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Family vacations

Experience the family vacation of a lifetime! Choose from the widest selection of Trip Advisor’s® top-rated, all inclusive family resorts in the Caribbean, Mexico and Central America. These top-rated resorts offer free access to the largest water parks in the Caribbean, resorts that accommodate families of five or more and properties where Kids Stay, Play and Eat FREE!

Family vacations aren’t just for the little ones! Plan your extended family getaway in paradise and enjoy added perks when you travel with ten or more adults. Take advantage of exclusive perks including reduced deposits, private transfers and more. Click here to learn more!

Search for your vacation from a selection of:

Top-rated family resorts
Resorts that our customers know and love

Smile Resorts™
Where Kids Stay, Play and Eat FREE

SplashWorld Resorts
Includes free access to the largest waterparks under the sun

Larger rooms
Accommodating 5 or more

New taxes and fees now included in pricing!
Varadero, Cuba
Save up to 17%!
Windsor to Varadero
Thu, December 12, 2019 7 days All inclusive
Reg. $1,835
From $1,515 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 17%!
Windsor to Riviera Maya
Mon, December 16, 2019 7 days All inclusive
Reg. $1,955
From $1,615 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 17%!
Windsor to Riviera Maya
Mon, December 16, 2019 7 days All inclusive
Reg. $2,015
From $1,665 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 14%!
Windsor to Cancun
Mon, December 16, 2019 7 days All inclusive
Reg. $2,005
From $1,725 taxes and fees incl.
Prefer another date?
Save up to 11%!
Windsor to Riviera Maya
Mon, December 16, 2019 7 days All inclusive
Reg. $1,945
From $1,735 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 15%!
Windsor to Varadero
Thu, December 12, 2019 7 days All inclusive
Reg. $1,325
From $1,125 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 14%!
Windsor to Riviera Maya
Mon, December 16, 2019 7 days All inclusive
Reg. $1,955
From $1,685 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 17%!
Windsor to Cancun
Mon, December 16, 2019 7 days All inclusive
Reg. $2,235
From $1,855 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 15%!
Windsor to Varadero
Thu, December 12, 2019 7 days All inclusive
Reg. $1,305
From $1,105 taxes and fees incl.
Prefer another date?
Save up to 20%!
Windsor to Varadero
Thu, December 12, 2019 7 days All inclusive
Reg. $1,475
From $1,175 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.

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