Road trip through Tuscany, a travel itinerary

Some people pinch themselves, some think they are in dreamland, some run out of adjectives to describe this place and some think they have been transported to an otherworldly destination when they visit the most surreal destination that is Tuscany. This gorgeous location in the central part of Italy is home to some of the most beautiful landscapes and exquisite vineyards. If someone is not falling in love with this place, there must be something terribly wrong with that individual. Have we enticed you enough to plan a road trip through Tuscany?

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Road trip in Tuscany, Chianti, Italy - Tuscan Villa, Sunset View, Vineyards- Travel Blog 2 — One of the most amazing sunsets of our life.

Tuscany

The rolling hills of Tuscany are straight out of a postcard and we were head over heels in love the moment we drove into this stunning location. The long and winding roads surrounded by golden wheat fields, leading towards enchanting hilltop villages lined with cypress trees were just mesmerizing. Words and photographs really cannot do justice to this irresistible destination and one can comprehend the beauty of Tuscany only by being there physically. It’s really hard not to hold hands with your loved one, look in their eyes, and fall in love once again. No wonder Tuscany has been used as a backdrop for many romantic movies.

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Road trip in Tuscany, Chianti, Italy - Tuscan Villa, Sunset View, Vineyards- Travel Blog 9 — Holding hands and falling in love once again.

Road trip in Tuscany, Chianti, Italy - Street View - Travel Blog 4 — Exploring little towns of Tuscany.

It’s extremely hard to cover the whole Tuscan region unless you are living in the region. In this blog post, we will try to provide as much information as possible on Tuscany based on the experience we had during the three days that we spent as tourists. We must have visited probably 5% of Tuscany and we highly recommend you to do more research on other parts of Tuscany.

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Road trip in Tuscany, Asciano, Italy - Sunset view, Travel blog 10 — You should visit Tuscany for views like this!

Road trip through Tuscany and things to do:

Just drive. A road trip through Tuscany is the best way to explore the region. Rent a car and drive through the spectacular scenery. An ideal location to rent the car is from Florence if you are flying into Florence or flying out of Pisa. Most of the Italian rental companies accept non-EU driving licenses as long as it’s in English and over one year old. However, it’s always better to confirm first before booking the car.

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Road trip in Tuscany, Asciano, Italy - Street view, Travel blog 1 — Driving around and exploring small Tuscan villages.

Chianti:

The world-famous Chianti Classico is produced in the vineyards at Chianti. The wineries go through some rigorous testing and multiple inspections to bottle their red wines as a Classico. Chianti is a region that sits between Florence and Sienna, dominated by picturesque vineyards, small towns with stone farmhouses, and churches built during the medieval ages. We stayed in a town called Barberino Val d’Elsa, in a self-catering, refurbished 150-year-old farmhouse for three nights, which was a thoroughly satisfying experience and an insufficient duration to take in the beauty of this wine region. Visit the Chianti page for more info on other towns and attractions at Chianti.

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Road trip in Tuscany, Chianti, Italy - Tuscan Villa, Sunset View, Vineyards- Travel Blog 7 — Vineyards of Chianti!

Road trip in Tuscany, Chianti, Italy - Street View - Travel Blog 3 — Exploring Chianti with an unlimited number of Gelatos.

Road trip in Tuscany, Chianti, Italy - Street View - Travel Blog 2 — Charming alleyways..

Road trip in Tuscany, Chianti, Italy - Street View - Travel Blog 1 — Antique-looking Italian houses lined up with pretty windows.

Road trip in Tuscany, Chianti, Italy - Street View, Shops - Travel Blog 1 — We bought the world’s best pesto pasta from this small grocery shop in Chianti and it’s definitely worth remembering.

Asciano:

This is a small town to the south of Barberino Val d’Elsa, just about an hour away. The drive to this hill town should not be missed and would be a breathtaking experience. As this town is in the province of beautiful Siena, the moment you get off of the highway, you would be greeted with a sublime landscape. The curving roads, gorgeous wheat fields, and perfectly lined cypress trees on the hills would be a feast for the eyes. It would be hard not to stop at every corner and take in the view of the majestic Tuscany. Definitely make sure you add Asciano to your itinerary for a road trip through Tuscany

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Road trip in Tuscany, Asciano, Italy - Sunset view, Travel blog 1 — Gorgeous houses lined up with cypress trees.

Road trip in Tuscany, Asciano, Italy - Sunset view, Travel blog 3 — Exploring Asciano’s mustard fields.

Road trip in Tuscany, Asciano, Italy - Sunset view, Travel blog 4 — and wheat fields…

Road trip in Tuscany, Asciano, Italy - Sunset view, Travel blog 11 — Dad was extremely interested in checking out this golden crop.

Road trip in Tuscany, Asciano, Italy - Sunset view, Travel blog 12 — We enjoyed traveling with our parents. 🙂

Road trip in Tuscany, Asciano, Italy - Sunset view, Travel blog 13 — Beautiful Tuscan views…

Road trip in Tuscany, Asciano, Italy - Sunset view, Travel blog 8 — It was so difficult for us to get back from Asciano.

Val d’Orcia:

As one can never get enough of Tuscany, we highly recommend you to drive further south to another charming town in the Siena region. Val d’Orcia features in many renaissance paintings depicting the softly rolling green hills. Unfortunately, due to time constraints, we could not visit this place, hence you can check this site for more information.

Where to stay in Tuscany:

If you want to truly experience Tuscany, the best option is to rent a farmhouse or a villa. Even though it would be a bit expensive than the traditional hotels, the rustic farmhouses would take you back in time and would go perfectly with the mood of the countryside Tuscany.

We stayed at Fattoria Casa Sola, a farmhouse on top of a hill with sweeping views of the Chianti countryside. The stay was well worth it and the owner Anna was extremely pleasant. They produce Chianti Classico Riserva and extra-virgin olive oil as well. She gave us a tour of the winery which also included select varieties of prestigious wines. We were in awe listening to the story of how grapes turn into wine. A lot of meticulous work goes behind it and it’s really hard to maintain the quality of the wine, year over year. We just chilled out all three days, cooking our own pasta, enjoying some high-quality wine with every meal, relaxing at the pool overlooking the valley, and just strolling around the estate.

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Road trip in Tuscany, Chianti, Italy - Tuscan Villa - Travel Blog 2 — Rustic farmhouse makes for an amazing photo backdrop.

Road trip in Tuscany, Chianti, Italy - Tuscan Villa, Vineyards- Travel Blog 1 — and a perfect spot for having wine!

Road trip in Tuscany, Chianti, Italy - Tuscan Villa - Travel Blog 3 — Trust us, we have never enjoyed such amazing wine in our lifetime…

Road trip in Tuscany, Chianti, Italy - Tuscan Villa, Sunset View, Vineyards- Travel Blog 8 — Not to forget Fattoria Casa Sola’s beautiful vineyards.

Road trip in Tuscany, Chianti, Italy - Tuscan Villa, Sunset View, Vineyards- Travel Blog 5 — and breathtaking views…

Our thoughts on this road trip through Tuscany

Tuscany was exhilarating, to say the least, and we were left wanting for more. We are planning to come back here and stay longer to appreciate the true beauty of this alluring region. The impact of Tuscany on us has been so profound that we are considering living the rest of our after-retirement years here.

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