The 5 Best Day Trips and Wine Tours from Florence

Florence is one of the most unforgettable cities you’ll ever visit. But we also recommend that you take the time to enjoy some of the best day trips from Florence.

Given its location in central Italy, Florence is an ideal home base for exploring. Whether you’re looking for a Tuscany wine tour, a visit to a classic Tuscan villa or a stroll through a world heritage town, they’re all within easy reach from Florence.

We’ve chosen our top five favorite Florence day trips to help you narrow down the options:

A Chianti wine tour from Florence

A wine tasting tour in Chianti is one of the most popular Tuscany day trips.

A visit to the Tuscan countryside will connect you to the ancient tradition of winemaking. You’ll have the unique opportunity to visit the best Chianti wineries to see how the wine is made, chat with the winemakers and to taste various Chianti wines.

Since the Chianti region is not well served by public transit, the best way to visit is by car or a tour. In our view, this day trip can be fully appreciated with someone else behind the wheel so you’re free to savor the wines.

To book, we suggest our most popular tour: wine tour Tuscany, 3 organic wineries,  which includes a scrumptious lunch.  Or try this delicious Chianti wine tour and cheese tasting that also includes chocolate, cheese and limoncello tastings.

Taste white wine in medieval San Gimignano

San Gimignano is a top day trip from Florence for two reasons.

First, it’s a spectacular walled, hilltop town with skyline of 14 medieval towers.  Secondly, this is where they make the famous white wine known as Vernaccia di San Gimignano

You can reach San Gimignano via the bus or a train and bus combination.  Or leave the transport hassles to a guide and join a day tour to visit the town and enjoy lunch and tastings at a local winery.

Book your day tour to San Gimignano .


Savor a Tuscan lunch in a castle on this day trip from Florence

Imagine a drive through the breathtaking Chianti countryside to a unique destination – – a castle!

You will wander through the castle’s vineyards and wine cellar to learn about the wine making process here.  Of course, there will be tastings of Chianti and Super Tuscan wines, as well as extra virgin olive oil.

The highlight is a classic Tuscan lunch at the castle. After lunch, enjoy a walk around a medieval town and more wine!

You can book this fun castle and wine tour

Sip wine in the courtyard of Machiavelli’s villa on this wine tour

When most people think of Tuscany, you picture an elegant villa surrounded by vineyards, olive trees and cypresses.  On this day trip from Florence, you can live the experience at Machiavelli’s villa.

The villa was the property of the Machiavelli family, dating to 1427.  It’s known as “the queen of all Tuscan villas.”

After a stop at a family-owned winery, you’ll arrive at the villa for a home-made lunch in the courtyard.  You’ll taste the wines in the ancient cellar and walk through the magnificent Italianate gardens.

You can book this dreamy Tuscan villa experience .

A Tuscany wine tour to Brunello di Montalcino

Brunello di Montalcino is one of Italy’s most famous wine producing regions. The intense, full-bodied red wines produced here are among the finest wines in the world.

On this day tour from Florence, you’ll learn what makes Brunello so special and you’ll have opportunities to savor its unique qualities.  On the way, you can admire the lunar-like landscape, which is unlike any other in Tuscany.

You can reserve your spot on the exclusive Brunello wine tour .