Chianti radda vineyards landscape
Chianti radda vineyards landscape

The heart of Chianti

Level
2
Distance
40 km
Duration
5 days | 4 nights
period
Apr May Jun Jul Aug Sep Oct
price from
€ 373
CO2 footprint
48 Kg/person
  1. Italy
  2.  | 
  3. Self-Guided
  4.  | 
  5. Tourcode ITSW084

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 such as 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.

Highlights

  • The wine hills of Greve in Chianti and Radda in Chianti;
  • Great wineries to visit and wines to taste;
  • Wonderful landscapes, medieval villages and hamlets;
  • Friendly people, great salami, Florentine steak, Cantucci with vinsanto and of course … wine!

Itinerary

Day 1

Arrive in Greve in Chianti

Arrive in Greve in Chianti

Arrive in Greve in Chianti, a rustic market village and the capital of the Chianti wine producing region. Check in to the hotel and head over to Le Cantine di Greve where you can taste over 50 different Chianti wines. Take advantage of the daylight to walk around this gorgeous scenery by choosing between two routes.

Day 2

Three route options

Three route options

Walk A: Greve in Chianti loop via Uzzano,11,4 km
In the afternoon, make a round walk north of the attractive main square of Greve in Chianti, through a picture perfect landscape.
From the main square a round walk starts and takes you through the Chianti Classico area passing by the Villa Calcinaia and numerous vineyards with “aziende agricole” (farms) where the prestigious Chianti wine is produced.

Walk B: Greve loop via Montefioralle, 10 km
Explore the wonderful surroundings through the forest, among dense wild vegetation, villas, vineyards and olive groves. You will be passing by abandoned old farms, ruins and beautiful villas before reaching the panoramic hamlet of Montefioralle.

Walk C: Panzano loop, 11,7 km
The walk is made up of a loop out of Panzano. You take the local bus to Panzano from where you walk through the hills surrounding the village, in the classic Chianti landscape that alternates forests with vineyards, offering you the possibility to discover ancient Roman farmsteads.

Day 3

From Monte San Michele to Badiaccia to Volpaia to Radda, 12-14 km

From Monte San Michele to Badiaccia to Volpaia to Radda, 12-14 km

After breakfast, a short car transfer takes you to the highest of the Chianti hills, Monte San Michele. From Badiaccia you 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.

Distance: 12-14 km

Elevation gain: +506/-668 m

Day 4

Radda in Chianti loop walk, 15,8 km

Radda in Chianti loop walk, 15,8 km

A scenic walk around the old centre of Radda in Chianti. Stop for lunch in the lovely hamlet of Vertine and in the afternoon treat yourself to a glass of Chianti wine at Colle Bereto, a celebrated local vineyard that you encounter along the way back to Radda.  

In the afternoon the local bus (with your luggage) or with a prearranged private transfer, to the marvelous city of Siena, 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 numerous imposing medieval palaces. History comes alive as you meander through the narrow streets of this fantastically preserved jewel of Italy.

Distance: 15,8 km

Elevation gain: +586/-586 m

Day 5

Arrivederci Siena!

Arrivederci Siena!

Our services end after breakfast, unless you have chosen to add extra nights in Siena

Details

Is this for me?


Choose this trip of you'd like to immerse yourself in the iconic beauty of Chianti and explore its picture-perfect landscapes. It's a short, sweet and easy trip, suitable for beginners, that can be extended with extra days and guided tours in Florence and Siena. 

Included


What is included

  • 4 Nights in double room in *** hotels and B&B  with breakfast
  • transfer Greve in Chianti-Badiaccia and luggage to Radda in Chianti
  • maps and detailed description of the itinerary in digital form, app
  • Medical and luggage travel insurance
  • 24h phone assistance

What is not included 

  • Transfers to the starting location and from the arriving location of the tour
  • lunches and dinners, if not otherwise stated
  • visits and entrance fees - tips
  • personal expense
  • possible sojourn taxes
  • everything that is not mentioned in the "What is included" section.

Optional Services

These services can be added to the ones included in the base price of the tour:

  • Single room supplement
  • cancellation insurance
  • Transfers to reach the starting location or to leave the arriving location of the tour, which will be quoted on request.
  • travel documentation in printed form (maps and detailed description of the itinerary), shipped to the first hotel

Accommodation


Albergo Casa al Sole Greve in Chianti
Albergo Casa al Sole - Greve in Chianti

Situated in a great location in Greve in Chianti, this hotel has comfortable and clean rooms with TV, free Wifi and private bathroom. Some of these have a balcony or terrace. Staff is very kind. Breakfast is good and rich. 

www.casaalsole.net

Affittacamere Giovannino Radda in Chianti
Affittacamere Giovannino - Radda in Chianti

This Guesthouse is very informal and simple and at the ground floor there is its restaurant very recommended. Rooms are simple and well-finished with private bathroom. Owners are courteous and welcoming. Breakfast is international and good. 

www.labottegadigiovannino.it

Hotel Cannon d'Oro Siena
Hotel Cannon d'Oro - Siena

Hotel is centrally located in Siena, near Piazza del Campo and the building dates back to the early eighteenth century and is a building originally owned by the noble Bulgarini family. Rooms are simple and clean without air conditioning. Wifi doesn't work very well. Breakfast is normal. Staff courteous and welcoming. 

www.cannondoro.com

When to travel


The climate in Tuscany is generally very mild with differences depending on the geography  of the  region, from coasts and valleys to the continental areas. The warmest months are generally July and August, with temperatures ranging from 23°C up to 30°C; the valleys can often see higher  temperatures and 38°C to 40°C is not uncommon. While June and September offer both nice warm weather. Of course, there are always exceptions or dry spells that cause a few days to get really hot.Spring (April and May) and Autumn (October and November) are dry, with sunny days but the chances of rain are high.The weather can change very quickly and you must be prepared forrain, mist, wind, fog (and even hail or snow at higher elevations) –especially in spring and autumn. 

What to bring


Clothing and other items
You will need your regular walking/cycling gear, including some sort of reflective garment. For the evenings, smart outdoor style trousers (or shorts) are invaluable, as are quick-dry t-shirts. These can be washed easily and will dry overnight and still look good for sightseeing or having a drink in town.

Take as little as possible to avoid potentially lugging a heavy suitcase up three flights of stairs at the end of the day. Please be aware that laundromats (“Laverie”) are not common in rural areas, so plan to do handwashing of small items.

Lightweight walking shoes/ trainers
For wearing around towns & villages. They can also be a back-up pair.

Socks & underwear
Take only good quality socks with quick-dry and insulating qualities. Road test them before you go on the trip. Take a suitable quantity of underwear as washing facilities are limited.

Warm jacket, hat, gloves
Bring a fleece, Polartec or warm layers for the evenings especially in spring or autumn; be sure it is totally suitable for your needs.
A fleece jacket which blocks the wind (Wind-stopper) is the most preferable. In the summer months a lightweight jacket is suitable for evenings.
If you are cycling/walking in mountainous or coastal areas, even in the height of summer, the weather can change very quickly and unexpectedly and you should be prepared for fog, mist, rain, snow or hail at any time. Always take an extra layer with you, as well as a warm hat and gloves.

Waterproof jacket & trousers
If you are caught in heavy rain, with good waterproof clothing you should remain dry. Remember that most garments will lose their properties over time. Few will remain waterproof for more than five years and many deteriorate in three years or less. We recommend a rain jacket with a good hood and collar and waterproof or thermal walking/cycling trousers or tights.

Dress code
In general, you should wear suitable clothing when entering a church (in many places, it is considered unacceptable to go inside wearing shorts or a tank-top). We suggest that women carry a shawl to cover up bear shoulders or low-cut tops. It also comes in handy when your shoulders get sunburned!

It is considered inappropriate for men to go without a shirt / T-shirt (other than at the beach).

Trekking poles (adjustable)
Highly recommended. A pair works best, depending on what you are comfortable with. If you suffer from back or knee pain this should be considered essential. Remember to practise walking with your pole(s) on different types of terrain in the months preceding your trip.

Walking boots
The importance of good footwear cannot be stressed enough. Your boots should be sturdy and of good enough quality to handle all types of terrain. Lightweight boots, (cordura/leather boots) which have Gore-Tex or sympatex water-proofing are most suitable for this trip. They should provide good ankle protection and be well broken in. Waxing leather boots regularly prolongs their life.

Walking tops & trousers
We recommend walking trousers and shorts and quick-dry wicking t-shirts. These can be washed easily and will dry overnight and still look good for sightseeing or having a drink in town. Wicking T-shirts are fast drying, keep moisture away from your skin and are available at outdoor stores. You should also bring one pair of loose-fitting trousers to wear in cities and for evenings out, etc. Shorts or zip-off trousers are useful in warmer weather.

Practical info

How to arrive


From Florence airport (FLR), take the direct local bus to downtown.

From Pisa airport (PSA), you can take either a direct train or bus to Florence.

From Bologna airport (BLQ), 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 busses leave every 30 minutes. From Florence, you can reach both Pisa and Bologna by train.

Check train and timetables on:

Mobile App


Use the SloWays APP for iOS and Android smart phones in combination with the written documentation provided.

The App has the detailed tracks and maps that you can use offline and without roaming. Thanks to the phone’s internal GPS, you can check your exact position on the map, so you always know exactly where you are. It also helps you self-navigate you way while travelling. More information on how to use the App inside the roadbook documents.

The navigation features include:

  • Offline navigation. Mobile data not required after initial download
  • Accurate GPS tracks
  • Autorotation of the maps
  • Daily route summary and elevation chart
  • Panorama of the track and at street level
  • Alarm and vibration that alerts you in case you go off track.
  • Emergency SMS button with position coordinates
  • Possibility to record and take georeferenced photos of problems on route alerting fellow travelers
  • Hotel information
  • Points of interest along the way
  • Historical background

Wanderlust Nominee Best Specialist Tour Operator 2023
Wanderlust
Nominee Best Specialist Tour Operator 2023
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We accept:

VISA MASTERCARD

We accept:

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FTO ATTA member
100% Green Travelife
FTO ATTA member 100% Green Travelife

Touroperating
S-Cape Countryside Travels srl
Borgo Allegri 16R
50122 Firenze FI
P. IVA 05227330486

 
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Touroperating S-Cape Countryside Travels srl Borgo Allegri 16R 50122 Firenze FI, Italy
VAT Nr 05227330486
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