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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 36%!
Winnipeg to Varadero
Tue, November 6, 2018 7 days All inclusive
Reg. $1,785
From $1,135 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 34%!
Winnipeg to Riviera Nayarit
Fri, November 9, 2018 7 days All inclusive
Reg. $1,755
From $1,165 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 26%!
Winnipeg to Mazatlán
Fri, December 14, 2018 7 days All inclusive
Reg. $1,715
From $1,265 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 27%!
Winnipeg to Cayo Coco
Sat, December 8, 2018 7 days All inclusive
Reg. $1,765
From $1,285 taxes and fees incl.
Prefer another date?
Save up to 24%!
Winnipeg to Holguin
Fri, January 25, 2019 7 days All inclusive
Reg. $1,775
From $1,355 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 31%!
Winnipeg to Punta Cana
Wed, December 12, 2018 7 days All inclusive
Reg. $1,995
From $1,375 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 21%!
Winnipeg to Riviera Maya
Mon, November 12, 2018 7 days All inclusive
Reg. $1,805
From $1,425 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 27%!
Winnipeg to Varadero
Tue, November 6, 2018 7 days All inclusive
Reg. $1,965
From $1,425 taxes and fees incl.
Prefer another date?
Save up to 28%!
Winnipeg to Riviera Maya
Sat, December 8, 2018 7 days All inclusive
Reg. $2,005
From $1,435 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 30%!
Winnipeg to Riviera Nayarit
Fri, November 9, 2018 7 days All inclusive
Reg. $2,045
From $1,435 taxes and fees incl.
Prefer another date?
Save up to 42%!
Winnipeg to Riviera Maya
Mon, November 12, 2018 7 days All inclusive
Reg. $2,495
From $1,435 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 21%!
Winnipeg to Riviera Maya
Mon, November 12, 2018 7 days All inclusive
Reg. $1,875
From $1,475 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 34%!
Winnipeg to Cancun
Mon, November 12, 2018 7 days All inclusive
Reg. $2,305
From $1,515 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 32%!
Winnipeg to Punta Cana
Mon, November 26, 2018 7 days All inclusive
Reg. $2,225
From $1,515 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 21%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, December 16, 2018 7 days All inclusive
Reg. $1,935
From $1,525 taxes and fees incl.
Prefer another date?
Save up to 23%!
Winnipeg to Riviera Maya
Mon, November 12, 2018 7 days All inclusive
Reg. $1,995
From $1,535 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 26%!
Winnipeg to Riviera Maya
Mon, November 12, 2018 7 days All inclusive
Reg. $2,085
From $1,545 taxes and fees incl.
Prefer another date?
Save up to 29%!
Winnipeg to Mazatlán
Fri, December 14, 2018 7 days All inclusive
Reg. $2,175
From $1,555 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 29%!
Winnipeg to Punta Cana
Wed, December 12, 2018 7 days All inclusive
Reg. $2,215
From $1,565 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 22%!
Winnipeg to Cancun
Mon, November 12, 2018 7 days All inclusive
Reg. $2,035
From $1,595 taxes and fees incl.
Prefer another date?
Save up to 33%!
Winnipeg to Jamaica
Mon, December 10, 2018 7 days All inclusive
Reg. $2,405
From $1,605 taxes and fees incl.
Prefer another date?
Los Cabos, Mexico
Save up to 26%!
Winnipeg to Los Cabos
Thu, January 10, 2019 7 days All inclusive
Reg. $2,155
From $1,605 taxes and fees incl.
Prefer another date?
La Romana, Dominican Republic
Save up to 12%!
Winnipeg to La Romana
Mon, December 10, 2018 7 days All inclusive
Reg. $1,845
From $1,625 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 22%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, December 16, 2018 7 days All inclusive
Reg. $2,085
From $1,625 taxes and fees incl.
Prefer another date?
Save up to 35%!
Winnipeg to Jamaica
Mon, December 10, 2018 7 days All inclusive
Reg. $2,655
From $1,715 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 39%!
Winnipeg to Varadero
Tue, November 6, 2018 7 days All inclusive
Reg. $1,345
From $815 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 36%!
Winnipeg to Varadero
Tue, November 6, 2018 7 days All inclusive
Reg. $1,375
From $885 taxes and fees incl.
Prefer another date?
Save up to 37%!
Winnipeg to Varadero
Thu, November 15, 2018 7 days All inclusive
Reg. $1,455
From $915 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 35%!
Winnipeg to Varadero
Tue, November 6, 2018 7 days All inclusive
Reg. $1,435
From $935 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 48%!
Winnipeg to Puerto Plata
Wed, December 12, 2018 8 days All inclusive
Reg. $1,885
From $985 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 39%!
Winnipeg to Cayo Coco
Sat, December 8, 2018 7 days All inclusive
Reg. $1,625
From $995 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 47%!
Winnipeg to Puerto Plata
Wed, December 12, 2018 8 days All inclusive
Reg. $1,935
From $1,025 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 28%!
Winnipeg to Varadero
Tue, November 6, 2018 7 days All inclusive
Reg. $1,425
From $1,025 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 32%!
Winnipeg to Cayo Coco
Sat, December 8, 2018 7 days All inclusive
Reg. $1,515
From $1,035 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 46%!
Winnipeg to Puerto Plata
Wed, December 12, 2018 8 days All inclusive
Reg. $1,945
From $1,055 taxes and fees incl.
Prefer another date?
Save up to 31%!
Winnipeg to Cayo Coco
Sat, December 8, 2018 7 days All inclusive
Reg. $1,565
From $1,085 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 44%!
Winnipeg to Puerto Plata
Wed, December 12, 2018 8 days All inclusive
Reg. $1,975
From $1,105 taxes and fees incl.
Prefer another date?
Puerto Vallarta, Mexico
Save up to 31%!
Winnipeg to Puerto Vallarta
Fri, December 7, 2018 7 days All inclusive
Reg. $1,655
From $1,135 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 16%!
Winnipeg to Punta Cana
Mon, November 19, 2018 7 days All inclusive
Reg. $1,385
From $1,165 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 44%!
Winnipeg to Puerto Plata
Wed, December 12, 2018 8 days All inclusive
Reg. $2,105
From $1,175 taxes and fees incl.
Prefer another date?
La Romana, Dominican Republic
Save up to 16%!
Winnipeg to La Romana
Mon, December 10, 2018 7 days European Plan
Reg. $1,405
From $1,185 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 33%!
Winnipeg to Punta Cana
Mon, December 10, 2018 7 days All inclusive
Reg. $1,825
From $1,225 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 33%!
Winnipeg to Punta Cana
Mon, November 19, 2018 7 days All inclusive
Reg. $1,945
From $1,295 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 15%!
Winnipeg to Punta Cana
Mon, November 19, 2018 7 days All inclusive
Reg. $1,515
From $1,295 taxes and fees incl.
Prefer another date?
Los Cabos, Mexico
Save up to 18%!
Winnipeg to Los Cabos
Thu, January 10, 2019 7 days All inclusive
Reg. $1,715
From $1,405 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 33%!
Winnipeg to Riviera Maya
Mon, December 10, 2018 7 days All inclusive
Reg. $2,125
From $1,415 taxes and fees incl.
Prefer another date?
Save up to 33%!
Winnipeg to Jamaica
Mon, December 10, 2018 7 days All inclusive
Reg. $2,145
From $1,445 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 34%!
Winnipeg to Punta Cana
Mon, November 19, 2018 7 days All inclusive
Reg. $2,175
From $1,445 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 33%!
Winnipeg to Cancun
Mon, December 10, 2018 7 days All inclusive
Reg. $2,285
From $1,535 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 29%!
Winnipeg to Punta Cana
Mon, December 10, 2018 7 days All inclusive
Reg. $2,215
From $1,565 taxes and fees incl.
Prefer another date?
Save up to 33%!
Winnipeg to Jamaica
Mon, December 10, 2018 7 days All inclusive
Reg. $2,405
From $1,605 taxes and fees incl.
Prefer another date?
Los Cabos, Mexico
Save up to 26%!
Winnipeg to Los Cabos
Thu, January 10, 2019 7 days All inclusive
Reg. $2,155
From $1,605 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 25%!
Winnipeg to Punta Cana
Wed, December 12, 2018 7 days All inclusive
Reg. $2,355
From $1,755 taxes and fees incl.
Prefer another date?
Save up to 33%!
Winnipeg to Jamaica
Mon, December 10, 2018 7 days All inclusive
Reg. $2,695
From $1,815 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 43%!
Winnipeg to Varadero
Tue, November 6, 2018 7 days All inclusive
Reg. $1,325
From $755 taxes and fees incl.
Prefer another date?
Save up to 37%!
Winnipeg to Varadero
Thu, November 15, 2018 7 days All inclusive
Reg. $1,455
From $915 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 30%!
Winnipeg to Varadero
Thu, November 15, 2018 7 days All inclusive
Reg. $1,365
From $955 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 29%!
Winnipeg to Varadero
Thu, November 15, 2018 7 days All inclusive
Reg. $1,395
From $985 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 44%!
Winnipeg to Varadero
Tue, November 6, 2018 7 days All inclusive
Reg. $1,785
From $995 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 32%!
Winnipeg to Cayo Coco
Sat, December 8, 2018 7 days All inclusive
Reg. $1,485
From $1,015 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 29%!
Winnipeg to Mazatlán
Fri, December 14, 2018 7 days European Plan
Reg. $1,525
From $1,085 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 31%!
Winnipeg to Riviera Maya
Mon, November 12, 2018 7 days Breakfast Plan
Reg. $1,595
From $1,095 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 17%!
Winnipeg to Havana
Tue, November 6, 2018 7 days Continental Plan
Reg. $1,315
From $1,095 taxes and fees incl.
Prefer another date?
Save up to 31%!
Winnipeg to Varadero
Tue, November 6, 2018 7 days All inclusive
Reg. $1,615
From $1,115 taxes and fees incl.
Prefer another date?
Puerto Vallarta, Mexico
Save up to 39%!
Winnipeg to Puerto Vallarta
Fri, November 9, 2018 7 days All inclusive
Reg. $1,855
From $1,125 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 28%!
Winnipeg to Cancun
Mon, December 10, 2018 7 days European Plan
Reg. $1,585
From $1,135 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 37%!
Winnipeg to Riviera Nayarit
Fri, November 9, 2018 7 days All inclusive
Reg. $1,815
From $1,145 taxes and fees incl.
Prefer another date?
Save up to 33%!
Winnipeg to Puerto Vallarta
Fri, November 9, 2018 7 days All inclusive
Reg. $1,705
From $1,145 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 28%!
Winnipeg to Mazatlán
Fri, December 14, 2018 7 days European Plan
Reg. $1,595
From $1,145 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 43%!
Winnipeg to Puerto Plata
Wed, December 12, 2018 8 days All inclusive
Reg. $2,035
From $1,155 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 39%!
Winnipeg to Jamaica
Mon, December 10, 2018 7 days European Plan
Reg. $1,885
From $1,155 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 16%!
Winnipeg to Punta Cana
Mon, November 19, 2018 7 days All inclusive
Reg. $1,385
From $1,165 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 34%!
Winnipeg to Riviera Nayarit
Fri, November 9, 2018 7 days All inclusive
Reg. $1,755
From $1,165 taxes and fees incl.
Prefer another date?
Puerto Vallarta, Mexico
Save up to 39%!
Winnipeg to Puerto Vallarta
Fri, November 9, 2018 7 days All inclusive
Reg. $1,905
From $1,165 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 36%!
Winnipeg to Punta Cana
Wed, December 12, 2018 7 days All inclusive
Reg. $1,865
From $1,195 taxes and fees incl.
Prefer another date?
Save up to 38%!
Winnipeg to Jamaica
Mon, December 10, 2018 7 days All inclusive
Reg. $2,015
From $1,245 taxes and fees incl.
Prefer another date?
Save up to 36%!
Winnipeg to Jamaica
Mon, December 10, 2018 7 days Inclusive
Reg. $1,945
From $1,245 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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