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There are really only three areas in which you might get insurance for your trip to Italy:
You don't necessarily need any of those (well, Italian law forces you to buy CDW and TP for your rental car), but every person has a different comfort level when it comes to travel and insurance. On these pages, I'll give you the intel, the details, and the resources to make those decisions for yourself.
Finding travel insurance:
www.squaremouth.com
www.insuremytrip.com
www.travelguard.com
www.worldnomads.com
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Finding travel insurance:
www.squaremouth.com
www.insuremytrip.com
www.travelguard.com
www.worldnomads.com