Beauty, relaxation, history and wine! Timeless Tuscany is quintessential Italy with its rolling hills dotted with cypress trees and hilltop towns perched high above. Incredible food prepared with passion and cities with so much culture it almost defies belief. Slow down and truly discover the people, villages and culture of Tuscany. You will be intrigued by roadside memorials from classical times, deserted medieval chapels, extraordinary villas and churches, and sleepy villages all drenched in golden Tuscan sunlight.
Our 7-night self-guided holiday leads you through the mesmerising heart of Chianti Classico wine-growing region. Starting in the Renaissance city of Florence, with its centuries of history, art and culture. Everywhere you turn you are surrounded by extraordinary artistic and architectural masterpieces. Walk through beautiful vineyards where the world-famous Chianti wines have been produced for over 2,000 years. It is from this area alone that Chianti is able to boast its black-rooster seal, 'gallo nero' and you will be able to enjoy plenty of these on the way! Indulge in the delicious food and olive oils of the heart of rural Tuscany as you stay in welcoming characterful hotels. Your last night is spent in the medieval city of Siena dominated by its imposing Piazza del Campo. Take a step back in time as you wander its narrow streets, the perfect end to your Tuscan adventure!
With so much to see, why not have a few extra days to explore the World Heritage cities of Florence and Siena?
Arrive at your 4 star hotel located just a short walk from the historical heart of Florence, where you have time to relax in the pool before dinner.
You stay at Hotel Park Palace (breakfast included)
Starting in the outskirts of Florence, pass Renaissance villas and traditional villages until you reach hills peppered with cypresses, olive groves, vineyards, villas and hilltop hamlets, and later a serene, wooded valley.
You stay at Hotel Bellavista (breakfast and evening meal)
Start the day in the piazza at the heart of Impruneta. Wander through beautiful vineyards and olive groves until you descend to the small town of Ferrone where you can stop for refreshments. From Ferrone, follow a long gradual ascent to the Poggio al Mandorli, then continue on for Chiocchio where you will be staying for the night.
You stay at Locanda il Gallo (breakfast and evening meal)
Today you will pass the imposing gateway to the Castello di Mugnana before rising through forested hills to the S. Giusto plateau. Descend via Uzzano and its castle through sweeping vineyards to Greve in the heart of the Chianti Classico region. Greve is a popular destination and has an intriguing arcaded main square with plenty of cafes, shops, wine bars and museums.
You stay at Albergo del Chianti (breakfast included)
A short yet spectacular circular walk - and the epitome of Tuscany. Today's walk will take you to Montefioralle, which is a gem of a 'borgo' (village), perched in the hills and retaining its medieval flavour within its ancient walls. This walk will leave you with free time to visit the Cantine di Greve in Chianti where there are over 100 wines to be tasted!
You stay at Albergo del Chianti (breakfast included)
After a 20-minute transfer to the mountain village of Badiaccia Montemuro, the walk begins with a gradual descent into a beautiful, wooded valley before climbing to Volpaia, an entrancing village where you can linger to sample the local Volpaia wine in the castle or at the renowned local cafe. From here you can see Radda in Chianti across the valley and a circuitous route takes you there via the church of Santa Maria Novella and the Molino S. Cassiano.
You stay at Palazzo San Niccoló (breakfast included)
Walking mostly on 'strade bianche' and forest roads, you will leave the vineyards and head for a broad ridge with extensive views. Later you will climb to S. Giusto in Salci. Then on to Galenda through vineyards and olive groves, passing the church at Poggio S. Polo before descending into woodland. Cross a stream and then a tough climb to your destination at Vagliagli where your transfer to Siena will be waiting. Once in Siena, enjoy a tranquil and relaxing stroll in the pedestrianized city center, discover its many alleys, churches and breathtaking views.
You stay at Hotel Chiusarelli (breakfast included)
After breakfast, departure from Siena
During your holiday you stay at the following hotels. If you'd like to extend your time at any of these or, if you'd like to enhance your stay with an upgraded room, just let us know at the time of booking.
To find out more call our sales team on 0044 1606 720199, use our live webchat or email sales@headwater.com
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
NEARBY:
Extra nights: Please contact us for details.
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
NEARBY:
Extra nights: Please contact us for details.
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
NEARBY:
Extra nights: Please contact us for details.
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
NEARBY:
Extra nights: Please contact us for details.
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
NEARBY:
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
NEARBY:
Extra nights: Please contact us for details.
If you'd like to extend your trip with extra nights at the start or end, or if you'd like to arrange a stop off point en-route, then we recommend the following hotels.
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
NEARBY:
Extra nights: Please contact us for details.
Find out more on the hotel website.
Read customer reviews on Tripadvisor.
NEARBY:
Extra nights: Please contact us for details.
Call now to speak to our specialist team at 0044 1606 720199 or email us at sales@headwater.com for enquiries or to book your trip.
Here at Headwater we thrive on feedback from our customers. It's the only way we can continue to develop, and where necessary improve, our services and ensure our holidays continue to be the best they can be. However, as this is a relatively new holiday, we don't yet have any customer reviews available.
You can be confident that our pricing includes all the standard requirements of your holiday and many additional extras. Always ensure that you are comparing like for like when booking your holiday.
This 7 night self-guided walking holiday includes:
Hotel-to-hotel accommodation in a mix of and hotels
All breakfasts and 2 evening meals
Management by your local Headwater-appointed agent
Comprehensive route directions provided prior to departure
Luggage transfers between hotels
How to book:
To book this holidays speak to our sales team on 0044 1606 720199 or click on the appropriate 'book now' or 'check availability' button below.
To book this holiday call our sales team on 0044 1606 720199 or click on the appropriate 'Book now' or 'check availability' button below.
We do not currently have departure dates and prices available on-line. The season may have ended for this tour, or we are still in the process of adding these details to our website. Please contact us for further details.
Solo travellers
Please call for details and prices
Children
Please contact us for child prices.
Holiday type
Self-guided walking Managed locally by Headwater appointed agent.
Departures
Meals
All breakfasts and 2 evening meals
This holiday does not include any flights or rail.
To book this holidays speak to our sales team on 0044 1606 720199 or click on the appropriate 'book now' button above.
If you need further information before you book simply complete our Holiday Enquiry Form and a member of our sales team will get back to you.
To book this holiday call our sales team on 0044 1606 720199 or click on the appropriate 'Book now' or 'Check availability' button below.
