Tuscany Bike Tour

  7 days/6 nights


From 1590,00 €


  Active rider

Spend a week savoring Tuscan roads, food, and wine: from the Val d'Orcia UNESCO protected site, via Crete Senesi and Chianti area, visiting some of the most enchanting medieval towns like Pienza, Montalcino and Siena.
This itinerary will be a special combination of the classic Heart of Tuscany enriched by some spectacular rides, cooking lesson to discover the secret of Tuscan cuisine, taste the fantastic tuscan dishes and world famous wines like Brunello di Montalcino and Chianti.
Discover by bike all that Tuscany has to offer, with the people who know it best. 

On the first part of the week you will cycle surrounded by the beautiful landscape of Val d’Orcia, UNESCO protected site, and you can visit some nice towns including Pienza, Montepulciano and Montalcino.

On the second part you will cycle through the Crete Senesi region to Chianti, famous for its wine.

DURATION: 7 days/6 nights

PRICE: from 1590,00 €

WHERE: Val d'Orcia - Crete Senesi - Chianti

DATES: from April to November
SCHEDULED DATES 2022: 8 - 14 May | 12 - 18 September | 24 - 30 Ottobre



Day 1 - Benvenuti in Toscana

Meet our staff in Siena or at Chiusi-Chianciano train station (a stop on all major Florence-Rome lines), and private transportation to Hotel Casanova, typical Tuscan hotel that offers an all-round panorama of the Val d'Orcia and the medieval village of San Quirico d’Orcia, at just a short distance from the Hotel.

Check-in into your room and welcome aperitif to introduce the Tuscany Bike Tour before the first delicious dinner in typical restaurant of San Quirico d’Orcia.


Day 2 - Pienza, Montepulciano and Monticchiello

56 km – Elevation gain: 910 meters

TThe landscapes of the Val d'Orcia region, one of the most beautiful place in Tuscany and UNESCO world heritage site - Visit of Pienza, the "ideal" city of the Renaissance time, also famous for its Pecorino cheese - A quick stop at Montepulciano, with its winding streets and squares - Monticchiello, a small medieval and charming town - Bagno Vignoni, Bagno Vignoni, a small medieval village developed around its hot springs that were used by the Romans centuries before - Take a relax break from the cycling journey before dinner.

Dinner and accommodation at Hotel Casanova.


Day 3 - Montalcino and Bagno Vignoni

51 km – Elevation gain: 990 meters

Climbing towards Castiglione d’Orcia and Rocca d’Orcia, the beautiful landscapes will compensate the challenging ascent - We'll reach the Brunello region and visit the Abbey of Sant’Antimo, one of the most beautiful romanic church in Italy - Wine tour and tasting in a Brunello winery before to climb up to Montalcino - Visit of Montalcino, medieval town surrounded by vineyards and beuatiful view on the valley - Back to San Quirico d'Orcia and rest ot the day in relax.

Final dinner in Val d'Orcia before the Chianti region.


Day 4 - Crete Senesi region

56 km – Elevation gain: 700 meters

An unforgettable ride surrounded by the views of the Crete Senesi to the edge of the Chianti - The Crete Senesi region, where badlands and biancane characterize the landscape in this part of Tuscany - A short break at Asciano with its churches and museums - Lunch and wine tour and tasting in a Chianti winery located at Castelnuovo Berardenga.

Dinner and accommodation at Villa Curina Resort, little sixteenth century village full of history and fascination.


Day 5 - Chianti region and Castello di Brolio

55 km - Elevation gain: 1080 meters

Castelnuovo Berardenga, Villa a Sesta and San Gusmè, cute town in Chianti - The Castle of Brolio, symbol of Chianti and good wines to taste - Gaiole, town where L’Eroica was born in 1997 - Radda in Chianti with its small street and a wonderful view on the vineyards.
At the end of the bike tour, wine tour and tasting in a Chianti winery located close Radda in Chianti and back to the hotel with our van.

Dinner and accommodation at Villa Curina resort.


Day 6 - Siena, Monteriggioni and San Gimignano

62 km - Elevation gain: 870 meters

The passage in Siena, with its medieval city center, the Duomo and Piazza del Campo - The Montagnola Senese, riding through woods and crossing the Via Francigena pilgrimage route - Monteriggioni, known throughout the world for its extraordinary well-preserved old town and walls - Climbing up to San Gimignano, “City of Beautiful Towers” - Lunch and wine tour and tasting in a winery along the route.
After the wine tasting and lunch, back to Villa Curina with our van.

Relax and dinner in hotel.


Day 7 - Arrivederci

Check-out and transportation back to Siena train station. Other destinations available on request with extra charge.

Otherwise you can decide to add more days at your stay.

  • 6 Nights stay with breakfast
  • 6 Dinners, drinks not included
  • Light lunch, wine tasting, cheese tasting and lunch included day by day
  • Baggage transportation between the hotels
  • Maps and information for your daily stage
  • GPX tracks for GPS
  • Van support during each stage
  • Water and fresh fruits for your daily ride
  • English speaking guide
  • Private transfer on day 1 and 7
  • Anima Toscana bike jersey 
  • Tourist city tax
  • Drinks
  • Medical insurance
  • Medical insurance
  • Rental bike (Trekking, gravel, road bike, e-bikes)
  • Flights
  • Activities for non-cyclist (cooking class, truffle hunting, guided tours, horse back riding, trekking...)
  • Discount for private transfer on day 1, if you arrive with your car.
2 People: 2880,00 € 
4 People: 2020,00 € 
6 People: 1760,00 € 
8 People: 1590,00 € 
Typical Tuscan structure that blends in perfectly with the nature that surrounds it, where absolute peacefulness is perceived, and that offers an all-round panorama of the Val d'Orcia and the medieval village of San Quirico d’Orcia, located at just a short distance from the Hotel.
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Villa Curina Resort
Little sixteenth century village full of history and fascination, where a refined holiday full of charm awaits you. Elegant rooms, a staff always at your disposal, a restaurant with local and avant-guarde cuisine but always respectful of Tuscan tradition.
Visit the web site
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