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Lowest Prices Ever Sale!

Lowest Prices Ever Sale!
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Paradise for a low monthly price

Winter Vacation deals - 2012!

We recommend booking your Winter Vacation as soon as you can to take advantage of these great deals and to get the vacation you want!

Check out the amazing hand-picked deals below that our Sears Travel product experts have put together for you, or call your local Sears agent at 1-866-359-73277. Don't delay, book today!


How have we secured the lowest prices ever?

More planes are flying to the Caribbean, fewer Americans are filling hotel rooms, the Canadian dollar is strong and Sears Travel delivers a lot of travelers. Bottom line, we've been able to secure the best deals ever to Caribbean destinations this winter.

We guarantee the lowest price. More details about our Price Match Guarantee.

Vacation Package Deals

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There are currently no package deals from Toronto , but here are some other great deals you might consider.

Sosua CASA MARINA REEF RESORT 1 week, All Inclusive
$137.00 + $387.50 (tax) Learn More More Sosua Deals
Puerto Plata GRAND PARADISE PLAYA DORADA 1 week, All Inclusive
$157.00 + $387.50 (tax) Learn More More Puerto Plata Deals
Santa Lucia (Camaguey) CLUB AMIGO MAYANABO 1 week, All Inclusive
$157.00 + $276.16 (tax) Learn More More Santa Lucia (Camaguey) Deals
Varadero BELLEVUE SUNBEACH 1 week, All Inclusive
$157.00 + $276.16 (tax) Learn More More Varadero Deals
Manzanillo de Cuba MAREA DEL PORTILLO 1 week, All Inclusive
$165.00 + $290.00 (tax) Learn More More Manzanillo de Cuba Deals
Varadero VILLA JIBACOA 1 week, All Inclusive
$177.00 + $276.16 (tax) Learn More More Varadero Deals
Cayo Largo GRAN CARIBE CAYO LARGO 1 week, All Inclusive
$187.00 + $276.16 (tax) Learn More More Cayo Largo Deals
Lake Buena Vista CLARION INN LAKE BUENA VISTA 1 week, Air, Htl. & Car
$187.00 + $307.81 (tax) Learn More More Lake Buena Vista Deals
Kissimmee SERALAGO MAINGATE EAST 1 week, Air, Htl. & Car
$187.00 + $310.09 (tax) Learn More More Kissimmee Deals
Cayo Coco GRAN CARIBE CLUB VILLA COJIMAR 1 week, All Inclusive
$187.00 + $276.16 (tax) Learn More More Cayo Coco Deals

There are currently no flight deals for this destination, but here are some other great deals you might consider.

Manchester More Manchester Deals
From $15.00 Book Now!
Orlando More Orlando Deals
From $16.00 Book Now!
Fort-Lauderdale More Fort-Lauderdale Deals
From $16.00 Book Now!
Santa Lucia(CMW) More Santa Lucia(CMW) Deals
From $45.00 Book Now!
Varadero More Varadero Deals
From $45.00 Book Now!
Newcastle More Newcastle Deals
From $49.00 Book Now!
Exeter More Exeter Deals
From $49.00 Book Now!
Holguin More Holguin Deals
From $65.00 Book Now!
Cayo Santa Maria More Cayo Santa Maria Deals
From $75.00 Book Now!
Glasgow More Glasgow Deals
From $79.00 Book Now!

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