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Best Caribbean Vacation Deals*

*Some taxes, fees extra. Vacation prices are per person, based on double occupancy, unless noted.
$939 & up -- Jamaica: All-Incl. Riu Escape w/Air
Source: Apple Vacations | By Nile Cappello

Stretch out on the white-sand beaches of Jamaica's Montego Bay with this all-inclusive vacation
Select November departures

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Source: Vacation Express

Indulge with this adults-only resort deal, which boasts in-room minibars and oceanview junior suites.
Select November-December departures

Source: Delta Vacations

Stretch out on a half-mile of white-sand beach and a private island at a resort just minutes away from the airport
Select October-April departures

Source: Featured Destination: Jamaica

Escape to the Caribbean with beachfront hotels, upscale resorts and kids stay free options
Deals into March

Source: Group IST

Explore Cuba with this unique escorted package that immerses guests in Cubean culture, all while sailing on a three-masted mega-yacht
Select December-March dates

Source: Expedia

Unwind at a beachfront resort in the sun and escape the chilly weather back home while saving a bundle compared with peak-season stays.
Select December dates

Source: CheapCaribbean.com

The formula for an unforgettable trip lies in Jamaica's "white-sand beaches, year-round sunshine, misty mountains, lush rainforest and superb coffee."
Select departures October-March

Source: Apple Vacations

This adults-only beachfront escape includes $200 in resort coupons, transfers, all meals, drinks and more
Select October-November departures

Source: Liberty Travel

Steal away to the Bahamas with this four-night vacation package that includes air, hotel transfers and extras; kids 11 & under stay and play free
Jan. 19-22

Source: Expedia

Book early to save on five-night peak-season stays in what Lonely Planet calls "the deserted Caribbean destination you’ve been looking for".
Select January 2015 dates


More Deals on Caribbean Vacations *

Select dates through Dec. 15
Pleasant Holidays
Select departures in January
Funjet Vacations
Depart Oct. 21, 28; +$11 other dates thru December
Pleasant Holidays
Depart Dec. 8; other departures available
Pleasant Holidays
Depart Dec. 8; other departures available
Pleasant Holidays
Depart Dec. 8; other dates available
Pleasant Holidays
Valid on three-night stays through December
Jewel Resorts
Select departures, April-September 2015
Gate 1 Travel
Travel over Christmas & New Years
Travel by Bob
Through December
Featured Destination: Puerto Rico

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Travelzoo Tips

Monica Caron — Travel, Entertainment and Local Deal Expert
Monica Caron
Deal Expert, New York
Leaving our typical adventurous trips behind, I wanted the beach and relaxation. More