Siena Wine Tours


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

/

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

Check Availability →Read the review →

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

/

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

“This was an AMAZING experience!! We spent all day tasting high quality wine at very small family vineyards and enjoying authentic Italian food made in their kitchens. Our guide, Mattia, was so great! He was knowledgeable (a wine-maker himself) and SO funny! Our group was small (8) and we became fast friends. We cannot recommend…”

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

Check Availability →Read the review →

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

/

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

“Excellent in every way. Marco had great energy, made us laugh and taught us a lot about Tuscany and Tuscany wines. The three wineries were all a little different and all great.”

357 reviewsFrom $203.91by Tuscan Escapes by Papilio

Check Availability →Read the review →

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

/

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

“I really enjoyed the wine tasting - beautiful setting, wonderful host, great wines and delicious lunch. It worked well as a solo traveller to share in the experience with others visiting Siena.”

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

Check Availability →Read the review →

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

/
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

/

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

“We learned a lot about the region and the different wines. Portions were very generous for tasting. The variety of wines was great.”

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

Check Availability →Read the review →

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

/
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

/

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

“Valeska was a wonderful tour guide and both tastings were great! We had thought about going to a couple of vineyards on our own but it was well worth the little bit extra for the tour. I definitely recommend it.”

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

Check Availability →Read the review →

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

/
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

/

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

“The tour itself was great. However, a Fiat 500 in our group was having mechanical issues, and we spent a large part of the tour waiting on the road for the car to be exchanged. This led to us missing all of our stops except the one at the vineyard. The vineyard was great, anRead…”

126 reviewsFrom $168.36by myTour in Italy

Check Availability →Read the review →

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

/

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

“The hike was lovely and the host Giovanni was excellent. We enjoyed the hike despite the rain. For the price, the wine tasting and “lunch” at the end were a bit underwhelming.”

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

Check Availability →Read the review →

More Siena Wine Tours

Scroll to Top