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Italy

Tuscany-Discovering Chianti inn to inn

Pets allowed
Food and Wine
Walking and hiking
Independent, Self Guided
  • Florence, cradle of the Renaissance
  • Fiesole and the Roman amphitheatre
  • Siena with its wonderful cathedral and Piazza del Campo
  • The wine hills of Greve in Chianti and Radda in Chianti
  • Great wineries to visit and wines to taste
  • Friendly people, wonderful landscapes, medieval villages and hamlets
  • Great food such as salami, Florentine steak, Cantucci with vinsanto and of course... wine!

From: 505 €

Tripcode: ITSW080

4 Comfort

 

Level 1 - EN:

Simple accommodation, often with multiple rooms like huts, cottages or guesthouses. Sometimes with bunk beds and often with shared bathrooms. All camping trips fall into this category.

Level 1 - EN:

Simple accommodation, often with multiple rooms like huts, cottages or guesthouses. Sometimes with bunk beds and often with shared bathrooms. All camping trips fall into this category.

Level 2:

Simple to good inns, small family hotels, B&Bs and agriturismo (farmsteads), generaly with private bathroom. Often chosen for their excellent location in relation to the itinerary.

Level 2:

Simple to good inns, small family hotels, B&Bs and agriturismo (farmsteads), generaly with private bathroom. Often chosen for their excellent location in relation to the itinerary.

Level 2:

Simple to good inns, small family hotels, B&Bs and agriturismo (farmsteads), generaly with private bathroom. Often chosen for their excellent location in relation to the itinerary.

Level 3:

Good hotels, inns, B&B, agriturismo (farmstead) with ensuite private bathroom, often wel located and serving good meals

Level 3:

Good hotels, inns, B&B, agriturismo (farmstead) with ensuite private bathroom, often wel located and serving good meals

Level 3:

Good hotels, inns, B&B, agriturismo (farmstead) with ensuite private bathroom, often wel located and serving good meals

Level 4:

Special hotel with excellent food, ambiance and service. Accommodations with a special touch.

Level 4:

Special hotel with excellent food, ambiance and service. Accommodations with a special touch.

Level 4:

Special hotel with excellent food, ambiance and service. Accommodations with a special touch.

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1.5 Difficulty

 

Level 1:

Walking levels:

Trips with short walks of generally three to four hours (excluding breaks) and/or optional day excursions; flat or slightly hilly terrain using well kept paths.

Cycling levels:

Easy biking in nearly flat landscape; also possible for people with little or no bicycle experience. The daily distances are approximately 30-50 km in general. Bicycles with up to 3 gears can do the job. All our adult rental bikes have at least 21 gears.

Level 1:

Walking levels:

Trips with short walks of generally three to four hours (excluding breaks) and/or optional day excursions; flat or slightly hilly terrain using well kept paths.

Cycling levels:

Easy biking in nearly flat landscape; also possible for people with little or no bicycle experience. The daily distances are approximately 30-50 km in general. Bicycles with up to 3 gears can do the job. All our adult rental bikes have at least 21 gears.

Level 2:

Walking levels:

Moderate day walks, 4-5 hours per day (excluding breaks) on hilly to mountainous areas using well kept, sometimes stony paths.

Cycling levels:

Biking on gently undulating terrain, you may encounter short climbs from time to time. The daily distances vary between 30 and 65 km. A bicycle with minimum 7 gears will do. All our rental bikes have at least 21 gears.

Level 2:

Walking levels:

Moderate day walks, 4-5 hours per day (excluding breaks) on hilly to mountainous areas using well kept, sometimes stony paths.

Cycling levels:

Biking on gently undulating terrain, you may encounter short climbs from time to time. The daily distances vary between 30 and 65 km. A bicycle with minimum 7 gears will do. All our rental bikes have at least 21 gears.

Level 2:

Walking levels:

Moderate day walks, 4-5 hours per day (excluding breaks) on hilly to mountainous areas using well kept, sometimes stony paths.

Cycling levels:

Biking on gently undulating terrain, you may encounter short climbs from time to time. The daily distances vary between 30 and 65 km. A bicycle with minimum 7 gears will do. All our rental bikes have at least 21 gears.

Level 3:

Walking levels:

Trips with strenuous day walks or trekking in mountainous areas. 5 to 7 hours walking maximum per day, sometimes carrying backpacks with stuff for one night; height differences between 500 & 1000 m. per day

Cycling levels:

Strenuous biking trips in areas where you cannot avoid steep slopes. Some bicycle experience in short trips is needed. The daily distances range from 30 up to 75 km.

Level 3:

Walking levels:

Trips with strenuous day walks or trekking in mountainous areas. 5 to 7 hours walking maximum per day, sometimes carrying backpacks with stuff for one night; height differences between 500 & 1000 m. per day

Cycling levels:

Strenuous biking trips in areas where you cannot avoid steep slopes. Some bicycle experience in short trips is needed. The daily distances range from 30 up to 75 km.

Level 3:

Walking levels:

Trips with strenuous day walks or trekking in mountainous areas. 5 to 7 hours walking maximum per day, sometimes carrying backpacks with stuff for one night; height differences between 500 & 1000 m. per day

Cycling levels:

Strenuous biking trips in areas where you cannot avoid steep slopes. Some bicycle experience in short trips is needed. The daily distances range from 30 up to 75 km.

Level 4:

Walking levels:

Trips with heavy excursions in high mountains, sometimes carrying backpacks with stuff for several nights. 6 to 8 hours maximum per day; height differences up to 1200 meters per day; only for participants with an excellent condition and without fear of heights.

Cycling levels:

Serious and strenuous biking trips in mountainous area, the slopes are longer and/or steeper than at the previous category. Requires a good physical condition, a broad cycling experience and adequate mountain climbing bicycle. The daily distances range between 30 and 80 km.

Level 4:

Walking levels:

Trips with heavy excursions in high mountains, sometimes carrying backpacks with stuff for several nights. 6 to 8 hours maximum per day; height differences up to 1200 meters per day; only for participants with an excellent condition and without fear of heights.

Cycling levels:

Serious and strenuous biking trips in mountainous area, the slopes are longer and/or steeper than at the previous category. Requires a good physical condition, a broad cycling experience and adequate mountain climbing bicycle. The daily distances range between 30 and 80 km.

Level 4:

Walking levels:

Trips with heavy excursions in high mountains, sometimes carrying backpacks with stuff for several nights. 6 to 8 hours maximum per day; height differences up to 1200 meters per day; only for participants with an excellent condition and without fear of heights.

Cycling levels:

Serious and strenuous biking trips in mountainous area, the slopes are longer and/or steeper than at the previous category. Requires a good physical condition, a broad cycling experience and adequate mountain climbing bicycle. The daily distances range between 30 and 80 km.

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Duration: 8 days

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Details

Walking Chianti hills through vineyard and villages

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. Your taste buds shall dance when you savor 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.

Itinerary

Expand itinerary Collapse itinerary
 
Day 1: Arrive in Florence and checkout the town

Arrive in Florence and take a moment to breathe in the air of the Renaissance and the sweet scent of locally-produced red wine. We suggest you to arrive early and take a city walk around the magnificent squares and by the illustrious Arno River.

Challenge: 8 km walk starting from Piazza della Signoria. It takes about 3.5 hours.

Villages along the way: Florence

Day 2: Walk from Settignano to Fiesole

Travel uphill on a twenty-five minute city bus ride to the quiete village of Settignano where the walk begins. On your way, pass magnificent countryside views of cypress trees, olive groves and Renaissance villas. Stroll through the delightful, charming town of Fiesole and tour its Etruscan ruins, the Roman amphitheater and Baths and the Franciscan Monastery.

Challenge: 9 km, 300m climb, 100m descent

Villages along the way: Settignano & Fiesole

Day 3: Hills and vineyards north of Greve in Chianti

After breakfast, take the local bus (with your luggage) to Greve in Chianti, a rustic nice market village in the capital of the Chianti wine producing region. Check into your charming hotel and head over to Le Cantine di Greve Winery where you can taste more then 50 different Chianti wines. In the afternoon, walk north from the attractive main square of Greve in Chianti through the inspirational, magical landscape.

Challenge: 8 km, 250 m climb, 250 m descent

Villages along the way: Greve in Chianti

Day 4: Wining and walking around Greve and Panzano

Take a short ride on a local bus to the picturesque fortified village of Panzano, just south of Greve in Chianti, where today's walk begins. Be in awe as you walk along a ridge overlooking the famed Greve Valley and Pesa Valley, offering breathtaking views of pure elegance in the form of medieval castles, captivating hamlets, quintessential Tuscan farmhouses and cascading vineyards.

Challenge: 9 km, 350 m climb, 450 descent

Villages along the way: Greve in Chianti and Panzano in Chianti

Day 5: Walk from Monte San Michele to Radda in Chianti

After breakfast, a short car transfer takes you to the highest hill in Chianti, the Monte San Michele. 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.

Challenge: 13.6 km, 450 m climb, 450 m descent

Villages along the way: Volpaia and San Michele

Day 6: Relaxing day in Radda in Chianti with a short walk

A quiet, relaxing day awaits you. Bask under the Tuscan sun and if you wish, go for a scenic walk around the old center of Radda in Chianti. Wind along the charismatic alleyways and discover the fascinating Church of San Nicolò. Treat yourself by visiting a wine cellar and tasting the wine from their celebrated local vineyards.

Challenge: 8.6 km, 250 m climb, 250m descent

Villages along the way: Radda in Chianti

Day 7: Siena

After breakfast, ride the local bus (with your luggage) to the marvelous city of Siena, also 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 to the numerous inspiring palaces. History comes alive as you meander through the narrow streets of this fantastically preserved jewel of Italy.

Villages along the way: Siena

Day 8: Arrivederci Siena

The trip and our services end after breakfast, however we highly recommend you to book extra nights in Siena to continue exploring the old center, exquisite museums, lush galleries and marvelous churches. A visit to the top of the bell tower is also quite a sight. If you leave today for the airport, travel by local bus to Florence.

Villages along the way: Siena

Practical info

Included:

  • 5 nights accommodation on B&B basis
  • 2 nights on half board basis in Radda in Chianti (drinks excluded)
  • Transfer from Greve in Chianti to Monte San Michele
  • Luggage transfer from Greve in Chianti to Radda in Chianti
  • 24-hour telephone assistance, just a phone call away
  • Detailed maps and road book in English

Not Included:

  • Flights and public transportation
  • Travel insurance
  • Admissions and entrance fees of any kind
  • Tips and gratuities
  • Personal expenses such as lunches, dinners, drinks, phone calls, extra transfers etc.
  • Any items that have not been specifically mentioned in the program

Optional Services:

  • Additional night/s at any of the accommodations along the way, in Rome or other destination in Italy
  • Airport arrival and/or departure transfers
  • Transfer from Florence to Greve & from Radda to Siena
  • Guided tour of Florence or Siena with a local private English speaking city guide
  • Cooking lessons in Florence or Siena

Extra Overnight:

You can book extra nights at any of the accommodations on the trip

Getting there and away:

Florence, Pisa and Bologna airports are flown to by both major and low cost international carriers. All three airports can be easily reached by local transport, which is affordable and offers a frequent service. From Florence airport take the direct local bus to downtown. From Pisa airport, you can take either a direct train or bus to Florence. From Bologna airport 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 a bus leaves every 30 minutes.

If you come with your own car, please note that the hotels we use in Florence and Siena do not have a private parking lot of their own, there are several guarded parking areas which cost approximately 20.00 Euro per day.

Dogs on the trip:

Small dogs are allowed on this trip if booked in advance. Ask us about the dog supplement.

Reviews

Start: Florence

Finish: Siena

 

Dates & prices

Trip availability: Starting any day 01 April to 31 October

Departures
April 01, 2013 - April 24, 2013
Dates of the trip Price
triple room: 505 €/person
twin room: 625 €/person
double room: 625 €/person
single room: 910 €/person
solo, single room: 985 €/person
April 25, 2013 - April 30, 2013
Dates of the trip Price
triple room: 530 €/person
twin room: 660 €/person
double room: 660 €/person
single room: 940 €/person
solo, single room: 1010 €/person
May 01, 2013 - June 16, 2013
Dates of the trip Price
triple room: 545 €/person
twin room: 675 €/person
double room: 675 €/person
single room: 980 €/person
solo, single room: 1055 €/person
June 17, 2013 - July 31, 2013
Dates of the trip Price
triple room: 535 €/person
twin room: 660 €/person
double room: 660 €/person
single room: 965 €/person
solo, single room: 1040 €/person
August 01, 2013 - August 31, 2013
Dates of the trip Price
triple room: 525 €/person
twin room: 645 €/person
double room: 645 €/person
single room: 910 €/person
solo, single room: 985 €/person
September 01, 2013 - September 30, 2013
Dates of the trip Price
triple room: 545 €/person
twin room: 675 €/person
double room: 675 €/person
single room: 980 €/person
solo, single room: 1055 €/person
October 01, 2013 - October 15, 2013
Dates of the trip Price
triple room: 535 €/person
twin room: 660 €/person
double room: 660 €/person
single room: 965 €/person
solo, single room: 1040 €/person
October 16, 2013 - October 31, 2013
Dates of the trip Price
triple room: 515 €/person
twin room: 635 €/person
double room: 635 €/person
single room: 910 €/person
solo, single room: 980 €/person