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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!

Save up to 37%!
Windsor to Jamaica
Sun, January 26, 2020 7 days All inclusive
Reg. $2,705
From $1,715 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 20%!
Windsor to Cayo Santa Maria
Tue, March 10, 2020 7 days All inclusive
Reg. $2,295
From $1,825 taxes and fees incl.
Prefer another date?
Save up to 41%!
Windsor to Cancun
Mon, March 2, 2020 7 days All inclusive
Reg. $3,185
From $1,895 taxes and fees incl.
Prefer another date?
Save up to 24%!
Windsor to Riviera Maya
Mon, March 9, 2020 7 days All inclusive
Reg. $2,565
From $1,955 taxes and fees incl.
Prefer another date?
Save up to 41%!
Windsor to Jamaica
Sun, February 2, 2020 7 days All inclusive
Reg. $3,355
From $1,985 taxes and fees incl.
Prefer another date?
Save up to 27%!
Windsor to Riviera Maya
Mon, March 9, 2020 7 days All inclusive
Reg. $2,765
From $2,005 taxes and fees incl.
Prefer another date?
Save up to 14%!
Windsor to Varadero
Thu, March 19, 2020 7 days All inclusive
Reg. $2,375
From $2,035 taxes and fees incl.
Prefer another date?
Save up to 30%!
Windsor to Riviera Maya
Mon, March 9, 2020 7 days All inclusive
Reg. $2,915
From $2,055 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 19%!
Windsor to Cancun
Mon, March 9, 2020 7 days All inclusive
Reg. $2,575
From $2,095 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 30%!
Windsor to Riviera Maya
Mon, March 9, 2020 7 days All inclusive
Reg. $3,005
From $2,105 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 24%!
Windsor to Cancun
Mon, March 9, 2020 7 days All inclusive
Reg. $2,815
From $2,145 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 28%!
Windsor to Riviera Maya
Mon, March 9, 2020 7 days All inclusive
Reg. $3,005
From $2,155 taxes and fees incl.
Prefer another date?
Save up to 31%!
Windsor to Jamaica
Sun, February 2, 2020 7 days All inclusive
Reg. $3,525
From $2,435 taxes and fees incl.
Prefer another date?
Save up to 27%!
Windsor to Jamaica
Sun, March 1, 2020 7 days All inclusive
Reg. $3,385
From $2,455 taxes and fees incl.
Prefer another date?

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