Tuscany Road Biking Tour
Cycle for a stellar week through the Tuscan countryside
Guided
Tuscany Road Biking Tour Overview
The Tuscany Road Biking Tour will take you through some of the most picturesque landscapes in the world as you expore the Italian countryside. Ride through immersed in history and through unique scenery. This is a tour that allows you to discover the real Italy.
In a region that has made hospitality an art, you will enjoy a combination of excellent accommodation and acclaimed restaurants, carefully and personally selected from those specialized in local cuisine. The objective of this cycling adventure is to ensure that you discover new, captivating places, enjoy the best the area offers, and take advantage of the adventurous nature of road biking. You will ride through two regions of Italy, both with scenery to die for that you’ll appreciate from the saddle.
Trip highlights
Ride for a week in gorgeous Tuscany, one of the gems of Italy’s world-class travel scene.
Challenge yourself on some rides and sit back to enjoy the view on others.
Explore villages with gorgeous churches and monasteries that date back centuries.
Between rides, revel in the first-class cuisine and hospitality of Tuscany at restaurants and hotels.
Day By Day Itinerary
When you arrive in Siena, you’ll enjoy a welcome drink, get your bike fitted, and then have dinner with the group.
- Overnight Location:
- Hotel in Siena
- Distance:
- None
- Meals:
- Dinner
You first ride takes place in the Chianti Hills area. This area, famous all over the world, is the birthplace of Chianti wine. You’ll start your cycling day riding through rolling hills surrounded by vineyards.
Once you arrive in Radda in Chianti, you’ll stop for a cappuccino and cornetto in the magnificent old square. After your stop, keep on riding with views of vineyards and historic villages. At the hotel, wind down in the swimming pool and get ready for a delicious dinner.
- Overnight Location:
- Hotel in Siena
- Distance:
- 70km
- Meals:
- Breakfast, dinner
After breakfast, you’ll ride towards Monteroni D’Arbia on quieter secondary roads through the magnificent Val d’Arbia. You will then continue towards Asciano, with its splendid Monte Oliveto Maggiore abbey. Riding up and down between hills and cypress trees, you will arrive at Buonconvento in the Ombrone Valley.
The final stretch of the day’s ride takes you to your destination, Montalcino. This town is well-known for its production of the famous Brunello wine, which is never sold less than five years after the grape harvest.
- Overnight Location:
- Hotel in Montalcino
- Distance:
- 75km
- Meals:
- Breakfast, dinner
Today is all about the unique Val D’Orcia as you ride on peaceful backroads. You’ll start your day with the descent from Montalcino to Torrenieri, then you will ride through ancient villages, where you’ll have breaks for cappuccino and espresso.
Stop to visit the splendid San Quirico d’Orcia, where you can have a lunch in a typical “trattoria” to recovery energy for taking on the demanding Montalcino ascent. An exclusive dinner in this fairytale village will end your day.
- Overnight Location:
- Hotel in Montalcino
- Distance:
- 68km
- Meals:
- Breakfast, dinner
San Quirico d’Orcia is the first village you’ll encounter today, and the spa in its hamlet of Bagno Vignoni is famous. Radicofani, a wonderful village dominated by a castle, is waiting for you further along the way.
Finally, you’ll ride into the Lazio region at Acquapendente, where you will be justly rewarded for your efforts with a visit to the historical centre and an excellent dinner.
- Overnight Location:
- Hotel in Cantiano
- Distance:
- 72km
- Meals:
- Breakfast, dinner
Ride back, briefly, into the Tuscany region and arrive in Pitigliano, with its characteristic historical center called “Little Jerusalem” because of the presence of an ancient Jewish community. After leaving Pitigliano, head for Lake Bolsena, where Civita di Bagnoregio is waiting for you. Here, a very different landscape will provide the ideal setting for an evening in good company with a delicious dinner.
- Overnight Location:
- Hotel in Bolsena
- Distance:
- 65km
- Meals:
- Breakfast, dinner
After a wonderful week, you’ll head back to Siena to depart. Safe travels!
- Overnight Location:
- None
- Distance:
- None
- Meals:
- Breakfast
Tour Map
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Inclusions
Included
- 6 breakfasts and 6 dinners are included.
- Accommodations for 6 nights are included.
- Transportation for this tour will include a minibus, both for the transport of your luggage and for any type of assistance that may be required, and the presence of a technical guide cycling alongside you. Airport transfers are not included, however, you will be transferred to/from Alba Train Station.
- Minibus assistance
- Taxes
- Technical bike guide and assistance
- Technical bike shirt
- Station and hotel transfers
- Airport Transfers
Not included
- Tips
- Laundry
- Drinks at dinner
- Medical insurance
- Lunches
- Anything not mentioned as included
Optional Extras
- Additional nights before or after the tour
- Single occupancy upgrades
- Optional activities or excursions
- Bike rental:
- Road bike
- E-road bike
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FAQ
We rate this tour as a 3/5. Each day you’ll be riding between 60 and 80 km, so the tour is suitable for intermediate cyclists.
Check with your local country about visa requirements. You could also try this website, though you should verify with your government.
6 breakfasts and 6 dinners are included.
Yes, it is mandatory to have health and medical insurance to join this trip, and your insurance should cover cycling. Get your Travel Insurance.
The closes airport to Siena is Florence (FLR), from where you can take the train to Siena.
Yes, the tour guides are English-speaking.
It will end in Alba.
Yes, you can rent a bike during the booking process. Bikes available are the Giant TCR Advanced 2 model in all sizes. In addition, you can choose between road bikes, trek bikes, and E-road bikes.
Yes. If you bring your own bike, it should be a road bike suitable for the demands of the tour
Yes, if you are a group of at least 4 people we can adapt our departures to your needs.
Yes, we can. All of the included restaurants can provide a personalized menu.
Check with your family doctor.
Please check with your local government about travel restrictions before you book your tour. This map from the US Department of State provides an overview of the current status in countries around the globe. The UK‘s Foreign Office and Government of Canada also provide advice on foreign travel. Note that the travel advice may change depending on your nationality.
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