Italy : Tuscany

Wine & Walk in Chianti

Trip code: W07TU

Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

16.0Kg CO2e

SUMMARY

  • 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

WHAT'S INCLUDED?

  • 7 nights accommodation
  • All breakfasts and 1 evening meal
  • Comprehensive route directions
  • Luggage transfers between hotels
  • GPX files
  • Walk Transfers

TRIP DESCRIPTION

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?

READ MORE

DAY-BY-DAY ITINERARY

 

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.

hotel details

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Hotel Park Palace, Florence

HOTEL WEBSITE      TRIP ADVISOR

Mastercard
Visa
Pool
Hairdryer
WiFi
TV
Minibar
Aircon
Safe


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.

Day 2: Florence to Impruneta (14km/8.7mi)

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.

elevation

You stay at Hotel Bellavista.

hotel details



Hotel Bellavista, Impruneta

HOTEL WEBSITE      TRIP ADVISOR

Hairdryer
WiFi
TV
Aircon
Safe


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.

Day 3: Uzzano Loop (12km/7.5mi)

Start the day with a transfer to Greve in Chianti from where the walk leads uphill through the countryside and past the castle of Uzzano. Walk through woodland and on to the winery of Terreno. You'll enjoy great views of the classic Chianti landscape with vineyards and olive groves all around, and the Appenine mountains in the distance.

elevation

You stay at Albergo del Chianti.

hotel details



Albergo del Chianti, Greve

HOTEL WEBSITE      TRIP ADVISOR

Mastercard
Visa
Pool
Hairdryer
WiFi
TV
Aircon


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.

Day 4: Free Day

Greve is a popular destination and has an intriguing arcaded main square with plenty of cafes, shops, wine bars and museums to discover and you can visit the Cantine di Greve in Chianti where there are over 100 wines to be tasted! For an alternative walking option take the bus to nearby Panzano, a hilltop town and walk a loop through woodland and vineyards before returning by bus to Greve.

You stay at Albergo del Chianti.

hotel details



Albergo del Chianti, Greve

HOTEL WEBSITE      TRIP ADVISOR

Mastercard
Visa
Pool
Hairdryer
WiFi
TV
Aircon


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.

Day 5: Montefioralle Loop (10km/6.2mi)

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. Transfer at the end of the day to your next stop, Radda in Chianti where you'll spend two nights

elevation

You stay at Palazzo San Niccoló.

hotel details



Palazzo San Niccoló, Radda in Chianti

HOTEL WEBSITE      TRIP ADVISOR

Mastercard
Visa
AmEx
Hairdryer
WiFi
TV
Aircon
Safe


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.

Day 6: At Radda in Chianti (16km/9.9mi)

Walking mostly on forest trails and gravel tracks in the hills outside Radda in Chianti passing Colle Bereto Winery, perhaps stop for a visit on your walk back. Continue on a loop through vineyards and olive groves to the walled, hilltop village of Vertine.

elevation

You stay at Palazzo San Niccol?⬨.

hotel details



Palazzo San Niccoló, Radda in Chianti

HOTEL WEBSITE      TRIP ADVISOR

Mastercard
Visa
AmEx
Hairdryer
WiFi
TV
Aircon
Safe


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.

Day 7: Radda in Chainti to Gaiole in Chianti (12km/7.5mi)

Walking along Strade Bianche past vineyards you'll reach the market town of Gaiole in Chianti - a former military stronghold, Gaiole is ringed by medieval castles and fortified abbeys. A transfer will take you from Gaiole in Chianti to Siena, enjoy a tranquil and relaxing stroll in the pedestrianized city centre, discover its many alleys, churches and breathtaking views.

elevation

You stay at Hotel Chiusarelli.

hotel details



Hotel Chiusarelli, Siena

HOTEL WEBSITE      TRIP ADVISOR

Mastercard
Visa
AmEx
Hairdryer
WiFi
TV
Aircon
Safe


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.

Day 8: Departure

After breakfast, departure from Siena

Extending your holiday

If you'd like to extend your trip with extra hotel nights we recommend: Hotel Chiusarelli, Siena; Hotel Park Palace, Florence.

hotel details



Hotel Chiusarelli, Siena

HOTEL WEBSITE      TRIP ADVISOR

Mastercard
Visa
AmEx
Hairdryer
WiFi
TV
Aircon
Safe


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.



Hotel Park Palace, Florence

HOTEL WEBSITE      TRIP ADVISOR

Mastercard
Visa
Pool
Hairdryer
WiFi
TV
Minibar
Aircon
Safe


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.

CHOOSE A DEPARTURE DATE

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$2360
$0
 
 
 
 

These tour only prices are based on two people sharing. Single supplement from $546.

These flight inclusive prices are based on two people sharing. Single supplement from $546.

TRAVEL 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.

REVIEWS

Excellent response time to all my requests and an obvious keenness to make things as easy as possible.

22 Feb 2024

Great service, efficient and friendly

Catriona Mcdonnell, 6 Jan 2024

Kate was practical and very helpful.
my only observation is that i could hear the other woman taking another booking on the phone at the same volume as Kate. this was very off-putting as an initial introduction to the company. I am not sure that customer would be all that happy for somebody else to hear quite as much about their coversation.

Alison Burnley, 5 Jan 2024



1 Jan 1970


Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

16.0Kg CO2e

7 nights from $2150

CHOOSE A DEPARTURE

Call: +44 1606 720199

 

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