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.

Start your adventure at Bagno Degli Americani. This curiosity-inducing sightseeing destination is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the UNESCO world heritage-designated wonders of Leaning Tower Of Pisa, a must-see monument in the village.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Piazza Del Duomo, Pisa. This timeless public square offers an enriching experience. For a change of pace, head to Pisa Cathedral, where you can take in historic features. Conclude your self-guided sightseeing tour with a visit to Parco Regionale Migliarino, San Rossore, Massaciuccoli. These sights offer a fulfilling end to a perfect day.

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!

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 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.

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.

Continue your lively evening at Bar Mocambo, a perfect place for winding down or revving up the night, depending on which mood you’re in. Tree is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Chupiteria ensures a night out tailored to your taste.

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!

Pisa is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at Cittadella Nuova, a beloved park that is worthwhile a visit in the city. Nearby, you’ll find Logge Dei Banchi, enchanting visitors with its photogenic appeal. Continue your exploration at Palazzo Blu. This art gallery is one of the city’s most curiosity-inducing spots.

Enjoy the freedom of exploring Pisa at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Santa Maria Della Spina. After exploring the church, head to the up-and-coming “tuttomondo” (keith Haring).

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.

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 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.

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.

Continue your evening by exploring the vibrant nightlife scene at Bar Livorno, a prime destination for a thrilling night out.

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

Day 4 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 town of Collecchio. By the end of the day, you’ll drive in the direction of the city of Milan, where you’ll stay at a top-rated hotel of your choice 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 curiosity-inducing 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 often recommended places to see in Pisa. This castle is a favorite among locals and travelers alike.

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 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.

Have a memorable dining experience in Milan by booking a table at Enrico Bartolini al Mudec, renowned as a 3-star Michelin restaurant presenting an exceptional creative menu. For a different culinary experience in Milan, Seta by Antonio Guida shines as one of the top destinations, known for its delicious international and contemporary cuisine. This 2-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, Il Luogo Aimo e Nadia is known as a top local spot for its delicious italian contemporary and modern cuisine in Milan. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

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

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!

Immerse yourself in Milan’s rich culture with today's sightseeing itinerary. Start your journey at Royal Palace Of Milan. This history-steeped palace is sure to ignite your curiosity. Next, dive into the history-steeped features of Cathedral Square, a must-visit public square 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 Duomo Di Milano Museum, a world-famous church. For a change of scene, check out Galleria Vittorio Emanuele Ii, known for its visually striking features. We also recommend visiting La Scala. This opera house is a must for anyone looking to experience the city to the fullest.

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 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 Dessert Bar Milano, a top recommendation for dinner tonight. Or, for a change of pace, Radisson Blu Hotel Milan boasts a menu that's sure to impress. Also, be sure to check out Ristorante Qui Si Mangia. 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.

After your meal, keep the night alive at a bar like Kilburn Cocktail Bar Milano, known for its lively atmosphere. Bar Frida is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, The Friends Pub Milano offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass to celebrate another day of your laid-back and 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.

Bring your curiosity for today’s adventure around Milan. Some of the city’s most loved attractions await! Arch Of Peace is the perfect place to start. This monument is one of the most well-known places to visit in Milan. Next, head to Parco Sempione, an impressive park, known for its peaceful features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Sforzesco Castle Art Library. This picture-perfect castle is a highly recommended experience. Nearby, you'll also find Pinacoteca Di Brera and Piazza Gae Aulenti. Visit these for an interesting touch to your journey.

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.

Enjoy a lovely dining experience at Bice Restaurant, a popular restaurant in Milan. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Milan at Alto Ristorante, 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 Nero 9. It’s yet another ideal choice to enhance your time in 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.

Round off your dining experience by visiting Bhangrabar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Rufus Cocktail Bar, a bar catering to every mood and preference. Ostello Bello Grande likewise offers a unique atmosphere, perfect for a memorable night out.

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!

Start by visiting Basilica Di Sant'ambrogio, a prime spot to begin your journey. This culturally significant church is sure to impress. Next on your list is Museo Della Scienza E Della Tecnologia "leonardo Da Vinci", another must-visit landmark and interesting museum renowned for its respected features.

While exploring and sightseeing, take time to savor the culture of Milan by sampling some local delicacies. When you’re ready for more sightseeing, head to Santa Maria Delle Grazie Church. This UNESCO world heritage-designated church is an essential place to visit for anyone looking for the full Milan experience. We also recommend visiting Mudec - Museum Of Cultures, an interesting museum.

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 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.

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 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.

After enjoying a fulfilling meal, continue your evening at Qc Termemilano, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Yguana Cafè offers a welcoming atmosphere for easing into the nightlife.

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

Day 8 of your leisurely self-drive tour in Italy is another opportunity for an in-depth travel experience in the country. You’ll stay in Pisa for 1 night.

Today, you'll explore some of the most beautiful places in Milan, including a playground, a castle, a park, a museum and much more! Start your day with a visit to Parco Giochi La Maggiolina. This worthwhile playground is a must-visit in the city. When you’re ready for your next discovery, continue to Castello San Giorgio, which may be one of the most gorgeous places you will experience today.

One of the best things about exploring Milan on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Giardini Pubblici, an often recommended park in the city. If you’re up for more discoveries, don’t forget to reserve some time for Technical Naval Museum Of Spezia.

In the city of Pisa, you’ll find plenty of stay options that will accommodate your need for rest and relaxation after spending your day on the road. Our top recommendations perfectly complement your relaxed road trip vacation in Italy.

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 Anita Osteria, a top recommendation for dinner tonight. Or, for a change of pace, La corte di San Leonardo boasts a menu that's sure to impress. Also, be sure to check out Filter Coffee Lab. Known as a local hotspot, it’s a great choice for tonight in Pisa.

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 Pisa. The bars in Pisa make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

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.