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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!
Mazatlán, Mexico
Save up to 37%!
Winnipeg to Mazatlán
Fri, March 15, 2019 7 days All inclusive
Reg. $1,945
From $1,225 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 42%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, March 17, 2019 7 days All inclusive
Reg. $2,165
From $1,255 taxes and fees incl.
Prefer another date?
Save up to 33%!
Winnipeg to Holguin
Fri, March 29, 2019 7 days All inclusive
Reg. $1,895
From $1,275 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 30%!
Winnipeg to Riviera Nayarit
Sun, March 31, 2019 7 days All inclusive
Reg. $1,905
From $1,325 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 37%!
Winnipeg to Varadero
Thu, March 14, 2019 7 days All inclusive
Reg. $2,065
From $1,295 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 27%!
Winnipeg to Punta Cana
Sun, April 14, 2019 7 days All inclusive
Reg. $1,925
From $1,405 taxes and fees incl.
Prefer another date?
Save up to 40%!
Winnipeg to Riviera Maya
Mon, March 11, 2019 7 days All inclusive
Reg. $2,265
From $1,355 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 41%!
Winnipeg to Cancun
Mon, March 11, 2019 7 days All inclusive
Reg. $2,475
From $1,455 taxes and fees incl.
Prefer another date?
Save up to 39%!
Winnipeg to Riviera Maya
Mon, March 4, 2019 7 days All inclusive
Reg. $2,385
From $1,455 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 32%!
Winnipeg to Cayo Coco
Sat, March 16, 2019 7 days All inclusive
Reg. $2,105
From $1,425 taxes and fees incl.
Prefer another date?
Save up to 47%!
Winnipeg to Mazatlán
Fri, March 29, 2019 7 days All inclusive
Reg. $2,815
From $1,485 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 39%!
Winnipeg to Cancun
Mon, March 11, 2019 7 days All inclusive
Reg. $2,475
From $1,515 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 27%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, March 31, 2019 7 days All inclusive
Reg. $2,085
From $1,525 taxes and fees incl.
Prefer another date?
Save up to 45%!
Winnipeg to Riviera Maya
Mon, March 11, 2019 7 days All inclusive
Reg. $2,755
From $1,515 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 45%!
Winnipeg to Riviera Maya
Mon, March 11, 2019 7 days All inclusive
Reg. $2,765
From $1,525 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 31%!
Winnipeg to Riviera Nayarit
Sun, March 31, 2019 7 days All inclusive
Reg. $2,195
From $1,525 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 36%!
Winnipeg to Riviera Maya
Mon, March 4, 2019 7 days All inclusive
Reg. $2,415
From $1,555 taxes and fees incl.
Prefer another date?
Save up to 41%!
Winnipeg to Riviera Maya
Mon, March 11, 2019 7 days All inclusive
Reg. $2,735
From $1,615 taxes and fees incl.
Prefer another date?
Save up to 41%!
Winnipeg to Jamaica
Mon, March 4, 2019 7 days All inclusive
Reg. $2,935
From $1,725 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 31%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $2,455
From $1,705 taxes and fees incl.
Prefer another date?
Los Cabos, Mexico
Save up to 31%!
Winnipeg to Los Cabos
Thu, March 14, 2019 7 days All inclusive
Reg. $2,385
From $1,645 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 33%!
Winnipeg to Riviera Maya
Mon, March 4, 2019 7 days All inclusive
Reg. $2,515
From $1,675 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 37%!
Winnipeg to Punta Cana
Wed, March 13, 2019 7 days All inclusive
Reg. $2,785
From $1,765 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 36%!
Winnipeg to Punta Cana
Wed, March 27, 2019 7 days All inclusive
Reg. $2,785
From $1,785 taxes and fees incl.
Prefer another date?
Save up to 27%!
Winnipeg to Jamaica
Mon, March 11, 2019 7 days All inclusive
Reg. $2,495
From $1,815 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 48%!
Winnipeg to Mazatlán
Fri, March 15, 2019 7 days European Plan
Reg. $1,575
From $825 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 34%!
Winnipeg to Varadero
Thu, March 14, 2019 7 days All inclusive
Reg. $1,345
From $885 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 44%!
Winnipeg to Varadero
Thu, March 14, 2019 7 days All inclusive
Reg. $1,625
From $915 taxes and fees incl.
Prefer another date?
Save up to 46%!
Winnipeg to Holguin
Fri, March 29, 2019 7 days All inclusive
Reg. $1,725
From $935 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 46%!
Winnipeg to Cayo Coco
Sat, March 16, 2019 7 days All inclusive
Reg. $1,755
From $955 taxes and fees incl.
Prefer another date?
Save up to 28%!
Winnipeg to Varadero
Thu, March 14, 2019 7 days All inclusive
Reg. $1,345
From $965 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 45%!
Winnipeg to Varadero
Thu, March 14, 2019 7 days All inclusive
Reg. $1,745
From $965 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 30%!
Winnipeg to Cayo Coco
Sat, March 16, 2019 7 days All inclusive
Reg. $1,395
From $975 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 46%!
Winnipeg to Mazatlán
Fri, March 15, 2019 7 days All inclusive
Reg. $1,885
From $1,025 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 41%!
Winnipeg to Cayo Santa Maria
Fri, March 15, 2019 7 days All inclusive
Reg. $1,715
From $1,015 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 31%!
Winnipeg to Puerto Plata
Thu, March 28, 2019 7 days All inclusive
Reg. $1,655
From $1,135 taxes and fees incl.
Prefer another date?
Save up to 39%!
Winnipeg to Holguin
Fri, March 29, 2019 7 days All inclusive
Reg. $1,715
From $1,045 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 35%!
Winnipeg to Varadero
Thu, March 14, 2019 7 days All inclusive
Reg. $1,635
From $1,065 taxes and fees incl.
Prefer another date?
Puerto Vallarta, Mexico
Save up to 36%!
Winnipeg to Puerto Vallarta
Fri, March 8, 2019 7 days All inclusive
Reg. $1,755
From $1,125 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 33%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, March 17, 2019 7 days All inclusive
Reg. $1,685
From $1,135 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 36%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $1,865
From $1,195 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 32%!
Winnipeg to Puerto Plata
Thu, March 28, 2019 7 days All inclusive
Reg. $1,775
From $1,205 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 33%!
Winnipeg to Puerto Plata
Thu, March 28, 2019 7 days All inclusive
Reg. $1,795
From $1,205 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 42%!
Winnipeg to Cayo Santa Maria
Fri, March 1, 2019 7 days All inclusive
Reg. $1,905
From $1,105 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 15%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $1,435
From $1,215 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 35%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, March 17, 2019 7 days All inclusive
Reg. $1,805
From $1,165 taxes and fees incl.
Prefer another date?
Save up to 17%!
Winnipeg to Huatulco
Tue, March 19, 2019 7 days All inclusive
Reg. $1,395
From $1,155 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 33%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $1,905
From $1,275 taxes and fees incl.
Prefer another date?
Los Cabos, Mexico
Save up to 42%!
Winnipeg to Los Cabos
Thu, March 14, 2019 7 days All inclusive
Reg. $2,135
From $1,245 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 13%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $1,655
From $1,435 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 19%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $1,815
From $1,475 taxes and fees incl.
Prefer another date?
Save up to 48%!
Winnipeg to Jamaica
Mon, March 4, 2019 7 days All inclusive
Reg. $2,865
From $1,495 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 30%!
Winnipeg to Riviera Maya
Mon, March 4, 2019 7 days All inclusive
Reg. $2,125
From $1,495 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 28%!
Winnipeg to Cancun
Mon, April 1, 2019 7 days All inclusive
Reg. $2,255
From $1,625 taxes and fees incl.
Prefer another date?
Save up to 41%!
Winnipeg to Jamaica
Mon, March 4, 2019 7 days All inclusive
Reg. $2,935
From $1,725 taxes and fees incl.
Prefer another date?
Los Cabos, Mexico
Save up to 31%!
Winnipeg to Los Cabos
Thu, March 14, 2019 7 days All inclusive
Reg. $2,385
From $1,645 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 27%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $2,335
From $1,715 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 25%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $2,385
From $1,785 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 27%!
Winnipeg to Mazatlán
Fri, March 15, 2019 7 days Breakfast Plan
Reg. $1,055
From $775 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 46%!
Winnipeg to Varadero
Thu, March 14, 2019 7 days All inclusive
Reg. $1,445
From $775 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 48%!
Winnipeg to Mazatlán
Fri, March 15, 2019 7 days European Plan
Reg. $1,575
From $825 taxes and fees incl.
Prefer another date?
Havana, Cuba
Save up to 20%!
Winnipeg to Havana
Thu, March 14, 2019 7 days Continental Plan
Reg. $1,105
From $885 taxes and fees incl.
Prefer another date?
Save up to 46%!
Winnipeg to Holguin
Fri, March 29, 2019 7 days All inclusive
Reg. $1,725
From $935 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 46%!
Winnipeg to Jamaica
Mon, March 4, 2019 7 days European Plan
Reg. $1,975
From $1,065 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 44%!
Winnipeg to Riviera Maya
Mon, March 11, 2019 7 days Breakfast Plan
Reg. $1,785
From $995 taxes and fees incl.
Prefer another date?
Save up to 28%!
Winnipeg to Varadero
Thu, March 14, 2019 7 days All inclusive
Reg. $1,345
From $965 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 37%!
Winnipeg to Cayo Coco
Sat, March 16, 2019 7 days All inclusive
Reg. $1,555
From $975 taxes and fees incl.
Prefer another date?
Puerto Vallarta, Mexico
Save up to 44%!
Winnipeg to Puerto Vallarta
Fri, March 1, 2019 7 days All inclusive
Reg. $1,875
From $1,045 taxes and fees incl.
Prefer another date?
Save up to 37%!
Winnipeg to Puerto Vallarta
Fri, March 1, 2019 7 days All inclusive
Reg. $1,705
From $1,075 taxes and fees incl.
Prefer another date?
Save up to 45%!
Winnipeg to Varadero
Thu, March 14, 2019 7 days All inclusive
Reg. $1,945
From $1,065 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 36%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $1,825
From $1,175 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 45%!
Winnipeg to Varadero
Thu, March 14, 2019 7 days All inclusive
Reg. $2,005
From $1,105 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 15%!
Winnipeg to Punta Cana
Sun, April 7, 2019 7 days All inclusive
Reg. $1,435
From $1,215 taxes and fees incl.
Prefer another date?
Puerto Vallarta, Mexico
Save up to 38%!
Winnipeg to Puerto Vallarta
Fri, March 15, 2019 7 days All inclusive
Reg. $1,905
From $1,175 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 35%!
Winnipeg to Riviera Nayarit
Sun, March 31, 2019 7 days All inclusive
Reg. $1,835
From $1,195 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 37%!
Winnipeg to Mazatlán
Fri, March 15, 2019 7 days All inclusive
Reg. $1,945
From $1,225 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 40%!
Winnipeg to Cancun
Mon, March 11, 2019 7 days All inclusive
Reg. $2,025
From $1,225 taxes and fees incl.
Prefer another date?
Save up to 42%!
Winnipeg to Cancun
Mon, March 11, 2019 7 days All inclusive
Reg. $2,135
From $1,245 taxes and fees incl.
Prefer another date?
Santo Domingo, Dominican Republic
Save up to 14%!
Winnipeg to Santo Domingo
Wed, March 13, 2019 7 days All inclusive
Reg. $1,525
From $1,305 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 33%!
Winnipeg to Varadero
Thu, March 14, 2019 7 days All inclusive
Reg. $1,825
From $1,215 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 32%!
Winnipeg to Varadero
Thu, March 14, 2019 7 days All inclusive
Reg. $1,785
From $1,215 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 31%!
Winnipeg to Cayo Coco
Sat, March 16, 2019 7 days All inclusive
Reg. $1,765
From $1,215 taxes and fees incl.
Prefer another date?
Save up to 40%!
Winnipeg to Cancun
Mon, March 11, 2019 7 days All inclusive
Reg. $2,105
From $1,255 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 43%!
Winnipeg to Cancun
Mon, March 4, 2019 7 days All inclusive
Reg. $2,285
From $1,295 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 37%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, March 17, 2019 7 days All inclusive
Reg. $2,075
From $1,305 taxes and fees incl.
Prefer another date?
Puerto Vallarta, Mexico
Save up to 29%!
Winnipeg to Puerto Vallarta
Fri, March 1, 2019 7 days All inclusive
Reg. $1,835
From $1,295 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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