Relaxed 9-Day Italy Road Trip Starting from Pisa to Milan

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

Drop by the renowned Leaning Tower Of Pisa. This popular bell tower has been rated an average of 4.7 out of 5 stars by 116,882 visitors. Based on recent data, this attraction is visited by more than 3,200,000 travelers every year.

Another unforgettable place to experience is Piazza Del Duomo, Pisa. Rated 4.7 out of 5 stars by 104,550 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Pisa Cathedral. This cathedral has been rated an average of 4.8 out of 5 stars in 8,361 reviews.

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.

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 Pisa.

Make sure to reserve a table at Ristorante alle Bandierine, an iconic dining spot in Pisa. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Barrique Cocktail And Bistrot, a popular restaurant in Pisa. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Filter Coffee Lab, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

If you feel like it, head out to a bar to celebrate another fantastic day in Pisa 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 Mocambo. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Tree offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Chupiteria, another top-rated bar in the area.

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

On day 3 of your leisurely self-drive tour across Italy, you’ll go deep into Pisa, where you'll stay for 1 night, 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 Pisa, and meet locals along the way!

When you’re ready for some sightseeing, make your way to Cittadella Nuova. This much-appreciated fortress is rated 4.4 out of 5 stars in 3,114 reviews.

Next up is Logge Dei Banchi. This sightseeing destination has an average rating of 4.2 out of 5 stars from 1,128 visitors.

Another top sightseeing recommendation is Palazzo Blu. This art museum has been rated 4.5 out of 5 stars in 4,244 reviews. Every year, 37,457 travelers include this attraction on their travel itinerary.

Santa Maria Della Spina is another attraction you have the opportunity to visit today. This church building has an average rating of 4.5 out of 5 stars from 3,092 reviews.

To continue your sightseeing, head over to “tuttomondo” (keith Haring). This point of interest is rated an average of 4.6 out of 5 stars in 1,937 reviews.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Pisa. There are so many fun and eye-opening activities to try out in Pisa 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 Pisa to find the best options for you!

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.

Enjoy a delicious meal at Sud, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. , another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria dei Cavalieri. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Pisa this evening.

After dinner, it’s time to fall in love with the amazing nightlife in Pisa and unwind at some of the best bars in the city.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Livorno, known for its inviting atmosphere.

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 5 of your relaxed road trip through Italy means 24 hours of making the best memories in Milan. You’ll go sightseeing at famous attractions in Milan. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Milan!

Your sightseeing of the day begins at Royal Palace Of Milan, a remarkable art museum where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 17,538 reviews.

Next, satisfy your wanderlust at Cathedral Square. This sightseeing destination has an average rating of 4.8 out of 5 stars from 7,539 travelers.

Duomo Di Milano Museum is another must-visit attraction. This renowned art museum offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.8 out of 5 stars by 138,554 travelers and attracting 341,609 annual visitors, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit Galleria Vittorio Emanuele Ii. This well-loved commercial gallery boasts a 4.7 out of 5-star rating from 91,394 reviews.

When there’s still energy left for exploring, La Scala awaits. If you’ve been interested in experiencing an opera house, this is a top pick rated 4.7 out of 5 stars by 26,219 previous visitors.

Get a dose of thrill, excitement, and inspiration on day 5 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Milan itinerary and feel all the emotions in this wonderful city.

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 Milan, explore the city like a local by trying out the best restaurants in the area.

Savor the flavors at Nero 9, a top pick for dinner tonight. Alternatively, Ristorante la Brisa beckons with its unique menu offerings. Also, consider UNAHOTELS Cusani Milano. With its consistent customer satisfaction, it’s an excellent option for dining in Milan tonight.

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 enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Kilburn Cocktail Bar Milano, a well-loved spot among locals and tourists. Or, head to Bar Frida. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at The Friends Pub Milano, another top-rated place in the area.

Cherish every minute of your relaxed road trip vacation across Italy.

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

Be one of the day’s first visitors at Arch Of Peace. This monument is rated an average of 4.6 out of 5 stars by 27,502 visitors.

When you’re finished at Arch Of Peace, head to Parco Sempione. This one-of-a-kind park is rated an average of 4.6 out of 5 stars in 72,914 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Sforzesco Castle Art Library. This library is rated an average of 4.6 out of 5 stars by 68,714 visitors.

If you’re keen to explore more, then consider a visit to Pinacoteca Di Brera. This art museum is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 26,077 visitors. Around 417 travelers visit Pinacoteca Di Brera every year.

To round off your sightseeing experience, make your way to Piazza Gae Aulenti. This famous square is rated an average of 4.6 out of 5 stars by 30,398 travelers.

Exploring one unique site after another provides you the much-needed variety during your leisurely self-drive tour across Italy. But to satisfy your curiosity or need for adventure, we recommend you add excursions in today’s agenda. You have a great selection of popular activities to choose from in 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.

Make sure to book a table at Vento di Sardegna, a popular restaurant in Milan. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Milan at Palazzo Parigi Hotel & Grand Spa Milano, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Galleria Restaurant. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Milan tonight.

Before calling it a day, visit one of the best bars in Milan. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Keep the evening going at Bhangrabar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Rufus Cocktail Bar, which offers a similarly pleasant setting and great drinks. Another option is Ostello Bello Grande, which provides an inviting environment for unwinding after a busy day out.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Italy!

On day 7 of your leisurely self-drive tour across Italy, you’ll go deep into Milan, where you'll stay for 1 night, 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!

Start your sightseeing with a visit to Basilica Di Sant'ambrogio. This church is a popular stop on travelers’ itineraries in Milan, with an average rating of 4.7 out of 5 stars by 12,883 visitors.

Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" is another popular place of interest you can visit today. The average rating of 4.5 out of 5 stars from 22,235 reviews gives you an idea of other visitors’ experience at this attraction. It’s estimated that around 532,084 people visit this technology museum every year.

If it’s still bright and early, make your way to Santa Maria Delle Grazie Church. Visitors have rated this convent an average of 4.5 out of 5 stars in 13,490 reviews.

Mudec - Museum Of Cultures, boasting an annual visitor count of up to 626,650 people, is another unique site you can experience today. This attraction is an ethnographic museum rated an average of 4.4 out of 5 stars in 14,355 reviews.

Get a more in-depth understanding of Milan 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, Milan has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Dine in style at Tommasi Milano, a top recommendation for dinner tonight. Or, for a change of pace, da Vic boasts a menu that's sure to impress. Also, be sure to check out G. B. Bar. Known as a local hotspot, it’s a great choice for tonight in Milan.

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

Continue your lively evening at Qc Termemilano, a perfect place for winding down or revving up the night, depending on which mood you’re in. Yguana Cafè is another excellent bar that offers a great selection of drinks to suit any mood.

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