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1st trip to Italy - 7 days - help!

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My ancestors are from Milan (grandfather and grandmother), they are both deceased, but I've always wanted to take a trip to Italy to see the "homeland". (Would love to figure out where they lived, and visit, but that's another story). For my daughter's college graduation, I told her that we may take a trip to Italy. People who would be on the trip are me, my daughter, my mom, boyfriend, my brother and his wife. (I'm 45).

We have a mixed group as some will love the museums, and some will love the scenery, our trip will have to be a mix of the two.

With 7 days, how much can we expect to see? I would love to include Milan in our trip, but don't hear much about it. I want to include the obvious touresty things, but I know we have a limited amount of days, and don't want to be overwhelmed with every single day being walk walk walk walk walk. We will want some time to chill.

Here's what I would like to include - I may be way off with timing, that's why I'm asking for advice. Milan (The Last Supper, family stuff), Florence (David, Artwork, Neptune, Gelato), Tuscany (chilling out?, biking or scooter through vineyards - Night in Tuscany tour? Pisa) Venice (St. Marks Square, Gondola or Vaporetto) , Rome (Vatican, museums, forum, coliseum, Trevi Fountain, Sistine Chapel, pope Wednesday?) Cinque Terra (maybe)Pisa.

Wanted to book a place through VRBO.com - a rental property, but now that I see that we won't be staying for a week in Milan (who knew??), and that other places aren't so far to travel to see, I feel that hotels may be the only way we can do this. Suggestions on any of this, tips, ideas - all VERY welcome.

Now that I've done some research, I think it might make sense to start in Milan, and work my way down as far as I can, and fly back from another part of the country.

We also will be on somewhat of a budget, so would appreciate any tips to help save money in what I hear can be a very expensive country.

Can't wait til hear what you all have to suggest.

THANK YOU!!!

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