7 days All inclusive
Reg. $1,095
From $605 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 27%!
Toronto to Havana
Wed, June 13, 2018 7 days All inclusive
Reg. $825
From $605 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 27%!
Toronto to Havana
Wed, June 13, 2018 7 days All inclusive
Reg. $825
From $605 taxes and fees incl.
Prefer another date?
Santa Lucia, Cuba
Save up to 52%!
Toronto to Santa Lucia
Tue, May 29, 2018 7 days All inclusive
Reg. $1,275
From $615 taxes and fees incl.
Prefer another date?
Santa Lucia, Cuba
Save up to 50%!
Toronto to Santa Lucia
Tue, May 29, 2018 7 days All inclusive
Reg. $1,235
From $615 taxes and fees incl.
Prefer another date?
Save up to 43%!
Toronto to Cayo Coco
Tue, June 12, 2018 7 days All inclusive
Reg. $1,075
From $615 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 43%!
Toronto to Varadero
Wed, June 13, 2018 7 days All inclusive
Reg. $1,075
From $615 taxes and fees incl.
Prefer another date?
Save up to 40%!
Toronto to Varadero
Wed, June 13, 2018 7 days All inclusive
Reg. $1,045
From $625 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 26%!
Toronto to Havana
Wed, June 13, 2018 7 days Breakfast Plan
Reg. $845
From $625 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 26%!
Toronto to Havana
Wed, June 13, 2018 7 days Continental Plan
Reg. $845
From $625 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 25%!
Toronto to Havana
Wed, June 13, 2018 7 days Continental Plan
Reg. $865
From $645 taxes and fees incl.
Prefer another date?
Save up to 51%!
Toronto to Holguin
Tue, June 5, 2018 7 days All inclusive
Reg. $1,345
From $655 taxes and fees incl.
Prefer another date?
Holguin, Cuba
Save up to 46%!
Toronto to Holguin
Tue, June 5, 2018 7 days All inclusive
Reg. $1,225
From $665 taxes and fees incl.
Prefer another date?
Save up to 45%!
Toronto to Holguin
Tue, June 5, 2018 7 days All inclusive
Reg. $1,215
From $665 taxes and fees incl.
Prefer another date?

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