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Need help with Italy Itinerary - May this year. Thank you !

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Hello fellow travellers,

Myself, wife and son age 18 are planning a trip to Italy in next couple of months and need your expertise on planning. I do understand that May is not too far ahead and we should have booked/planned way earlier however a trip with my parents somewhere else got cancelled due to health reasons. I have my vacation dates booked and would like to use this time to visit Italy. I am also aware that its Jubilee and it will be busy and expensive in Rome. I have done couple of day trips to Italy in the past from Switzerland ( Como and Tirano). We have a total of 29 nights and here is my tentative plan and am open to changes since nothing is booked yet.
Dates- May 3rd to June 2nd
Arrive in Florence - 9 nights ( day trips to Bologna, Lucca, Pisa, other small towns)
5 nights ( resort in Tuscany not sure where to stay Siena, Arezzo, montepulciano or any other town)
7 nights Sorrento ( day trips Pompei, Capri, AC towns
8 nights Rome ( flying out of Rome)

Thank you !!

Romal.

Posted by
161 posts

wow. you have so much time. how lovely.....consider side trip to orvieto. easy train from Rome or florence

Posted by
52 posts

Have you been to Venice before? I personally think it is unmissable and would try to add it. Instead of 9 nights in Florence, maybe you could do 4 in Venice and 5 in Florence?

Posted by
52 posts

Another thought… I haven’t been to Sorrento, but I wonder if 7 nights there would be too much. Some people on this forum have stayed a few nights in Sorrento and a few nights in a town that is actually on the Amalfi coast. Maybe you should consider breaking it up like that. You could take a night or two from Rome to allocate to that portion of the trip, so maybe you’d have 4 nights in Sorrento and 4 on the Amalfi coast. If I were going to the Amalfi coast, I’d stay in Minori. I haven’t been there but have done a fair amount of research and it’s supposedly much less crowded than Amalfi and Positano, it has good restaurants and easy access for a day trip to Ravello and the Path of the Lemons.

Posted by
11888 posts

I love that you are not rushing and will have some flexibility with ideas for day trips. I agree that Venice is unmissable and would encourage you to look at taking a night from Rome and 2 or 3 from Florence for that purpose. Fly into Venice if possible.

We spent a week in Sorrento years ago and liked having time there as the Amalfi Coast, Pompeii, Capri, Naples all take time. Sorrento itself is lovely. And Rome truly deserves a week. Those who pass through quickly don’t like her as much as those who pace themselves.

Posted by
2 posts

We will be traveling through this area in late March and will be staying for a couple of nights at Castello de Calcione (https://www.castellodelcalcione.com/) at the advice of a business acquaintance from Northern Italy. It looks spectacular and would be a good base, located about 35minutes north and slightly west of Montepulciano.

You can canoe, ride the horses that race in the Palio di Siena horse race, and take cooking classes. They have small houses that will work well for a family of three.

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