









Italy: Tuscany
Average customer rating 4.0 / 5(2 verified reviews)
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 travel specialists can arrange flights, rail and transfers to this holiday from wherever you are. Call us to plan your journey. +44 1606 720099


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

Florence
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.

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

Impruneta
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.

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

Greve
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.

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

Greve
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.

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

Radda in Chianti
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.

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 Niccoló

Radda in Chianti
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.

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

Siena
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.

After breakfast, departure from Siena

Siena
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.

Florence
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.
16.0
Kg CO₂e
per person, per night
Relative to other Headwater trips
We measure emissions from the parts of the holiday we organise — including accommodation, in-trip transport, meals and activities — and express them as CO₂e per person, per night. Our label doesn’t include your travel to and from the start of the trip. As a Certified B Corp, Headwater is committed to reducing this figure and to positively impacting local communities, the local environment and our staff. Learn more