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Top vacation deals from

Cool Pools

Elevate your pool day by choosing a resort offering pools with unique features. From spectacular swim-up bars to themed pool parties and infinity-edge pools with breathtaking views, you can take your pool experience to the next level at these resorts across the Caribbean, Mexico and Central America.

New taxes and fees now included in pricing!
Jamaica
Save up to 9%!
Winnipeg to Jamaica
Mon, January 13, 2020 7 days All inclusive
Reg. $2,375
From $2,155 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 9%!
Winnipeg to Jamaica
Mon, January 6, 2020 7 days All inclusive
Reg. $2,495
From $2,275 taxes and fees incl.
Prefer another date?
Jamaica
Save up to 8%!
Winnipeg to Jamaica
Mon, January 6, 2020 7 days All inclusive
Reg. $2,645
From $2,425 taxes and fees incl.
Prefer another date?
Save up to 8%!
Winnipeg to Jamaica
Mon, January 6, 2020 7 days All inclusive
Reg. $2,795
From $2,575 taxes and fees incl.
Prefer another date?
Save up to 7%!
Winnipeg to Jamaica
Mon, January 27, 2020 7 days All inclusive
Reg. $2,755
From $2,575 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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