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purchasing flight tickets - when?

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my wife and i are taking a 3 week trip to rural italy in may. have rented 3 villas for a week in each. the question now is; when to buy flight tickets? flying detroit to naples and then home florence/pisa/bologna (?) to detroit. have been checking various sites for the last 2 weeks and prices haven't changed much. i would like to book them now and the wife would like to wait until after the holidays. your experiences on booking tickets.


thanks

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