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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!
Puerto Plata, Dominican Republic
Save up to 24%!
Winnipeg to Puerto Plata
Thu, January 2, 2020 7 days All inclusive
Reg. $1,925
From $1,465 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 27%!
Winnipeg to Varadero
Tue, January 21, 2020 7 days All inclusive
Reg. $1,895
From $1,375 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 17%!
Winnipeg to Cayo Coco
Sat, January 4, 2020 7 days All inclusive
Reg. $1,795
From $1,495 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 15%!
Winnipeg to Varadero
Tue, January 14, 2020 7 days All inclusive
Reg. $1,775
From $1,505 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 24%!
Winnipeg to Punta Cana
Wed, January 8, 2020 7 days All inclusive
Reg. $2,245
From $1,705 taxes and fees incl.
Prefer another date?
Save up to 12%!
Winnipeg to Holguin
Fri, January 3, 2020 7 days All inclusive
Reg. $1,865
From $1,645 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 5%!
Winnipeg to Mazatlán
Fri, January 17, 2020 7 days All inclusive
Reg. $1,865
From $1,765 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 7%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, January 19, 2020 7 days All inclusive
Reg. $1,925
From $1,785 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 11%!
Winnipeg to Punta Cana
Wed, January 8, 2020 7 days All inclusive
Reg. $2,065
From $1,845 taxes and fees incl.
Prefer another date?
Save up to 22%!
Winnipeg to Punta Cana
Wed, February 5, 2020 7 days All inclusive
Reg. $2,365
From $1,855 taxes and fees incl.
Prefer another date?
Los Cabos, Mexico
Save up to 11%!
Winnipeg to Los Cabos
Thu, January 9, 2020 7 days All inclusive
Reg. $2,095
From $1,875 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 7%!
Winnipeg to Riviera Maya
Mon, January 20, 2020 7 days All inclusive
Reg. $2,055
From $1,915 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 5%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, January 19, 2020 7 days All inclusive
Reg. $2,025
From $1,925 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 10%!
Winnipeg to Riviera Nayarit
Fri, January 10, 2020 7 days All inclusive
Reg. $2,135
From $1,915 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 5%!
Winnipeg to Riviera Maya
Mon, January 20, 2020 7 days All inclusive
Reg. $2,025
From $1,925 taxes and fees incl.
Prefer another date?
Save up to 9%!
Winnipeg to Riviera Maya
Mon, January 20, 2020 7 days All inclusive
Reg. $2,115
From $1,935 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 10%!
Winnipeg to Riviera Maya
Mon, January 20, 2020 7 days All inclusive
Reg. $2,165
From $1,945 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 6%!
Winnipeg to Cancun
Mon, January 20, 2020 7 days All inclusive
Reg. $2,135
From $2,015 taxes and fees incl.
Prefer another date?
La Romana, Dominican Republic
Save up to 10%!
Winnipeg to La Romana
Wed, January 8, 2020 7 days All inclusive
Reg. $2,295
From $2,075 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 19%!
Winnipeg to Punta Cana
Wed, January 29, 2020 7 days All inclusive
Reg. $2,565
From $2,085 taxes and fees incl.
Prefer another date?
Save up to 19%!
Winnipeg to Varadero
Tue, January 21, 2020 7 days All inclusive
Reg. $2,445
From $1,985 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 37%!
Winnipeg to Varadero
Tue, November 5, 2019 7 days All inclusive
Reg. $1,385
From $875 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 37%!
Winnipeg to Puerto Plata
Wed, December 11, 2019 8 days All inclusive
Reg. $1,575
From $995 taxes and fees incl.
Prefer another date?
Save up to 40%!
Winnipeg to Varadero
Tue, November 5, 2019 7 days All inclusive
Reg. $1,535
From $915 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 36%!
Winnipeg to Puerto Plata
Wed, December 11, 2019 8 days All inclusive
Reg. $1,675
From $1,075 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 35%!
Winnipeg to Varadero
Tue, November 5, 2019 7 days All inclusive
Reg. $1,495
From $975 taxes and fees incl.
Prefer another date?
Save up to 18%!
Winnipeg to Varadero
Tue, November 5, 2019 7 days All inclusive
Reg. $1,235
From $1,015 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 34%!
Winnipeg to Cayo Santa Maria
Fri, December 6, 2019 7 days All inclusive
Reg. $1,555
From $1,025 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 16%!
Winnipeg to Punta Cana
Wed, November 6, 2019 7 days All inclusive
Reg. $1,345
From $1,125 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 38%!
Winnipeg to Cayo Coco
Sat, December 14, 2019 7 days All inclusive
Reg. $1,655
From $1,025 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 34%!
Winnipeg to Varadero
Tue, November 5, 2019 7 days All inclusive
Reg. $1,545
From $1,025 taxes and fees incl.
Prefer another date?
La Romana, Dominican Republic
Save up to 15%!
Winnipeg to La Romana
Wed, November 6, 2019 7 days All inclusive
Reg. $1,425
From $1,205 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 37%!
Winnipeg to Cayo Santa Maria
Fri, December 6, 2019 7 days All inclusive
Reg. $1,755
From $1,105 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 30%!
Winnipeg to Cayo Coco
Sat, December 14, 2019 7 days All inclusive
Reg. $1,595
From $1,115 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 32%!
Winnipeg to Varadero
Tue, November 5, 2019 7 days All inclusive
Reg. $1,645
From $1,115 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 30%!
Winnipeg to Cayo Coco
Sat, December 14, 2019 7 days All inclusive
Reg. $1,595
From $1,115 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 34%!
Winnipeg to Punta Cana
Wed, November 6, 2019 7 days All inclusive
Reg. $1,865
From $1,235 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 15%!
Winnipeg to Punta Cana
Wed, November 6, 2019 7 days All inclusive
Reg. $1,505
From $1,285 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 34%!
Winnipeg to Punta Cana
Wed, November 6, 2019 7 days All inclusive
Reg. $2,005
From $1,315 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 13%!
Winnipeg to Punta Cana
Wed, November 6, 2019 7 days All inclusive
Reg. $1,675
From $1,455 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 32%!
Winnipeg to Riviera Maya
Mon, December 2, 2019 7 days All inclusive
Reg. $2,125
From $1,445 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 32%!
Winnipeg to Punta Cana
Wed, November 6, 2019 7 days All inclusive
Reg. $2,235
From $1,515 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 32%!
Winnipeg to Punta Cana
Wed, November 6, 2019 7 days All inclusive
Reg. $2,255
From $1,535 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 21%!
Winnipeg to Cancun
Mon, November 18, 2019 7 days All inclusive
Reg. $2,055
From $1,625 taxes and fees incl.
Prefer another date?
Save up to 25%!
Winnipeg to Jamaica
Mon, December 16, 2019 7 days All inclusive
Reg. $2,305
From $1,725 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 27%!
Winnipeg to Punta Cana
Wed, November 6, 2019 7 days All inclusive
Reg. $2,335
From $1,715 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 23%!
Winnipeg to Cancun
Mon, November 18, 2019 7 days All inclusive
Reg. $2,285
From $1,755 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 32%!
Winnipeg to Puerto Plata
Wed, December 11, 2019 8 days All inclusive
Reg. $1,635
From $1,105 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 16%!
Winnipeg to Punta Cana
Wed, November 6, 2019 7 days All inclusive
Reg. $1,345
From $1,125 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 32%!
Winnipeg to Cayo Coco
Sat, December 14, 2019 7 days All inclusive
Reg. $1,525
From $1,035 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 40%!
Winnipeg to Punta Cana
Wed, November 6, 2019 7 days All inclusive
Reg. $1,905
From $1,135 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 24%!
Winnipeg to Mazatlán
Fri, December 13, 2019 7 days Breakfast Plan
Reg. $1,585
From $1,205 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 15%!
Winnipeg to Punta Cana
Wed, November 6, 2019 7 days All inclusive
Reg. $1,505
From $1,285 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 34%!
Winnipeg to Punta Cana
Wed, November 6, 2019 7 days All inclusive
Reg. $2,005
From $1,315 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 30%!
Winnipeg to Riviera Nayarit
Fri, December 6, 2019 7 days All inclusive
Reg. $1,845
From $1,295 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 36%!
Winnipeg to Riviera Maya
Mon, November 18, 2019 7 days All inclusive
Reg. $2,035
From $1,295 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 26%!
Winnipeg to Mazatlán
Fri, December 13, 2019 7 days All inclusive
Reg. $1,745
From $1,295 taxes and fees incl.
Prefer another date?
Puerto Vallarta, Mexico
Save up to 27%!
Winnipeg to Puerto Vallarta
Fri, November 29, 2019 7 days All inclusive
Reg. $1,885
From $1,375 taxes and fees incl.
Prefer another date?
Save up to 14%!
Winnipeg to Cancun
Mon, November 18, 2019 7 days All inclusive
Reg. $1,605
From $1,385 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 27%!
Winnipeg to Riviera Maya
Mon, November 18, 2019 7 days All inclusive
Reg. $1,935
From $1,415 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 32%!
Winnipeg to Riviera Maya
Mon, December 2, 2019 7 days All inclusive
Reg. $2,125
From $1,445 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 32%!
Winnipeg to Punta Cana
Wed, November 6, 2019 7 days All inclusive
Reg. $2,235
From $1,515 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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