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.

A blend of fun adventures, scenic views, and picturesque spots await you in Pisa on today’s itinerary. First up is the underrated sightseeing destination, Bagno Degli Americani. Afterward, continue to Leaning Tower Of Pisa, a monument every traveler should visit.

As you explore Pisa’s charming streets, take in the lively atmosphere and get to know the character of the village. Next, make your way to Piazza Del Duomo, Pisa. This iconic public square is an essential stop. Following that, head to Pisa Cathedral, another must-visit site that will enhance your experience. Don’t forget to stop by Parco Regionale Migliarino, San Rossore, Massaciuccoli, an often recommended nature reserve in the village.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Tirrenia. There are so many fun and eye-opening activities to try out in Tirrenia 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 village of Tirrenia 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 Pisa, explore the city like a local by trying out the best restaurants in the area.

Enjoy a lovely meal at Ristorante Capodimonte Pisa, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Locanda Dei Pisani Doc Pisa is another top choice with a popular menu. You could also check for a table at Baribaldi Pisa. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Pisa tonight.

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

Let the evening flow smoothly from dinner to drinks at Bar Mocambo, a top-rated bar in the area. For other recommendations, Tree provides a perfect setting for rounding out your night with style and great drinks. Likewise, Chupiteria offers a memorable night with diverse drink options and excellent service.

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

Get ready for an exciting day in Pisa. Today’s sightseeing agenda includes a park, a public square, an art gallery, a church, an art installation and much more! Begin your adventure at Cittadella Nuova. This is a worthwhile park you should not miss. Another must-see is Logge Dei Banchi, a locally appreciated public square in Pisa.

When you’re ready for the next sight, head to Palazzo Blu. From there, take a leisurely stroll to Santa Maria Della Spina, another of the city’s locally appreciated attractions. We recommend continuing your self-guided tour at “tuttomondo” (keith Haring), a detailed place of interest in the city.

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

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.

Make sure to reserve a table at Restaurant -Pizzeria Il Mio Capriccio, 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 Ristorante alle Bandierine, 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 Barrique Cocktail And Bistrot, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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 savoring a delicious meal, step into the vibrant nightlife at Bar Livorno, where the evening is just getting started.

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

Savor the day by visiting some of the best places to see in Pisa, including a park, a maze, and a castle. Start your adventure at Parco Nevicati. This often recommended park is a must-visit for travelers looking for a unique holiday experience. Make your way to Labirinto Della Masone located in Pisa for another exciting encounter.

Next, immerse yourself in the setting of Rocca Sanvitale. Its standout features will captivate you.

After a day of exploration, relax at one of the top hotels or accommodations in Milan. Staying in the city enhances your laid-back road trip experience in Italy by offering a comfortable and welcoming environment to recharge in this charming destination.

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 an extraordinary dining experience at Enrico Bartolini al Mudec, a 3-star Michelin restaurant offering an incredible creative menu. Alternatively, if your taste buds call for something different, Seta by Antonio Guida is one of the best restaurants for international and contemporary cuisine in Milan. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Il Luogo Aimo e Nadia. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary and modern cuisine in the city.

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.

Keep the excitement of the evening going by visiting a bar or two. Nottingham Forest is an excellent place to start. You could also check out Armani/bamboo Bar, offering a different kind of charm. A last recommendation for the day is Mag Cafe. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise your glass in celebration of your freedom and relaxed road trip adventure in 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!

Get ready to discover some of the most iconic wonders in Milan, including a palace, a public square, a church, a shopping mall, an opera house and much more! Start your day at Royal Palace Of Milan. This standout palace is a captivating place to see in Milan. Then, wander over to Cathedral Square. If history-steeped sites excite you, this public square will be right up your alley. Nearby, you’ll also find Duomo Di Milano Museum. This visually striking church 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, Galleria Vittorio Emanuele Ii is a spectacular spot in the city that will captivate you with its unique charm. When you’re done at the shopping mall, don’t forget to check out the picture-perfect La Scala. Take a moment to appreciate the fascinating details of this popular opera house.

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 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 Dessert Bar Milano, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Radisson Blu Hotel Milan, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Qui Si Mangia. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.

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.

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

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

Today’s agenda in Milan includes a monument, a park, a castle, an art gallery, a public square and much more! Arch Of Peace is must-visit monument and a great starting point for the day. Next, continue your journey to Parco Sempione, a widely recognized park, located just a leisurely stroll away. Next, head to Sforzesco Castle Art Library, a historic castle, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Milan. When you're ready, let your sightseeing route take you to the interesting Pinacoteca Di Brera. If you’re looking for more, Piazza Gae Aulenti is also a locally renowned attraction that is worthwhile a 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.

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.

Don’t miss out on dining at Bice Restaurant, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Alto Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at Nero 9. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.

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.

Extend your evening after a delightful meal by visiting Bhangrabar, which offers the perfect atmosphere for a night out. Moreover, Rufus Cocktail Bar is another popular option for a drink or two. Likewise, Ostello Bello Grande also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

Discover a day packed with family-friendly attractions, picturesque spots, and historic treasures in Milan. Begin your sightseeing with Basilica Di Sant'ambrogio. This popular church is one of the top attractions in the city. Proceed to Museo Della Scienza E Della Tecnologia "leonardo Da Vinci", another must-visit attraction.

As you wander through the inviting streets of Milan, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Santa Maria Delle Grazie Church. This well-known church is a traveler-favorite. Not far away, you’ll find Mudec - Museum Of Cultures, another key site on your sightseeing itinerary.

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!

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 Ristorante la Brisa, a highly-rated dining destination in Milan. If you're eager to try something different, consider Pasticceria San Carlo, another top spot with a tantalizing menu. You might also want to secure a reservation at UNAHOTELS Cusani Milano. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Milan this evening.

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

Cap off your dinner by heading to Qc Termemilano, ideal for a leisurely evening with a drink in hand. Yguana Cafè is another bar that offers an enjoyable setting.

Soak in the unique atmosphere of Milan 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!

Day 8 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the city of La Spezia and drive in the direction of the city of Pisa for some laid-back sightseeing. You’ll end your day in the city of Pisa, where you’ll stay for 1 night.

Immerse yourself in Milan’s rich culture with today's sightseeing itinerary. Start your journey at Parco Giochi La Maggiolina. Next, dive into the stunning features of Castello San Giorgio, a must-visit castle in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Giardini Pubblici, an often recommended park. For a change of scene, check out Technical Naval Museum Of Spezia, known for its instagrammable features.

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.

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

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

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.

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