Relaxed 9-Day Italy Self-Drive Road Trip With Itinerary 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.

Begin your adventure at Bagno Degli Americani. This is an increasingly popular point of interest you should not miss. Another must-see is Leaning Tower Of Pisa, an iconic monument in Pisa.

When you’re ready for the next sight, head to Piazza Del Duomo, Pisa. From there, take a leisurely stroll to Pisa Cathedral, another of the village’s increasingly popular attractions. We recommend continuing your self-guided tour at Parco Regionale Migliarino, San Rossore, Massaciuccoli, a mesmerizing place of interest in the village.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Tirrenia offers a wide selection of experiences for every traveler.

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.

Make sure to reserve a table at Ristorante Capodimonte Pisa, 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 La Locanda Dei Pisani Doc Pisa, 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 Baribaldi Pisa, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

Cap off your dinner by heading to Bar Mocambo, ideal for a leisurely evening with a drink in hand. Tree is another bar that offers an enjoyable setting. Similarly, Chupiteria is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Day 3 of your relaxed road trip through Italy means 24 hours of making the best memories in Pisa. You’ll go sightseeing at famous attractions in Pisa. 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 Pisa!

A blend of family-friendly attractions, romantic experiences, and scenic views await you in Pisa on today’s itinerary. First up is the curiosity-inducing park, Cittadella Nuova. Afterward, continue to Logge Dei Banchi, a public square every traveler should visit.

As you explore Pisa’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Palazzo Blu. This locally appreciated art gallery is an essential stop. Following that, head to Santa Maria Della Spina, another must-visit site that will enhance your experience. Don’t forget to stop by “tuttomondo” (keith Haring), a curiosity-inducing art installation in the city.

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 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 Pisa, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a lovely dining experience at Restaurant -Pizzeria Il Mio Capriccio, a popular restaurant in Pisa. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Pisa at Ristorante alle Bandierine, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Barrique Cocktail And Bistrot. It’s yet another ideal choice to enhance your time in Pisa tonight.

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

Keep the evening going at Bar Livorno, a great choice for enjoying the after-dinner hours with a drink.

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

Day 4 of your leisurely self-drive tour in Italy is another opportunity for an in-depth travel experience in the country. On this refreshing new day, you’ll travel from Collecchio and continue your laid-back and relaxed road trip adventure in the hamlet of Priorato II and the village of Priorato. You’ll stay in Milan for 4 nights.

Prepare for a day full of fun adventures, romantic experiences, and natural wonders. When you’re ready, kick off your sightseeing adventure at Parco Nevicati. This underrated park is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Labirinto Della Masone, one of the town’s best highlights.

Next, check out Rocca Sanvitale, one of the most curiosity-inducing places to see in Pisa. This castle is a favorite among locals and travelers alike.

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

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.

Set out on a gastronomic journey in Milan by reserving a table at Enrico Bartolini al Mudec. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of creative cuisine. For a different taste, head over to Seta by Antonio Guida, renowned for its delectable international and contemporary dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Il Luogo Aimo e Nadia, a highly rated local gem known for its exquisite italian contemporary and modern menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Milan.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Milan. The bars in Milan make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

To truly maximize your evening out, consider visiting Nottingham Forest after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Armani/bamboo Bar, another bar with an inviting ambiance. Similarly, Mag Cafe also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

On day 5 of your leisurely self-drive tour across Italy, you’ll go deep into Milan, 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 Milan, and meet locals along the way!

Enjoy the perfect balance of relaxation and exploration in Milan today. One of the most notable attractions included on the itinerary is Royal Palace Of Milan. This history-steeped palace will help you start your sightseeing on top. Then, take a leisurely stroll to Cathedral Square and learn what makes this romantic public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the world-famous Duomo Di Milano Museum. After exploring the church, head to Galleria Vittorio Emanuele Ii. This spectacular shopping mall is a highlight in Milan. As your day continues, stop by La Scala, known for its picture-perfect features.

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.

Exploring the food culture in Milan 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 Dessert Bar Milano, an excellent option for tonight's dining. Looking for something different? Radisson Blu Hotel Milan offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Qui Si Mangia. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Milan.

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.

If you’re not ready to end the night just yet, Kilburn Cocktail Bar Milano offers a perfect venue to relax and savor a drink. Similarly, Bar Frida is well-suited for those looking to unwind in a social setting. The Friends Pub Milano is another excellent spot to enjoy a nightcap after a delightful meal.

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

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

Get ready to discover some of the most iconic wonders in Milan, including a monument, a park, a castle, an art gallery, a public square and much more! Start your day at Arch Of Peace. This culturally significant monument is a notable place to see in Milan. Then, wander over to Parco Sempione. If romantic sites excite you, this park will be right up your alley. Nearby, you’ll also find Sforzesco Castle Art Library. This picture-perfect castle is a favorite among visitors.

Milan offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Pinacoteca Di Brera is an interesting spot in the city that will captivate you with its unique charm. When you’re done at the art gallery, don’t forget to check out the picture-perfect Piazza Gae Aulenti. Take a moment to appreciate the fascinating details of this popular public square.

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

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.

Enjoy a delicious meal at Bice Restaurant, a highly-rated dining destination in Milan. If you're eager to try something different, consider Alto Ristorante, another top spot with a tantalizing menu. You might also want to secure a reservation at Nero 9. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Milan this evening.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

After enjoying a fulfilling meal, continue your evening at Bhangrabar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Rufus Cocktail Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Ostello Bello Grande provides an excellent environment for a relaxed and enjoyable evening.

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

Day 7 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!

Today's adventure in Milan promises more breathtaking discoveries and enriching experiences! Begin at Basilica Di Sant'ambrogio. This photogenic church is a highlight of any visit in the city. Then, enjoy Museo Della Scienza E Della Tecnologia "leonardo Da Vinci", another respected attraction that never fails to captivate visitors. Next, head over to Santa Maria Delle Grazie Church, one of the city’s most interesting attractions, known for its photogenic features.

If you’re looking for more, spend time soaking in the atmosphere of Mudec - Museum Of Cultures. This eye-catching museum is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Milan offers a wide selection of experiences for every traveler.

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 Ristorante la Brisa, a top pick for dinner tonight. Alternatively, Pasticceria San Carlo 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.

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.

After your meal, keep the night alive at a bar like Qc Termemilano, known for its lively atmosphere. Yguana Cafè is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance.

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

Day 8 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 city of La Spezia. By the end of the day, you’ll drive in the direction of the city of Pisa, where you’ll stay at a top-rated hotel of your choice for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Milan allows for both. Start by heading to Parco Giochi La Maggiolina. This intriguing playground provides an insightful glimpse into the city's identity. Next, discover Castello San Giorgio, a historic castle, promising a delightful encounter.

Continue your sightseeing with a visit to Giardini Pubblici, an intriguing park. When you’re done, don’t forget to make a stop at the curiosity-inducing Technical Naval Museum Of Spezia.

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.

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.

Enjoy a delicious meal at Anita Osteria, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider La corte di San Leonardo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Filter Coffee Lab. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Pisa this evening.

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

Soak in the unique atmosphere of Pisa as you commemorate this day of your relaxed road trip through Italy with a toast. Cheers to a memorable leisurely self-drive holiday in Italy!