10-Day Italy Road Trip from Bologna traveling south to Milan, Pisa, Arezzo, and Rome

Your road trip adventure in Italy begins as soon as you reach the incredible city of Bologna. You’ll stay in Bologna for 2 nights, experiencing all the best things to do and see in the city.

Bologna has many popular destinations you can explore. You could visit attractions like the incredible Tombs of the glossators of Bologna. This attraction is a tomb and has an average rating of 4.5 out of 5 stars by 330 visitors.

When you're done sightseeing for the day, you'll check in at one of the best hotels or places to stay in the city. Your stay promises to be a delightful continuation of your exploration, providing comfort and tranquility to recharge for the adventures that lie ahead.

When you’re ready for dinner, we recommend you try one of the best restaurants in the city of Bologna, Trattoria da Me. The restaurant is rated an average of 4.5 out of 5 stars by 2,763 customers.

Another of the best restaurants in the city of Bologna is Trattoria dal Biassanot. This restaurant is rated an average of 4.4 out of 5 stars by 2,616 customers.

Locals recommend Trattoria del Tempo Buono as one of the best restaurants in the city of Bologna. This restaurant has an average rating of 4.6 out of 5 stars by 1,531 customers.

Bologna also has several great bars that will fit all travel budgets. One of the best bars in the city of Bologna is BrewDog Bar Bologna. This bar has an average rating of 4.5 out of 5 stars by 1,504 customers.

Another of the best bars in the city of Bologna is Macondo - Cocktail Bar. This bar is rated an average of 4.3 out of 5 stars by 808 customers.

Locals also enjoy Osteria del Sole. This bar has an average rating of 4.6 out of 5 stars by 1,643 customers.

Enjoy toasting the start of your 10-day vacation in Italy!

As you rise to greet the dawn on day 2 of your epic road trip in Italy, you'll awaken to the bustling city of Bologna. Today, you'll hit the road once again, setting off on a journey towards the stunning city of Milan. You’ll stay in Milan for 2 nights. But before you begin your drive, we recommend taking the time to explore some of Bologna’s must-see attractions and local hotspots.

If you’re curious to see more of Bologna, start your day with a visit to the amazing Fountain of Neptune, Bologna. This much-appreciated fountain and attraction is rated 4.7 out of 5 stars by 3,952 visitors.

You could also stop at another of the best local travel destinations in the area, the fascinating Piazza Maggiore. This square and spectacular attraction has an average rating of 4.7 out of 5 stars from 64,523 visitors.

We also recommend you spend some time at the popular Two Towers to make the most of your road trip across Italy. The spectacular Two Towers is a tower that has been rated an average of 4.7 out of 5 stars by 25,975 visitors.

The lovely Piazza Santo Stefano is yet another attraction you could pay a visit. Around 7,617 visitors have left this square average ratings of 4.8 out of 5 stars.

After soaking up all the sights and sounds that Bologna has to offer, you'll be ready to hit the open road and continue your unforgettable road trip towards the city of Milan. Milan offers plenty of options for top-rated hotels and other places to stay that fit all travel budgets.

After you’ve settled into your accommodation, we recommend a dinner at the popular Galleria Restaurant. This popular restaurant is one of the locals’ most recommended restaurants in the city, with ratings of 4.4 out of 5 stars in 2,024 reviews.

The remarkable Vento di Sardegna is another top restaurant in Milan we recommend. This restaurant offers an unforgettable dining experience and is rated an average of 4.5 out of 5 stars by 1,063 customers.

If you would rather go somewhere else, the famous Nero 9 is also an excellent choice. This well-loved restaurant is rated an average of 4.5 out of 5 stars by 573 customers.

After your meal, we recommend you drink at one of the best bars in Milan, the fantastic The Friends Pub Milano. This bar has an average rating of 4.3 out of 5 stars by 1,689 customers.

To end your night the best way possible, we recommend going to the wonderful Camparino in Galleria. This bar offers a great variety of drinks and has been rated an average of 4.4 out of 5 stars by 1,473 customers.

Another bar with a great atmosphere is G. B. Bar. This bar is rated an average of 4.6 out of 5 stars by 820 customers, so don’t forget to check this one out as well!

Celebrate another amazing vacation day filled with adventure in Italy!

On day 3 of your road trip across Italy, you’ll have the perfect day exploring the wonderful city of Milan. You’ll stay in Milan for 1 night, meaning you have plenty of time to discover the best things to see and do in the area.

We recommend you stay at the Marconi, one of the best 4-star hotels in the city of Milan. This hotel has an average rating of 4.2 out of 5 stars by 4,361 guests.

The best luxury hotel option in the city of Milan is the 5-star Meliá Milano. The hotel is rated an average of 4.2 out of 5 stars by 3,336 guests.

One of the best hotels we recommend in the city of Milan is the 3-star Canova. This 3-star hotel has an average rating of 4 out of 5 stars by 9,864 guests.

Our flexible booking system will automatically provide you with the best alternatives if these hotels are not available.

You'll have easy access to popular travel destinations in the city of Milan, like the outstanding Duomo di Milano Museum. This attraction has an average rating of 4.8 out of 5 stars by 138,554 visitors and gathers around 341,609 every year.

Galleria Vittorio Emanuele II is another popular attraction you could visit in the city of Milan. This incredible attraction is a commercial gallery and has been rated an average of 4.7 out of 5 stars by 91,394 visitors.

One of the best attractions you could visit in the city of Milan is the extraordinary La Scala. This opera house is rated an average of 4.7 out of 5 stars in 26,219 reviews.

As the day moves along, one attraction you’ll probably want to visit is the incredible Piazza Gae Aulenti. Around 30,398 visitors have given this square an average rating of 4.6 out of 5 stars.

Come to Milan prepared by adding some tours and tickets to your vacation package. Book a popular and budget-friendly activity you can do on this day in Milan.

After a day of exploring, try one of the best restaurants in the city of Milan.

We recommend you eat at a delicious restaurant that locals enjoy, like Bice Restaurant, after your day of exploring the city of Milan. This excellent restaurant has an average rating of 4.3 out of 5 stars by 579 customers.

DeRos Restaurant is another of the best restaurants in the city of Milan. This restaurant is rated an average of 4.7 out of 5 stars by 285 customers.

Another of the best restaurants in the city of Milan is Alto Ristorante. The restaurant has an average rating of 4.8 out of 5 stars by 137 customers.

Locals recommend Armani/Bamboo Bar, one of the best bars in the city of Milan, for a refreshing evening drink to finish your day. This bar is rated an average of 4.3 out of 5 stars by 272 customers.

Alternatively, you could choose another of the most popular bars in the city of Milan, Dessert Bar Milano. This bar has an average rating of 5 out of 5 stars by 144 customers.

Carico is also one of the best bars in the city of Milan. This bar is rated an average of 4.4 out of 5 stars by 125 customers.

It's a perfect place to relax and enjoy another amazing evening in Italy.

Rise and shine on day 4 of your road trip in Italy. Today, you'll wake up in Milan and embark on a scenic drive to Pisa, where you'll stay at one of the best hotels for 1 night. Seize the opportunity to explore spectacular attractions in Milan before you reach your end destination for the day.

It’s hard not to feel excited about visiting attractions in a destination as lovely as Milan. When you’re eager to explore the city and nearby areas, we recommend visiting some local favorites, such as the wonderful Sforzesco Castle Art Library. This attraction is a library that has an average rating of 4.6 out of 5 stars from 68,714 visitors.

You could also stop at the incredible Parco Sempione. This attraction, a beloved park, has an average rating of 4.6 out of 5 stars from 72,914 visitors.

If you have time, another site you could explore in Milan is the stunning Arch of Peace. This monument and travel destination has an average rating of 4.6 out of 5 stars by 27,502 visitors.

One of the most popular attractions you can visit is the remarkable Sarzana Cathedral Santa Maria Assunta. This attraction is a church that has an average rating of 4.5 out of 5 stars from 584 visitors.

We recommend you end the day with a dinner at a popular restaurant near your accommodation, like Ristorante alle Bandierine. This restaurant offers various delicious and comforting meals and has an average rating of 4.5 out of 5 stars from 1,163 customers.

Locals also recommend Restaurant -Pizzeria Il Mio Capriccio, another of the best restaurants in Pisa. Restaurant -Pizzeria Il Mio Capriccio is rated an average of 4.4 out of 5 stars by 1,225 customers.

If you feel like having something else, check out the menu at Il Peperoncino. This restaurant has been rated an average of 4.6 out of 5 stars by 961 customers and is a great place to enjoy a lovely meal.

After dinner, visit Bar Mocambo to enjoy a couple of drinks and relax. This bar is one of the best in Pisa, with an average rating of 4.7 out of 5 stars by 359 customers.

You can also enjoy drinks at a popular bar like Skyline American Bar. This bar is a great spot to meet new friends and celebrate your vacation. Skyline American Bar has an average rating of 4.3 out of 5 stars by 510 customers.

La Cantina Di Tipì is another bar locals often recommend. This bar offers a great variety of snacks and drinks and is rated an average of 4.7 out of 5 stars by 217 customers.

End your day by raising your glass in celebration of your incredible road trip adventure in Italy, and look forward to more great days to come!

Day 5 of your road trip will take you to the city of Pisa and the city of Siena. You’ll stay in Arezzo for 1 night.

One of the best places to explore in the city of Pisa today is Leaning Tower of Pisa. This excellent attraction is a bell tower that has been rated an average of 4.7 out of 5 stars by 116,882 visitors. Each year, Leaning Tower of Pisa attracts over 3,200,000 local and international travelers.

We also recommend you visit the amazing Piazza del Duomo, Pisa, an outstanding square, in the city of Pisa. Around 104,550 travelers rated this attraction with 4.7 out of 5 stars.

To experience the local culture, see more of Italy, and meet new people at the same time, we highly recommend you go on a tour. You’ll find many top-rated and popular tours in the city, offering unique experiences that will inspire you. On this tour, you can go on an epic adventure to some of the best places to visit in Italy. You also get to admire popular places of interest.

You could then travel to Siena Cathedral for some unforgettable sightseeing experience in the city of Siena. This popular attraction is a domus and is rated an average of 4.8 out of 5 stars by 21,656 visitors.

This outstanding square has an average rating of 4.8 out of 5 stars by 64,175 travelers.

You can also stop at the popular Tower of Mangia in the city of Siena. This attraction, a stunning must-see tourist destination, has been rated an average of 4.6 out of 5 stars by 673 visitors.

You’ll have your choice of the best hotels and places to stay in the city of Arezzo.

After a long day of traveling and sightseeing, we recommend you try one of the best restaurants in the city of Arezzo, Antica Fonte. This restaurant has an average rating of 4.6 out of 5 stars by 1,306 customers.

Locals recommend Trattoria Cavour 42 as one of the best restaurants in the city of Arezzo. Trattoria Cavour 42 is rated an average of 4.6 out of 5 stars by 909 customers.

Another of the best restaurants in the city of Arezzo is Il Cantuccio. This restaurant has been rated an average of 4.3 out of 5 stars by 1,027 customers.

After dinner, visit one of the top bars in the city of Arezzo, Il Covo dei Briganti. This popular bar is rated an average of 4.7 out of 5 stars by 509 customers.

You could also relax with a drink at a popular bar like Trattoria Il Saraceno. This bar has an average rating of 4.3 out of 5 stars by 1,759 customers.

La Clandestina is a popular bar that locals recommend in the city of Arezzo. This bar is rated an average of 4.6 out of 5 stars by 277 customers.

Be sure to celebrate another day of your incredible road trip adventure through Italy with a toast!

Rise and shine on day 6 of your road trip in Italy. Today, you'll wake up in Arezzo and embark on a scenic drive to Rome, where you'll stay at one of the best hotels for 2 nights. Seize the opportunity to explore spectacular attractions in Arezzo and Vatican before you reach your end destination for the day.

It’s hard not to feel excited about visiting attractions in a destination as lovely as Arezzo. When you’re eager to explore the city and nearby areas, we recommend visiting some local favorites, such as the wonderful piazza Grande. This attraction is a square that has an average rating of 4.6 out of 5 stars from 14,465 visitors.

You could also stop at the incredible Arezzo Cathedral. This attraction, a beloved cathedral, has an average rating of 4.6 out of 5 stars from 2,450 visitors.

If you have time, another site you could explore in Arezzo is the stunning San Francesco, Arezzo. This minor basilica and travel destination has an average rating of 4.6 out of 5 stars by 2,377 visitors. Approximately 20,939 travelers come to Arezzo every year to see this fascinating attraction.

One of the most popular attractions you can visit is the remarkable Vatican Museums. This attraction is an art museum that has an average rating of 4.6 out of 5 stars from 133,310 visitors. Around 1,612,530 people visit Vatican Museums every year.

If you want to explore more, visit the incredible Sistine Chapel. This chapel and attraction has an average rating of 4.7 out of 5 stars from 52,083 reviews.

Another site you could visit today is the top-rated Saint Peter's Square. This square and travel destination is rated an average of 4.8 out of 5 stars by 38,954 visitors.

The lovely St. Peter's Basilica is yet another attraction you could pay a visit. Around 131,043 visitors have left this major basilica an average rating of 4.8 out of 5 stars. This popular attraction gets around 11,000,000 visits every year.

When you're done with your sightseeing in Vatican, it's time to continue your drive to the city of Rome. When you arrive in Rome you’ll check in at one of the best hotels in the area.

We recommend you end the day with a dinner at a popular restaurant near your accommodation, like 433. This restaurant offers various delicious and comforting meals and has an average rating of 4.4 out of 5 stars from 2,341 customers.

Locals also recommend Roma Sparita, another of the best restaurants in Rome. Roma Sparita is rated an average of 4.4 out of 5 stars by 2,073 customers.

After dinner, visit D’Angelo Caffè & Gastronomia - Bar Bistro Caffetteria Napoletana a Roma to enjoy a couple of drinks and relax. This bar is one of the best in Rome, with an average rating of 4.7 out of 5 stars by 1,054 customers.

You can also enjoy drinks at a popular bar like Cantina e Cucina. This bar is a great spot to meet new friends and celebrate your vacation. Cantina e Cucina has an average rating of 4.6 out of 5 stars by 7,907 customers.

Ai Tre Scalini is another bar locals often recommend. This bar offers a great variety of snacks and drinks and is rated an average of 4.4 out of 5 stars by 2,950 customers.

End your day by raising your glass in celebration of your incredible road trip adventure in Italy, and look forward to more great days to come!

On day 7 of your road trip across Italy, you’ll have the perfect day exploring the wonderful city of Rome. You’ll stay in Rome for 1 night, meaning you have plenty of time to discover the best things to see and do in the area.

We recommend you stay at the Grand Hotel Palatino, one of the best 4-star hotels in the city of Rome. This hotel has an average rating of 4.1 out of 5 stars by 4,826 guests.

The best luxury hotel option in the city of Rome is the 5-star NH Collection Roma Palazzo Cinquecento. The hotel is rated an average of 4.3 out of 5 stars by 1,953 guests.

One of the best hotels we recommend in the city of Rome is the 3-star Hotel Nord Nuova Roma. This 3-star hotel has an average rating of 4.2 out of 5 stars by 3,325 guests.

Our flexible booking system will automatically provide you with the best alternatives if these hotels are not available.

You'll have easy access to popular travel destinations in the city of Rome, like the outstanding Piazza di Spagna. This attraction has an average rating of 4.7 out of 5 stars by 113,658 visitors.

Trevi Fountain is another popular attraction you could visit in the city of Rome. This incredible attraction is a sculpture and has been rated an average of 4.8 out of 5 stars by 343,494 visitors.

One of the best attractions you could visit in the city of Rome is the extraordinary Pantheon. This roman temple gets more than 30,000,000 visitors on an annual basis and is rated an average of 4.8 out of 5 stars in 189,682 reviews.

As the day moves along, one attraction you’ll probably want to visit is the incredible Piazza Navona. Around 158,771 visitors have given this square an average rating of 4.7 out of 5 stars.

Today you'll also have the opportunity to spend some time at the fantastic Castel Sant'Angelo. Castel Sant'Angelo is a popular museum, rated an average of 4.7 out of 5 stars by 72,431 travelers. Around 918,591 people visit this museum each year.

Come to Rome prepared by adding some tours and tickets to your vacation package. Book a popular and budget-friendly activity you can do on this day in Rome.

After a day of exploring, try one of the best restaurants in the city of Rome.

We recommend you eat at a delicious restaurant that locals enjoy, like Ristorante Amedeo, after your day of exploring the city of Rome. This excellent restaurant has an average rating of 4.3 out of 5 stars by 1,798 customers.

La Taverna dei Fori Imperiali is another of the best restaurants in the city of Rome. This restaurant is rated an average of 4.4 out of 5 stars by 1,637 customers.

Another of the best restaurants in the city of Rome is Maccheroni. The restaurant has an average rating of 4.3 out of 5 stars by 1,633 customers.

Locals recommend VinAllegro, one of the best bars in the city of Rome, for a refreshing evening drink to finish your day. This bar is rated an average of 4.3 out of 5 stars by 1,167 customers.

Alternatively, you could choose another of the most popular bars in the city of Rome, Ristorante Tema. This bar has an average rating of 4.4 out of 5 stars by 939 customers.

Bar Tornatora Rome is also one of the best bars in the city of Rome. This bar is rated an average of 4.3 out of 5 stars by 952 customers.

It's a perfect place to relax and enjoy another amazing evening in Italy.

Day 8 of your road trip through Italy gives you the opportunity to experience two places in one day. You'll start your day with some exploring in the city of Rome and end it at a top-rated hotel in the city of Florence. You will stay in Florence for 1 night. Have a hearty breakfast and get excited for a wonderful day ahead!

One of the best places to visit today in Rome is the amazing Roman Forum. This attraction is a square that is rated an average of 4.7 out of 5 stars by 114,450 visitors.

You could also stop at the incredible roman amphitheatre, Colosseum. With an average rating of 4.7 out of 5 stars by 328,821 visitors, this attraction is one of the top sights in the area. In fact, Colosseum welcomes around 7,400,000 yearly visitors.

Another unforgettable travel destination in the Rome is the outstanding piazza del Popolo. This popular square and travel destination has an average rating of 4.6 out of 5 stars by 89,807 visitors.

The spectacular Villa Borghese is another popular attraction you can visit today. This fascinating urban zone of rome and attraction has an average rating of 4.6 out of 5 stars from 69,749 visitors.

You can make the most of your new day in Rome by joining activities and tours that let you discover what else the city has in store for you. There are many top-rated experiences you can include in your travel plan to add flavor to your road trip in Italy. Browse all of your options and reserve your slot before it's too late.

At the end of the day, you will drive to the city of Florence, where you will access the best hotels and places to stay.

After a long day of driving and exploring, we recommend you try Ristorante Paoli, one of the best restaurants in the city of Florence. This restaurant has an average rating of 4.9 out of 5 stars by 6,031 customers.

Locals also recommend Ristorante Oliviero 1962 as one of the best restaurants in the city of Florence. Ristorante Oliviero 1962 is rated an average of 4.7 out of 5 stars by 1,046 customers.

Another of the best restaurants in the city of Florence is Il Vezzo. This restaurant has been rated an average of 4.8 out of 5 stars by 862 customers.

After dinner, visit Manifattura, which is considered one of the best bars in the city of Florence. This bar is rated an average of 4.7 out of 5 stars by 509 customers.

You can also enjoy drinks at a popular bar like Ditta Artigianale. This bar has an average rating of 4.3 out of 5 stars by 1,877 customers.

Alternatively, Archea Brewery is one of the best bars that locals recommend in the city of Florence. This bar is rated an average of 4.7 out of 5 stars by 723 customers.

Raise your glass in celebration of your incredible road trip adventure through Italy!

As you rise to greet the dawn on day 9 of your epic road trip in Italy, you'll awaken to the bustling city of Florence. Today, you'll hit the road once again, setting off on a journey towards the stunning city of Bologna. You’ll stay in Bologna for 1 night. But before you begin your drive, we recommend taking the time to explore some of Florence’s must-see attractions and local hotspots.

If you’re curious to see more of Florence, start your day with a visit to the amazing piazza della Signoria. This much-appreciated square and attraction is rated 4.8 out of 5 stars by 66,956 visitors.

You could also stop at another of the best local travel destinations in the area, the fascinating Cathedral of Santa Maria del Fiore. This church and spectacular attraction has an average rating of 4.8 out of 5 stars from 76,359 visitors.

We also recommend you spend some time at the popular Ponte Vecchio to make the most of your road trip across Italy. The spectacular Ponte Vecchio is a deck arch bridge that has been rated an average of 4.7 out of 5 stars by 118,099 visitors.

The lovely Uffizi Gallery is yet another attraction you could pay a visit. Around 61,794 visitors have left this national museum average ratings of 4.7 out of 5 stars. This popular attraction gets around 2,011,219 visits every year.

If you feel like visiting another type of sight or don’t want to jump into the car quite yet, spend some time at the spectacular piazzale Michelangelo. This attraction is a square rated an average of 4.8 out of 5 stars in 77,744 reviews.

After soaking up all the sights and sounds that Florence has to offer, you'll be ready to hit the open road and continue your unforgettable road trip towards the city of Bologna. Bologna offers plenty of options for top-rated hotels and other places to stay that fit all travel budgets.

After you’ve settled into your accommodation, we recommend a dinner at the popular Ristorante da Nello al Montegrappa. This popular restaurant is one of the locals’ most recommended restaurants in the city, with ratings of 4.4 out of 5 stars in 1,633 reviews.

The remarkable L'Arcimboldo is another top restaurant in Bologna we recommend. This restaurant offers an unforgettable dining experience and is rated an average of 4.6 out of 5 stars by 1,070 customers.

After your meal, we recommend you drink at one of the best bars in Bologna, the fantastic Bar Senza Nome. This bar has an average rating of 4.5 out of 5 stars by 1,552 customers.

To end your night the best way possible, we recommend going to the wonderful Bar Maurizio. This bar offers a great variety of drinks and has been rated an average of 4.4 out of 5 stars by 581 customers.

Another bar with a great atmosphere is Caffè De Marchi. This bar is rated an average of 4.3 out of 5 stars by 553 customers, so don’t forget to check this one out as well!

Celebrate another amazing vacation day filled with adventure in Italy!

Day 10 of your road trip in Italy is your departure day. This is your chance to catch one last glimpse of Bologna before saying goodbye to this wonderful destination. When you have time to explore the area before you make your way home, we recommend visiting some of the following attractions.

Take a stroll along the main shopping streets of Bologna and find some souvenirs to remind you of your road trip in Italy.

You could then enjoy your last meal in the city of Bologna at Ristorante San Pietro before you travel home. This popular restaurant is rated an average of 4.5 out of 5 stars by 1,152 customers.

Alternatively, we also recommend Ristorante Da Cesari for your last chance at a meal in the city of Bologna. The Ristorante Da Cesari restaurant has an average rating of 4.6 out of 5 stars by 995 customers.

You’ll then say farewell to Bologna. We wish you a pleasant journey home, with many wonderful memories of your unforgettable vacation in Italy!