Authentic bike tour Italy
This Tuscany’s combination of natural beauty, medieval and renaissance art, architecture and friendly people will enchant you: Pedal to lofty hill towns, spin through broad valleys and follow sinuous country roads past cypress-lined lanes and quiet woodland.
Cycling through unparalleled countryside by day complements incredible Tuscan cucina by night. This gastronomic paradise beckons to lovers of sublime provincial cooking and superb wine; fresh pastas, porcini mushrooms, and locally produced pecorino cheese from Pienza mark the region’s celebrated dishes, which just happen to be the perfect match for its world-class wines.
Every day will bring new experiences enriching you.
- Explore some of the region’s most celebrated towns, including Pienza, Montalcino, Siena and San Gimignano
- Sample fine wines before dining on local specialties
- Castelli road: the Chianti castles route: the surprising number of castles, fortified farm houses, towers and fortified Abbeys in the area
- A visit to the famous Castello di Brolio before Gaiole is a must!
Welcome to Pienza
Pienza is one of the four UNESCO World Heritage Sites you’ll encounter during your week-long history-laden cycling trip.
After bike fitting optional bike ride to San Quirico d'Orcia 20km /12,5 miles
Montepulciano & Vino Nobile
You’ll follow a route that winds through a scenic landscape chequered with vineyards, cypresses, and medieval village. Stop Monastery where part of “English Patient” was filmed. Among the sites you’ll ride through is the hilltop hamlet of Castelmuzio and Montepulciano, another hilltop village that will make a perfect lunch/wine stop. Montepulciano is home to the famous Vino Nobile and full of renaissance palaces. After your relax head back to Pienza through Monticchiello, the quintessential Tuscan hill town.
Total Distance: 55 km/34 miles
Montalcino Brunello town
Total Distance: 46 km/28,5 miles
Murlo etruscan way to Siena
Piazza del Campo is famous because here it is held twice a year the disputed “Palio” horse race, which opposes the 17 “contrade” of this fascinating city.
Total Distance 52 km/32,5 miles
San Gimignano 'Città delle Torri'
You will be soon in quiet road through Santa Colomba and Celsa pass the medieval hamlet “Fungaia” known to the sienese chronicle since 1247, it is on the old medieval pilgrim trail Via Francigena. Stop in Casole d’elsa: originally inhabited by the Etruscans that means before roman empire. The fortress and the defensive walls are still visible today, although the town gates have unfortunately been destroyed during the Second World War. Continue to Castel San Gimignano pedaling a a very minor scenery road. Also seen in the distance are the seventeen towers of San Gimignano, just after San donato village. You'll have plenty of time to wander through the cobblestoned streets, window shop and buy a few last-minute Tuscan mementos for our friends and...why not, for ourselves too!
Total Distance: 70 km/43,5 miles
Castellina in Chianti
Back in the saddle, we continue along the same winding panoramic road to Castellina in Chianti. The town occupies a kind of panoramic balcony over Chianti, positioned on a high hill at the centre of three valleys. It is one of the most important centres of inhabitation in the Chianti.
Total Distance: 40 km/25 miles or longer option 60 km /37,5 miles
Radda in Chianti
Hotel Giglio - MontalcinoA charming retreat in the heart of town, hotel Giglio, family-run, in a warm and quiet building, facing a gorgeous landscape, the best part is the view of the cliff-clinging houses of Montalcino to your left and the rumpled patchwork of green valleys stretching out below. Plus a great restaurant where enjoy gourmet tuscan dinners.
Chiostro Carmine - SienaIl Chiostro del Carmine has been meticulously restored from a XIV century Carmelite Monastry, place of history and holiness, remained intact in the centuries, with its delightful and quiet courtyard. It is situated a few hundred metres from the Siena Cathedral and from Piazza del Campo
Antico Pozzo - San GimignanoAntico Pozzo the building, now completely restored,preserves the original style of the 15th century, although the earliest part dates back to the middle ages and the founding of the town itself:traces remain of the well and the area around it.
Palazzo Squarcialupi - CastellinaPalazzo Squarcialupi is part of the history of Castellina in Chianti. It is situated in the historical town center, on a road running along the XV century City Wall. Set in the spacious garden, in a most suggestive position, is the swimming-pool. The palazzo has medieval origins and it has been renewed becoming a luxury palace
La Bandita Townhouse - PienzaLa Bandita Townhouse is a luxury boutique hotel tucked inside the historic center of Pienza. The building is a rambling Renaissance-era palazzo where nuns have lived for over 500 years. the property itself blends in completely with the Renaissance character, is a comfortable, and stylish place
Hotel Il Chiostro di PienzaIl Chiostro di Pienza is housed in a 15th C convent and sits protected and quiet right in the center of this tiny town. It has been renovated but all the beamed ceilings frescoed walls and ancient tile floors have been preserved, nice garden overlooking val d’Orcia with pool.
Price & Inclusions
Cost: Euro 1450 per person in double occupancy
Single room supplement euro 380
Six nights in excellent three-star superior hotels
Route notes and itineraries & sightseeing, restaurant and shopping suggestions
All Baggage transfers
Pick-up of bikes and gear in Castellina
Keepsake Cicloposse water bottle
All tax and service charges
Bike Rental per entire tour
Hybrid bike euro 180
Race bike euro 210
E-Bike euro 210
City Tax each village charges a tax per day between euro 0,70 to euro 4,00
Cooking lesson & Wine tasting
Renting GPS for 6 days – 50 euro
We can rent you a Garmin Edge Touring. It works like the GPS navigator you use in your car, only with maps and features specifically designed to help you find your way by bike. We will upload all the route notes and you will have really no problems in finding your way to the next town!