Chianti Wine Tours in Tuscany from Florence: A Perfect Day Trip

If you’re planning to explore the stunning landscapes of Tuscany and indulge in world-class wine, Chianti wine tours from Florence is the perfect day trip.

Whether you’re a seasoned wine connoisseur or just getting into the world of wine, there are various tour options to suit every taste.

From intimate small-group excursions to private vineyard visits, you’ll get a firsthand look at the beautiful Chianti region and its renowned wineries.

Expect to sip on rich reds, learn about the winemaking process, and take in breathtaking views of rolling vineyards and medieval towns. No matter which tour you choose, a Chianti wine tour from Florence offers an unforgettable experience that combines great wine, picturesque landscapes, and local culture.

Short on Time? Here are the key takeaways:

• There are literally dozens of options for tours ranging from half-day to full-day
• The average price range for these tours vary from €65 per person and can exceed €450+ depending on the excursion
• We’d personally done a few different Chianti wine tours from Florence and we prefer

This post was originally published in October 2018, and was updated in January 2025.

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A brief education on Chianti Wine

Situated just south of Florence, Chianti Classico is the oldest official wine region in the world with over 300 years of geographic boundaries.

Translation – there has wine produced out of this specific spot in the world for the longest period of time – making them very good at wine making!  Now, if you are a Italian red wine drinker, you’ve had (or heard of) Chianti.

The chianti red wine is mostly made with the Sangiovese (pronounced sahn-gee-oh-vhay-zhay) grape, a local grape grown in this region of Italy.  

Chianti is made up of a minimum of 75% Sangiovese grapes, and the remaining grapes can be red or white. To be considered a Chianti Classico, the wine must use at least 80% Sangiovese grapes and the remaining grapes can only be red varieties.

Curious to learn more about Italian Wine? Check out this next: A Quick and Simple guide to Italian Wine classification 

Chianti Wine Tours

A Chianti wine tour from Florence is the ultimate way to immerse yourself in Tuscany’s world-renowned wine culture. The Chianti wine region is fairly expansive with several subsections specializing in various wines.

These tours whisk you through the stunning Chianti region, where you’ll visit famous vineyards, sample 3-5 wines, and bask in views of rolling hills dotted with olive groves.

Most tours include a guided tasting, where local experts will share the how-tos of winemaking and the fascinating history behind the iconic Chianti wines and most will have at least 1 cellar tour and food pairings with olive oil along the way.

The Chianti region is divided into a handful of subzones, each with its own distinctive character and approach to winemaking. Chianti Classico, the heart of the region, is the most famous and historically significant, producing the classic Chianti wines that have made Tuscany a global wine powerhouse. The closest subzone to Florence is Chianti Colli Fiorentini, or “Chianti of the Florentine Hills,” located just south of the city, making it the perfect spot for a quick yet scenic wine getaway.

We did our first Chianti tour back in 2017 which took us to 3 wineries and included lunch. Most recently, we took our friends on a Chianti wine tour in November of 2024 and were thrilled to share the rolling Tuscan adventure with them.

On our most recent wine tour, we visited the below wineries.

Fattoria Montecchio

Arriving at our first Chianti winery, Fattoria Montecchio, we started with an overview of the estate and farm with a dramatic overlook from the balcony of the wine vineyards below.

Fattoria Montecchio is nestled in the heart of Chianti Classico, specializing in high-quality wines and olive oil. It offers an immersive experience in the region’s rich wine culture, providing tours and tastings in their historic cellars. The estate also features a traditional olive mill and offers accommodations for a full Tuscan getaway.

Our group then descended into the wine cellar to discover barrels as large as a small car, full of wine! We were taught all about the wine-making process, fermentation, and much more!

Our wine tasting consisted of 4 wines, organic olive oil and balsamic vinegar.

Casa Emma

Casa Emma is a charming winery nestled in the heart of Tuscany’s Chianti Classico region, offering an authentic Tuscan experience. Surrounded by rolling hills and lush vineyards, this family-run estate produces Chianti wines, as well as a rose and white wine which is rare for this region.

Our wine tasting session offered the chance to sample 4 of theirs wines, paired with local olive oil, meats and cheese.

Chianti Wine Tours Options

Of all the chianti wine tours from Florence, we would recommend a half day adventure into wine country.

From learning about the Chianti Classico wines and region to the production of Italian wine and olive oil, we highly recommend taking time out of your Florence visit to explore one of the oldest regions of wine country and take a Chianti wine tour.

Here are options for tours we’d recommend and have personally taken:

• GrapeTours – WineTime
• Small-Group Wine Tasting Experience in the Tuscan Countryside

We met some really fun people and had a great time sharing in our wine education (and tastings) with new friends!  

We’ll be planning another tour with some family later in 2025 and we’ve book marked these as ones we’ll be considering as well:

Full Day Tours to Southern Tuscany

If you’re looking to expand your Tuscan wine adventure, you might consider venturing beyond Chianti and exploring Montepulciano / Montalcino.

Situated in the southeastern corner of Tuscany near the Umbrian border, Montepulciano is home to the famous Vino Nobile di Montepulciano, which offers a smoother, fruitier flavor profile than Chianti’s often more tannic reds. A tour of this region often includes stops at centuries-old wineries nestled in the medieval town of Montepulciano, where you’ll sample wines made from Sangiovese grapes but with a slightly spicier and more refined twist.

The key difference between the two regions is in the wine style—Chianti Classico wines tend to have a higher acidity and tannic structure, making them perfect for pairing with food.

Meanwhile, Montepulciano wines are generally smoother, with a rounder mouthfeel and a softer finish. Chianti Classico’s proximity to Florence makes it an easier day trip, while Montepulciano offers a more remote, off-the-beaten-path experience.

Now, these are a bit pricier given you are traveling farther away AND the cost of the wine has a steeper price tag, but we absolutely loved this area and all the wines we tasted there. Read our full adventure in Montalcino and Montepulciano here.

Chianti wine tours in Tuscany from Florence is a perfect way to immerse yourself in Tuscany’s world-famous wine culture. From the picturesque landscapes of Chianti Classico to the immersive wine-tasting experiences at estates like Fattoria Montecchio and Casa Emma, these tours offer a blend of history, wine, and stunning views.

Whether you’re enjoying guided tours of historic cellars, sampling organic wines, or learning about traditional olive oil production, the Chianti region’s charm will leave you with unforgettable memories.

With options ranging from half-day to full-day excursions, a Chianti wine tour is an essential part of any Tuscan adventure.

Psst: Looking for more Italy info? We have a few guides! Browse them all here or see the most popular ones below:

• 3 Days in Florence: A Complete Itinerary for First-Timers
• The best 3 days in Rome itinerary guide
• A Quick Guide to Italian Wine classification
• Ultimate Road Trip to Tuscany: A Wine Lover’s Paradise
• The 5 Best Day Trips from Bologna, Italy