Tuscany, the best of
Tuscany’s best scenery roads to cycling! Whether crowned by timeless villages, covered by vineyards and olive groves or strewn with wildflowers, the hills of Tuscany have one thing in common: they’re perfect for exploring on two wheels. Pedal to lofty hill towns, spin through broad valleys and follow sinuous country roads past cypress-lined lanes and quiet woodland.
Off your bike, discover unforgettable Renaissance art and architecture, visit wineries and cellars: you will be in the heart of Chianti Classico and the Brunello wine town, savour meals created from the finest local ingredients and relax in charming luxury Tuscan retreats.
You start the tour staying at beautiful La Bandita Townhouse, stylish new hotel in downtown Pienza, let you discover Montalcino & Val d’Orcia. In Siena’s historic centre overnight at Relais Campo regio, a boutique hotel and finally in Gaiole in Chianti stay at sophisticated estate, Castello di Spaltenna, exclusive atmosphere and unique landscape.
- shadow the hilly course of L’Eroica, Tuscany’s international recognized vintage bike race
- Relax at day’s end in cozy luxury hotels where you’re welcomed like family
Welcome in Val d'Orcia - Pienza
Meet Cicloposse team during a bike-fitting session
OPTIONAL short ride to Bagno Vignoni: The ancient village is located in the heart of Tuscany, in the Val d'Orcia Natural Park. Thanks to the Via Francigena (which was the main route followed by pilgrims in antiquity who went to Rome), these thermal waters were found and have been used since Roman times. The heart of the village is the "Square of sources", namely a rectangular tank of 16th-century origin, which contains the original source of water that comes from the underground aquifer of volcanic origins. Welcome dinner at la bandita, where you will taste the special homemade pasta.
Montalcino brunello land
Along the way face the hearty uphill to Castiglione d'Orcia, with the imposing Rocca A Tentennano. After a rest, enjoy a long downhill to Sant'Antimo Abbey. On your way to the Etruscan village and wine town of Montalcino you’ll pedal through magnificent vineyards famous thanks to the production of one of Italy's premier fine red wines, Brunello di Montalcino. Back to Pienza via San Quirico d’Orcia: stop in the village at Horti Leonini Garden, top attraction of town.
Total Distance: 68 km/42 miles
Shorter option Moderate Distance: 46 km/28,7 miles
Le Crete & Siena
Continue always on a breathtaking scenery up to Siena arch gate Porta San Marco. Often described as Italy's best preserved medieval city, Siena rivaled Florence for dominance in Tuscany during the 1300s. You'll have time to take a leisurely stroll about this medieval art city in the afternoon and to visit Piazza del Campo, Torre del Mangia and the famous Duomo. 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: 56 km/35 miles
Gaiole in Chainti - Eroica town
Total Distance: 44 km/ 27,5 miles
Castellina & Radda
The previous days have prepped our legs for the famed hills of Chianti, which await us today! The first stretch crosses an almost impossibly scenic group of hills blanketed with vineyards and thick forests. It's breathtaking, and so is the ride! First stop at Badia a Coltibuono, Abbey of the Good Harvest, dates from the middle 11C . Continue along the same winding panoramic road to Lucarelli and get to Castellina. The medieval fort dominates the country, but what bears witness more than anything else to Castellina's medieval past is surely the Via delle Volte, a walkway set into the walls of the town which offers a limited but exceptional panorama seen through the arrow-slits. On the way back stop in Radda.
Total Distance: 54 km/33,5 miles
Shorter option 32 km to Radda and Badia a Coltibuono
Arrivederci a presto!
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 www.la-bandita.com
Relais Campo Regio - SienaMore of a boutique guest house than traditional hotel, Campo Regio Relais’ 6 rooms are centrally positioned in the heart of Siena’s historic centre, allowing guests to easily reach the most important monuments of the city; the main square, Piazza del Campo, the Duomo, and the museums that house the masterpieces of Sienese art.
Castello di Spaltenna - GaioleA sophisticated manor, Castello di Spaltenna offers an exclusive atmosphere amidst a unique landscape. Located in the heart of the Chianti Classico wine region, the manor’s luxurious guestrooms offer any possible comfort along with wonderful views over the valley. From the grassy terraces, guests can enjoy the calm of the countryside and beauty of the surrounding landscape
Price & Inclusions
Cost: Euro 1950 per person in double occupancy
Single room supplement euro 650
Five nights in excellent four & three-star superior hotels
Two gourmet dinners
Route notes, maps, elevation gain and city map
Garmin Gps Touring Edge
Sightseeing, restaurant and shopping suggestions
All Baggage transfers
Pick-up of bikes and gear in Gaiole
Keepsake Cicloposse water bottle
Bike rental for entire tour
Hybrid bike euro 140
Race bike euro 180
E-bike euro 210
City Tax Each village charges a tax per each day between euro 0,70 to euro 4,00
Cooking lesson & Wine tasting