Hello,
My wife and I will be visiting Tuscany this month for 5 full days, based in Florence.
My time is running a bit short to finish our planning, so while I research all of the options below, I thought I would post them here to get some needed advice
.
It is our first time there, so I'm trying to hit the best spots for a first time, to enjoy them without rushing too much, but also not lingering (except for drinking delicious Tuscan wines!).
Any advice is welcome. Thanks!
I have 3 itineraries outside of Florence in mind.
Itinerary 1: Florence->Pisa->Cinq Terres->Florence.
Itinerary 2: Florence->Chianti->San Gimigiano->Volterra->Florence
Itinerary 3: Florence->Siena->Montalcino->Chianti(if time permits)->Florence
Possible Itinerary 4: Remove Chianti from the above and make a full day in Chianti
All this being said, we also want to see all the goodies in Florence. One day would definitely be too short for Florence, that's why I think I would need 3 squeeze in the 3 itineraries and 2 full days in Florence.
Looking forward to any advice!
Thanks,
Ernesto
My wife and I will be visiting Tuscany this month for 5 full days, based in Florence.
My time is running a bit short to finish our planning, so while I research all of the options below, I thought I would post them here to get some needed advice

It is our first time there, so I'm trying to hit the best spots for a first time, to enjoy them without rushing too much, but also not lingering (except for drinking delicious Tuscan wines!).
Any advice is welcome. Thanks!
I have 3 itineraries outside of Florence in mind.
Itinerary 1: Florence->Pisa->Cinq Terres->Florence.
- The first question I have in mind is: Do we do it by ourselves or take a full day tour?
- Second question that comes up is: if we do it ourselves, should I use trains or rent a car?
- Looks like in Cinq terres, I should visit at least 2 places: Riomaggiore and Manarola. Squeeze in Monterosso if possible. Any other area that would be a "must see"?
Itinerary 2: Florence->Chianti->San Gimigiano->Volterra->Florence
- I think this itinerary may be too long for 1 day. Is it?
- The idea is to visit some wineries in Chianti then visit the 2 cities. Having been to Napa and Sonoma in USA, I know visiting wineries easily becomes a full day thing, so I'm thinking I could move Chianti to a 4th Itinerary.
- I think I read somewhere that San Gimigiano also has wineries, which would compliment the "wine tour" for that day.
- I'm not sure if I should use train, a rented car, or a tour for this, don't know if some tours actually do this route.
Itinerary 3: Florence->Siena->Montalcino->Chianti(if time permits)->Florence
- Similar questions here, train vs car vs tour?
- Any other city/location worth fitting in if time allows it at all?
Possible Itinerary 4: Remove Chianti from the above and make a full day in Chianti
All this being said, we also want to see all the goodies in Florence. One day would definitely be too short for Florence, that's why I think I would need 3 squeeze in the 3 itineraries and 2 full days in Florence.
Looking forward to any advice!
Thanks,
Ernesto