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Talk to me about Trinidad & Tobago!!

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My friend and I are planning a winter getaway in Feb/March to the Caribbean (neither of us have been before). We are looking for great beaches, some nightlife, beatiful scenery, maybe some hiking- on an island that has not completely lost its cultural identity to the tourist industry. We are not interested in all-inclusives, miles of resorts and casinos, etc.

After doing some preliminary digging, Trinidad & Tobago seem to fit the bill. Am I on the right track here? I was thinking of spending a couple of days in Trinidad to take advantage of the urban distrations, then spending the rest of the week in Tobago for some relaxation. Is this reasonable? Should we skip Trinidad? How difficult/expensive is it to get from one island to the other? What can we expect to pay for a flight from Chicago at that time of year? Any other suggestions?
Thanks in advance for your help-

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