7 Great Wine Tours To Fully Enjoy Florence And Tuscany! - Updated 2022

best wine tours in florence italy

Tuscan winemaking takes its roots from the 8th-century BC with the Ancient Etruscan civilization, and is nowadays famous all over the world. Consequently, after Piedmont and the Veneto regions, Tuscany produces the third highest volume of quality wines in Italy and for sure, you would be missing out if you chose not to take one of the incredible wine tours offered in Florence, its vibrant and beautiful capital. There you’ll enjoy various wines such as the “Holy Wine,’’ the famous Vin Santo, or the Chianti wine, just to point out the most famous ones. Here’re 7 great wine tours in and out of the city of Tuscany, to get the most out of the area!

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Wine tours in Florence

1. Private Food Tour of Florence (from USD 168.0)

Lunch and wine
Source: Photo by user Tim Lucas used under CC BY 2.0

Florence has made a name for itself through the many different Italian cities. World-known as the city of art and for its magnificent architecture, the city is also the home to many great wine cellars and vineyards of the Tuscan region. With these 2 city tours, you’ll discover the great wine scene of Florence. On the first tour, you’ll dive into the typical Florentine foods and wine scene (walking from place to place while on the tour), tasting some traditional Tuscan products, including pasta, gelato, and Chianti wine, and learn its great history, the grapes used in its production, and what to look for when tasting.

Private Food Tour of Florence

Duration: 3 hours

2. Florence: Sunset Sightseeing and Wine Tasting Tour (from USD 60.07)

Sunset over florence 1
Source: Photo by user Steve Hersey used under CC BY 2.0

The second guided tour will lead you across the Oltrarno district, a district offering plenty of traditional workshops and wine shops where you’ll enjoy the atmosphere of the place while enjoying glasses of Chianti and tasting crostoni. You’ll also cross the Arno River and visit the city’s most significant monuments such as Piazza Signoria and Piazza Duomo, where you will taste other wines from the Chianti region in local taverns. In short, these 2 city tours are a great opportunity to discover both the city and its great wine and food traditions.

Florence: Sunset Sightseeing Tour and Wine Tasting

Duration: 2 hour

66 reviews

Cellar tours

3. Self-Drive Vintage Vespa Villa and Winery Tour (from USD 170.0)

Large botti size oak barrels in Chianti
Source: Photo by user Rob & Lisa Me... used under CC BY 2.0

Of course, not all of the great wine scene of the Tuscan region comes from Florence and if you truly want to discover its range of production, then you’ll have to go away from the city center to enjoy the countryside. These 2 cellar tours offer visitors the chance to fully experience the area and the different kind of wines available for a cultural experience that you won’t find at many places. On the first of these tours, you’ll enjoy driving through the Tuscan countryside on a vintage iconic Vespa, passing through shady olive groves, along winding forest trails and sloping vineyards. You’ll also stop by the prestigious Villa Le Corti Winery and enjoy the villa gardens, vineyards and wine cellars (you will learn about the unique way the cellar was built and the French oak barrels that deliver the character of the Chianti wine) where you’ll taste some incredible wines to continue on a 3-course lunch of typical Tuscan cuisine.

Self-Drive Vintage Vespa Tour with Villa and Winery Tour

4. Private Tuscan castle and ancient cellars visit (from USD 76.0)

A wine cellar in Montepulciano, Tuscany
Source: Photo by user Lee Coursey used under CC BY 2.0

The second tour will lead you to a 900-year-old castle and winery near Florence. There, you’ll learn about the history of the place and descend to the ancient wine cellars to learn about traditional production methods and taste four different wines produced on site, and enjoy an authentic Tuscan dinner served at the castle’s restaurant. This will truly be two great experiences that will highlight your trip to Tuscany!

Tuscan Castle and Cellar with Wine Tasting plus Dinner Option

Duration: 2 hours

26 reviews

Wine tours in Chianti vineyards

5. Wine and Cheese Tasting Guided Tour from Florence (from USD 77.0)

Palazzo Massaini - panoramio
Source: Photo by user Terensky used under CC BY 3.0

The first of these wine tours will drive you further into the Tuscan region with this day trip from Florence, where you will get to see the historic hill towns Pienza and Montalcino, home of the world-famous Brunello wines where you’ll visit a famous and renowned wine cellar/museum and taste some incredible Italian cheeses. You’ll then go to Montepulciano where you’ll admire the gorgeous hilly vineyard-covered scenery of Orcia Valley (Val d’Orcia) and enjoy cheese and wine tastings (such as Brunello and Vino Nobile) in local wineries.

Montalcino, Orcia Valley, Pienza Wine and Cheese from Florence

Duration: 11 hours 30 minutes

134 reviews

6. Florence to Greve in Chianti Tour (from USD 50.0)

Vineyard in Chianti
Source: Photo by user Francesco Sgroi used under CC BY 2.0

The second tour is a personalized guided exploration of the Chianti region from Florence. From the city, your guide will lead you to the beautiful picturesque town of Greve, where you’ll go through many local wineries to learn about the local Sangiovese grapes and sip some Chianti. Here you’ll be free to wander through the town and explore its alleyways but also to go to some of the finest vineyards around the town to get to know the sommeliers ‘tips and tricks’ for a better understanding of the wine production processes.

Florence to Chianti wine region with 2 wine tastings and vineyards escape

Duration: 5 hours

269 reviews

7. The Grape Escape Wine Tour from Florence (from USD 131.06)

Source: Photo by user Matthias v.d. Elbe used under CC BY-SA 4.0

Made for independent travelers aged between 18-35, this third tour will lead you to the Chianti region (including the beautiful town of San Gimignano) and will entertain you with magnificent locations, picturesque villages and places where you’ll taste the most revered Tuscan wines (4 different type of wine including the famous Chianti Classico and a Super Tuscan wine). Among other young and curious wine lovers, in a peaceful atmosphere, you’ll learn the characteristics of each blend and hear the winemakers’ secrets.

From Florence: Tuscany Wine Tasting Full-Day Trip

Duration: 7 hour

193 reviews

Dive into the Tuscan wine tradition and culture!

With these 7 great wine tours around Florence and its surroundings, from the great city’s architecture and cellars to the hilly vineyards of the wonderful Tuscan countryside, passing by local and picturesque villages, you’ll discover the whole spectrum of Tuscan’s rich history and culture of wine.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Felix Brassier is a French digital filmmaker / visual storyteller for the web and digital nomad traveling all over the place. Crazy about videography, photography, he's also writing for the web and...Read more

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