#1 for Family Vacations

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Kids Stay, Play, and Eat FREE
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Family rooms that accommodate 5 or more
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Savings for single parent families

To add even more value to your picture-perfect family vacation, Sunwing offers additional perks at an array of family-friendly resorts that will have everyone smiling. Inspired by those warm smiles, we call these our Smile Resorts™. Be sure to look for the Smile logo to discover these extra perks!

  • No single parent supplement fee
  • Supervised Kids Club program
  • Exclusive deals for teens (13-17 years old)
  • Kids’ pool (many with shaded areas)
Cayo Santa Maria, Cuba
Save up to 35%!
Windsor to Cayo Santa Maria
Tue, December 15, 2020 7 days All inclusive
Reg. $1,375
From $895 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 42%!
Windsor to Cayo Santa Maria
Tue, December 15, 2020 7 days All inclusive
Reg. $1,605
From $925 taxes and fees incl.
Prefer another date?
Save up to 35%!
Windsor to Varadero
Thu, December 17, 2020 7 days All inclusive
Reg. $1,475
From $965 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 30%!
Windsor to Varadero
Thu, December 17, 2020 7 days All inclusive
Reg. $1,385
From $975 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 29%!
Windsor to Varadero
Thu, December 17, 2020 7 days All inclusive
Reg. $1,435
From $1,025 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 28%!
Windsor to Varadero
Thu, December 17, 2020 7 days All inclusive
Reg. $1,485
From $1,075 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 27%!
Windsor to Varadero
Thu, December 17, 2020 7 days All inclusive
Reg. $1,555
From $1,135 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 38%!
Windsor to Cancun
Mon, February 1, 2021 7 days All inclusive
Reg. $1,955
From $1,215 taxes and fees incl.
Prefer another date?
Save up to 37%!
Windsor to Cancun
Mon, January 18, 2021 7 days All inclusive
Reg. $1,945
From $1,235 taxes and fees incl.
Prefer another date?
Save up to 27%!
Windsor to Jamaica
Sun, December 13, 2020 7 days All inclusive
Reg. $1,825
From $1,325 taxes and fees incl.
Prefer another date?

The prices shown reflect rates of the day and are subject to change at any time without prior notice. To confirm availability and final pricing you MUST proceed to Step 3. The price shown at Step 3 constitutes the final guaranteed price and prevails over any other price.