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Northern Italy 18/19 day trip

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I have a Northern Italy trip planned for June. I have a few days between Lake Como and Florence that I was trying to fill up. Two single girls in their 30's that love good food, good wine, culture and nightlife. We also like to stay active and are up for adventures as well. I would like to hike the 5 towns in Cinque Terre as well as some sailing/boating, but I'm not sure if staying Santa Margherita is worth two days in addition to the two days in Cinque Terre.

Does anyone have suggestions on where to go for the days that have question marks by them? Is Genoa better than Santa Margherita? More things to do? Better nightlife? Older crowd or younger? Single or family crowd at the resort areas? Etc.... Any recommendations for this trip would be greatly appreciated.

Thank you for your help.

15 friday Milan
16 saturdaymilan
17 sunday milan
18 monday milan to lake como
19 tuesday lake como
20 wednesday lake como
21 thursday lake como - to santa margherita????
22 friday santa margherita???
23 saturday santa margherita - cinque terre???
24 sunday cinque terre????
25 monday cinque terre - pisa - florence????
26 tuesday florence
27 wednesday florence
28 thursday florence
29 friday florence - bologna
30 saturday bologna
1 sunday bologna
2 monday fly out

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