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Extending a 7 day All Inclusive

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I am curious to know whether its possible to book a last minute 7 day AI special and upon arrival, to delay your return two weeks paying a deviation fee. I am curious to know what peoples experiences have been with this circumstance. I imagine this would be done throught the tour company and not necessarily the airline. I am planning a trip to Cuba at the beginning of December and thinking about my situation. Flights and packages seem to be all over the map. Thanks for your response.

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