Tuscany Val d’Orcia Cycling Tour
Explore the most iconic Tuscan scenery in Val d’Orcia by bicycle
Lifetime Deposit
Self-Guided

Tuscany Val d’Orcia Cycling Tour Overview
The Tuscany Val d’Orcia Cycling Tour is the perfect way to experience the best of Tuscan scenery, food, and culture in an efficient cycling trip.
The Tuscany Val d’Orcia Cycling Tour begins Buonconvento, a historically rich medieval town. After exploring the town, you’ll be transferred to the farmhouse B&B that will serve as home for the next four nights. Indulge in the first of your delicious Tuscan dinners and relax in the spa-like accommodations before the first day of cycling.
In the morning, a ride through the countryside to Murlo is as perfect as Tuscany gets. Cycling into the woods reveals the Crevole River, and trailing up to the cliffs takes you into a magical oak tree forest. From here, you’ll arrive in La Befa, where you’re treated to picture-perfect Tuscan views.
The next day’s ride takes you through Brunello wine country to the Monte Amiata volcano. The scenery is simply incredible as you pass perfectly-lined vineyards and olive groves. When you arrive in Montalcino, take a moment to explore the 14th-century fortress before cycling back to Buonconvento.
The final day of your Tuscany Val d’Orcia Cycling Tour begins with a morning transfer to Pienza, where you’ll cycle through some of the most pristine countryside in Tuscany. Halfway through the Orcia valley, make a stop in Lucignano d’Asso to grab lunch.
Finally, you’ll arrive back at the Pieve a Salti farmhouse for an evening of fine food and relaxation. In the morning, a transfer back to Buonconvento marks the end of your stellar Tuscany Val d’Orcia cycling adventure.
Trip highlights
Cycle through the Val d’Orcia, one of the most beautiful natural areas in Tuscany.
Stay in an authentic Tuscan estate with an onsite spa and an excellent restaurant.
Cycle to ancient medieval towns and through quintessential Tuscan countryside.
Dine on locally produced, organic Tuscan delicacies from nearby farmers.
Day By Day Itinerary
Your cycling tour of Tuscany’s Val d’Orcia region begins in Buonconvento, a town rich in culture and history. Spend the evening settling into the B&B where you’ll be staying.
- Overnight Location:
- Agritourismo near Buonconvento
- Distance:
- None
- Meals:
- None
The day starts off in one of the most beautiful parts of Italy, and the ride to Murlo is simply incredible. After cycling through the rolling hills of the Tuscan countryside, you’ll dive into the woods to ride alongside the Crevole River. Ascending towards cliffs brings you through an oak forest to the town of La Befa. Your effort will be rewarded with picturesque views.
- Overnight Location:
- Agritourismo near Buonconvento
- Distance:
- 3.5 hours, 33km, 584m elevation gain
- Meals:
- Breakfast
Today’s ride starts in fields of sunflowers almost too idyllic to believe. In Brunello wine country, the Monte Amiata volcano looms ahead and rows of olive and grape trees line the trail. If you wish to enjoy a longer ride today, cycling to Montalcino gives you the chance to explore a 14th-century fortress town before heading back to Buonconvento for the night.
- Overnight Location:
- Agritourismo near Buonconvento
- Distance:
- 3 or 6 hours, 24 or 23 km, 587 or 1177m elevation gain
- Meals:
- Breakfast
A morning transfer begins the final day of your cycling tour of Val d’Orcia. Riding through the countryside of the Orcia valley definitely deserves a few photo stops, and a stop in Lucignano d’Asso is a great chance to admire the view. Finally, you’ll arrive back at the agriturismo of Pieve a Salti to relax for the evening.
- Overnight Location:
- Agritourismo near Buonconvento
- Distance:
- 6 hours, 14 km, 227m elevation gain
- Meals:
- Breakfast
The end of your Tuscan cycling adventure comes after breakfast, when it’s time to catch the train to the airport. Until next time!
- Overnight Location:
- None
- Distance:
- None
- Meals:
- Breakfast
Tour Map

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Inclusions
Included
- 4 breakfasts are included.
- Accommodation for 4 nights is included.
- This tour includes pick up and drop off in Buonconvento on the arrival and departure day, one transfer during the tour (day 4) and rental bike pick up and drop off.
- Route guides and notes
- Maps and detailed information packs
- 24/7 telephone guidance and support
- Bike theft insurance
Not included
- Bike rental
- Travel insurance
- Meals and drinks not mentioned as ‘included’
- Tourist taxes (€1 EUR per person daily)
- Personal equipment
Optional Extras
- Bike rental
- Airport transfers
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These reviews reflect all trips offered by this local tour partner on 10Adventures, not just the tour you’re viewing.
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FAQ
We rate this tour as a 3 / 5. You will cycle moderate distances through hilly terrain. Expect daily climb between 350 and 700 m and very little shade on this route.
Check with your local country about visa requirements. You could also try this website, though you should verify with your government.
Self-guided travelling is not difficult! For many, it is a preferred type of travel as you are in charge of your own time and pace. You are provided all the information on which direction you need to go daily. You don’t need to carry lots of things with you and can only carry your daypack, as your luggage will be picked up from your hotel daily in the morning and delivered to your destination hotel.
4 breakfasts are included.
Yes. You will need to acquire travel insurance that covers hiking/walking. Get your Travel Insurance.
The best airport to arrive at is Florence (FLR). From FLR, take the bus to Santa Maria Novella train station and then transfer to a train for Buonconvento, which changes once in Siena. Check train schedules here.
No, you will be provided with maps, route guides, notes, and 24/7 telephone support to complete your self-guided tour.
The tour ends in Buonconvento, where you can take the train to the airport.
Yes, you can rent an electric, hybrid, or mountain bike. Your rental includes a helmet, bags, odometer, padlock, repair kit, and water bottle.
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.
Why book Tuscany Val d’Orcia Cycling Tour with 10 Adventures?
Self-guided Specialists
Combine the freedom of travelling on your own with the confidence that all of the logistics are taken care of.
Packed with Inclusions
Accommodations, luggage transfers, gear rentals, and more - all taken care of so you can focus on making memories.
World Class Support
Have peace of mind for when travel plans change with our hassle-free booking process and unbeatable support.
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