Trekking for Wine in Tuscany

Trekking for Wine in Tuscany
Tuscany, Italy – 6 nights
Available June and September – Sunday to SaturdayEnjoy a fantastic wine and walking tour in Montalcino and San Gimignano. There will be morning hikes and afternoon wine tastings offering an active tour for foodies and wine aficionados. Plus, there’s pecorino cheese in Pienza, art in Siena, and Gregorian chants in Montalcino.SAMPLE ITINERARY


Walking the Wine Roads of Montalcino

From Florence, shuttle to Montalcino for a welcome lunch at a winery-run restaurant. A loop hike covers the north side of Montalcino hill, passing by vineyards and stone farmhouses. At the hike’s end, we’ll stop for an introduction to Brunello, among Italy’s best wines, at a boutique winery. Our wine dinner in town features Tuscany’s woodland-based cuisine, such as wild boar (cinghiale), beef shanks braised in wine, and plenty of homemade pasta.

Pecorino Cheese in Pienza

Pienza is famous for its Renaissance architecture and its pecorino cheese. We’ll visit this “ideal city” and sample three types of pecorino. Then we embark on a beautiful walk over rolling hills lined with cypress trees to the town of Montepulciano. Here we’ll learn about Vino Nobile di Montepulciano. Beloved by nobles, this wine was a favorite of Thomas Jefferson and Voltaire. We’ll visit a Vino Nobile estate, such as Icario, a terrific up-and-coming winery, or Poliziano, one of the leaders in Vino Nobile’s renaissance in the 1980s. Dinner features elegant nouvelle renditions of classic Tuscan cuisine.


The Monks of Sant’Antimo

Walk back in time to the medieval Abbey of Sant’ Antimo, where monks still live. This hike is a popular trail that goes through lush forests and along hill crests to the Romanesque abbey. We’ll arrive in time to hear the monks chant.

After lunch, we’ll taste Brunellos from the south side of the DOCG zone, either at Ciacci Piccolomini di Aragona, an historic estate with highly rated wines, or one of the emerging stars in Brunello.

Free time to explore the wine shops of Montalcino or visit the crenellated fortress of Montalcino.


A Day in Siena

Explore the twisted Gothic streets of Siena. After a cappuccino at Nanini, Siena’s most famous coffee bar, we visit the city’s most famous sites: the Piazza del Campo, where the palio horserace is run; the Palazzo Pubblico, which houses masterpieces of Italian Gothic art; and the Duomo, home to artworks by Michelangelo. Then there’s free time for lunch, shopping, or a visit the Enoteca Nazionale, Italy’s national wine museum/wine bar. We then drive to San Gimignano, a hilltop city that bristles with medieval towers, and settle into our accommodations at a country inn.

Before dinner, an informal tasting offers an introduction to San Gimignano’s historic white wine, Vernaccia di San Gimignano.


Loop around San Gimignano

Today’s hike encircles San Gimignano, going down cypress lanes, past stone farmhouses, and through vineyards. Our afternoon wine tasting at Panizzi spotlights the various styles of Vernaccia di San Gimignano, a wine made since the 1100s. Visit San Gimignano to see its towers and exquisitely beautiful frescos in the main church.

Dinner is in town, where we’ll learn the proper way to dip biscotti in vin santo, a golden dessert wine first created by medieval monks.


Trail to Volterra

The Etruscans planted Tuscany’s first vines. We’ll revisit this ancient civilization on our hike to Volterra, an Etruscan stronghold. There will be free time for lunch and a visit to the Etruscan museum, where this sophisticated culture comes alive. For our afternoon wine tasting, we head back to San Gimignano and visit Cesani, a small family estate that produces a superb Super Tuscan, as well as two excellent versions of Vernaccia.

Our farewell dinner is in San Gimignano.


Buon viaggio! A shuttle to Florence and assistance with your travel plans.


*Itinerary changes very slighlty each year so as to improve the tour


A minimum of 4 participants is required to run this tour and the tour in limited to a maximum of 14 participants.

(The number of participants refers to how many persons are required to run the tour,  not to how many persons you must have in your  party. Please inquire.)


Meet: Florence Train Station
Depart: Florence Train Station

*It is necessary to arrive in Italy the day before the tour begins, in order to meet the morning shuttle.

*These details are provided as additional information. Please check below to see if transfers are included in this tour.

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