Everyone agrees: Tuscany is a true gem and full of beautiful routes. The most scenic drives in Tuscany can be found in Val d’Orcia. The valley is stunningly gorgeous with its cypress roads and endless landscape views. Its little medieval cities and towns in Val d’Orcia are charming and worth visiting. The scenic drives in Val d’Orcia are riddled with photo spots. One after the other.

I started a 1-week-Tuscany Tour in Pisa when Val d’Orcia was my third stop. My base was the adorable B&B Antico Borgo in Seggiano, a very small hill-top town about 30 minutes from San Quirico. I enjoyed the hospitality of the Antico Borgo staff, my beautiful, large room and the local people meeting up in the Osteria of the B&B. My favorite dish was the Pici al Ragù di Chianina, a home made pasta with ragù sauce of the Chianina beef.

By driving around Val d’Orcia I discovered the most scenic drives in Tuscany with the most beautiful photo spots in Val d’Orcia. These are my 3 favorite photographic routes:

1
San Quirico d’Orcia – Montecchiello – Pienza 

The heart of Val d’Orcia is San Quirico and often gateway for the scenic Tuscany routes. The first tour starts in San Quirico. You take the SR2 towards south to the first stop Poggio Covili, a farmhouse with a cypress tree lined road leading to the house. I wouldn’t mind living there, would you?

Scenic drive Tuscany

From the farmhouse take your route towards Monticchiello and make several stops along the road. You will find plenty of beautiful sceneries and you won’t stop pressing the shutter of your camera. Before you stop in Monticchiello for a quick coffee, look back on the amazing landscape you will see behind you.

scenic drive Tuscany


Monticchiello
is an ancient, very small town built on a hill. There is free parking on a visitor’s parking space right below the village. Take a stroll through the narrow streets, have a coffee and enjoy the stunning view on Tuscany’s landscape.

scenic drive Tuscany
Monticchiello

From Monticchiello take the road SP88 back and turn on SP18 towards Pienza. Before you reach the village, you will see a graveled road on your left leading to a farmhouse. You can follow this road and will find some nice photo spots.

scenic drive Tuscany
Photo spot before reaching Pienza

The next stop is Pienza, a village, also built on a hilltop with free parking right below the city wall. It is a bit bigger than Monticchiello, but still tiny. Pienza is well known for its Pecorino – a tasty cheese made of sheep’s milk. The town is full of beautifully decorated shops and restaurants serving local food. If you fancy some art and culture, visit Palazzo Piccolomini right in the middle of Pienza, you cannot miss it. The main hall is an amazing architectural creation and from the Loggia you have a nice panoramic view.

Scenic drive Tuscany
Pienza

Before you leave Pienza, walk a view steps down the main road and you will find a vantage point where you can set up your camera gear and shoot a beautiful landscape image. You can use both a wide angle and a tele lens, although I preferred to use the tele lens. The landscape seems to be endless and with the tele you can capture some details, even in the distance.

scenic drive Tuscany
Taken from the vantage point in Pienza

2
San Quirico – Torrenieri – Montalcino

The second scenic drive in Tuscany is a bit shorter, but full of awesome photo spots. We start in San Quirico and take the SP146 where we’ve got three spots in a very short distance. The first one is the famous Podere Belvedere, one of the movie locations of “Gladiator”. The spot is even marked on google maps and there’s a parking area, too.

scenic drive Tuscany

Just a few minutes along the main road there is another beautiful farmhouse “Genna Borborini Maria Eva”. It is a private house, so be respectful when you take pictures. You might be able to capture the cypress road to the building through the locked gate or you’ll be creative 😉

Scenic drive Tuscany

Follow the main road for a few minutes and you will see a space right next to the road where you can stop. From there you’ve got a beautiful view on Cappella di Vitaleta. If you don’t have a tele lens, you should check on Google maps how to get there and take your photographs right from there. It is worth it.

scenic drive Tuscany - Cappella di Vitaleta

If you follow the same road further, you would end up in Pienza. Since we’ve been there already with scenic Tuscany drive 1, we go back to San Quirico and take the main road (SR2) following the direction to Siena. After about 6 kilometers, you will find the famous cypresses of San Quirico on your left side. There is a small parking space. If you google cypresses of San Quirico, you will see stunning photos. Well, I’m not gonna heap praise on mine… 😉

Scenic drive Tuscany

From the beautiful cypresses I kept driving on the main road SR2 until Torrenieri. From there I took a small graveled road to Montalcino. Don’t ask me how I found it. Somehow I did. Be aware that the road is not a good one. There were points where I was afraid to have a flat tire sooner a later. But no, the Fiat 500 did a great job. You won’t be able to drive fast on this road and there is no traffic, which gives you plenty of time to watch the landscape and look for your perfect photo spot. You might spot some athletic Italians jogging, too 😉 At the end of the road you will reach Montalcino.

scenic drive Tuscany

3
Buonconvento – Abbazia di Monte Oliveto Maggiore – Asciano – San Giovanni d’Asso – San Quirico

The last scenic drive of Tuscany is pretty much a round trip with beautiful spots and one particular highlight. I started in Buonconvento and took the side road SP451 all the way towards Asciano, passing Abbazia di Monte Oliveto Maggiore. The road is narrow, but the traffic is low and you can take your time and stop whenever you see something you like.

Scenic drive Tuscany

I suggest you have a coffee or some snack in Asciano before you head to the highlight of the tour: Baccoleno. From Asciano follow Strada A Gramsci and then Strada Provinciale del Pecorile until you reach Baccolano. There is some space to park the car and a small path towards the photo spot. I know the path and the meadow there very, very well, because I lost the car key in the middle of the field and I only realized that my key was gone when I was about to open the car. Can you imagine my face? Bathed in sweat I started with a systematic search and after I walked to the car for the fifth time, I found it :). Anyway, this is the view from the edge of the meadow towards Baccoleno.
Scenic drive Tuscany - Baccoleno

The road leads you back to Torrenieri and San Quririco with some more stops along the third scenic drive in Tuscany’s Val d’Orcia.

scenic drive Tuscany

 

If you’re a landscape lover and on top of that landscape photography is your kind of fun, you do not want to miss Val d’Orcia with its beautiful countryside and charming towns and medieval cities. Don’t miss to check out my Tuscany 7 day itinerary.

The most scenic drives in Tuscany
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