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Tuscany & Florence: Itinerary & Lodging Recommendations

My husband and I are planning a two week trip to Italy in April of next year. We are allotting one week to Tuscany and Florence and would like some recommendations from this group. Some of the things we are currently considering ... How many nights to stay in Florence vs Tuscany? For the Tuscany portion, should we stay in one town and day trip from that home base, or split our stay between two towns/regions? What towns/regions to visit in Tuscany and where to stay overnight? Hotels/agriturismos/BnBs to consider? We're also open to recommendations on private guides and tours, as well as any unique experiences.

As background, this will be our first visit to this part of Italy. We've been to Rome already, and the first week of our trip will be to Venice and Cinque Terre. We expect to fly home from Florence, so we are currently planning our trip as follows: Venice -> CT -> Tuscany -> Florence. We're assuming that traveling by car makes the most sense for this leg of the trip, so we'll likely rent a car in either CT or Tuscany. We enjoy cooking, red wine and photography, and want a good mix of seeing the "must sees" and going off the beaten path. For lodging, we like the idea of being able to walk to restaurants and wine bars, so for Tuscany we're leaning more towards staying in town, but we're open to the idea of staying at an agriturismo. Budget wise, we don't have unlimited funds, but also don't mind spending the extra money (where it makes sense) on a trip like this.

We are just in the planning stages so we are starting with a clean slate. All tips and suggestions welcome!

Posted by
2124 posts

so we are currently planning our trip as follows: Venice -> CT -> Tuscany -> Florence

Sounds like fun!
Be aware that your plans to go from Venice to CT will take you from one side of Italy to another. By train, you're looking at a 6 /12 to 7 hour trip. Unless you travelled at night (which with transfers from one train to another means you wouldn't sleep), you will burn practically an entire day on the train.

There are two possibilities regarding Tuscany. The first would be to stay in either Volterra or San Gimignano. Both are charming hill cities. Volterra is smaller but more quaint. San Gimignano may offer more to do. If you arrived at Volterra mid afternoon and spent two nights, the one full day of exploring would be adequate.

The other possibility would be to stay at an agriturismo in the region. This would allow you to explore the countryside and visit a winery. You could spend a day by visiting San Gimignano in the morning, grab lunch, then drive over to Volterra. You could wander the streets of Volterra, have dinner and return to your agriturismo.

You could plan to spend a day driving from your agriturismo to Florence via Castellina, Radda and Greve. This would have you follow the famed SR222, which is in the heart of Chianti.

Try not to change lodging every day. This chews up a lot of time. When we spent a week in Tuscany, we stayed at one agriturismo and made day trips, including to Florence.

Like you said, having a car in Tuscany is best. Driving is not near as daunting as some would lead you to believe. We had absolutely no problems and loved the freedom it afforded us.

Posted by
906 posts

We stayed in a villa about a mile west of San Gimignano. From that location, with a car, we visited Pisa, 5 Terre, Florence, Volterra, Monteriggioni, and had a day in the villa with a wine tasting. We took the train to Florence. Certaldo is also close as is Siena. Admittedly we had a couple of long days. We went to San Gimignano three times for visits and eats during that time. We thought about Lucca but didn't make it there. So, you could day trip 5 Terre and save some time for other things.

DougMac is right, if you don't change bases all the time you can do a lot. A couple of us even drove over to Panzano (Chianti) to see Dario the butcher (suggest a Google of him).

Posted by
11 posts

Thanks, DougMac and Gordon! You bring up some excellent points and suggestions. I've heard so many wonderful things about CT that I worry about cutting our time short there, but a day trip from Tuscany is definitely something to consider ... especially given that I have not yet learned to heed Rick Steves' advice on packing, and the idea of carrying a big suitcase through CT seems rather daunting!

Posted by
7175 posts

•Venice (3N)
•Cinque Terre (3N)
(Pick up rental car in Pisa/La Spezia)
•Lucca (2N)
•Siena (3N) with days to San Gimignano and Chianti
(Drop off rental car in Siena)
•Florence (3N)

Perhaps choose an agriturismo close to Siena for the Tuscan countryside experience.

Posted by
2124 posts

Here's some good reading about CT: http://www.apathtolunch.com/2016/03/cinque-terre-16-tips-for-avoiding-crowds.html

Luckily, you will be going in the shoulder season. It looks like it won't be as crowded.

Still, I don't think you've got enough time on this trip to squeeze in a visit. It's 2-2 1/2 hours by car from Florence to La Spezia, then more time to get to the other towns. It's 4 hours by train. That makes for little time to visit even with a 16 hour day. I agree with the article and other things I've read, you really need to stay in a CT village so you can see it early morning/late afternoon when all the day trippers have gone home (especially the obnoxious cruise line visitors).

Posted by
1166 posts

As you are planning, consider agriturismos for Tuscany. Use the search bar above to find the forum posters favorites.

We love Cretaiole and Borgo Argenina. Both Isabella and Elena cook with their guests and then you all sit down for a lovely meal ! It is definitely a fun thing to consider in any agriturismo experience.

Drive to Montepulciano, Montalcino, and Pienza for a different experience from the rolling hills of Chianti.

And look at the delightful Cortona, Spello, Deruta, Todi, Spoleto, and the wonderful Volterra.