Relaxed 11-Day Italy Road Trip from Pisa to Bologna and Milan

Your relaxed road trip through Italy starts when you reach the incredible city of Pisa, where you'll stay for 2 nights. You'll pick up your rental car in Pisa and begin your adventure in Italy.

Begin your sightseeing with a visit to Knights' Square. This extraordinary square is rated an average of 4.5 out of 5 stars by 9,051 visitors.

Find your way to your hotel in Pisa. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

When you're hungry and ready to take a break from your laid-back adventure, treat yourself to a delicious meal at one of the best restaurants in Pisa.

Savor the flavors at Ristorante Capodimonte Pisa, a top pick for dinner tonight. Alternatively, Baribaldi Pisa beckons with its unique menu offerings. Also, consider Restaurant -Pizzeria Il Mio Capriccio. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.

As the day is coming to an end, stop at some of Pisa’s best bars to celebrate this day of your slow-paced adventure in Italy.

Explore the vibrant nightlife at JEFFER cocktails & friends after your meal, a hub for lively evenings and memorable moments. Or, head to Le Parisien Wine Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Las Volta cocktailbar is perfect for those looking to extend their night with a touch of local flavor.

Raise a toast as you look back into the highlights of today’s laid-back and relaxed road trip adventure in Italy. Enjoy your first taste of Pisa as you soak in the city’s unique vibe.

Day 2 introduces you to many popular attractions and activities in Pisa, further proving that leisurely self-drive tours in Italy are extraordinary.

Kick off the day at Santa Maria della Spina, a top pick for today’s sightseeing. This church building is rated an average of 4.5 out of 5 stars in 3,092 reviews.

Today is also your chance to visit Leaning Tower of Pisa. Leaning Tower of Pisa is a bell tower with an average rating of 4.7 out of 5 stars from 116,882 reviews. Attracting more than 3,200,000 yearly visitors, this place of interest is an attraction you don’t want to miss out on.

Piazza del Duomo, Pisa is another top attraction we highly recommend you visit today. This square is rated an average of 4.7 out of 5 stars by 104,550 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Pisa Cathedral. This cathedral is rated an average of 4.8 out of 5 stars by 8,361 visitors.

Get a more in-depth understanding of Pisa by checking out the amazing selection of tours and excursions you can add to your relaxed road trip itinerary. Explore more of the city’s wonders, create memorable experiences, and join laid-back to challenging activities.

Exploring new places makes you hungry. Luckily, Pisa has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Don’t miss out on dining at Ristorante alle Bandierine, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider Barrique Cocktail And Bistrot, another top spot with a mouthwatering menu. You might also want to secure a reservation at Filter Coffee Lab. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Pisa this evening.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Explore the vibrant nightlife at Bar Mocambo after your meal, a hub for lively evenings and memorable moments. Or, head to Tree for a great selection of flavorful drinks and a charming setting. Furthermore, Chupiteria is perfect for those looking to extend their night with a touch of local flavor.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!

Day 3 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience more than one place in one day. You will start your day by exploring some of the best sights in the hamlet of Ponte della Maddalena. By the end of the day, you’ll drive in the direction of the city of Bologna, where you’ll stay at a top-rated hotel of your choice for 4 nights.

Embrace the thrill of the open road as you wave goodbye to Lucca and set your GPS to Ponte della Maddalena. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 27 min. Upon reaching Ponte della Maddalena, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Drop by the renowned Devil's Bridge. This popular sightseeing destination has been rated an average of 4.7 out of 5 stars by 10,023 visitors.

When you’ve had your share of Pisa, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Lucca. Your travel time is around 35 min.

Be one of the day’s first visitors at Piazza Napoleone. This square is rated an average of 4.4 out of 5 stars by 10,756 visitors.

When you’re finished at Piazza Napoleone, head to Guinigi Tower. This one-of-a-kind tour is rated an average of 4.6 out of 5 stars in 8,656 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Piazza dell'Anfiteatro. This square is rated an average of 4.6 out of 5 stars by 24,190 visitors.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Scarperia. This drive usually takes around 1 hour 39 min, without any stops or traffic disruptions.

Make Mugello Circuit one of your first sightseeing stops in Scarperia. Rated an average of 4.8 out of 5 stars by 9,393 travelers, a visit to this local attraction makes for a great introduction to the area.

You’ll be staying at the incredible city of Bologna in this laid-back road trip in Italy. You'll stay here for 4 nights.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Bologna, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Have a memorable dining experience in Bologna by booking a table at Ahimè, renowned as a Bib Gourmand restaurant presenting an exceptional country cooking menu. For a different culinary experience, I Portici shines as one of the top destinations known for its delicious creative and contemporary cuisine in Bologna. This 1-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Trattoria di Via Serra is known as a top local spot for its delicious emilian cuisine in Bologna. This Bib Gourmand awardee is a highly recommended choice for an unforgettable meal.

If you feel like it, head out to a bar to celebrate another fantastic day in Bologna and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Unwind after your meal by stepping into Bar Freud e Squisito. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Osteria del Sole offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Macondo - Cocktail Bar, another top-rated bar in the area.

Savor the rest of the night and celebrate another incredible relaxed road trip adventure in the magical Bologna!

On day 4 of your leisurely self-drive tour across Italy, you’ll go deep into Bologna, where you'll stay for 3 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Bologna, and meet locals along the way!

Make Palazzo Re Enzo your first stop of the day. Previous visitors have rated this palazzo an average of 4.6 out of 5 stars in 2,072 reviews.

Next up, make a stop at Fountain of Neptune, Bologna. With an average rating of 4.7 out of 5 stars by 3,952 visitors, it's easy to understand why so many people visit this fountain every year.

Piazza Maggiore is another attraction you can visit on this day of your vacation. This square has an average rating of 4.7 out of 5 stars by 64,523 visitors.

When you’re finished at Piazza Maggiore, the perfect next stop is Bologna Cathedral. This catholic cathedral is rated an average of 4.6 out of 5 stars in 3,852 reviews.

If you’re keen to explore even more, then consider a visit to Pinacoteca Nazionale di Bologna. This art museum is a top place to visit, with a rating of 4.5 out of 5 stars from 2,400 reviews. Pinacoteca Nazionale di Bologna hosts around 15,573 visitors every year.

Get a dose of thrill, excitement, and inspiration on day 4 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Bologna itinerary and feel all the emotions in this wonderful city.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Dine in style at Ristorante Enoteca da Lucia, a top recommendation for dinner tonight. Or, for a change of pace, Victoria Station boasts a menu that's sure to impress. Also, be sure to check out Trattoria da Me. Known as a local hotspot, it’s a great choice for tonight in Bologna.

Experience the amazing nightlife in Bologna and unwind at the coolest bars in the city.

Continue your evening by exploring the vibrant nightlife scene at Bar Senza Nome, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Maurizio, a bar that offers unique local touches. Likewise, BrewDog Bar Bologna provides an excellent alternative for a fun evening.

Free your mind of worries as you enjoy the taste of freedom on your laid-back, relaxed road trip adventure across Italy.

Day 5 of your relaxed road trip through Italy means 24 hours of making the best memories in Bologna. So buckle up and prepare to be blown away by the city of Bologna!

Be one of the day’s first visitors at Porta Galliera. This city gate is rated an average of 4.3 out of 5 stars by 1,185 visitors.

When you’re finished at Porta Galliera, head to La Piccola Venezia. This one-of-a-kind sightseeing destination is rated an average of 4.2 out of 5 stars in 1,491 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Two Towers. This tower is rated an average of 4.7 out of 5 stars by 25,975 visitors.

If you’re keen to explore more, then consider a visit to Piazza Santo Stefano. This square is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 7,617 visitors.

To round off your sightseeing experience, make your way to International Museum and Library of Music. This famous music museum welcomes around 13,413 visitors annually and is rated an average of 4.5 out of 5 stars by 742 travelers.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Bologna. There are so many fun and eye-opening activities to try out in Bologna that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Bologna to find the best options for you!

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Bologna, explore the city like a local by trying out the best restaurants in the area.

Savor the flavors at Trattoria del Tempo Buono, a top pick for dinner tonight. Alternatively, Cantina Bentivoglio beckons with its unique menu offerings. Also, consider Ristorante San Pietro. With its consistent customer satisfaction, it’s an excellent option for dining in Bologna tonight.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

Cap off your dinner by heading to Kinotto Bar, ideal for a leisurely evening with a drink in hand. Mio Bar is another bar that offers an enjoyable setting.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Italy!

Day 6 introduces you to many popular attractions and activities in Bologna, further proving that leisurely self-drive tours in Italy are extraordinary.

Journey into the unknown at Basilica of San Domenico, a unique attraction awaiting your visit. This remarkable church has an average rating of 4.7 out of 5 stars from 3,380 reviews.

When you’re ready to continue your sightseeing, Porta Castiglione is a recommended place to visit. This city gate is rated an average of 4.4 out of 5 stars in 1,086 reviews.

Another must-see attraction in Bologna is Porta Santo Stefano. Rated an average of 4.3 out of 5 stars by 854 travelers, this popular tourist destination in Bologna offers an experience you will remember.

Porta Maggiore is another popular stop on travelers' itineraries in Bologna. This landmark promises memorable moments of exploring. Other travelers have rated this attraction 4.4 out of 5 stars in 1,462 reviews.

Lastly, don't miss out on Faizan-e-Madina Bologna. Rated 4.8 out of 5 stars by 344 local and international travelers, it's a popular place to visit.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

Exploring the food culture in Bologna offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Esteemed as a restaurant, it features an exceptional menu. Treat yourself to a wonderful meal at Donatello, a top-rated dining spot in Bologna. If you're in the mood for something new, try Naama Cafè, another premier location with a delectable menu. You might also want to book a table at Trattoria di Via Serra. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Bologna.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Bologna.

A leisurely self-drive holiday in Bologna can’t get any better than this! Toast to another amazing day in Italy!

On day 7 of your laid-back and relaxed road trip adventure, you’ll have the chance to visit more than one remarkable area in Italy. Since this self-drive tour offers freedom and flexibility, you can decide how much time you want to spend in each place to enjoy the memorable travel destinations in Italy.

Continue your road trip and head to your next destination, Milan. This car ride takes around 2 hours 18 min.

An excellent attraction to start your day with is Palazzo Pallavicini. This museum is rated an average of 4.5 out of 5 stars in 2,173 reviews.

Continue your journey at Villa Ghigi. This park is rated 4.7 out of 5 stars by 2,035 travelers from near and far.

Bologna is also the home of Arco del Meloncello. This arch has an average rating of 4.6 out of 5 stars from 3,755 visitors.

You can continue your self-guided sightseeing tour at Ducati Museum. A total of 7,600 people explore this attraction every year. Rated 4.5 out of 5 stars by 4,028 visitors, a visit to this top sight is time well spent.

Continue your laid-back road trip exploration of the best attractions in Italy at Milan. Select from top hotels and accommodations in the city to recharge and rejuvenate.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Milan.

Begin your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant offers an exceptional menu of creative cuisine. For another dining delight, visit Seta by Antonio Guida, celebrated for its delectable international and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Il Luogo Aimo e Nadia, a top local spot known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Milan.

Keep the evening going at Nottingham Forest, a great choice for enjoying the after-dinner hours with a drink. You could also go to Armani/Bamboo Bar, which offers a similarly pleasant setting and great drinks. Another option is Mag Cafe, which provides an inviting environment for unwinding after a busy day out.

Toast to another unforgettable and relaxing road trip adventure in Italy!

On day 8 of your leisurely self-drive tour across Italy, you’ll go deep into Milan, where you'll stay for 2 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Milan, and meet locals along the way!

Drop by the renowned La Scala. This popular opera house has been rated an average of 4.7 out of 5 stars by 26,219 visitors.

Another unforgettable place to experience is Galleria Vittorio Emanuele II. Rated 4.7 out of 5 stars by 91,394 visitors, this commercial gallery deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Duomo di Milano Museum. Hosting around 341,609 visitors every year, the fascinating Duomo di Milano Museum is one of the best places to visit in Milan. This art museum has been rated an average of 4.8 out of 5 stars in 138,554 reviews.

Another favorite attraction in the area is Cathedral Square. This point of interest and popular place of interest enjoys a rating of 4.8 out of 5 stars from 7,539 local and international travelers.

If you’re keen to explore even more, then consider a visit to Royal Palace of Milan. With an average rating of 4.6 out of 5 stars from 17,538 travelers, this art museum is an attraction many avid travelers highly recommend visiting while in Milan.

Tours often allow you to see beyond what books and social media feature about Milan, its culture, and people. So for a more meaningful travel experience in the city, we recommend you join one of the most popular tours available for your relaxed road trip across Italy.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Milan, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Treat yourself to a delicious dinner at Nero 9, an excellent option for tonight's dining. Looking for something different? Ristorante la Brisa offers a tantalizing alternative with its diverse menu. And don’t miss UNAHOTELS Cusani Milano. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Milan.

Hang out and unwind at some of the top bars in Milan.

Following your dinner, dive into the local bar culture at Kilburn Cocktail Bar Milano. Alternatively, go to Bar Frida, the perfect place for those looking to experience the best of the nightlife. Similarly, The Friends Pub Milano provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

Day 9 of your relaxed road trip through Italy means 24 hours of making the best memories in Milan. So buckle up and prepare to be blown away by the city of Milan!

Start your sightseeing with a visit to Piazza Gae Aulenti. This square is a popular stop on travelers’ itineraries in Milan, with an average rating of 4.6 out of 5 stars by 30,398 visitors.

Pinacoteca di Brera is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 26,077 reviews gives you an idea of other visitors’ experience at this attraction. It’s estimated that around 417 people visit this art museum every year.

If it’s still bright and early, make your way to Sforzesco Castle Art Library. Visitors have rated this library an average of 4.6 out of 5 stars in 68,714 reviews.

Parco Sempione is another unique site you can experience today. This attraction is a park rated an average of 4.6 out of 5 stars in 72,914 reviews.

Make your way to the fantastic Arch of Peace, perhaps the most famous monument in Milan. This attraction is rated 4.6 out of 5 stars by 27,502 travelers.

Italy makes the perfect setting for a calming but fun exploration. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Milan.

Make sure to reserve a table at Vento di Sardegna, an iconic dining spot in Milan. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Palazzo Parigi Hotel & Grand Spa Milano, a popular restaurant in Milan. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Galleria Restaurant, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

As the day is coming to an end, stop at some of Milan’s best bars to celebrate this day of your slow-paced adventure in Italy.

After savoring a delicious meal, step into the vibrant nightlife at BhangraBar, where the evening is just getting started. In the same way, Rufus Cocktail Bar offers a unique charm perfect for experiencing the local bar scene in Milan. Ostello Bello Grande is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

Day 10 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the city of Genoa and drive in the direction of the city of Milan for some laid-back sightseeing. You’ll end your day in the city of Pisa, where you’ll stay for 1 night.

Genoa’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Milan behind. This drive usually takes around 1 hour 53 min. Genoa welcomes you with a multitude of unique vacation experiences.

Kick off the day at The City of Children and Young, a top pick for today’s sightseeing. This museum is rated an average of 4.2 out of 5 stars in 1,804 reviews.

Today is also your chance to visit Aquarium of Genoa. Aquarium of Genoa is a public aquarium with an average rating of 4.5 out of 5 stars from 62,259 reviews. Attracting more than 1,200,000 yearly visitors, this place of interest is an attraction you don’t want to miss out on.

When you’re ready to jump back into the car and say goodbye to Milan, you’ll hit the road in the direction of Genoa. This drive usually takes around 1 hour 53 min. When you arrive, enjoy some sightseeing.

Take the opportunity to see Museo della Scienza e della Tecnologia "Leonardo da Vinci". This attraction has an average rating of 4.5 out of 5 stars from 22,235 visitors and gets around 532,084 visits every year.

When you’re not exploring beautiful places, you’ll have a relaxed time at Pisa. Here, you can choose from the best selection of hotels and places to stay as you get to know more about this spectacular city.

Exploring the food culture in Pisa offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Treat yourself to a delicious dinner at Sud, an excellent option for tonight's dining. Looking for something different? Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. Offers a tantalizing alternative with its diverse menu. And don’t miss Osteria dei Cavalieri. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Pisa.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

If you’re not ready to end the night just yet, Bar Livorno offers a perfect venue to relax and savor a drink.

A leisurely self-drive holiday in Genoa can’t get any better than this! Toast to another amazing day in Italy!

Day 11 of your relaxed road trip in Italy is your departure day. If you have a flight to catch, you’ll drop off your rental car well in advance before your departure. Choose a late flight to enjoy a stress-free last day in Pisa.

Maximize your last day in Italy and go on a shopping spree in Pisa’s shopping center. This bustling commercial district is conveniently located near your lodging, granting you leisure time to roam and explore its assortment of establishments.

If you love the adrenaline rush of hunting for the best offers and deals in Italy, you’re in for a treat. A variety of goods and gifts await your discovery. Bring a bit of Italy home with you through these charming souvenirs.

If you'd rather pass the time visiting some attractions, this is your chance to go to places you may not have had the chance to explore yet.

Unwind and look back at the past 11 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Pisa or just grab something light to keep you going.

This renowned restaurant holds , and offers an exceptional menu of cuisine.

Give yourself enough time to wave goodbye to Pisa and begin your journey home. The unforgettable experiences you’ve collected along your 11-day relaxed road trip in Italy is a story you will tell for the rest of your life.