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Tours/Europe/Italy/Tuscany

Tuscany Cycling through the Val d’Orcia

Visit picturesque Tuscan villages on bike tour of Val d’Orcia

4.7 (54 ratings)

Italy, Europe

Happiness Promise

Panoramic views from Tuscany Cycling through the Val d’Orcia Tour

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From $750USDBook Now

Lifetime Deposit - Lifetime deposit means if you need to cancel your booking you’ll get a credit for your full deposit to use on your next booking.

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About this tour:

8 days

Mar-Oct

Standard Biking

Self-guided, Private

Hotels

Moderate (3/5)

What travellers are saying about 10Adventures

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Why travellers choose this tour

At 10Adventures, we take care of the details so that our guests can focus on making memories. Enjoy these key features on this tour.

We're Canadian

Book with a Canadian company whose mission is to help you travel the world.

Meals

Don't worry about meals. 7 breakfasts are included.

Transfers

Check out the 'What's Included' tab for more info on personal transfers during your tour.

Local Support

Travel stress-free knowing in-country local support is available by regular phone or WhatsApp to support you during your tour.

Payments Made Easy

Enjoy the flexibility and ease of staggered payments in your own currency using your choice of credit card.

Route Resources

Route notes, maps, and/or a trail app make navigation on this tour a breeze.

Park Entrance Fees

Included where possible! Check the 'What's Included' tab for more info on park entrance fees during your tour.

Luggage transfers

Take a load off, with optional or included luggage transfers. Check inclusions for further details.

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.

Hotels on Standard Tour

Night 1-3

See Tripadvisor Reviews

Agriturismo Pieve a Salti in Buonconvento

This farmhouse B&B is just a few kilometres away from some of Buonconvento’s top destinations. The rooms are beautifully decorated in rustic Tuscan style.

Night 4-6

See Tripadvisor Reviews

Hotel Rutiliano in Pienza

Hotel Rutiliano features modern rooms with TVs, private bathrooms, Wi-Fi, and a spa. Enjoy outdoor swimming and a great location.

Night 7

See Tripadvisor Reviews

Agriturismo Pieve a Salti in Buonconvento

This farmhouse B&B is just a few kilometres away from some of Buonconvento’s top destinations. The rooms are beautifully decorated in rustic Tuscan style.

Planning a group trip?

Learn how we help group of friends, outdoor clubs and families get the tour they’ve been dreaming about.

Tuscany Cycling through the Val d’Orcia Tour Details

Overview

Tuscany Cycling through the Val d’Orcia Overview

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!

Itinerary

Tuscany Cycling through the Val d’Orcia Itinerary

Day 1

Day 1: Arrival in Buonconvento

Overnight Location - Hotel in Buonconvento | Distance - None | Meals - None

Your cycling tour of Tuscany’s Val d’Orcia region begins in Buonconvento, a town rich in culture and history. Explore the medieval buildings before settling into the B&B where you’ll be staying.

Day 2

Day 2: Tour of Murlo and La Befa

Overnight Location - Hotel in Buonconvento | Distance - 3.5 hours, 33km, 584m elevation gain | Meals - Breakfast=

The first full day of your Tuscan cycling tour 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 a magical oak forest dotted with yellow flowers to the town of La Befa. Your effort will be rewarded with picturesque views.

Day 3

Day 3: Montalcino and Brunello Wine loop

Overnight Location - Hotel in Buonconvento | Distance - 3 or 6 hours, 24 - 23 km, 587 – 1,177m elevation gain | Meals - Breakfast=

Today’s ride captures some of the most beautiful scenery you’ll see on your Val d’Orcia cycling tour. Start by riding through simply perfect sunflower fields to Brunello wine country. Soon, the Monte Amiata volcano looms ahead and rows of vineyards and olive groves 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 and its vibrant Palazzo Communale before heading back to Buonconvento for the night.

Day 4

Day 4: Cycle to Pienza

Overnight Location - Hotel in Pienza | Distance - 4.5 hours, 37.7 km, 1,000 m elevation gain | Meals - Breakfast

Today’s leg of your cycling tour through Tuscany starts with an ascent to the incredible Monastery of Monte Oliveto Maggiore. Take some time to snap photos of the beautiful frescoes and the lush botanical garden before hopping back on the bike towards Pienza. This section of the ride is simply incredible, with hundreds of cypress trees and small hamlets whizzing by. Stop by the Sant’Anna in Camprena monastery, where “The English Patient” was filmed. Pienza is a UNESCO World Heritage Site, and you’ll love spending time exploring its streets.

Day 5

Day 5: Bagno Vignoni loop

Overnight Location - Hotel in Pienza | Distance - 3 hours, 27.7 km, 674 m elevation gain | Meals - Breakfast

Today’s ride is nice and relaxing. You’ll cruise down smooth trails to the hamlet of Bagno Vignoni. Take some time to rest your legs in the thermal springs here- keep an eye out for the fabled water nymphs! Cycling back to Pienza is relaxed and calm in the fading daylight.

Day 6

Day 6: Montepulciano loop

Overnight Location - Hotel in Pienza | Distance - 4.5 hours, 24 km, 1,000 m elevation gain | Meals - Breakfast

Another stunning moment in your Val d’Orcia cycling tour is riding the panoramic trail from Pienza to Montepulciano. Pass the ancient hamlet of Monticchiello as you ascend a limestone ridge that gives you a great birds-eye view of the Val d’Orcia. It’s a tough ascent up to Montepulciano, but the glass of well-loved local Vino Nobile wine helps ease the pain. Have two glasses, because the way home is all downhill!

Day 7

Day 7: Cycle to Buonconvento

Overnight Location - Hotel in Buonconvento | Distance - 2.5 hours, 24 km, 400 m elevation gain | Meals - Breakfast=

The last full day of your Tuscany Val d’Orcia cycling tour starts on a historical pilgrimage trail to San Quirico d’Orcia. The narrow streets take you right back to the 16th century, with carefully preserved buildings and frescoes. Hop back on the bike for a ride across the Tuoma stream bridge, and then cycle into panoramic views of Tuscany’s gorgeous countryside.

Day 8

Day 8: Farewell, Val d’Orcia

Overnight Location - None | Distance - None | Meals - Breakfast

Enjoy a final breakfast before a quick transfer starts your journey home. Rest those legs and revel in your memories of the wonderful trip.

Tour Highlights

What's Included

Dates & Prices

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	$1,395USD	$1,225USD	$975USD	$825USD

Optional extras
Hybrid bike rental (incl. bags, 1 odometer every 2 bikes, phone holder):$195USD
E-bike rental (incl. bags, 1 odometer every 2 bikes, phone holder):$295USD
Printed trip documents:$50USD

Accommodation

Map

Reviews (54)

Tour Booking Process

FAQ

FAQ for Tuscany Cycling through the Val d’Orcia

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.

Tour Difficulty

From $750USD

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Why book with 10 Adventures?

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Experience the trip of a lifetime organized by a team of travel specialists who combine knowledge and passion for adventure travel.

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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

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We take care of accommodations, luggage transfers, gear rentals, and more - so you can focus on making memories.

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Whether you are planning or travelling, no matter what your question, a real human is always a call or click away.

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We make it easy for travellers to book private travel experiences, so they can make memories exploring the world with the people that matter most.

— Richard Campbell, CEO

Tuscany Cycling through the Val d’Orcia

What travellers are saying about 10Adventures

Why travellers choose this tour

We're Canadian

Meals

Transfers

Local Support

Payments Made Easy

Route Resources

Park Entrance Fees

Luggage transfers

Accommodation for Tuscany Cycling through the Val d’Orcia

Hotels on Standard Tour

Night 1-3

Agriturismo Pieve a Salti in Buonconvento

Night 4-6

Hotel Rutiliano in Pienza

Night 7

Agriturismo Pieve a Salti in Buonconvento

Tuscany Cycling through the Val d’Orcia Tour Details

Tuscany Cycling through the Val d’Orcia Overview

Tuscany Cycling through the Val d’Orcia Itinerary

Day 1: Arrival in Buonconvento

Day 2: Tour of Murlo and La Befa

Day 3: Montalcino and Brunello Wine loop

Day 4: Cycle to Pienza

Day 5: Bagno Vignoni loop

Day 6: Montepulciano loop

Day 7: Cycle to Buonconvento

Day 8: Farewell, Val d’Orcia

Highlights for Tuscany Cycling through the Val d’Orcia

What’s included in the Tuscany Cycling through the Val d’Orcia Tour?

Meals

Accommodations

Transportation during the Tour

Also Included

Not included

Optional Extras

Solo Traveller

Single Room (2+)

Double/Twin Room

Triple Room

Accommodation for Tuscany Cycling through the Val d’Orcia

Hotels on Standard Tour

Night 1-3

Agriturismo Pieve a Salti in Buonconvento

Night 4-6

Hotel Rutiliano in Pienza

Night 7

Agriturismo Pieve a Salti in Buonconvento

Map of Tuscany Cycling through the Val d’Orcia

Reviews for Tuscany Cycling through the Val d’Orcia

Tour Booking Process

FAQ for Tuscany Cycling through the Val d’Orcia

Tour Difficulty

Why book with 10 Adventures?

We know adventure

Self-guided specialists

Packed with value

World Class support

Hassle free bookings

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