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Vacations from Winnipeg

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

Varadero, Cuba
Save up to 51%!
Hamilton to Varadero
Wed, March 25, 2020 7 days All inclusive
Reg. $1,275
From $625 taxes and fees incl.
Prefer another date?
Save up to 50%!
Hamilton to Varadero
Wed, March 25, 2020 7 days All inclusive
Reg. $1,295
From $645 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 49%!
Hamilton to Varadero
Wed, March 25, 2020 7 days All inclusive
Reg. $1,295
From $655 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 33%!
Hamilton to Varadero
Wed, April 8, 2020 7 days All inclusive
Reg. $1,065
From $715 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 47%!
Hamilton to Varadero
Wed, April 8, 2020 7 days All inclusive
Reg. $1,355
From $715 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 24%!
Hamilton to Havana
Wed, March 25, 2020 7 days All inclusive
Reg. $935
From $715 taxes and fees incl.
Prefer another date?
Save up to 48%!
Hamilton to Varadero
Wed, March 25, 2020 7 days All inclusive
Reg. $1,425
From $735 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 45%!
Hamilton to Varadero
Wed, April 8, 2020 7 days All inclusive
Reg. $1,455
From $805 taxes and fees incl.
Prefer another date?
Save up to 43%!
Hamilton to Varadero
Wed, April 8, 2020 7 days All inclusive
Reg. $1,405
From $805 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 45%!
Hamilton to Varadero
Wed, March 25, 2020 7 days All inclusive
Reg. $1,485
From $815 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 40%!
Hamilton to Varadero
Wed, April 8, 2020 7 days All inclusive
Reg. $1,355
From $815 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 21%!
Hamilton to Havana
Wed, March 25, 2020 7 days All inclusive
Reg. $1,045
From $825 taxes and fees incl.
Prefer another date?
Save up to 44%!
Hamilton to Varadero
Wed, March 25, 2020 7 days All inclusive
Reg. $1,475
From $825 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 39%!
Hamilton to Varadero
Wed, March 25, 2020 7 days All inclusive
Reg. $1,375
From $835 taxes and fees incl.
Prefer another date?
Save up to 47%!
Hamilton to Varadero
Wed, March 25, 2020 7 days All inclusive
Reg. $1,595
From $845 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 50%!
Hamilton to Varadero
Wed, March 25, 2020 7 days All inclusive
Reg. $1,685
From $845 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 46%!
Hamilton to Cayo Santa Maria
Fri, March 27, 2020 7 days All inclusive
Reg. $1,575
From $845 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 46%!
Hamilton to Varadero
Wed, March 25, 2020 7 days All inclusive
Reg. $1,615
From $865 taxes and fees incl.
Prefer another date?
Save up to 20%!
Hamilton to Havana
Wed, March 25, 2020 7 days All inclusive
Reg. $1,085
From $865 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 40%!
Hamilton to Cayo Coco
Sun, March 8, 2020 7 days All inclusive
Reg. $1,475
From $885 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 47%!
Hamilton to Varadero
Wed, March 25, 2020 7 days All inclusive
Reg. $1,675
From $895 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 45%!
Hamilton to Cayo Santa Maria
Fri, March 27, 2020 7 days All inclusive
Reg. $1,655
From $905 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 43%!
Hamilton to Cayo Santa Maria
Fri, March 27, 2020 7 days All inclusive
Reg. $1,585
From $905 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 35%!
Hamilton to Varadero
Wed, April 8, 2020 7 days All inclusive
Reg. $1,395
From $905 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 35%!
Hamilton to Varadero
Wed, April 8, 2020 7 days All inclusive
Reg. $1,395
From $905 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 42%!
Hamilton to Cayo Coco
Sun, March 8, 2020 7 days All inclusive
Reg. $1,565
From $915 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 48%!
Hamilton to Cayo Santa Maria
Fri, March 27, 2020 7 days All inclusive
Reg. $1,765
From $915 taxes and fees incl.
Prefer another date?
Save up to 42%!
Hamilton to Varadero
Wed, April 8, 2020 7 days All inclusive
Reg. $1,605
From $925 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 37%!
Hamilton to Cayo Santa Maria
Fri, April 3, 2020 7 days All inclusive
Reg. $1,465
From $925 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 45%!
Hamilton to Cayo Santa Maria
Fri, March 27, 2020 7 days All inclusive
Reg. $1,695
From $925 taxes and fees incl.
Prefer another date?

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