Call us to book or enquire: +44 203 1294634
From: 505 €
Duration: 8 days
Discover the genius behind the Chianti Classico and Gallo Nero wines by walking through the celebrating vineyards where they are produced. Nestled amidst the flourishing art cities of Florence and Siena, the Chianti region offers natural beauty and incomparable culinary treasures. Your taste buds shall dance when you savor the world famous Chianti wines and delectable homemade olive oil. Walk along cypress lined country roads and strade bianche, gravel roads, traversing forests of oak, beech and chestnut. As the Tuscan sun shines above and the golden Chianti countryside reflects your delight, you will feel as if you have stepped into a Renaissance painting.
Arrive in Florence and take a moment to breathe in the air of the Renaissance and the sweet scent of locally-produced red wine. We suggest you to arrive early and take a city walk around the magnificent squares and by the illustrious Arno River.
Challenge: 8 km walk starting from Piazza della Signoria. It takes about 3.5 hours.
Villages along the way: Florence
Travel uphill on a twenty-five minute city bus ride to the quiete village of Settignano where the walk begins. On your way, pass magnificent countryside views of cypress trees, olive groves and Renaissance villas. Stroll through the delightful, charming town of Fiesole and tour its Etruscan ruins, the Roman amphitheater and Baths and the Franciscan Monastery.
Challenge: 9 km, 300m climb, 100m descent
Villages along the way: Settignano & Fiesole
After breakfast, take the local bus (with your luggage) to Greve in Chianti, a rustic nice market village in the capital of the Chianti wine producing region. Check into your charming hotel and head over to Le Cantine di Greve Winery where you can taste more then 50 different Chianti wines. In the afternoon, walk north from the attractive main square of Greve in Chianti through the inspirational, magical landscape.
Challenge: 8 km, 250 m climb, 250 m descent
Villages along the way: Greve in Chianti
Take a short ride on a local bus to the picturesque fortified village of Panzano, just south of Greve in Chianti, where today's walk begins. Be in awe as you walk along a ridge overlooking the famed Greve Valley and Pesa Valley, offering breathtaking views of pure elegance in the form of medieval castles, captivating hamlets, quintessential Tuscan farmhouses and cascading vineyards.
Challenge: 9 km, 350 m climb, 450 descent
Villages along the way: Greve in Chianti and Panzano in Chianti
After breakfast, a short car transfer takes you to the highest hill in Chianti, the Monte San Michele. Descend through a forested valley of century old chestnut trees and continue towards the stunning medieval hamlet of Volpaia, situated amongst vineyards and castles. Stop in for a glass of red at a fine enoteca (wine shop) and then continue on to Radda in Chianti.
Challenge: 13.6 km, 450 m climb, 450 m descent
Villages along the way: Volpaia and San Michele
A quiet, relaxing day awaits you. Bask under the Tuscan sun and if you wish, go for a scenic walk around the old center of Radda in Chianti. Wind along the charismatic alleyways and discover the fascinating Church of San Nicolò. Treat yourself by visiting a wine cellar and tasting the wine from their celebrated local vineyards.
Challenge: 8.6 km, 250 m climb, 250m descent
Villages along the way: Radda in Chianti
After breakfast, ride the local bus (with your luggage) to the marvelous city of Siena, also famous for its biannual "Palio" horse race held in the most beautiful shell-shaped square in Europe: the Piazza del Campo. Don't miss a visit to the Duomo, an architectural treasure, and to the numerous inspiring palaces. History comes alive as you meander through the narrow streets of this fantastically preserved jewel of Italy.
Villages along the way: Siena
The trip and our services end after breakfast, however we highly recommend you to book extra nights in Siena to continue exploring the old center, exquisite museums, lush galleries and marvelous churches. A visit to the top of the bell tower is also quite a sight. If you leave today for the airport, travel by local bus to Florence.
Villages along the way: Siena
Friendly and centrally located family-run 3 star hotels and authentic farm with swimming pool
You can book extra nights at any of the accommodations on the trip
Florence, Pisa and Bologna airports are flown to by both major and low cost international carriers. All three airports can be easily reached by local transport, which is affordable and offers a frequent service. From Florence airport take the direct local bus to downtown. From Pisa airport, you can take either a direct train or bus to Florence. From Bologna airport take the bus to Bologna central station, then the train to Florence.
To return from Siena to Florence, the SITA-TRA.IN bus station is very close to the hotel and a bus leaves every 30 minutes.
If you come with your own car, please note that the hotels we use in Florence and Siena do not have a private parking lot of their own, there are several guarded parking areas which cost approximately 20.00 Euro per day.
Small dogs are allowed on this trip if booked in advance. Ask us about the dog supplement.
Trip availability: Starting any day 01 April to 31 October