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HomeRoad TripsEuropeSouth EuropeItalyTuscan Wine Trail
Wineyard Tuscany

Tuscan Wine Trail Road Trip

Florence - Greve in Chianti - Siena - Montalcino - Montepulciano

Expect on your itinerary

Historical sites Historical sites
Landscape Landscape
Benefit-stress ratio Benefit-stress ratio
Culture Culture
Comfort Comfort
Urban life Urban life
Road conditions Road conditions
Security Security
Tuscan Wine Trail Road Trip ACTIVATE MAP Stages4 km182 h/stage1.2

Best months to drive

I II III IV V VI
VII VIII IX X XI XII

Road Trip Costs

How much does it cost to go on a Tuscan Wine Trail Road Trip in Italy?

Economy
Low budget options by car rental, accommodation and catering. In- and Out-bound travel expenses are not included.
rent & more 135EUR drive & more 25EUR sleep & more 198EUR eat & more 144EUR Total (est. for 2 prs.) 367EUR Total (est. for 2 prs.) incl. rented car 502EUR
Standard
Mid budget options by car rental, accommodation and catering. In- and Out-bound travel expenses are not included.
rent & more 243EUR drive & more 38EUR sleep & more 319EUR eat & more 216EUR Total (est. for 2 prs.) 573EUR Total (est. for 2 prs.) incl. rented car 816EUR
Premium
High budget options by car rental, accommodation and catering. In- and Out-bound travel expenses are not included.
rent & more 324EUR drive & more 50EUR sleep & more 517EUR eat & more 288EUR Total (est. for 2 prs.) 855EUR Total (est. for 2 prs.) incl. rented car 1,179EUR
Camper
On the road in RV, overnight at camp grounds with self-catering. In- and Out-bound travel expenses are not included.
rent & more 675EUR drive & more 50EUR sleep & more 165EUR eat & more 144EUR Total (est. for 2 prs.) 359EUR Total (est. for 2 prs.) incl. rented car 1,034EUR
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Tuscan Wine Trail Road Trip Itinerary

Experience the best of the Tuscan region with the Tuscan Wine Trail Road Trip! Starting in Florence, you'll make your way through the towns of Greve in Chianti, Siena, and Montalcino, before ending in Montepulciano. Along the way, you'll take in the breathtaking landscapes, historical sites, and UNESCO Heritage Monuments. The total distance is approximately 182km, and can be completed in 3 days. The best time of year to drive the route is during the spring and summer months, when the fields are in bloom and the weather is mild. The Tuscan Wine Trail Road Trip is the perfect way to experience this stunning region of Italy. Good road conditions make the drive enjoyable, and the experience is one that will stay with you for a lifetime. It's suitable for any driver and can be managed on a moderate budget. Don't miss out on this incredible journey through the heart of Tuscany!
number of days 3 number of days
route length 182 km route length
budget fair budget
good for tourist good for
traffic direction on the right traffic direction
accident level moderate accident level

START Florence

Distance 182 km Driving time 4.7 h Pace: slow 41.9 kWh Airports FLR
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Florence, Italy, is the perfect starting point for the Tuscan Wine Trail Road Trip. Located in the heart of Tuscany, this city is the ideal place to start exploring the region’s best vineyards and wineries. Florence is also a city rich in culture and art. From the iconic Duomo to the Ponte Vecchio, there are plenty of sights to explore in and around the city. The Uffizi Gallery, one of the most famous museums in the world, is a must-see for art lovers. For travelers flying into Florence, the closest international airport is the Florence Airport (FLR), located just 6 miles from the city center. There are numerous car rental agencies located at the airport, giving visitors the opportunity to explore the Tuscan countryside in their own vehicle. From Florence, travelers can easily access some of the best wineries in Tuscany. With a car, it is possible to visit the Chianti and Montepulciano regions and explore the many vineyards and wineries located in these areas. Florence is the perfect starting point for the Tuscan Wine Trail Road Trip. With its abundance of culture, art, and vineyards, this city is sure to provide an unforgettable experience.

1 Florence - Greve in Chianti

Distance 44 km Driving time 1.0 h Pace: modest 11.5 kWh View map Itinerary
junction of road trips UNESCO World Heritage Site interesting  historic site accommodation options camper parking available
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Embark on an exciting road trip from Florence to Greve in Chianti! The 44km drive will take you less than an hour. Along the way, you will pass by some amazing UNESCO Heritage sites. Make sure to keep an eye out for the historical sites as you drive! At the end of the journey, you will be rewarded with the stunning views of Greve in Chianti. For more information about attractions, accommodation options, recommended restaurants, and campsites along the route, check out the “Itinerary” of this stage. Get ready to explore the beauty of Florence and Greve in Chianti!

2 Greve in Chianti - Siena

Distance 40 km Driving time 1.1 h Pace: slow 9.3 kWh View map Itinerary
junction of road trips UNESCO World Heritage Site interesting  historic site accommodation options camper parking available
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Are you ready to embark on an unforgettable road trip from Greve in Chianti to Siena? This 40 km journey will take you less than an hour, but you will have plenty of time to explore the historical sites along the way. You will pass through some of the most beautiful countryside in Italy, with vineyards, olive groves, and cypress trees all around. As you drive, you will also be able to admire UNESCO World Heritage Sites, such as the Val d'Orcia and the San Gimignano Historic Centre. Once you reach Siena, you can explore the many attractions in this beautiful city, including the Piazza del Campo, the Torre del Mangia, and the Palazzo Pubblico. You can also visit the Siena Cathedral, which is one of the most important Romanesque-Gothic churches in Italy. For more information on attractions, accommodation options, recommended restaurants, and campsites along the route, please refer to the Itinerary of this stage. Enjoy your journey!

3 Siena - Montalcino

Distance 62 km Driving time 1.8 h Pace: slow 14.3 kWh View map Itinerary
accommodation options camper parking available
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Welcome to the Siena-Montalcino road trip stage! This is one of the most beautiful stages of the tour, leading you through the stunning Tuscan countryside. The distance between Siena and Montalcino is only 62km and the driving time is fewer than 2 hours. Start your journey in Siena, where you can explore the city’s historical centre and its iconic Piazza del Campo. The city’s main square is a UNESCO World Heritage Site and is the perfect place to get an idea of the city’s unique atmosphere. Continue your journey to Montalcino, located on a hilltop surrounded by vineyards. Here you can explore the city’s medieval architecture and the impressive Fortezza di Montalcino. The city is also home to the world-famous Brunello di Montalcino wine. Along the way, you will have the opportunity to explore the Tuscan countryside and its charming villages. Make sure to take some time to relax and enjoy the magnificent views. For more information regarding attractions, accommodation options, recommended restaurants, and campsites along the route, please check the “Itinerary” of this stage. Have a great journey!

4 Montalcino - Montepulciano

Distance 35 km Driving time 0.8 h Pace: modest 9.2 kWh View map Itinerary
junction of road trips interesting  historic site accommodation options camper parking available
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Embark on a unique road trip from Montalcino to Montepulciano, two of the most beautiful hill towns in the Tuscan countryside. This 35 km journey will take you less than an hour to complete, but you will want to take your time to explore the many historical sites along the way. Start your journey in Montalcino, known for its Brunello di Montalcino wines and its fortress, built in the 14th century. Don’t forget to take in the panoramic views of the Val d’Orcia and the Val di Chiana valleys. From there, your journey will take you to the charming town of Pienza, famous for its pecorino cheese. Take a break to explore the cobblestone streets and admire the Renaissance-style palaces. Continue your journey to the enchanting town of Montepulciano, with its ancient churches and palaces. Here, you can sample the local Vino Nobile di Montepulciano and take in the views from the terraces of the Palazzo Comunale. This is just one stage of a larger tour, and more information about attractions, accommodation options, recommended restaurants, and campsites along the route is available in the “Itinerary” of this stage. So, get ready to explore the beauty of the Tuscan countryside on this unforgettable road trip.

  Montepulciano

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Montepulciano is a delightful hilltop town in the Tuscany region of Italy, and the perfect end to the Tuscan Wine Trail Road Trip. It is home to some of the most renowned wines in the world and the main attraction for visitors is the wine tasting tours. With its cobblestone streets, terracotta-tiled homes, and stunning views of the rolling hills, Montepulciano is a must-see for any traveler. When in Montepulciano, be sure to visit the Piazza Grande, a stunning square adorned with stunning architecture. The Palazzo Comunale is the town hall and boasts a grand staircase and beautiful frescoes. Also, the Duomo di Montepulciano is a breathtaking cathedral with a bell tower and a terrace offering stunning views of the surrounding countryside. For wine lovers, Montepulciano is a paradise. There are many wineries to explore and taste the local wines. The most popular wine is the Vino Nobile di Montepulciano, a full-bodied red that is aged for years in the cellars. Be sure to check out the Cantina Contucci, where you can taste wines, purchase bottles, and learn about the history of the region’s wine production. The closest international airport to Montepulciano is Florence Airport (FLR), which is approximately 90 km away. From there, you can rent a car and take the scenic drive through the Tuscan countryside to Montepulciano. The drive is about 1.5 hours and offers stunning views of the countryside. At the end of your Tuscan Wine Trail Road Trip, you’ll find yourself in Montepulciano, a hilltop town with stunning architecture, world-renowned wines, and breathtaking views of the Tuscan countryside. From here, you can savor the local wines, explore the cobblestone streets, and enjoy the beauty of the Italian countryside.

Tuscan Wine Trail Road Trip at a glance

We hope that the presented Tuscan Wine Trail Road Trip gave you plenty of inspirations for your future holiday excursions.
Our itinerary can be used as a base that can be recreated in its entirety or only partially and that can be enriched with interesting stopovers.
If you are planning on travelling by car in Italy, there are a number of essential traffic regulations to follow and a number of elements to be mindful of to ensure safety. These tips will surely become useful for travellers who are considering vehicle hire or hiring a camper.
In Italy, there are a number of road regulations to be remembered while on a trip. When moving around Italy in a car, it is best to avoid spirits at any price. Drivers ought to remember that the permitted level of alcohol in blood is low and equals only 0.5‰. Exceeding the maximum permissible speed, which is 50km/h, when driving around the the city streets may lead to a speeding fine. In non-build-up areas, tourists can travel at the maximum permissible speed of 90km/h. While on motorways, you can travel at the maximum speed of 130km/h. We recommend driving with your headlights on at daytime and equipping your car with a fire extinguisher and first aid kit to ensure appropriate safety.
The majority of holidaymakers wonder about the costs of the whole trip. The final cost of the whole undertaking may vary depending on the budget option that you select. A wide range of budget configurations is showed below.
We estimate that the budget option when it comes to fuel to cover the planned 182km while travelling around Italy can be roughly 25 EUR. Economy accommodation options can cost travellers around 198 EUR. Tourists who go for this option will spend around 144 EUR on restaurants and food. Travellers will have to pay about 135 EUR if they go for the cheapest car rental offer as well. Thus, going for vehicle rental will increase the expenses of the road trip from approximately 367 EUR to roughly 502 EUR.
When it comes to the standard offer, you have to spend the maximum of 25 EUR to cover the planned stages of the trip. If you are into standard accommodation options, expect that the expenses may amount up to approximately 319 EUR. Travellers can expect that the standard option in terms of restaurants and food will cost about 216 EUR. Travellers who want to cover the tour in a standard hire car can expect a cost of roughly 243 EUR. Summing up the standard offer, the estimated cost of the road trip will total approximately 816 EUR for holidayers who would like to try vehicle hire and 573 EUR for those who are not interested in renting.
Travellers who would like to take advantage of the highest level of comfort will be pleased with the premium offer. Drivers who would like to rent a car will pay about 1,179 EUR for the whole tour, whereas those who are not interested in car rental will spend roughly 855 EUR. Travellers who want to cover the trip in a premium hire car should expect a cost of around 324 EUR. In the top standard version of the tour, you need to spend the maximum of 50 EUR on the gasoline needed to cover the tour. Drivers who would like to go for top services in all aspects of their road trip should expect to pay roughly 288 EUR for food and restaurants and about 517 EUR for accommodation.
Our adventure will also be ideal for all camper lovers, as it can be easily adjusted to their expectations. If you choose this means of transport, it costs roughly 675 EUR. If you are wondering about the gasoline expenses for the whole trip, they will amount to more or less 50 EUR. You should expect to pay approximately 144 EUR for expenses connected with food and approximately 165 EUR for overnight stays if you are searching for camper rental.
The Road Trip Costs section presents all the above expenses in detail.
The period between April and June is great to explore the part of Italy showed in our itinerary idea. There are countless exciting journeys that are available on our website if Tuscan Wine Trail Road Trip has inspired you. We hope that the great versatility of travel opportunities will definitely meet the expectations of the most demanding tourists.

Facts for safer driving in Italy

drink drive limit drink drive limit 0.5
max speed urban max speed urban 50 km/h
max speed rural max speed rural 90 km/h
max speed highway max speed highway 130 km/h
headlights at daytime headlights at daytime on
fire extinguisher fire extinguisher no
tolls tolls yes
seat belts seat belts yes

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