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Chicago, IL

Many believe San Juan is a small Spanish colonial town with but a few bustling avenues. However this impression does not aptly describe the breath and depth of this fine old-world city. Modern-day ... Read more...

FEATURED TRIP PLAN
San Juan 7 Day Trip A 8 day trip by Marshall Parrish
Best for: romantic, family, beach

Explore Punta Cana, Dominican Republic:
Overview | Photos | Trip Plans

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Punta Cana Lake Family Christmas A 10 day trip by Steve

Santo Domingo isn't the tropical paradise most travellers come to the Caribbean in search of, but at the core of the rather bewildering sprawl the old Spanish colonial capital – the very ... Read more...

FEATURED TRIP PLAN
Finn Raeside Dominican Republic 2010 A 10 day trip by Deirdre

Originally known as Charles Town, NASSAU is the modern-day face of the Bahamas. Though dingy in parts, enough historical flavour has been preserved to make a stop worthwhile. Much of this atmosphere ... Read more...

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Caribbean Cruise 2009 - Costa Fortuna A 13 day trip by Rebeca

The first town in Jamaica to be developed specifically as a resort, OCHO RIOS abounds with duty-free stores, fast-food chains, bars, clubs and visitor-oriented restaurants. Local culture takes a back ... Read more...

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Caribbean Cruise 2009 - Costa Fortuna A 13 day trip by Rebeca

Jamaica's second largest city, MONTEGO BAY, nestles between the gently sloping Bogue, Kempshot and Salem hills, and extends some ten miles from the haunts of the suburban rich in Reading at its ... Read more...

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Jamaica, Sandals Whitehouse European Village A 6 day trip by erin e
Varadero, Cuba Varadero, Cuba
flickr jcgonz   

Expectations of Varadero vary wildly: some people anticipate a picture-perfect seaside paradise; some hope for a hedonistic party resort; while others dismiss it altogether, assuming it to be a ... Read more...

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CUBA 2009 A 22 day trip by formatbrain

Grand Cayman Among the three Cayman Islands, Grand Cayman is overwhelmingly the largest, the most visited, and offers the most variety of activities. Where the two smaller islands mainly cater to ... Read more...

Best for: family, beach, romantic
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Western Caribbean Cruise - Belize, Honduras, Grand A 9 day trip by A Yahoo! Contributor

Jamaica's shrine to permissive indulgence, NEGRIL metamorphosed from deserted fishing beach to full-blown resort town in little over two decades. American hippies first started visiting what was ... Read more...

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Jamaica, Sandals Whitehouse European Village A 6 day trip by erin e
Havana, Cuba Havana, Cuba
flickr amrv73   

With five times as many inhabitants as the country's next biggest city, Santiago de Cuba, Havana is in a class by itself. Nowhere else are the contradictions which have come to characterize Cuba ... Read more...

Best for: romantic, 4-star, family
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Havana A 7 day trip by Cliff
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