Feefo - Independent reviews
  Contact Us

Request a Brochure | Newsletter

Wine & Walk in Chianti

1-800-267-3347

Email us
  • Holiday code
    W07TU
  • Holiday type
    Self-guided walking
  • Duration
    7 nights
  • Accommodation
    hotel-to-hotel
    and
  • Activity level
  • Call usfor dates and prices
  • NEW FOR 2023  
  • Departures
    Daily Departures from 1 Apr '23 to 31 Oct '23
  • What your holiday price includes
  • 7 nights hotel-to-hotel accommodation in a mix of and hotels
  • All breakfasts and 2 evening meals
  • Management by your local Headwater-appointed agent
  • Route directions and maps
  • Luggage transfers between hotels
  • Optional Upgrades
  • Suitable for
  • Solo travellers
  • Couples
  • Excellent choice for
  • Food lovers, wine lovers, art & history

Italy: Tuscany

Wine & Walk in Chianti

  • Explore the mesmerising heart of the Chianti Classic wine-growing area
  • Visit the breathtakingly beautiful World Heritage cities of Florence & Siena
  • Indulge in the delicious olive oils and fabulous cuisine of the Tuscan region

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?



We're here to help

If you have any questions about this holiday call our sales team on 1-800-267-3347, use our live webchat or email usa@exodustravels.com

Day-by-day itinerary



We're here to help

If you've any questions about this holiday call our sales team on 1-800-267-3347 , or email usa@exodustravels.com

Day 1: Arrive in Florence

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)

Day 2: Florence to Impruneta 17KM/11MI/6HRS or 15KM/9.5MI/5HRS

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)

Day 3: Impruneta to Chiocchio 10KM/6.5MI/5HRS

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)

Day 4: Chiocchio to Greve 15KM/9.5MI/4.5HRS

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)

Day 5: Greve Circular Walk 6KM/4MI/2.5HRS

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)

Day 6: Badiaccia Montemuro to Radda in Chianti 14KM/9MI/5.5HRS

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)

Day 7: Radda in Chianti to Vagliagli 14KM/9MI/5.5HRS

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)

Day 8: Departure

After breakfast, departure from Siena

Where you stay

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 1-800-267-3347, use our live webchat or email usa@exodustravels.com


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Hotel Park Palace, Florence

Swimming Pool IconHair dryer iconNEARBY:

The 4-star Hotel Park Palace is set in a historic Florentine style Villa surrounded by the Tuscan hills. It is located just outside the vibrant city of Florence for a more tranquil setting. A short 20-minute walk will take you right by the iconic Ponte Vecchio.

Relax and comfort are guaranteed here at Hotel Park Palace as the hotel features a large garden with outdoor pool and a reading lounge with fireplace furnished with tasteful antique pieces and Persian rugs. The hotel has 26 spacious rooms featuring antique furniture and include TV with satellite channels.

During the summer months, a buffet breakfast is served al fresco on the terrace, enjoy the tranquil views of the large garden.


Extra nights: Please contact us for details.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Hotel Bellavista, Impruneta

Hair dryer iconNEARBY:

This 3-star property has been run by the Becucci family for 4 generations, ever since 1906 when travellers would spend a night or two during their journeys between Florence and Siena.

The hotel has recently been restored in 2016 to combine the modern comforts to its original charm. It is located in the city centre of Impruneta and features a roof-garden with views over the main city square and the idyllic Tuscan countryside. All rooms at Hotel Bellavista are decorated in traditional Tuscan style with terracotta floors and are equipped with an en suite bathroom, a hairdryer and satellite TV.

The on-site restaurant has beautiful views of the surrounding countryside and offers traditional Florentine cuisine. Dinner can be served on their panoramic terrace, on the veranda or in the garden.


Extra nights: Please contact us for details.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Locanda il Gallo, Chiocchio

Hair dryer iconNEARBY:

Locanda Il Gallo is an informal and pleasant 3-star property opened in 1991 by the Pesucci family.

The minimalist style rooms are accented with characteristic rustic cotto floors and tiled bathrooms. They all feature air-conditioned and satellite TV.

The on-site restaurant is renowned for its traditional Tuscan cuisine, the staff will be delighted to share the origin of the ingredients and talk about the history of the wine. Do not miss the chance to taste some of the regional wines of Chianti Classico here at Locanda Il Gallo.

A typical Italian buffet breakfast is served here in the morning.


Extra nights: Please contact us for details.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Albergo del Chianti, Greve

Swimming Pool IconHair dryer iconNEARBY:

Albergo del Chianti is set in the central square of Greve in Chianti, Piazza Matteotti, famous for its triangular shape. Thanks to its central position, you are only a stone's throw away from Greve's restaurants, bars and shops.

The hotel offers 22 comfortable rooms, all equipped with air conditioning, en suite bathroom and plasma-screen TV. It also benefits from a large outdoor salt-water swimming pool surrounded by a beautiful green garden with tables and deckchairs where you can just relax.

A buffet style breakfast is served here and it includes homemade cakes, scrambled eggs, cold meats, cheese and cereal.


Extra nights: Please contact us for details.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Palazzo San Niccoló, Radda in Chianti

Hair dryer iconNEARBY: Swimming Pool Icon

Set in the picturesque town of Radda in Chianti, nestled in the green hills of the Tuscan countryside. Palazzo San Niccolò is an elegant 4-star historic residence, beautifully decorated with Art Nouveau frescos and Tuscan cotto floors.

Rooms at San Niccolò are elegantly embellished with vintage accessories and decorations. All feature air conditioning and TV and all have en suite facilities with either a shower or bath. You are welcome to unwind in the garden or enjoy a drink from the wine bar.

Breakfast is served in the small garden on the ground floor and a wide variety of food and homemade pastries is offered.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Hotel Chiusarelli, Siena

Hair dryer iconNEARBY:

Hotel Chiusarelli is a 3-star neoclassical villa built in 1870 and recently renovated. It has managed to keep its original feel with frescoed rooms, while adding a more modern touch to the style and comforts.

This property is located in the centre of Siena, city of art and famous for the yearly Palio that still takes place to this day. From here, a short walk will take you to Piazza del Campo and the Duomo. Chiusarelli is set in a 3-storey building with no lift.

The hotel has 48 rooms decorated to a Neo Classical style featuring en suite bathrooms with bathtub or shower, fresh linen, hairdryer, safe deposit box, air conditioning/heater and TV.

A rich buffet breakfast is served here daily.


Extra nights: Please contact us for details.

Extending your stay

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.

Hotel Park Palace, Florence

Swimming Pool IconHair dryer iconNEARBY:

The 4-star Hotel Park Palace is set in a historic Florentine style Villa surrounded by the Tuscan hills. It is located just outside the vibrant city of Florence for a more tranquil setting. A short 20-minute walk will take you right by the iconic Ponte Vecchio.

Relax and comfort are guaranteed here at Hotel Park Palace as the hotel features a large garden with outdoor pool and a reading lounge with fireplace furnished with tasteful antique pieces and Persian rugs. The hotel has 26 spacious rooms featuring antique furniture and include TV with satellite channels.

During the summer months, a buffet breakfast is served al fresco on the terrace, enjoy the tranquil views of the large garden.


Extra nights: Please contact us for details.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Hotel Chiusarelli, Siena

Hair dryer iconNEARBY:

Hotel Chiusarelli is a 3-star neoclassical villa built in 1870 and recently renovated. It has managed to keep its original feel with frescoed rooms, while adding a more modern touch to the style and comforts.

This property is located in the centre of Siena, city of art and famous for the yearly Palio that still takes place to this day. From here, a short walk will take you to Piazza del Campo and the Duomo. Chiusarelli is set in a 3-storey building with no lift.

The hotel has 48 rooms decorated to a Neo Classical style featuring en suite bathrooms with bathtub or shower, fresh linen, hairdryer, safe deposit box, air conditioning/heater and TV.

A rich buffet breakfast is served here daily.


Extra nights: Please contact us for details.

Travel

Call now to speak to our specialist team at 1-800-267-3347 or email us at usa@exodustravels.com for enquiries or to book your trip.

Reviews

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.

Dates and prices

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

Route directions and maps

Luggage transfers between hotels


How to book:

For further details, or to check availability, speak to our sales team on 1-800-267-3347 or click on the 'check availability' links below to complete our holiday enquiry form (we'll contact you at a time that's most convenient for you).

To enquire about this holiday, or for further information, call our sales team on 1-800-267-3347 or click on the 'Check availability' links below to complete our holiday enquiry form.

Please call for prices

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.

Holiday details

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

Tailor-made travel

This holiday does not include any flights or rail.

How to book

For further details, or to check availability, speak to our sales team on 1-800-267-3347 or click on the appropriate 'Check availability' button above to complete our holiday enquiry form, we'll contact you at a time that's most convenient for you.

To enquire about this holiday, or for further information, call our sales team on 1-800-267-3347 or click on the 'Check availability' links above to complete our holiday enquiry form.

You may also like