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Italy: Need Itinerary Help for Three Week Spring Trip

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Husband and I have traveled independently or in small groups in Europe, but have but have not been to Italy in a while. We are in our early 60s, healthy and have about three weeks plus to travel. Additonally we are planning to use some Marriott hotel points in Venice and in Tuscany (Florence and Lucca). He especially wants to see Venice and some of Tuscany in addition to a couple of days in Florence. I'm alllotting one week to be based in Tuscany to explore the countryside, etc. We will rent a car (actually cheaper than two Eurail passes) and sometimes use rail.

There are a couple of places in Italy I've always wanted to see, and need some help on gauging distances and planning the itinerary:

I have always wanted to see Assisi (am a huge St. Francis geek) and have never made it there. From which major city could we take a day trip there, or are there local tour operators that go there?

His mom's ancestral village is San Martino in the Chieti region of Abruzzo, and we hope to get there as well.

We honeymooned in Alassio on the Ligurian coast about 34 years ago, and would like to go back, even for a day.

I think my husband (who loves boating, fishing and the sea) would also love the Amalfi Coast for a few days. I have never been there.

Finally, although I've been to Rome before, I want to go back, even if for only two or three days. We may be flying in and out of Rome, so I figure we could do our Rome time at the beginning or end of the trip. I realize all this may not be possible to do, but especially want to see Assisi. For him, Venice and time in Tuscany are a must. Thanks for everyone's understanding.

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