Italy Experiences
Short Escape Tuscany Wine Tour
Short Escape Tuscany Wine Tour, a luxury, self guided bike tour
Itinerary
Our Beautiful Tuscany Wine Country Bike Tour offers a sunny Mediterranean ambiance and a spirited flair for hospitality. Tuscany nourishes the soul and leads you to rejoice in the earthly pleasures of daily life!
Itinerary
Self Guided Tour, 5 Days/ 4 Nights
Explore Tuscany Wine Country on this short escape. This is a shorter (5 day/4 night) version on our most popular Tuscany Biking trip – offering 3 full days of cycling and 2 half days. So saddle up for a great trip in Tuscan Wine Country…
Tour Departures: Any date between 15th March to end of October
Pienza ~ Montalcino ~ Chianti
Definitely our best selling bike tour in Italy, this memorable cycling tour lets you experience the region’s world famous wine culture. Bike along tranquil country lanes, tracing the expanses between farmland crowned with walled villages, ancient monasteries in secluded valleys and medieval forts. Staying in Pienza, Montalcino, Siena and heart of Chianti, you are sure to experience the true essence of Tuscany, where history, beauty and, of course, wine abound.
Day 1: Pienza
Meet & Greet in Pienza, widely known as the “ideal city of the Renaissance” for your welcome, orientation and bike fitting. Pienza exemplifies Take a stroll through the beautiful cobblestone streets ~ the town streets are full of small charming shops selling typical local products, such as fine wines, pecorino, spices, pici (handmade pasta) and so on. We recommend stopping and tasting! Optional test ride to San Quirico d’Orcia. Distance 20km /12.5 miles.
Day 2: Montepulciano & Vino Nobile
Today’s bike ride takes you on a looped ride to Castelmuzio, Montichiello and Montepulciano ~ the jewel of Southern Tuscany. Stop along the way to visit the convent where parts of The English Patient were filmed, and in the enchanting hamlet of Castelmuzio. Arrive in Montepulciano for lunch before returning to Pienza with a stop in the village of Monticchiello. Distance 55km/34 miles.
Day 3: Montalcino Brunello Country
Ride from Pienza to Montalcino, with a pause in the fairy-tale like Bagno Vignoni, a miniature spa town. Lunch in Castiglione d’Orcia, then push on to the monastery of Sant’Antimo before heading on to your destination Montalcino, a town renowned for its wine. Visit the 14th century fortress to see a breathtaking view of the entire valley you’ve just biked. Distance 46 km/ 28,5 miles
Day 4: Siena
Today you start your bike ride with a 10 km descent and pass through Buonconvento, heading northbound to Siena. In Murlo visit a fascinating Etruscan Museum. Continue to Ville di Corsano, end up at the arch gate San Marco. You’ll have time to take a leisurely stroll around this art city and explore the wonderful Torre del Mangia, Duomo and Piazza del Campo. Option A: 60 km/37.5miles – Option B: 52 km/31 miles
Day 4: Chianti Hills
End of bike tour – optional bike ride in chianti to Castello di Brolio, a beautiful bike ride on Chiantigiana road. Distance 50 km /31 miles
What’s Included?
Four nights in excellent three-star superior hotels
Four breakfasts
Route notes, maps, elevation gain and city map
Sightseeing, restaurant and shopping suggestions in handbook
All Baggage transfers
Pick-up of bikes and gear in Siena
Sales taxes
Tour Departures: Any date between 15th March to end of October
What’s not included?
Not Included
Bike Rental per entire tour
Hybrid bike euro 90
Race bike euro 105
E-Bike euro 105
City Tax each village charge a tax per each day between euro 0,70 to 4,00
Dates and Pricing
Price
Price
Cost: Euro 990 per person in double occupancy
Single room supplement euro 250
Inclusions:
Four nights in excellent three-star superior hotels
Four breakfasts
Route notes, maps, elevation gain and city map
Sightseeing, restaurant and shopping suggestions in handbook
All Baggage transfers
Pick-up of bikes and gear in Siena
Sales taxes
Optional
Renting GPS for 4 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!
Luxury hotel upgrade to la Bandita on day one & two
Cost: Euro 1290 per person (in double occupancy) for Luxury tour
Helpful Notes
Tour Departures: Any date between 15th March to end of October
Length: The base tour is 4 nights – possible add one stage to Chianti or to San Gimignano.
4 nights in excellent four & three-star superior hotels, as follows:
Hotel Il Chiostro di Pienza
Il 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. www.relaisilchiostrodipienza.com

Hotel Giglio – Montalcino
A 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 – Siena
Il 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

Luxury upgrade in Siena: Relais Campo Regio –
More of a boutique guest house than traditional hotel, Campo Regio Relais’ 6 rooms are centrally positioned in the heart of Sienna’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 Siennese art.

Luxury upgrade in Pienza: Bandita townhouse
La 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
Optional: Renting GPS for 4 days – 30 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!