Chianti winery Castello di Verrazzano

10 Exciting Chianti Wine Tasting Tours (Best Wineries & Wines)

by Elaine Lau

A wine tasting tour among lush olive groves and vineyards in the beautiful Tuscan countryside of Chianti would be a perfect escape, right?

Which Chianti winery should you visit? Which are the wines that you must taste?

Let’s explore the 10 most exciting Chianti wine tasting tours you should go to, and the brilliant wine bottles you should get hold of!

Further reading

  • Here's all you need to know about the Chianti Wine region and it's wines.
  • And, here's how to describe Wine Flavors while tasting wine.

10 Brilliant Chianti Wineries to Explore in 2024 (and Their Best Wines)

The Chianti wine region of central Tuscany consists of:

  • Chianti Classico DOCG
  • Chianti DOCG, which includes Chianti Rufina, Montalbano, Colli Fiorentini, Colli Aretini, Colli Senesi, Montespertoli, and Colline Pisane

The star of this Italian wine region is the Sangiovese grape. Winemakers also use red grape varieties like Canaiolo, Colorino, and Cabernet Sauvignon and white grapes (not allowed for Chianti Classico) like Malvasia or Trebbiano in the blend.

Let’s explore the top 10 wineries. Be sure to book ahead as most tours require reservations.

1. Castello di Brolio, Gaiole

Castello di Brolio

Located in Gaiole in the Chianti Classico wine region, the Barone Ricasoli Castello di Brolio is a top destination for Chianti wine enthusiasts.

It offers tours of its breathtaking vineyards, winery, and Brolio Castle where you can taste its finest wines straight from the wine cellar.

Besides its signature Sangiovese grape wine, Castello di Brolio makes Grappa (grape-based pomace brandy) and extra virgin olive oil.

Best Wines:

  • 1931 Barone Ricasoli Castello di Brolio Gran Selezione ($492)
  • 1942 Barone Ricasoli Castello di Brolio Vin Santo del Chianti Classico ($633)

2. Castello di Fonterutoli, Castellina

Castello di Fonterutoli

Castello di Fonterutoli is situated in Castellina in Chianti Classico, bordering Monteriggioni.

This estate offers winery and wine tasting experiences, including a guided tour of its impressive cellar.

It produces a variety of Chianti Classico wine styles, Grappa, and extra virgin olive oil.

Best Wines:

  • 1980 Mazzei Castello di Fonterutoli Gran Selezione ($199)
  • 1981 Mazzei Castello di Fonterutoli 'Concerto' Toscana IGT ($176)

3. Castello di Ama, Gaiole

Castello di Ama

Castello di Ama has five vineyards spread around the village of Ama, located in Gaiole within the Chianti Classico wine region.

The winery offers a wine tour experience that includes wine tasting and a walk in the quaint village.

It offers a wide range of wines, including Pinot Noir, Chardonnay, Vin Santo (Italian dessert wine), and Chianti wine.

Best Wines:

  • 2006 Castello di Ama Vigneto La Casuccia ($301)
  • 1981 Castello di Ama Vigneto Bellavista ($726)

4. Antinori nel Chianti Classico, Val di Pesa

Antinori nel Chianti Classico

This Chianti wine estate is owned by Marchesi Antinori, a crucial player in the Super Tuscan revolution.

Located in San Casciano in Val di Pesa of the Chianti Classico area in Tuscany, this Chianti winery offers curated wine tour packages that include wine tasting, vineyard visits, and a cellar tour.

Marchesi Antinori (unrelated to Marchesi di Frescobaldi in Chianti Rufina) have several estates in the Chianti wine region, including Montalcino and Montepulciano. Their wine offerings include Chianti wine, Brunello di Montalcino wine, Vin Santo, and Super Tuscan wines.

Best Wines:

  • 1970 Tenuta Tignanello 'Marchese Antinori' Riserva ($389)
  • 1971 Marchesi Antinori Tignanello Toscana IGT ($556)

5. Castello di Monsanto, Castellina

Castello di Monsanto

Located northwest of Castellina in Chianti, this winery is famous for its prestigious Chianti wine and historic cellar.

Its wine tours include an introduction to Chianti Classico, the phases of production, and a tasting of their signature wines.

Best Wines:

  • 1982 Castello di Monsanto Il Poggio ($437)
  • 1964 Castello di Monsanto Chianti Classico Riserva DOCG ($633)

6. Felsina, Castelnuovo Berardenga


Situated at the southeast edge of Chianti Classico, Felsina is renowned for its famous red wine.

The winery produces a range of Chianti Classico wine bottles (including Reserva and Gran Selezione) and a few Super Tuscan wines.

It offers a cellar tour and wine tasting in its beautiful vineyard.

Best Wines:

  • 1983 Felsina Berardenga Chianti Classico DOCG($130)
  • 1987 Felsina Berardenga Fontalloro Toscana IGT($174)

7. Castello di Radda, Radda

Castello di Radda

Located in Radda in Chianti Classico, this estate offers a cellar and winery tour in its enchanting wine tasting tours.

This charming winery produces the “Guss” Super Tuscan wine, and extra virgin olive oil.

Best Wines:

  • 2011 Gussalli Beretta Castello di Radda 'Guss' Toscana IGT($66)
  • 2010 Gussalli Beretta Castello di Radda Chianti Classico Riserva DOCG($48)

8. Fontodi, Panzano


A certified organic estate, Fontodi is located in Panzano in the Chianti area of the Tuscan countryside.

It offers private tours of the estate’s winery, vineyard, wine cellar, and olive groves through Tenute di Pecille, a holiday estate run by the owners of Fontodi.

Best Wines:

  • 1990 Fontodi Vigna del Sorbo($177)
  • 1985 Fontodi Flaccianello della Pieve Colli della Toscana Centrale IGT($349)

9. Castello di Verrazzano, Greve

Castello di Verrazzano

A jewel of Greve in Chianti, Castello di Verrazzano produces a variety of Tuscan wines.

It offers packages for Chianti wine tasting, which include a vineyard, cellar, and winery tour.

Best Wines:

  • 1990 Castello di Verrazzano 'Sassello'($561)
  • 2008 Castello di Verrazzano Bottiglia Particolare Toscana IGT($87)

10. Tenute Niccolai, Colli Senesi

Tenute Niccolai

This winery is located in the southernmost Chianti area that encompasses famous wine regions like Montepulciano, Montalcino, and San Gimignano. 

The estate offers wine tasting tours and guided visits to its modern wine cellar and oil mill in San Gimignano.

Best Wines:

  • 2001 Tenute Niccolai Podere Bellarina-Palagetto Brunello di Montalcino DOCG($145)
  • 2019 Tenute Niccolai Palagetto Chianti Colli Senesi DOCG($17)

Experience Chianti Wine Tasting Tours & Invest in the Exotic Wines!

Chianti Wine Tasting

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