Wine tour from Siena: best wine tastings and itineraries

wine tour from siena gotto wine tour
Scenic Tuscany landscape with rolling hills and valleys in golden morning light, Val d’Orcia, Italy

Looking to plan your wine tour from Siena? You’re in the right place. Siena is an incredible medieval town set on the Tuscan hills. It is home to beautiful monuments, unique art and centuries-old traditions. But more importantly for us, the countryside around Siena is home to a diverse range of quality red and white wines. In fact, some of the best red wines in the world are made in the province of Siena.

Wine tours from Siena are some of best you can find in Italy

Siena it’s mostly famous for its medium to full bodied red wines mostly based on Sangiovese – a red grape variety grown almost exclusively in Tuscany. The wines pair incredibly well with the local food (think ragù, red meat, and aged cheese). Siena is right in the middle between the hills of Chianti (north) and the towns of Montalcino and Montepulciano (south), where the famous Brunello di Montalcino and Nobile di Montepulciano are made. This means it is a strategic location to go on a wine tour for any palate and pocket (wine map courtesy of Wine Folly).

wine tour from siena map

Below are our recommended wine tours and itineraries depending on how long you have (times include transfer to and from Siena). You can of course mix and match to create your own wine tour from Siena:

1.5 to 2 hours – €15 to €30 per person

tolaini winery wine tour from siena

Tolainia combination of ancient roots and modern wine-making tecniques, Tolaini offers a breathtaking view of Siena and its towers from the immaculate vineyards of Chianti Classico. Tasting of 5 different wines, including both Chianti Classico and Supertuscan. One of the closest wine tour from Siena.

San Felicea medieval hamlet minutes away from Siena, home to a 5* resort – in case you don’t feel like driving back. San Felice is at the forefront of wine-making, and have spent decades researching old grape varieties like Pugnitello. Their Signature experience lets you taste 3 of thier premium wines.

nittardi winery wine tour from siena

Nittardionce owned by reinassance artist Michelangelo, who used to give his wine to pope Julius II. This boutique winery blends art and wine, with labels designed by famous artists every vintage. You’ll probably get to know the owner and winemaker who lives there.

Half a day & Lunch – €35 to €55 per person

FelsinaTour the old cellars, drive around the vineyards in a jeep and sit down for a tasting lunch with wine pairings. A historic wine estate in Castelnuovo Berardenga where some of the most famous Chianti Classico Riserva are made – try Rancia.

bindi sergardi fattoria di mocenni wine tour from siena

Bindi Sergardi – Fattoria di Mocennithe Bindi Segardi family have been making wine for generations and is now led by Alessandra, who has modernised wine making and hospitality at the family Villa in Chianti Classico.

argiano cellar winery wine tour from siena

Argianoindulge in the Arpeggio tasting at this historic estate south of Montalcino. A rare example of reinassance Villa in Val d’Orcia, Argiano has undergone major investments in wine-making and a complete renovation of its facilities. If you’re looking for top of the class Brunello di Montalcino and breath-taking views stretching over the Tuscan countryside, Argiano is the place for you.

col d'orcia wine tour from siena

Col d’Orciaanother historical winery in Montalcino, the largest organic winery in the whole of Tuscany (wow!). At the end of the Traditional wine tour, you will taste the iconic Brunello di Montalcino Riserva Poggio Al Vento 2001 a world-class wine, and Moscadello di Montalcino Pascena, the traditional sweet wine from Montalcino now only produced by a handful of wineries in the area. Col d’Orcia makes some of the best value red wines in the world, so you can bring a case home without breaking the bank.

salcheto cellar winery wine tour from siena

Salchetoa visionary project by the walls of Montepulciano, Salcheto is a biodynamic winery emplying the latest technology to minimise its environmental impact. To give you an example, there is no artificial light in the cellar, which is built on two underground levels. Wines can be enjoyed at the winery restaurant at the end of the visit

Luxury – €100+ per person

castello di fonterutoli mazzei winery wine tour from siena

Castello di Fonterutoli – Mazzeione of the historical producers of Chianti Classico, the Mazzei family are also pioneers of Supertuscans like Concerto and Siepi, regularly ranking among the top wines in Italy. Francesco Mazzei is now leading Castello di Fonterutoli along with the Mazzei’s wineries Zisola (in Sicily) and Belguardo (in Maremma). The winery is just below the medieval hamlet called Castello di Fonterutoli, where the family still lives today. The new winery is a modern architecture designed by Francesco’s sister Agnese, and is today considered a leading example of wine architecture in the world. The Castello Fonterutoli VIP Tour is a private tasting in a dedicated tasting room, where you can select vintages of your favourite wine.

castilgion dle bosco winery wine tour from siena

Castiglion del Bosco: owned by Massimo Ferragamo (Chairman of Salvatore Ferragamo USA) Castiglion del Bosco is exactly what you’d imagine: stylish, refined and elegant like an Italian suit. Enjoy a guided tasting of six Castiglion del Bosco wines, including the “Millecento” Brunello di Montalcino Riserva and the very limited Occhio di Pernice Vin Santo “San Michele”, paired with a selection of six Italian cheeses, such as aged Tuscan Pecorino cheeses, blue cheese and fresh cheese. Given you probably won’t want to leave (ever), Castiglion del Bosco has a 5* hotel where you can stay, two restaurant (Campo del Drago and Osteria La Canonica), and an exclusive Golf Club, spread out over 210 hectares of rolling hills, all designed by one of the most renowned figures in the golf world, British Open champion Tom Weiskopf.

castello di volpaia winery wine tour from siena

Castello di VolpaiaSince 1172 Volpaia is land of renown organic Chianti Classico. Listed in the Wine Spectator’s TOP100 Volpaia is known all over the world for the beauty of its restored walled village. Beside tasting wine, you can experience a unique cooking class taught by Mrs Giovannella Stianti or her daughter Federica Mascheroni Stianti. Giovannella is the owner of the winery, and is known to be perhaps the best hostess in the area; her meals at Castello di Volpaia are memorable. After preparing your lunch or dinner, you will sit down to enjoy the meal with the a tasting of the wines from the estate.

Head to our website to learn more about each winery and book your wine tour from Siena. If you have questions or any special requests we’d love to help you, just send us an email at and we’ll take care of you!

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