Vineyard tours from Siena

Tour wineries and vineyards near Siena

Visit the nearby wineries of the Chianti, Montepulciano, or Montalcino

At Siena's northern doorstep, the hills of the Chianti gather, producing the fine wines of Chianti Classico since the Etruscan era.

To the south of Siena stretches the Val d'Orcia, home to the archetypcal Tuscan hilltown of Montepulciano and its ruby-red Vino Nobile wine, and the vines that produce the mighty red Brunello around the moutaintop town of Montalcino.

You can rent a car and strike off on your own to visit the vineyards; many wineries are open to the public (though the majority require an advance booking of a few days).

However, an escorted tour of the wineries has the benefits of not having to fiddle with advance bookings, providing a knowledgeable guide, and—this is key—a designated driver so that everyone is free to sample the wines at each stop.

Chianti Classico wineries

Duration: 8 hours
Cost: €135 per person

Book: Reserve it

Small-Group Chianti Wine-Tasting and Castles Trip from Siena

Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian castles are a must-see for any visitor to the region. With your expert guide, visit Castello di Brolio, renowned as the birthplace of Chianti wine, and explore Castello di Meleto. Sample the esteemed Chianti Classico wine, enjoy an authentic Italian lunch at a Tuscan farm and tour the region’s best wineries. Numbers are limited to eight people on your small-group trip, ensuring you'll receive personalized attention from your guide....

Duration: 5 hours
Private: €145–€286 per person

Book: Reserve it

Chianti Sud Wine Tour: Half Day

Departing from and returning to your Siena hotel, first stop is the town of Radda in Chianti which has its preserved medieval urban design. After a walking tour of Radda, you'll head to the Buondonno Vineyards, known for their fine Chianti Classico and Riserva wines. A visit to the cellars and a guided wine tasting are included. Then, if you choose the morning departure, the last stop will be lunch at the Osteria Le Panzanelle. If you choose the afternoon departure, you'll do a short walk through the village of Vagliagli and then head to the Monteraponi Vineyards for a guided tasting...

Duration: 8 hours
Cost: €135 per person

Book: Reserve it

Small-Group Day Trip to Castellina and Greve in Chianti from Siena

This small-group tour from Siena takes you to Tuscany’s northern Chianti region, known as the Florentine Chianti, where you’ll visit the pretty villages of Castellina and Greve. During this full-day trip, see breathtaking landscapes, enjoy a traditional lunch and visit two wineries with your expert guide. Meet the area's famously welcoming inhabitants and get a taste for life in the Florentine Chianti! Numbers are limited to eight people on this small-group tour, ensuring you'll receive personalized attention from your guide....

Duration: 8.5 hours
Cost: €150 per person

Book: Reserve it

Small-Group Chianti and San Gimignano Sunset Trip from Siena

On this afternoon and evening tour from Siena to Chianti and San Gimignano, explore the beautiful Chianti region – an area rich with dense oak forests and cypress trees – and discover its famous wine cellars. Visit village of Castellina in Chianti, a Chianti wine estate where you'll tour the grounds and wine cellars while learning about the winemaking process, and Monteriggioni, a perfectly preserved medieval town with a complete ring of walls and turrets built in the 13th century. Then head to the UNESCO World Heritage-listed town of San Gimignano after the day’s crowds have dispersed. During the sunset, dine in a beautiful farmhouse overlooking the San Gimignano towers and the rolling, vine-covered hills. Numbers are limited to eight people on this small-group tour, ensuring you'll enjoy personalized attention...

Duration: 7 hours
Private: €216–€437 per person

Book: Reserve it

Chianti Sud Wine Tour: Full Day

Departing from and returning to your Siena hotel, first stop is the town of Radda in Chianti which has its preserved medieval urban design. After a walking tour of Radda you'll head to the Buondonno Vineyards, known for their fine Chianti Classico and Riserva wines. A visit to the cellars and a guided wine tasting are included. Next stop will be lunch at the Osteria Le Panzanelle, then a tour or either to the village of Vagliagli or to Castelnuovo Berardenga. Then you'll visit the cellars of the Monteraponi estate for a guided tasting...

Vino Nobile di Montepulciano wineries

Duration: 7 hours
Private: €245–€540 per person

Book: Reserve it

Archi-Wine Tour: When Architects Meet Winemakers in the Val d'Orcia

Design and wine are the themes of this full day excursion to Montepulciano where modern wineries conceived with a contemporary flair provide wine tasting opportunities that are sure to please wine enthusiasts with a passion for cutting edge art. Departing from and returning to your Florence or Siena hotel, first stop is Icario, a custom built winery designed by Valle Progettazione. Next up is a guided visit to the heart of Montepulciano, a hill town that is home to a number of well-preserved Renaissance palaces. Lunch takes place at the Trattoria Diva e Maceo where Tuscan specialties are served with excellent local wines. The Tenimenti d'Alessandro winery has garnered tremendous praise for its fine wines, particularly the notable Il Bosco. Situated in the village of Manzano near Cortona, the winery visit includes...

Duration: 8 hours
Cost: €135 per person

Book: Reserve it

Small-Group Montepulciano and Pienza Day Trip from Siena

Experience the heart of Tuscany on this guided small-group tour day trip to the charming towns of Pienza and Montepulciano. Travel through the beautiful clay hills south of Siena and take in the idyllic UNESCO-listed landscapes of Tuscany's charming Val d’Orcia region. Explore the beautiful towns, enjoy lunch and taste Pecorino cheese on a local farm! Numbers are limited to eight people on this small-group tour, ensuring you'll receive personalized attention from your guide...

Brunello di Montalcino wineries

Duration: 8 hours
Cost: €135 per person

Book: Reserve it

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover the cellars where these incredible wines age, meet the local producers, and learn about the passion that goes into making this wine. Enjoy a traditional Tuscan lunch at a winery and spend time relaxing at your leisure in the village of Montalcino before exploring the mystical abbey of Sant'Antimo. Visit a total of three wineries in the region, tasting unique creations at each one. Numbers are limited to eight people on this small-group tour, ensuring you'll receive personalized attention from your guide...

Tips & useful links

Book ahead

Many of the best vineyards vists are available by advance booking or appointment only.

Some vineyards welcome walk-ins, true, but many more will give you a cellar tour and wine tasting only if you call ahead a few days (and those tend to be the ones most liberal with the free samples).

Useful links & resources
Siena tourist information

Siena tourist information office
Piazza del Campo 56
tel. +39-0577-280-551
Terresiena.it

Also useful:
Museisenesi.org

Comune.siena.it
Sienaonline.it (private)
Sienafree.it (private)

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Siena tourist information office
Piazza del Campo 56
tel. +39-0577-280-551
Terresiena.it

Also useful:
Museisenesi.org

Comune.siena.it
Sienaonline.it (private)
Sienafree.it (private)


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