Relaxed 9-Day Italy Self-Drive Road Trip With Itinerary from Pisa to Milan

Day 2 of your relaxed road trip through Italy means 24 hours of making the best memories in Tirrenia. You’ll go sightseeing at famous attractions in Tirrenia. In the evening, you will experience one of the most popular dining spots in the village. So buckle up and prepare to be blown away by Tirrenia!

Enjoy the perfect balance of relaxation and exploration in Pisa today. One of the most up-and-coming attractions included on the itinerary is Bagno Degli Americani. Then, take a leisurely stroll to Leaning Tower Of Pisa and learn what makes this picture-perfect monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the wondrous Piazza Del Duomo, Pisa. After exploring the public square, head to Pisa Cathedral. This locally appreciated church is a highlight in Pisa. As your day continues, stop by Parco Regionale Migliarino, San Rossore, Massaciuccoli, known for its mesmerizing 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.

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.

Treat yourself to a delightful dinner at Ristorante Capodimonte Pisa, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Locanda Dei Pisani Doc Pisa? It's another excellent option with a diverse menu. Consider reserving a table at Baribaldi Pisa as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pisa.

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.

Keep the evening going at Bar Mocambo, a great choice for enjoying the after-dinner hours with a drink. You could also go to Tree, which offers a similarly pleasant setting and great drinks. Another option is Chupiteria, 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 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!

A blend of fun adventures, romantic experiences, and breathtaking views await you in Pisa on today’s itinerary. First up is the locally appreciated 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 increasingly popular 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), an underrated art installation 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.

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.

Treat yourself to a wonderful meal at Restaurant -Pizzeria Il Mio Capriccio, a top-rated dining spot in Pisa. If you're in the mood for something new, try Ristorante alle Bandierine, another premier location with a delectable menu. You might also want to book a table at Barrique Cocktail And Bistrot. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Pisa.

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.

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

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!

On day 4 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.

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and natural wonders. Whether you decide to explore Pisa on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Parco Nevicati is the first of them. Spend some time admiring this stunning park before continuing your journey. Labirinto Della Masone is your next stop. This often recommended maze is one of the best-rated sights in Pisa.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Rocca Sanvitale. This visually striking castle is a sight to behold.

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.

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.

Discover the culinary delights of Milan by securing a reservation at Enrico Bartolini al Mudec. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative cuisine. For an alternative dining experience, try Seta by Antonio Guida, renowned for its delicious international and contemporary dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Il Luogo Aimo e Nadia, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Nottingham Forest stands out as an excellent choice for a post-dinner cocktail. Alternatively, Armani/bamboo Bar offers an ideal atmosphere to enjoy the pleasures of the night. Mag Cafe is also a great option that provides a perfect setting for a relaxing evening.

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

Day 5 introduces you to many popular attractions and activities in Milan, further proving that leisurely self-drive tours in Italy are extraordinary.

Today’s itinerary in Milan covers several incredible sights, including a palace, a public square, a church, a shopping mall, an opera house and much more! Start your adventure at Royal Palace Of Milan. This popular palace is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the visually striking wonders of Cathedral Square, a must-see public square in the city.

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 Duomo Di Milano Museum. This globally renowned church offers an enriching experience. For a change of pace, head to Galleria Vittorio Emanuele Ii, where you can take in enchanting features. Conclude your self-guided sightseeing tour with a visit to La Scala. 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 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!

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.

Don’t miss out on dining 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.

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.

Continue your evening by exploring the vibrant nightlife scene at Kilburn Cocktail Bar Milano, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Frida, a bar that offers unique local touches. Likewise, The Friends Pub Milano provides an excellent alternative for a fun evening.

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

Day 6 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 well-planned self-sightseeing route offers several fun adventures, breathtaking views, and photo-friendly spots. Whether you decide to explore Milan on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Arch Of Peace is the first of them. Spend some time admiring this noteworthy monument before continuing your journey. Parco Sempione is your next stop. This spectacular park is one of the best-rated sights in Milan.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Sforzesco Castle Art Library. This culturally significant castle is a sight to behold. To round off your sightseeing experience, visit Pinacoteca Di Brera and Piazza Gae Aulenti.

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.

Have a fantastic dining experience at Bice Restaurant, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Alto Ristorante offers an enticing alternative with its varied menu. Additionally, Nero 9 is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Milan.

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

To truly maximize your evening out, consider visiting Bhangrabar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Rufus Cocktail Bar, another bar with an inviting ambiance. Similarly, Ostello Bello Grande also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Grab a drink and enjoy every passing minute of this night 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!

Today’s agenda in Milan includes a church and a museum. Basilica Di Sant'ambrogio is must-visit church and a great starting point for the day. Next, continue your journey to Museo Della Scienza E Della Tecnologia "leonardo Da Vinci", a captivating museum, located just a leisurely stroll away. Next, head to Santa Maria Delle Grazie Church, a culturally significant church, also available for your discovery today.

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.

Make sure to reserve a table at Ristorante la Brisa, 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 Pasticceria San Carlo, 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 UNAHOTELS Cusani Milano, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

Let the evening flow smoothly from dinner to drinks at Qc Termemilano, a top-rated bar in the area. For other recommendations, Yguana Cafè provides a perfect setting for rounding out your night with style and great drinks.

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.

Discover a day packed with fun adventures, wallet-friendly activities, and breathtaking views in Milan. Begin your sightseeing with Parco Giochi La Maggiolina. This underrated playground is one of the top attractions in the city. Proceed to Castello San Giorgio, 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 Giardini Pubblici. This intriguing park is a traveler-favorite. Not far away, you’ll find Technical Naval Museum Of Spezia, another key site on your sightseeing itinerary.

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

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 Anita Osteria, an excellent option for tonight's dining. Looking for something different? La corte di San Leonardo offers a tantalizing alternative with its diverse menu. And don’t miss Filter Coffee Lab. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Pisa.

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

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