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.

Discover a day packed with family-friendly attractions, scenic views, and photo-friendly spots in Pisa. Begin your sightseeing with Bagno Degli Americani. This locally appreciated point of interest is one of the top attractions in the village. Proceed to Leaning Tower Of Pisa, another must-visit attraction.

As you wander through the inviting streets of Pisa, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Del Duomo, Pisa. This wondrous public square is a traveler-favorite. Not far away, you’ll find Pisa Cathedral, another key site on your sightseeing itinerary. Parco Regionale Migliarino, San Rossore, Massaciuccoli is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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.

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.

Have a fantastic dining experience at Ristorante Capodimonte Pisa, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Locanda Dei Pisani Doc Pisa offers an enticing alternative with its varied menu. Additionally, Baribaldi Pisa is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Pisa.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Mocambo, known for its inviting atmosphere. Tree is another great option if you’re looking for a place to get the night started. Similarly, Chupiteria provides a great setting to enjoy the night away.

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!

Today, you'll explore some of the most beautiful places in Pisa, including a park, a public square, an art gallery, a church, an art installation and much more! Start your day with a visit to Cittadella Nuova. This often recommended park is a must-visit in the city. When you’re ready for your next discovery, continue to Logge Dei Banchi, which may be one of the most historic places you will experience today.

One of the best things about exploring Pisa 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 Palazzo Blu, an increasingly popular art gallery in the city. If you’re up for more discoveries, don’t forget to reserve some time for Santa Maria Della Spina and “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.

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 lovely meal at Restaurant -Pizzeria Il Mio Capriccio, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante alle Bandierine is another top choice with a popular menu. You could also check for a table at Barrique Cocktail And Bistrot. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Pisa tonight.

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.

Explore the vibrant nightlife at Bar Livorno after your meal, a hub for lively evenings and memorable moments.

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

Day 4 of your relaxed road trip across the beautiful country of Italy will take you on a self-paced journey to more than one incredible place in one day. See some of the best attractions in Italy, taste the most delectable foods and exquisite drinks, and make incredible memories as you go!

Start by visiting Parco Nevicati, a prime spot to begin your journey. This mesmerizing park is sure to impress. Next on your list is Labirinto Della Masone, another must-visit landmark and underrated maze renowned for its awe-inspiring features.

While exploring and sightseeing, take time to savor the culture of Pisa by sampling some local delicacies. When you’re ready for more sightseeing, head to Rocca Sanvitale. This romantic castle is an essential place to visit for anyone looking for the full Pisa experience.

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.

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.

Experience a symphony of flavors at Enrico Bartolini al Mudec in Milan by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enrico Bartolini al Mudec delights its guests with its exceptional variety of meals showcasing delicious creative cuisine. For a palate-pleasing alternative, make sure to dine at Seta by Antonio Guida, acclaimed for its delectable international and contemporary specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Il Luogo Aimo e Nadia, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for italian contemporary and modern cuisine in the city.

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.

Unwind after your meal by stepping into Nottingham Forest. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Armani/bamboo Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Mag Cafe, another top-rated bar in the area.

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 locally renowned attractions included on the itinerary is Royal Palace Of Milan. This visually striking palace will help you start your sightseeing on top. Then, take a leisurely stroll to Cathedral Square and learn what makes this enchanting public square unique.

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

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!

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.

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.

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.

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

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

Set out on a day brimming with fun adventures, scenic views, and photo-friendly spots. Start at the captivating Arch Of Peace, a detailed monument in Milan. Next, go to Parco Sempione.

After visiting Arch Of Peace and Parco Sempione, have a stroll along Milan's streets and take in the local charm. Continue your sightseeing by heading to Sforzesco Castle Art Library. This stunning castle offers a unique experience. Pinacoteca Di Brera is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazza Gae Aulenti, one of the most visually striking places to visit in Milan.

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.

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 delightful dinner at Bice Restaurant, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Alto Ristorante? It's another excellent option with a diverse menu. Consider reserving a table at Nero 9 as well. Known for its consistent customer satisfaction, it’s an ideal pick 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.

Keep the excitement of the evening going by visiting a bar or two. Bhangrabar is an excellent place to start. You could also check out Rufus Cocktail Bar, offering a different kind of charm. A last recommendation for the day is Ostello Bello Grande. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise your glass and relax after another big day of your leisurely paced road trip 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 route brings fun adventures, photo-friendly spots, and history-rich sites. The first attraction of today is Basilica Di Sant'ambrogio. This well-known church is a photogenic place to see in Milan. Continue your discovery at Museo Della Scienza E Della Tecnologia "leonardo Da Vinci", a visually striking museum with stories to tell.

As you stroll around Milan, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Santa Maria Delle Grazie Church. This captivating church offers a standout encounter with Milan. Next, make your way to Mudec - Museum Of Cultures to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Milan.

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 Ristorante la Brisa, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Pasticceria San Carlo, another top spot with a mouthwatering menu. You might also want to secure a reservation at UNAHOTELS Cusani Milano. 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.

After savoring a delicious meal, step into the vibrant nightlife at Qc Termemilano, where the evening is just getting started. In the same way, Yguana Cafè offers a unique charm perfect for experiencing the local bar scene in Milan.

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 8 of your self-drive tour in Italy is your opportunity to see and experience the diversity of the country. You’ll stay in Pisa for 1 night. Along the route of your relaxed road trip, you can get a glimpse of the locals’ way of life and visit some of the most amazing locations in Italy.

Today's adventure in Milan promises more breathtaking discoveries and enriching experiences! Begin at Parco Giochi La Maggiolina. Then, enjoy Castello San Giorgio, another picture-perfect attraction that never fails to captivate visitors. Next, head over to Giardini Pubblici, one of the city’s most locally appreciated attractions, known for its romantic features.

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

After a day of exploration, relax at one of the top hotels or accommodations in Pisa. 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 Pisa, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Make sure to reserve a table at Anita Osteria, 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 corte di San Leonardo, 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.

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.

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