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From spectacular suites to gourmet seaside restaurants, vacationers can enjoy elevated tropical getaways at an array of luxury resorts in paradise. Perfect for opulent adults only getaways and five-star family vacations, travellers can spend their upscale escapes unwinding on pristine beaches or enjoying lavish on-site amenities such as glamorous infinity pools overlooking the ocean, five-star spa facilities and more depending on their selected resort!

Cayo Santa Maria, Cuba
Save up to 19%!
Windsor to Cayo Santa Maria
Tue, December 15, 2020 7 days All inclusive
Reg. $1,905
From $1,535 taxes and fees incl.
Prefer another date?
Save up to 17%!
Windsor to Varadero
Thu, November 19, 2020 7 days All inclusive
Reg. $1,995
From $1,655 taxes and fees incl.
Prefer another date?
Save up to 26%!
Windsor to Jamaica
Sun, December 13, 2020 7 days All inclusive
Reg. $2,265
From $1,665 taxes and fees incl.
Prefer another date?
Save up to 24%!
Windsor to Jamaica
Sun, December 13, 2020 7 days All inclusive
Reg. $2,315
From $1,755 taxes and fees incl.
Prefer another date?
Save up to 21%!
Windsor to Jamaica
Sun, December 13, 2020 7 days All inclusive
Reg. $2,315
From $1,825 taxes and fees incl.
Prefer another date?
Save up to 28%!
Windsor to Cancun
Mon, January 4, 2021 7 days All inclusive
Reg. $2,545
From $1,825 taxes and fees incl.
Prefer another date?
Save up to 14%!
Windsor to Riviera Maya
Mon, December 14, 2020 7 days All inclusive
Reg. $2,175
From $1,875 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 8%!
Windsor to Cancun
Mon, December 14, 2020 7 days All inclusive
Reg. $2,065
From $1,895 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 10%!
Windsor to Cancun
Mon, December 14, 2020 7 days All inclusive
Reg. $2,115
From $1,895 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 10%!
Windsor to Riviera Maya
Mon, December 14, 2020 7 days All inclusive
Reg. $2,135
From $1,915 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 6%!
Windsor to Riviera Maya
Mon, December 14, 2020 7 days All inclusive
Reg. $2,085
From $1,965 taxes and fees incl.
Prefer another date?
Save up to 24%!
Windsor to Jamaica
Sun, December 13, 2020 7 days All inclusive
Reg. $2,645
From $2,015 taxes and fees incl.
Prefer another date?
Save up to 10%!
Windsor to Riviera Maya
Mon, December 14, 2020 7 days All inclusive
Reg. $2,235
From $2,015 taxes and fees incl.
Prefer another date?
Save up to 8%!
Windsor to Riviera Maya
Mon, December 14, 2020 7 days All inclusive
Reg. $2,205
From $2,025 taxes and fees incl.
Prefer another date?

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