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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!
Punta Cana, Dominican Republic
Save up to 48%!
Winnipeg to Punta Cana
Wed, December 18, 2019 7 days All inclusive
Reg. $2,145
From $1,105 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 39%!
Winnipeg to Varadero
Sat, January 4, 2020 7 days All inclusive
Reg. $1,815
From $1,115 taxes and fees incl.
Prefer another date?
Save up to 32%!
Winnipeg to Holguin
Fri, January 10, 2020 7 days All inclusive
Reg. $1,685
From $1,145 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 35%!
Winnipeg to Mazatlán
Fri, January 3, 2020 7 days All inclusive
Reg. $1,875
From $1,215 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 35%!
Winnipeg to Puerto Plata
Thu, January 2, 2020 7 days All inclusive
Reg. $1,925
From $1,255 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 38%!
Winnipeg to Riviera Nayarit
Fri, January 3, 2020 7 days All inclusive
Reg. $2,025
From $1,255 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 33%!
Winnipeg to Varadero
Sat, January 4, 2020 7 days All inclusive
Reg. $1,895
From $1,275 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 30%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, January 5, 2020 7 days All inclusive
Reg. $1,875
From $1,305 taxes and fees incl.
Prefer another date?
Los Cabos, Mexico
Save up to 35%!
Winnipeg to Los Cabos
Thu, January 2, 2020 7 days All inclusive
Reg. $2,045
From $1,325 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 32%!
Winnipeg to Cayo Coco
Sat, January 4, 2020 7 days All inclusive
Reg. $1,965
From $1,335 taxes and fees incl.
Prefer another date?
Save up to 36%!
Winnipeg to Riviera Maya
Mon, January 13, 2020 7 days All inclusive
Reg. $2,155
From $1,385 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 13%!
Winnipeg to Punta Cana
Wed, December 18, 2019 7 days All inclusive
Reg. $1,685
From $1,465 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 39%!
Winnipeg to Cancun
Sat, January 4, 2020 7 days All inclusive
Reg. $2,425
From $1,475 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 29%!
Winnipeg to Riviera Maya
Mon, January 13, 2020 7 days All inclusive
Reg. $2,105
From $1,485 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 34%!
Winnipeg to Cancun
Sat, January 4, 2020 7 days All inclusive
Reg. $2,295
From $1,525 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 42%!
Winnipeg to Riviera Maya
Sat, January 4, 2020 7 days All inclusive
Reg. $2,685
From $1,545 taxes and fees incl.
Prefer another date?
Save up to 35%!
Winnipeg to Riviera Maya
Sat, January 4, 2020 7 days All inclusive
Reg. $2,395
From $1,545 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 31%!
Winnipeg to Riviera Nayarit
Fri, January 3, 2020 7 days All inclusive
Reg. $2,305
From $1,585 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 40%!
Winnipeg to Punta Cana
Wed, December 18, 2019 7 days All inclusive
Reg. $2,645
From $1,595 taxes and fees incl.
Prefer another date?
Save up to 19%!
Winnipeg to Punta Cana
Wed, March 4, 2020 7 days All inclusive
Reg. $2,005
From $1,625 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 12%!
Winnipeg to Punta Cana
Wed, January 15, 2020 7 days All inclusive
Reg. $1,875
From $1,655 taxes and fees incl.
Prefer another date?
Save up to 29%!
Winnipeg to Varadero
Sat, January 4, 2020 7 days All inclusive
Reg. $2,375
From $1,695 taxes and fees incl.
Prefer another date?
Save up to 11%!
Winnipeg to Jamaica
Mon, January 6, 2020 7 days All inclusive
Reg. $1,995
From $1,775 taxes and fees incl.
Prefer another date?
Huatulco, Mexico
Save up to 20%!
Winnipeg to Huatulco
Tue, January 7, 2020 7 days All inclusive
Reg. $2,235
From $1,785 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 23%!
Winnipeg to Riviera Maya
Sat, January 4, 2020 7 days All inclusive
Reg. $2,305
From $1,785 taxes and fees incl.
Prefer another date?
Save up to 41%!
Winnipeg to Jamaica
Mon, January 27, 2020 7 days All inclusive
Reg. $3,085
From $1,835 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 30%!
Winnipeg to Varadero
Sat, December 14, 2019 7 days All inclusive
Reg. $1,125
From $785 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 50%!
Winnipeg to Cayo Santa Maria
Fri, December 13, 2019 7 days All inclusive
Reg. $1,555
From $785 taxes and fees incl.
Prefer another date?
Save up to 50%!
Winnipeg to Varadero
Sat, December 14, 2019 7 days All inclusive
Reg. $1,585
From $785 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 52%!
Winnipeg to Cayo Coco
Sat, December 14, 2019 7 days All inclusive
Reg. $1,655
From $795 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 47%!
Winnipeg to Varadero
Thu, December 12, 2019 7 days All inclusive
Reg. $1,555
From $825 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 48%!
Winnipeg to Cayo Coco
Sat, December 14, 2019 7 days All inclusive
Reg. $1,595
From $825 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 13%!
Winnipeg to Varadero
Sat, December 14, 2019 7 days All inclusive
Reg. $975
From $845 taxes and fees incl.
Prefer another date?
Varadero, Cuba
Save up to 47%!
Winnipeg to Varadero
Thu, December 12, 2019 7 days All inclusive
Reg. $1,605
From $855 taxes and fees incl.
Prefer another date?
Save up to 32%!
Winnipeg to Varadero
Sat, December 14, 2019 7 days All inclusive
Reg. $1,265
From $855 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 46%!
Winnipeg to Cayo Coco
Sat, December 14, 2019 7 days All inclusive
Reg. $1,595
From $865 taxes and fees incl.
Prefer another date?
Cayo Santa Maria, Cuba
Save up to 50%!
Winnipeg to Cayo Santa Maria
Fri, December 13, 2019 7 days All inclusive
Reg. $1,755
From $885 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 48%!
Winnipeg to Mazatlán
Fri, December 13, 2019 7 days All inclusive
Reg. $1,815
From $945 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 50%!
Winnipeg to Riviera Maya
Sat, December 14, 2019 7 days All inclusive
Reg. $1,925
From $955 taxes and fees incl.
Prefer another date?
Save up to 39%!
Winnipeg to Holguin
Fri, January 10, 2020 7 days All inclusive
Reg. $1,575
From $955 taxes and fees incl.
Prefer another date?
Save up to 37%!
Winnipeg to Holguin
Fri, January 10, 2020 7 days All inclusive
Reg. $1,555
From $975 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 37%!
Winnipeg to Mazatlán
Fri, January 3, 2020 7 days European Plan
Reg. $1,595
From $1,005 taxes and fees incl.
Prefer another date?
Puerto Vallarta, Mexico
Save up to 40%!
Winnipeg to Puerto Vallarta
Fri, January 3, 2020 7 days All inclusive
Reg. $1,715
From $1,035 taxes and fees incl.
Prefer another date?
Save up to 46%!
Winnipeg to Cancun
Sat, December 14, 2019 7 days All inclusive
Reg. $1,965
From $1,055 taxes and fees incl.
Prefer another date?
Santo Domingo, Dominican Republic
Save up to 17%!
Winnipeg to Santo Domingo
Wed, December 18, 2019 7 days All inclusive
Reg. $1,315
From $1,095 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 34%!
Winnipeg to Puerto Plata
Thu, January 2, 2020 7 days All inclusive
Reg. $1,685
From $1,105 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 43%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, December 15, 2019 7 days All inclusive
Reg. $1,945
From $1,105 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 16%!
Winnipeg to Punta Cana
Wed, December 18, 2019 7 days All inclusive
Reg. $1,335
From $1,115 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 39%!
Winnipeg to Puerto Plata
Thu, March 5, 2020 7 days All inclusive
Reg. $1,895
From $1,155 taxes and fees incl.
Prefer another date?
La Romana, Dominican Republic
Save up to 16%!
Winnipeg to La Romana
Wed, December 18, 2019 7 days All inclusive
Reg. $1,405
From $1,185 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 43%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, January 5, 2020 7 days All inclusive
Reg. $2,065
From $1,185 taxes and fees incl.
Prefer another date?
Huatulco, Mexico
Save up to 47%!
Winnipeg to Huatulco
Tue, December 17, 2019 7 days All inclusive
Reg. $2,345
From $1,235 taxes and fees incl.
Prefer another date?
Ixtapa-Zihuatanejo, Mexico
Save up to 42%!
Winnipeg to Ixtapa-Zihuatanejo
Sun, January 5, 2020 7 days All inclusive
Reg. $2,165
From $1,245 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 31%!
Winnipeg to Riviera Nayarit
Fri, January 3, 2020 7 days All inclusive
Reg. $1,805
From $1,245 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 35%!
Winnipeg to Puerto Plata
Thu, January 2, 2020 7 days All inclusive
Reg. $1,925
From $1,255 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 48%!
Winnipeg to Punta Cana
Wed, December 18, 2019 7 days All inclusive
Reg. $2,145
From $1,105 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 46%!
Winnipeg to Cancun
Sat, December 14, 2019 7 days All inclusive
Reg. $2,105
From $1,135 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 47%!
Winnipeg to Riviera Maya
Sat, December 14, 2019 7 days All inclusive
Reg. $2,185
From $1,165 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 47%!
Winnipeg to Punta Cana
Wed, December 18, 2019 7 days All inclusive
Reg. $2,435
From $1,285 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 42%!
Winnipeg to Punta Cana
Wed, January 1, 2020 7 days All inclusive
Reg. $2,235
From $1,305 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 47%!
Winnipeg to Punta Cana
Wed, December 18, 2019 7 days All inclusive
Reg. $2,465
From $1,305 taxes and fees incl.
Prefer another date?
Los Cabos, Mexico
Save up to 35%!
Winnipeg to Los Cabos
Thu, January 2, 2020 7 days All inclusive
Reg. $2,045
From $1,325 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 43%!
Winnipeg to Cancun
Sat, December 14, 2019 7 days All inclusive
Reg. $2,345
From $1,325 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 13%!
Winnipeg to Punta Cana
Wed, January 15, 2020 7 days All inclusive
Reg. $1,755
From $1,535 taxes and fees incl.
Prefer another date?
Los Cabos, Mexico
Save up to 32%!
Winnipeg to Los Cabos
Thu, January 2, 2020 7 days All inclusive
Reg. $2,295
From $1,565 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 12%!
Winnipeg to Punta Cana
Wed, January 15, 2020 7 days All inclusive
Reg. $1,875
From $1,655 taxes and fees incl.
Prefer another date?
Save up to 46%!
Winnipeg to Jamaica
Mon, January 6, 2020 7 days All inclusive
Reg. $3,185
From $1,705 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 41%!
Winnipeg to Punta Cana
Wed, December 18, 2019 7 days All inclusive
Reg. $2,915
From $1,715 taxes and fees incl.
Prefer another date?
Save up to 11%!
Winnipeg to Jamaica
Mon, January 6, 2020 7 days All inclusive
Reg. $1,995
From $1,775 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 51%!
Winnipeg to Mazatlán
Fri, December 13, 2019 7 days Breakfast Plan
Reg. $1,585
From $775 taxes and fees incl.
Prefer another date?
Cayo Coco, Cuba
Save up to 45%!
Winnipeg to Cayo Coco
Sat, December 14, 2019 7 days All inclusive
Reg. $1,525
From $835 taxes and fees incl.
Prefer another date?
Mazatlán, Mexico
Save up to 48%!
Winnipeg to Mazatlán
Fri, December 13, 2019 7 days All inclusive
Reg. $1,745
From $915 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 48%!
Winnipeg to Riviera Maya
Sat, December 14, 2019 7 days All inclusive
Reg. $1,895
From $985 taxes and fees incl.
Prefer another date?
Puerto Plata, Dominican Republic
Save up to 38%!
Winnipeg to Puerto Plata
Thu, March 5, 2020 7 days All inclusive
Reg. $1,725
From $1,075 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 48%!
Winnipeg to Punta Cana
Wed, December 18, 2019 7 days All inclusive
Reg. $2,145
From $1,105 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 16%!
Winnipeg to Punta Cana
Wed, December 18, 2019 7 days All inclusive
Reg. $1,335
From $1,115 taxes and fees incl.
Prefer another date?
Save up to 46%!
Winnipeg to Cancun
Sat, December 14, 2019 7 days All inclusive
Reg. $1,965
From $1,055 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 48%!
Winnipeg to Punta Cana
Wed, December 18, 2019 7 days All inclusive
Reg. $2,125
From $1,115 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 46%!
Winnipeg to Riviera Maya
Sat, December 14, 2019 7 days All inclusive
Reg. $2,055
From $1,105 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 41%!
Winnipeg to Riviera Maya
Sat, December 14, 2019 7 days All inclusive
Reg. $1,875
From $1,115 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 46%!
Winnipeg to Cancun
Sat, December 14, 2019 7 days All inclusive
Reg. $2,105
From $1,135 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 45%!
Winnipeg to Riviera Maya
Sat, December 14, 2019 7 days All inclusive
Reg. $2,095
From $1,155 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 48%!
Winnipeg to Jamaica
Mon, December 16, 2019 7 days All inclusive
Reg. $2,375
From $1,235 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 47%!
Winnipeg to Riviera Maya
Sat, December 14, 2019 7 days All inclusive
Reg. $2,185
From $1,165 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 48%!
Winnipeg to Riviera Maya
Sat, December 14, 2019 7 days All inclusive
Reg. $2,225
From $1,165 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 47%!
Winnipeg to Riviera Maya
Sat, December 14, 2019 7 days All inclusive
Reg. $2,215
From $1,165 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 45%!
Winnipeg to Cancun
Sat, December 14, 2019 7 days All inclusive
Reg. $2,145
From $1,185 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 37%!
Winnipeg to Riviera Nayarit
Fri, January 3, 2020 7 days All inclusive
Reg. $1,935
From $1,215 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 47%!
Winnipeg to Punta Cana
Wed, December 18, 2019 7 days All inclusive
Reg. $2,435
From $1,285 taxes and fees incl.
Prefer another date?
Save up to 43%!
Winnipeg to Riviera Maya
Sat, December 14, 2019 7 days All inclusive
Reg. $2,165
From $1,225 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 47%!
Winnipeg to Punta Cana
Wed, December 18, 2019 7 days All inclusive
Reg. $2,465
From $1,305 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 45%!
Winnipeg to Jamaica
Mon, December 16, 2019 7 days All inclusive
Reg. $2,445
From $1,335 taxes and fees incl.
Prefer another date?
Riviera Nayarit, Mexico
Save up to 38%!
Winnipeg to Riviera Nayarit
Fri, January 3, 2020 7 days All inclusive
Reg. $2,025
From $1,255 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 42%!
Winnipeg to Riviera Maya
Sat, December 14, 2019 7 days All inclusive
Reg. $2,195
From $1,265 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 26%!
Winnipeg to Jamaica
Mon, December 16, 2019 7 days All inclusive
Reg. $1,825
From $1,345 taxes and fees incl.
Prefer another date?
Save up to 41%!
Winnipeg to Riviera Maya
Sat, December 14, 2019 7 days All inclusive
Reg. $2,205
From $1,305 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 43%!
Winnipeg to Riviera Maya
Sat, December 14, 2019 7 days All inclusive
Reg. $2,325
From $1,315 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 43%!
Winnipeg to Riviera Maya
Sat, December 14, 2019 7 days All inclusive
Reg. $2,325
From $1,315 taxes and fees incl.
Prefer another date?
Los Cabos, Mexico
Save up to 35%!
Winnipeg to Los Cabos
Thu, January 2, 2020 7 days All inclusive
Reg. $2,045
From $1,325 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 43%!
Winnipeg to Cancun
Sat, December 14, 2019 7 days All inclusive
Reg. $2,345
From $1,325 taxes and fees incl.
Prefer another date?
Save up to 43%!
Winnipeg to Riviera Maya
Sat, December 14, 2019 7 days All inclusive
Reg. $2,355
From $1,345 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 41%!
Winnipeg to Cancun
Sat, December 14, 2019 7 days All inclusive
Reg. $2,315
From $1,365 taxes and fees incl.
Prefer another date?
Riviera Maya, Mexico
Save up to 44%!
Winnipeg to Riviera Maya
Sat, December 14, 2019 7 days All inclusive
Reg. $2,485
From $1,395 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 13%!
Winnipeg to Punta Cana
Wed, December 18, 2019 7 days All inclusive
Reg. $1,685
From $1,465 taxes and fees incl.
Prefer another date?
Save up to 57%!
Winnipeg to Cancun
Sat, December 14, 2019 7 days All inclusive
Reg. $3,275
From $1,405 taxes and fees incl.
Prefer another date?
Save up to 44%!
Winnipeg to Jamaica
Mon, December 16, 2019 7 days All inclusive
Reg. $2,645
From $1,485 taxes and fees incl.
Prefer another date?
Punta Cana, Dominican Republic
Save up to 13%!
Winnipeg to Punta Cana
Wed, January 15, 2020 7 days All inclusive
Reg. $1,755
From $1,535 taxes and fees incl.
Prefer another date?
Cancun, Mexico
Save up to 39%!
Winnipeg to Cancun
Sat, January 4, 2020 7 days All inclusive
Reg. $2,425
From $1,475 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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