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Travel Insurance for self-planned trip

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We want to plan our own itinerary for 2 wks in Southeastern Italy in spring 2014. We've done Italy on our own in past but never had any type of trip insurance, Don't think this is wise since we've aged a bit! But not sure best way to proceed with this. Or should we use an agent for flights and then be independent for hotels and schedule. Any advice or personal experiences will be appreciated!

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