How long to stay in Tuscany

Tuscany is a wide region with numerous cities and villages that are amazingly beautiful. It is not an exaggeration to say that Tuscany has hundreds of medieval and well-preserved villages that travel you back in time and it is nearly impossible to choose only a few of them.

However, the truth is that you have to choose, because you can’t stay in Tuscany forever. Thus, the recommended duration for a Tuscany trip depends on how many places you want to see and how many activities you want to make. 

There is no such thing as the ideal duration to stay in Tuscany, but you should definitely count at least 4-5 days and then you can extend your stay to see even more of this blessed land. If you want to see and do everything Tuscany has to offer to you, you need more than 2-3 weeks.

Let’s see what to keep in mind when organizing your trip to Tuscany.

Factors to consider when deciding how long to stay in Tuscany

Villa Palazzetta Montalcino Val d'Orcia Tuscany


For every day in Tuscany, you need to take into account the cost of accommodation, car rental, food and activities, such as wine tasting.

The area you want to see

Tuscany is a wide area, which can be divided into following regions:

  • Florence
  • Siena and Val d’Elsa
  • Val d’ Orcia and villages, such as Montepulciano, Montalcino, Bagno Vignoni and Pienza.
  • Chianti
  • Lucca and Pisa
  • Arrezzo and Cortona
  • Livorno and Maremma

For each region, you should spend at least 2-3 days, if you want to explore everything it has to offer.


One of the best things you can do in Tuscany is wine tasting and hiking. There are numerous wineries, where you can taste some of the finest wines in the world. There are also many hiking routes inside the vineyards and the olive groves for nature lovers.

There are travelers that stay in Tuscany, for example, one week only to visit as many wineries as possible. Thus, it is up to you how long you want to dedicate your time in each activity.

Pros and cons of a short stay in Tuscany

Casale San Giovanni Casole d'Elsa Siena Tuscany

If your time and budget are limited, then Tuscany is definitely not the best place to visit. If you only have 2-3 days, it is better to stay in Florence and get familiar with this town of impeccable beauty, which is a true treasure of Renaissance.

Another option is to choose another town or village that are definitely worth visiting, such as Siena, Volterra, Pienza, Lucca or Cortona, and stay there to feel the very essence of Tuscan life.

In the same way, you can stay in Chianti and wander around its stunning villages, tasting local dishes and tasteful wine. Chianti is the closest region to Florence airport (about half an hour drive), so it is convenient to visit.

However, if you stay only for a short timespan, keep in mind that you will miss the most out of what Tuscany has to offer to you. 

Benefits of an extended stay in Tuscany

If you choose to stay in Tuscany more than one week, it is a wise decision. In this timespan, you can visit the most towns, villages and sites that are worth visiting. Plus, you can do interesting activities, visit many wineries and discover the Tuscan countryside, relaxing and finding your connection with nature in this amazing landscape.

Tips for maximizing your time in Tuscany based on your available duration

Casale Le Vignacce Castelfalfi Tuscany

As Tuscany is a wide region, you need to make the most out of your available time. If you organize well your schedule, you can discover Tuscany in about 4-5 days.

To do so, remember the following tips.

Rent a car

Tuscany is suitable for the ultimate road trip, passing with your car from medieval villages, vineyards and olive groves and admiring the painting-like landscape surrounded by cypress trees. It is impossible to see all of these in a few days by public transportation.

Organize your routes

As abovementioned, it is wise to split Tuscany in regions. Ideal itineraries for different lengths of stay in Tuscany are:

  • 3-4 days: First day: Siena, Volterra and San Gimignano, second day: Val d’Orcia, third day: Chianti
  • One week: First day: Siena, second day: Volterra and San Gimignano, 2-3 days: Val d’ Orcia, one day Chianti, one day Luca and Pisa.
  • Two weeks: Dedicate one day for each on these destinations: Siena, San Gimignano, Volterra, Luca, Pisa, Livorno, Maremma. Two days in Chianti. Two days in Val d’ Orcia. Two days in Florence. One day in Arezzo and Cortona.
  • Three weeks: Dedicate one or two days for each on these destinations: Siena, San Gimignano, Volterra, Luca, Pisa, Livorno, Maremma, Cortona, Arezzo. Three days in Chianti. Three days in Val d’ Orcia. Four days in Florence.


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Kinglike, the driving force behind this boutique luxury travel agency, brings a deep-rooted real estate expertise to curate exceptional villa rentals in Greece and Italy, with personal concierge services in Mykonos, Paros, Antiparos, and Tuscany. Each villa property reflects their personal admiration, ensuring guests a one-stop-shop experience that meticulously tends to every detail of their villa vacation. Read more about Kinglike

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