Food & Drink

TUSCANY

10 Best Food & Drink Tours In Siena

Most booked first.

Our shortlist of the 10 most-booked food & drink tours around Siena, ranked by what travellers actually rated. Who runs them, how long they take, what they cost.

10 Best Food & Drink Tours In Siena

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

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena - Stop 1: Tuscan vineyards, cellars, and your first Brunello tasting

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

Most Popular 5.0

Small-group Brunello trip from Siena with 3 winery tastings, free time in Montalcino, Sant’Antimo abbey, and a hearty included lunch.

“Giorgia was an excellent guide to the best wine we experienced in Italy! She was full of interesting facts and history of the region. It made the experience lively and educational. She made sure all in the tour were included in conversation and all of us had a great time! Our favorite winery was Fattoria…”

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Siena: A Wine Tour and Tasting Experience

Siena: A Wine Tour and Tasting Experience - Stop 2 in the Cellar: From Crushing to Bottling (and Why It Matters)

2.Siena: A Wine Tour and Tasting Experience

5.0

Organic vineyard and cellar tour outside Siena with four wine tastings, olive oil, and a light lunch in a small English group.

“This was a great tour that showcased wines and olive oils of the region. A lot of wineries focus on their own history and processes, but this one went into a lot of general wine principles, including proper tasting methods, pairing, etc. The light lunch was very delicious as well. Highly recommend this tour.”

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Siena’s Ultimate Food Tour: Full Tuscan Meal by Do Eat Better

Siena’s Ultimate Food Tour: Full Tuscan Meal by Do Eat Better - Wine While You Walk: How to Taste Beyond the Usual Guesswork

4.Siena’s Ultimate Food Tour: Full Tuscan Meal by Do Eat Better

5.0

Siena’s Ultimate Food Tour: a 3-hour Tuscan meal with pecorino, salumi, pici, pappa senese, ricciarelli, and local wine.

“Jacobo was a fabulous tour guide— excellent communication via What’s App, and excellent job of guiding us through this good tour! Foods were extraordinary! You will not walk away hungry! Be sure to request Jacobo!”

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San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting

San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting - Florence to the First Stop: A Day That Starts Early

5.San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting

4.5

A full-day escorted tour from Florence featuring San Gimignano, Monteriggioni, Siena, and a Chianti winery lunch with wine tasting.

“Martha was the host, she was great! She always had lots of info for each place we visited. Such nice towns we visited. Love the area! Would recommend the tour.”

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Tuscany Hiking Tour from Siena Including Wine Tasting

Tuscany Hiking Tour from Siena Including Wine Tasting - Stop 1: Tuscan Escapes Along the Route

6.Tuscany Hiking Tour from Siena Including Wine Tasting

5.0

Easy Via Francigena hike from Siena to Monteriggioni with air-conditioned transport and a tutored wine tasting at Cantinetta.

“This was a great way to see the beautiful Tuscan countryside. Our guide, Keko, provided lots of history and interesting information about the region. This is an easy 5 mile hike that ends in the cute town of Monteriggioni. There’s not much to the town but we sampled a couple of good Chianti wines.”

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Full-Day 2 Wineries Tour in Montepulciano with Tasting and Lunch

Full-Day 2 Wineries Tour in Montepulciano with Tasting and Lunch - Price and Logistics: what $265.49 buys you

“CLASSIC” Wine Tasting and Typical Tuscan Products

"CLASSIC" Wine Tasting and Typical Tuscan Products - The pairing: bruschetta with EVO oil plus a Tuscan cold-cuts platter

9.“CLASSIC” Wine Tasting and Typical Tuscan Products

5.0

Sip vineyard-focused Chianti and Crete Senesi wines on a Siena terrace, paired with EVO oil bruschetta and Tuscan cold cuts in about an hour.

“Charming hosts and delicious appetizers to compliment the lovely wines ! Every wine was equally delicious which is not always my experience. The view is iconic Tuscany and nothing disappointed!”

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Small-Group Chianti Trip with Wine Tasting from Siena

Small-Group Chianti Trip with Wine Tasting from Siena - Castello di Brolio gardens and wine: the iconic Chianti highlight

10.Small-Group Chianti Trip with Wine Tasting from Siena

5.0

Small-group Chianti day trip from Siena with castle views, vineyard tastings, and a full Tuscan lunch, plus easy round-trip transport.

“Very thoughtful itinerary with a knowledgeable guide. Marco was great! We learned about winemaking, the Chianti Classico region, and its people. Lunch was amazing and beautifully presented.”

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