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Siena Wine Tours

Siena is a compact medieval city built across three hills, so distances on a map can hide steep lanes and stone paving. Compare the actual meeting point, duration and included admission before booking. The historic centre has no harbour or beach: countryside experiences take place in Chianti, the Crete Senesi or Val d’Orcia and may require a transfer or your own car.

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Top rated · Season 2026

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Selected from the real Siena inventory and ranked by verified reviews, price and experience.

25 tours available · Sorted by number of verified reviews. Prices and availability come live from GetYourGuide.

Siena: Pasta and Tiramisu Cooking Class with Wine

Siena: Pasta and Tiramisu Cooking Class with Wine

⏱ 3 hours · 4.8 (548)

Learn how to make pasta and tiramisu in a popular Siena restaurant. Enjoy a glass of Prosecco upon arrival, and a glass of wine with your meal.

from €69 per person

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Small Group Tour - Siena, San Gimignano & Chianti with lunch

Small Group Tour - Siena, San Gimignano & Chianti with lunch

⏱ 9 hours · 4.9 (514)

Discover Tuscany's charming towns on a guided tour with a small group of up to 25 people. Explore Siena, taste Tuscan wine, indulge in local cuisine, and wander San Gimignan…

from €149 per person

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Chianti: Lunch with Wine Tasting at Poggio ai Laghi Winery

Chianti: Lunch with Wine Tasting at Poggio ai Laghi Winery

⏱ 2 hours · 4.8 (200)

Enjoy a unique lunch at the Poggio ai Laghi Chianti winery, paired with wine tasting and a great wine expert who will guide you through this excellent experience.

from €35 per person

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Siena: Organic Winery Tour and Wine Tasting

Siena: Organic Winery Tour and Wine Tasting

⏱ 2.5 hours · 4.9 (164)

This Winery Tour & Wine Tasting with afternoon Meal is a 2,5 hour tour held in an organic winery in Siena. Learn about the stages of wine making and enjoy tastings with seasonal…

from €75 per person

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From Siena: Best of Tuscany Wines & Lunch in Montepulciano

From Siena: Best of Tuscany Wines & Lunch in Montepulciano

⏱ 9 hours · 4.4 (86)

Discover Tuscany’s flavors on a full-day small-group tour with a traditional lunch and wine tasting in Montepulciano, visit picturesque Pienza, and enjoy Brunello di Montalcino…

from €110 per person

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Siena: Horseback Ride in Chianti Hills Experience

Siena: Horseback Ride in Chianti Hills Experience

⏱ 1.5 - 2.5 hours · 4.5 (16)

Ride along scenic trails surrounded by vineyards and rolling landscapes with a professional guide.\nThis experience offers a unique and relaxing way to discover the Tuscan count…

from €90 per person

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Siena Underground Wine tasting in a Medieval Cave

Siena Underground Wine tasting in a Medieval Cave

⏱ 1 hour · 5.0 (12)

This tour offers you an exclusive wine tasting in a Medieval cave dating back to Etruscan period, 600 BC. A private location and the only one accessible to public tasting one of…

from €75 per person

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San Gimignano: Small-Group Tuscan Cooking Class with Wine and Lunch

San Gimignano: Small-Group Tuscan Cooking Class with Wine and Lunch

⏱ 3 hours · 5.0 (10)

Discover authentic Tuscan cuisine in the historic countryside of San Gimignano, with handmade pasta, local wine, and a panoramic view, on a small-group tour.

from €140 per person

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Wine tasting tour in Siena's historic center

Wine tasting tour in Siena's historic center

⏱ 1.5 hours · 4.9 (6)

Guided wine tasting tour in the historic center of Siena, with two stops at two different wine shops.\nThe experience includes 4 glasses of wine: 2 sparkling wines and 2 red wines.

from €40 per person

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Siena: Wine Tasting Experience with Appetizers

Siena: Wine Tasting Experience with Appetizers

⏱ 2 hours · 4.0 (6)

Discover the soul of Italian wine with a guided tasting in Siena. Enjoy a selection of wines from across Italy, with a focus on Tuscany, paired with local appetizers.

from €90 per person

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Siena: Tuscan Classics Wine Tasting Class with Aperitivo

Siena: Tuscan Classics Wine Tasting Class with Aperitivo

⏱ 2 hours · 4.8 (5)

Discover Tuscany's wine regions and taste the region's wines in this wine-tasting class. Delight your palate with 6 wines, nibble on local products, and learn how to tas…

from €60 per person

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Siena: Wine tasting Experience with Italian Sparkling Wines

Siena: Wine tasting Experience with Italian Sparkling Wines

⏱ 1 hour · 5.0 (4)

Explore Italy through sparkling wines: tasting 3 wines from different regions, using 3 different production methods, and made from 3 different grape varieties.\nCelebration of o…

from €35 per person

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Siena: Chianti Classico Winery Tour & Wine Tasting

Siena: Chianti Classico Winery Tour & Wine Tasting

⏱ 1 hour · 5.0 (2)

Enjoy a guided tour of Fattoria Lornano's historic 15th-century cellar and taste 3 of our internationally acclaimed, award-winning wines, complemented by extra virgin olive…

from €20 per person

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Siena Top – Tasting of great wines in an Etruscan crypt

Siena Top – Tasting of great wines in an Etruscan crypt

⏱ 1 hour · 5.0 (2)

Taste the best selection of great Tuscan and Italian wines, accompanied by tasty local pecorino cheeses, in a charming Etruscan crypt.

from €135 per person

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Montepulciano: Premium Wine Tasting in the Historic Center

Montepulciano: Premium Wine Tasting in the Historic Center

⏱ 1 hour · 3.0 (2)

Taste 6 premium Tuscan wines, including MAHTI Riserva and Piccola Viola, paired with Pecorino di Pienza cheeses and our extra virgin olive oil in Montepulciano's Old Town.

from €40 per person

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Montalcino: Pasta Class with Brunello Tasting and Lunch

Montalcino: Pasta Class with Brunello Tasting and Lunch

⏱ 4 - 7 hours · 5.0 (1)

Take part in a practical cooking class to learn the techniques for preparing typical Tuscan pasta and enjoy a meal accompanied by the tasting of our wines including Brunello di…

from €189 per person

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Siena: Crete Senesi Bike Tour with Optional Farm Tasting

Siena: Crete Senesi Bike Tour with Optional Farm Tasting

· 5.0 (1)

Ride through the rolling hills and white roads of the Crete Senesi. Choose a guided or self-guided route, with optional stops for local food and wine.

from €45 per person

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Siena: Tuscan wine tasting at a local wine shop in Piazza del Campo

Siena: Tuscan wine tasting at a local wine shop in Piazza del Campo

⏱ 1 - 1.5 hours · 5.0 (1)

Enjoy an authentic tasting experience in Siena with excellent Tuscan wines and local products, with guided tours designed for enthusiasts, couples, and small groups.

from €42 per person

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San Gimignano: Mormoraia Winery Guided Wine Tasting

San Gimignano: Mormoraia Winery Guided Wine Tasting

⏱ 69 minutes - 1.5 hours · 5.0 (1)

Discover the flavors of Tuscany with a guided wine tasting at Mormoraia in San Gimignano. Choose from 3 tasting options and savor a selection of wines paired with the estate&#39…

from €30 per person

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Vagliagli: Fattoria della Aiola Guided Wine Tour and Tasting

Vagliagli: Fattoria della Aiola Guided Wine Tour and Tasting

⏱ 1.5 - 2 hours 0

Explore Fattoria della Aiola on a guided tour. Walk through the vineyards, visit the aging cellars, and taste 4 estate wines paired with traditional crostini and extra virgin ol…

from €27 per person

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Snuffle & Truffle: Truffle Hunt, Wine Tasting & S. Gimignano

Snuffle & Truffle: Truffle Hunt, Wine Tasting & S. Gimignano

⏱ 8.5 hours 0

Join a truffle hunt in the Chianti forests with a trained dog. Enjoy a Tuscan lunch with truffle appetizers and a wine/olive oil tasting, then explore the medieval town of San G…

from €891 per person

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Chianti: Wine Tasting and Visit to a Historic Winery outside Siena

Chianti: Wine Tasting and Visit to a Historic Winery outside Siena

⏱ 1 hour 0

Enjoy an exclusive experience in the Crete Senesi area, with a guided tour of the historic winery and a tasting of four outstanding wines, including Chianti Classico and Chianti…

from €103 per person

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Siena: Chianti Classico Winery Tour & Cru Wine Tasting

Siena: Chianti Classico Winery Tour & Cru Wine Tasting

⏱ 1 hour 0

Enjoy a guided tour of Fattoria Lornano's historic 15th-century cellar and taste 5 of our internationally acclaimed, award-winning wines, complemented by extra virgin olive…

from €40 per person

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Montalcino: Visit to SassodiSole with Tasting

Montalcino: Visit to SassodiSole with Tasting

⏱ 2 - 3 hours 0

Visit the SassodiSole winery in the Montalcino area, learn about the wine-making and aging processes, and finish with a guided tasting of the estate's wines.

from €24 per person

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Chianti: E-Bike Tour with Castle Visit and Wine Tasting

Chianti: E-Bike Tour with Castle Visit and Wine Tasting

⏱ 6 - 7 hours 0

Discover the Chianti territory on a pedal-assist e-bike and try the famous Chianti Classico in the Ricasoli winery. Visit the Brolio Castle with an expert guide and take in a st…

from €280 per person

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Good to know: Read the departure point carefully. A tasting in central Siena is walkable; a Chianti, Brunello or Montepulciano estate is not. If transport is included, check where it starts and how long the road portion takes.

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Good to know

Frequently asked questions

What is Siena best known for?

Its preserved medieval centre, shell-shaped Piazza del Campo, Gothic cathedral and the Palio run on 2 July and 16 August. Bookable products concentrate on the cathedral, walking tours, food, wine and countryside trips.

Can I explore Siena on foot?

Yes, the centre is compact, but it is built across three hills. Expect steep lanes, steps and stone paving; ask the operator about the exact route if mobility is limited.

Does Siena have a beach or harbour?

No. Siena is inland and has neither. The Tuscan coast is roughly 1 hour 45 minutes away by car, so a beach visit is a separate trip.

How far is San Gimignano from Siena?

Allow about 45–50 minutes by road in normal traffic. Public transport takes longer and usually involves a bus connection.

Do I need a car?

Not in the historic centre, where restricted traffic and parking make it inconvenient. A car helps for independent winery and Val d’Orcia visits; organised day tours include transport.

What should I check before booking the cathedral?

Check whether the product is entry only or guided, and which parts of the complex are included. Access can change during religious services and around Palio dates.

Siena tours from €19.5 · available today

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