Siena


WINE TOURS

15 Best Siena Wine Tours

The pours worth the trip.

The 15 most-loved siena wine tours, gathered in one place. The ones worth giving a day to, with what they pour, who runs them and what they cost.

15 Best Siena Wine Tours

From Florence: San Gimignano, Siena, and Chianti Wine Tour - The “9 hours” reality check: travel time and how to pace yourself
Siena, Siena Wine Tours, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tours

From Florence: San Gimignano, Siena, and Chianti Wine Tour

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1.From Florence: San Gimignano, Siena, and Chianti Wine Tour

Siena and San Gimignano in one day, plus a Chianti estate with five wine tastings and a truffle lasagna lunch, from Florence.

Most Popular★ 4.5

“The experience couldn’t get any better. Marco is an excellent guide and a person! Highly recommended. I went by myself, but made very good friends along the way 💫 Italy is mesmerizing and do not hesitate to take this tour 🥰🌟 p.s. I would recommend to get lunch at the winery. Grazie”

3,762 reviewsFrom $164.26by My Tour in Italy

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Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena - First Winery: Vineyard Walk, Cellars, and Your Brunello Baseline
Food & Drink, Siena, Siena Wine Tours, Tour Reviews, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

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

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

Small-group Brunello day trip from Siena with vineyard walks, 3 wineries, a family lunch, and Sant’Antimo abbey stops.

★ 5.0

“Mattia was the absolute best guide, very knowledgeable and just funny and engaging. The first tasting was good, the second one+lunch was outstanding and the 3rd one was just your standard tasting in a large winery. The other visits were good and overall we had a good time”

952 reviews9 hours (approx.)From $217.67by Tuscan Escapes by Papilio SRL

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From Siena: Brunello di Montalcino Guided Wine Tour W/ Lunch - Getting to Montalcino: The Minivan Part That You’ll Actually Feel
Guided, Lunch Experiences, Siena, Siena Wine Tours, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tours

From Siena: Brunello di Montalcino Guided Wine Tour W/ Lunch

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5.From Siena: Brunello di Montalcino Guided Wine Tour W/ Lunch

Spend a full day in Brunello country with 3 winery visits, a Tuscan lunch, and a stop at Sant’Antimo from Siena in a small group.

★ 4.9

“Our day touring the wineries with Manu was excellent. The tour was wonderful, and the people we met at the wineries were friendly informative and of course the wine was sublime. Most of all our guide made the day lots of fun, he gave lots of interesting infformation and history and was completely charming. 100%…”

357 reviewsFrom $203.91by Tuscan Escapes by Papilio

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Siena: A Wine Tour and Tasting Experience - Stop 1 in the vineyards: organic grapes, pruning, soil, and harvest
Food & Drink, Siena, Siena Wine Tours, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

Siena: A Wine Tour and Tasting Experience

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6.Siena: A Wine Tour and Tasting Experience

Small-group organic wine tour outside Siena with vineyard and cellar stops, four tastings, and a light lunch paired with olive oil.

★ 5.0

“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.”

352 reviews3 hours (approx.)From $102.84by Az. Agr. La Lastra

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From Siena: Tuscany Hills Wine Tour - Starting at Stazione FS di Siena: your best move
Siena, Siena Wine Tours, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tours

From Siena: Tuscany Hills Wine Tour

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7.From Siena: Tuscany Hills Wine Tour

Full-day Siena wine tour through Pienza and Montepulciano, with two tastings (Chianti and Nobile) and big Val d’Orcia views.

★ 4.1

“The trip was very informative and enjoyable. Our driver Vincenzo was very knowledgeable and gave us historical and geographical information. We had enough time at the 2 wineries to take a tour and do tastings. Additionally we had enough time to eat and browse shops at the 2 towns we visited. Vincenzo was a great…”

323 reviewsFrom $146.14by My Tour in Italy

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Wine Class - Tuscan Classics - What you learn: swirl, smell, sip (with a real framework)
Siena, Siena Wine Tours, Tour Reviews, Tuscany & Chianti Wine Tours, Wine Tours, Workshops

Wine Class – Tuscan Classics

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9.Wine Class – Tuscan Classics

A 2-hour Tuscan wine class in Siena. Taste 4-6 wines with snacks, learn to read labels, and get practical tasting tips in English.

★ 5.0

“Very educational, and with a good portion of humor! Everyone in the class received a portion of personal attention.”

264 reviews2 hours (approx.)From $72.59by Papilio srl

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A Brunello Cooking Class with Vineyards View Winery - Castello Tricerchi winery tour: castle, cellar, and what makes Brunello special
Cooking Classes, Cooking Classes with Wine, Siena, Siena Wine Tours, Tour Reviews, Tuscany & Chianti Wine Tours, Wine Tours, Winery & Vineyard Tours, Workshops

A Brunello Cooking Class with Vineyards View Winery

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Hidden Castles & Chianti Wine Experience– Small Group - The tastings: 7 wines, oil, and snacks that keep things fun
Siena, Siena Wine Tours, Tour Reviews, Tuscany & Chianti Wine Tours, Wine Tours

Hidden Castles & Chianti Wine Experience– Small Group

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12.Hidden Castles & Chianti Wine Experience– Small Group

Small-group Chianti day from Siena with hotel pickup, two winery tastings (7 wines), olive oil and local food, plus Monteriggioni.

★ 4.5

“Tour host was extremly knowledgeable and created a friendly atmosphere on the mini-bus. The 2 wine tasting experiences were excellent, but contrasting. One being more of a family vine yard located on an old Tuscan farm in the hills, the other being a dedicated tasting / function venue, hosted by a charismatic Sommelier. Quality of…”

172 reviews5 hours (approx.)From $59.13by myTour in Italy

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San Gimignano, Siena, Monteriggioni: Fully Escorted Tour, Lunch & Wine Tasting - San Gimignano’s Towers: Two Hours to Walk, Look, and Snack
Food & Drink, Lunch Experiences, Siena, Siena Wine Tours, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

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

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

Florence to San Gimignano, Monteriggioni, Siena and a Chianti winery lunch with tasting. Fully escorted day trip.

★ 4.5

“The tour was very well organized and managed by Sandro who led the group through the history of this part of the Chianti region. He was very knowledgeable & pleasant.”

171 reviews11 hours (approx.)From $95.58by CAF Tour and Travel

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Vespa Tour with Lunch&Chianti Winery from Siena - Castellina in Chianti and the Strada Statale 222 Chiantigiana stretch
Lunch Experiences, Motorbike & Scooter Rentals, Scooter Rentals, Siena, Siena Wine Tours, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tours, Winery & Vineyard Tours

Vespa Tour with Lunch&Chianti Winery from Siena

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14.Vespa Tour with Lunch&Chianti Winery from Siena

Ride a Vespa through Tuscany from Siena to Chianti hills for a winery tour, wine tasting, and a light lunch with guided stops.

★ 4.0

“Not told that have to pass a driving test. Should have experience due to roads and traffic. 1 hour late start cut time off stops. No lunch. No cost adjustment. Could add more negatives to list.”

126 reviewsFrom $168.36by myTour in Italy

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Tuscany Hiking Tour from Siena Including Wine Tasting - Monteriggioni arrives: the walled hill town payoff after your walk
Food & Drink, Hiking & Trekking, Siena, Siena Wine Tours, Tour Reviews, Tours, Tuscany & Chianti Wine Tours, Wine Tastings, Wine Tours

Tuscany Hiking Tour from Siena Including Wine Tasting

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15.Tuscany Hiking Tour from Siena Including Wine Tasting

Hike part of the Via Francigena from Siena to Monteriggioni, then enjoy a tutored wine tasting and a scenic train ride back.

★ 5.0

“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.”

112 reviews4 hours (approx.)From $72.56by Tuscan Escapes by Papilio SRL

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