Hi everyone, we are 2 middle aged married couples from Australia. We love travelling and usually go for about 2 months every 2 years. We wish to spend about 10-12 days in Italy around Tuscany in May 2014 just soaking in the atmosphere and perhaps sip on a few nice vinos :) I know it is a long way away yet but we have lots of planning to do for the other legs of our trip as well.
Firstly, is April/May a good time to be in Italy?
So, we wish to take in the following in no particular order but I hope someone can order it for me - we will be coming from Australia at this stage unless our plans alter...
Tuscany - staying in Montepulciano - 5 nights - day trips from here
Milan - 2 nights (for the last supper)
Positano - 2 nights - (see Amalfi Coast from here)
Chinque Terre - 3 nights (say maybe Monterosso or Vernazza - close to water)
We wish to see some (if not all) of Umbria, Liguria, Verona, San Gimignano, Siena, Vieste, Montalcino, Barga, Catellina, Cortona and Lucca but you may think this is just too much. If you consider it too much then can you please pick out the places that you think we shouldn't miss. My husband and I have been to Italy before and visited Florence and Pisa as well as Rome but our friends have never been before. Do you think we should spend a day in some of these places as well? We enjoy poking around in antique markets, not too much hiking (so trains may be the go in CT as one of our friends can't walk for any more than an hour and a half at a time). Your help and assistance is greatly appreciated and I can't wait for some replies :)