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This self-guided cycling tour through Tuscany takes you through the Val d’Orcia. This bike tour is an incredible opportunity to see one of Tuscany’s most pristine natural areas by bicycle. Cycling through quaint Tuscan towns, eating delicious, authentic cuisine, and relaxing in expansive accommodations await you on this lovely Tuscan cycling tour.
This cycling tour of the Tuscan countryside begins in Buonconvento, a medieval town with rich history. You can spend some time exploring the ancient architecture before retiring to your accommodations. You’ll be staying in a farmhouse inn, or “agriturismo”, with wonderful amenities. Take a dip in the pool before diving into the first of your authentic Tuscan dinners.
The next day, you’ll start your cycling tour of Tuscany’s Val d’Orcia region by riding through the pristine countryside to Murlo. Dipping down into the dense woods by the Crevole River provides another great view before riding through an oak tree forest filled with yellow flowers. The scenery is so divine, you might want to pause for a moment before arriving in La Befa.
The next leg of the Tuscany cycling through the Val d’Orcia Tour has you cycle through Brunello wine country. Pedaling through fields of sunflowers is sublime, and the view once you arrive at the Monte Amiata volcano is imposing. Continuing through olive groves and vineyards is blissful before you make it to Montalcino. This 14th-century fortress city is the perfect break for a snack and sightseeing before hopping back in the saddle to return to Buonconvento.
The next portion of your cycling tour of the Val d’Orcia involves an uphill ascent to the Monastery of Monte Oliveto Maggiore, a stunning sight with a lovely botanical garden. Then, a swim in the thermal pools near Bagno Vignoni is welcome on your legs. Cycling to Pienza on gently rolling hills is truly what Tuscany is all about, and you’re sure to be raving about the views all the way to Buonconvento and then on the trip home. Arrivederci, Val d’Orcia!
Tuscany Cycling through the Val d’Orcia
This self-guided cycling tour through Tuscany takes you through the Val d’Orcia. This bike tour is an incredible opportunity to see one of Tuscany’s most pristine natural areas by bicycle. Cycling through quaint Tuscan towns, eating delicious, authentic cuisine, and relaxing in expansive accommodations await you on this lovely Tuscan cycling tour.
This cycling tour of the Tuscan countryside begins in Buonconvento, a medieval town with rich history. You can spend some time exploring the ancient architecture before retiring to your accommodations. You’ll be staying in a farmhouse inn, or “agriturismo”, with wonderful amenities. Take a dip in the pool before diving into the first of your authentic Tuscan dinners.
The next day, you’ll start your cycling tour of Tuscany’s Val d’Orcia region by riding through the pristine countryside to Murlo. Dipping down into the dense woods by the Crevole River provides another great view before riding through an oak tree forest filled with yellow flowers. The scenery is so divine, you might want to pause for a moment before arriving in La Befa.
The next leg of the Tuscany cycling through the Val d’Orcia Tour has you cycle through Brunello wine country. Pedaling through fields of sunflowers is sublime, and the view once you arrive at the Monte Amiata volcano is imposing. Continuing through olive groves and vineyards is blissful before you make it to Montalcino. This 14th-century fortress city is the perfect break for a snack and sightseeing before hopping back in the saddle to return to Buonconvento.
The next portion of your cycling tour of the Val d’Orcia involves an uphill ascent to the Monastery of Monte Oliveto Maggiore, a stunning sight with a lovely botanical garden. Then, a swim in the thermal pools near Bagno Vignoni is welcome on your legs. Cycling to Pienza on gently rolling hills is truly what Tuscany is all about, and you’re sure to be raving about the views all the way to Buonconvento and then on the trip home. Arrivederci, Val d’Orcia!
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.
Trip map
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Why book with 10 Adventures?
We know adventure
Founded by experienced travellers, active and adventure vacations are all we do.
Experience the trip of a lifetime organized by a team of travel specialists who combine knowledge and passion for adventure travel.
Self-guided specialists
With over 600 tours across 30+ countries, we specialize in self-guided tours.
Combine the freedom of travelling on your own with the confidence that all of your logistics are taken care of.
Packed with value
Get everything you need for your next vacation with one easy booking.
We take care of accommodations, luggage transfers, gear rentals, and more - so you can focus on making memories.
World Class support
Get unbeatable support at every step of your journey.
Whether you are planning or travelling, no matter what your question, a real human is always a call or click away.
Hassle free bookings
Have peace of mind for when travel plans change.
Explore our flexible booking, payment, and cancellation options, as well as our Lifetime Deposits program.
Solo Traveller
Single Room (2+)
Double/Twin Room
Triple Room
| Dates | Solo Traveller | Single Room (2+) | Double/Twin Room | Triple Room |
|---|---|---|---|---|
| Apr 1, 2025 to Oct 31, 2025 | $1,525USD | $1,325USD | $1,050USD | $925USD |
| Optional extras | ||||
| Hybrid bike rental (incl. bags, 1 odometer every 2 bikes, phone holder):$225USD | ||||
| E-bike rental (incl. bags, 1 odometer every 2 bikes, phone holder):$325USD | ||||
| Printed trip documents:$50USD | ||||
Meals
7 breakfasts are included.
Accommodations
Accommodation for 7 nights is included.
Transportation during the Tour
This tour includes transfers to and from Buonconvento on the first and last days of the tour, as well as rental bike delivery and pick up. This tour also includes two luggage transfers (on day 4 and day 7).
Also Included
- Route guides and notes
- Maps and detailed information packs
- 24/7 telephone guidance and support
- Bike theft insurance
Not included
- Bike rental
- Travel insurance
- Tourist taxes (€1 EUR per person daily)
- Personal equipment
- Anything not mentioned as ‘included’
Optional Extras
- Bike and biking equipment rental
- Any additional nights before or after tour
- Airport transfers
Accommodation for Tuscany Cycling through the Val d’Orcia
This tour is based in 2-2.5 star hotels and farmhouse bed and breakfasts. The hotels offer ensuite rooms with rustic decoration. In some cases, accommodation listed below may need to be substituted for other, comparable accommodations.
Single Rooms and Solo Travelers
Solo travellers must pay a supplement (please check Dates and Prices for more info). However, it’s definitely possible to match single travellers up.
How hard is the Tuscany Cycling through the Val d’Orcia Tour?
We rate this tour as a 3 / 5. While the distances aren’t great, the route is hilly and there is significant elevation gain. You can rent an e-bike if you’re looking for a bit of help on this tour.
Do I need a Visa to travel to Italy?
Check with your local country about visa requirements. You could also try this website, though you should verify with your government.
Are meals included on the Tuscany Cycling through the Val d’Orcia Tour?
7 breakfasts are included.
Do I need insurance?
Yes. You will need to acquire travel insurance that covers hiking/walking. Get your Travel Insurance.
How do I get to Buonconvento to start this tour?
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.
Is the Tuscany Cycling through the Val d’Orcia Tour guided?
No, you will be provided with maps, route guides, notes, and 24/7 telephone support to complete your self-guided tour.
I’ve never been on a self-guided trip! How does it work?
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.
Where does the Tuscany Cycling through the Val d’Orcia Tour end?
The tour ends in Buonconvento, where you can take the train to the airport.
Can I rent a bike?
Yes, you can rent an electric, hybrid, or mountain bike. Your rental includes a helmet, bags, odometer, padlock, repair kit, and water bottle.
Do I need special vaccines to travel to Italy?
Check with your family doctor.
Are there any travel restrictions for Italy?
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.