Tuscany Bike Tour - Self Guided

  7 Days/6 Nights


From 960,00 €


  Active rider

Discover by bike all that Tuscany has to offer, with the people who know it best. Enjoy a real cycling adventure in Tuscany, experience the rolling hills and medieval hill top towns. You will cycle through the paradise of Tuscan landscape and explore the region including Val d’Orcia, Pienza, Montalcino and Chianti. 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 Siena and the Chianti region, famous for its wine. You can decide to finish the Tuscany bike tour in San Gimignano or Florence, where you can add more days to visit this beautiful city.
The Tuscany bike tour is a perfect mix of bike, history, and local product for an unforgettable bike holiday.

DURATION: 7 days/6 nights

PRICE FROM: 960,00 €

WHERE: Val d'Orcia - Crete Senesi - Chianti

WHEN: from March to November



Day 1- Benvenuti in Toscana

Individual arrival, dinner and accommodation at hotel, residence and SPA Casanova located at San Quirico d’Orcia, in the heart of Val d’Orcia.

At your arrival you will receive maps and all the informations to complete the bike tour in Tuscany.


Day 2 - Pienza , Montepulciano and Monticchiello

56 km – Elevation gain: 910 meters

The landscapes of 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.
Take a relax break from the cycling journey and enjoy the SPA before dinner.

Dinner and accommodation at Hotel Casanova.


Day 3 - Bagno Vignoni and Montalcino

52 km – Elevation gain: 1030 meters

Bagno Vignoni, cute medieval town where the main square of the village is a big thermal pool which contains the original source of thermal water.
Climbing towards Castiglione d’Orcia and Rocca d’Orcia, the beautiful landscapes will compensate the challenging ascent.
The Abbey of Sant’Antimo, one of the most beautiful romanic church in Tuscany.
Climbing up again to Montalcino, town of Brunello wine.
Visit of Montalcino, medieval town surrounded by vineyards and beautiful view over the valley.
Downhill surrounded by Brunello vineyards direction Buonconvento, nice town in Val d’Arbia.

Dinner and accommodation at Fattoria Pieve a Salti, typical tuscan agriturismo with SPA, horse riding and restaurant.


Day 4 - Crete Senesi and Siena

54 km – elevation gain: 890 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.
Monte Oliveto Maggiore abbey, one of the most important and best preserved monastic complexes in Tuscany.
A short break at Asciano with its churches and museums.
Siena at the horizon, the visit of this beautiful city will make unique your experience in Tuscany.

Dinner on your own and accommodation in 3 stars hotel located in the city center of Siena.


Day 5 - Chianti region

48 km - elevation gain: 910 meters

Castelnuovo Berardenga and its landscape museum.
Villa a Sesta and San Gusmè, cute towns 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.

Dinner and accommodation in 4 stars hotel located at Radda in Chianti.


Day 6 - Choose the tour


55 km - elevation gain: 800 meters
Stage completely set in the Chianti Fiorentino.
Panzano in Chianti and Cecchini steak!
The triangular square of Greve in Chianti, with the archied loggias that line its three side.
Triumphant arrival at Florence’s Piazzale Michelangelo, last highlights of the Tuscany bike tour.
Dinner on your own and accommodation in 3 stars hotel located at Florence.


49 km - elevation gain: 630 meters
Castellina in Chianti, the most medieval of the Chianti towns.
Monteriggioni with its walls and the ring of towers that dominate the hill.
Climbing up to San Gimignano, the towers of the town can be seen for miles around and the historic town centre is a UNESCO World Heritage Site.inner on your own and accommodation at Hotel Leon Bianco, 3 stars hotel located in the center of San Gimignano.


Day 7 - Arrivederci

Check-out and individual departure, private transfer on request.

  • 6 Nights with breakfast
  • 4 Dinners, drinks not included
  • Baggage transportation between the hotels 
  • Pick-up of everything you bought during your daily stage: wine, gift and more
  • 1 intervention of technical assistance along the route (parts not included)
  • Maps and information for your daily stage
  • GPX tracks for GPS system
  • Phone assistance by Anima Toscana staff
  • Tourist city tax
  • Drinks
  • Medical insurance
  • Medical insurance
  • Transfer day 1 and 7 from airport, train station or hotels
  • Bike rental (Trekking, road bike, Gravel or e-bike)
  • Flights
  • Activities for non-cyclist (cooking classes, wine tours, truffle hunting, horseback riding, trekking…)
  • Van support along the route
  • Expert bike guide
  • Extra intervention of technical assistance
  • GPS rental
  • Day 2: Light lunch with Pecorino cheese tasting in typical farm and dairy
  • Day 3: Brunello wine tour and tasting
  • Day 4: Cooking class with dinner
  • Day 5: Chianti wine tour and tasting
  • Day 6 (option 2): light lunch and vernaccia tasting
  • Guided tours
 From 960,00 € per person in double room