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

On day 2 of your leisurely self-drive tour across Italy, you’ll go deep into Tirrenia, where you'll stay for 2 nights, and see some of the village’s unforgettable attractions. To learn more of the village's culture, you'll also dine at the most popular restaurants in Tirrenia, and meet locals along the way!

Make a stop at Leaning Tower Of Pisa. This timeless monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Del Duomo, Pisa located in Pisa for another exciting encounter.

Next, immerse yourself in the setting of Pisa Cathedral. Its historic features will captivate you.

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.

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.

Treat yourself to a wonderful meal at Ristorante Capodimonte Pisa, a top-rated dining spot in Pisa. If you're in the mood for something new, try La Locanda Dei Pisani Doc Pisa, another premier location with a delectable menu. You might also want to book a table at Baribaldi Pisa. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Pisa.

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.

Continue the enjoyment post-dinner at Bar Mocambo, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Tree offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Chupiteria. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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!

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.

Cittadella Nuova brings Pisa's character to life. This history-steeped park is a highlight of any visit in the city. Then, enjoy Logge Dei Banchi, another heritage-rich attraction that never fails to captivate visitors. Next, head over to Palazzo Blu, one of the city’s most underrated attractions, known for its photogenic features.

If you’re looking for more, spend time soaking in the atmosphere of Santa Maria Della Spina. This romantic church is frequented by locals and tourists alike. To complete your memorable day, make sure to visit “tuttomondo” (keith Haring), an often recommended art installation, and take a stroll around the area.

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

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 Pisa.

Savor the flavors at Restaurant -Pizzeria Il Mio Capriccio, a top pick for dinner tonight. Alternatively, Ristorante alle Bandierine beckons with its unique menu offerings. Also, consider Barrique Cocktail And Bistrot. With its consistent customer satisfaction, it’s an excellent option for dining 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.

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

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

Day 4 of your relaxed road trip in 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!

When you’re ready to jump back into the car and say goodbye to Pisa, you’ll hit the road in the direction of Collecchio. This drive usually takes around 1 hour 55 min.

Our first attraction recommendation in Collecchio is Parco Nevicati, a worthwhile park that draws attention for its majestic features.

When you’re ready to jump back into the car and say goodbye to Collecchio, you’ll hit the road in the direction of Priorato II. This drive usually takes around 22 min.

Labirinto Della Masone is a locally appreciated maze we recommend visiting today. Discover its breathtaking features before continuing your self-guided tour.

Priorato’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Priorato II behind. This drive usually takes around 7 min. Priorato welcomes you with a multitude of unique vacation experiences.

Spend your afternoon discovering Rocca Sanvitale, a curiosity-inducing castle known for its romantic features.

In Milan, you’ll find plenty of places to unwind after a day on the road. Our top recommendations go perfectly with your laid-back road trip 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.

Start your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Seta by Antonio Guida, celebrated for its delectable international and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Il Luogo Aimo e Nadia, a top local spot known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

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.

After savoring a delicious meal, step into the vibrant nightlife at Nottingham Forest, where the evening is just getting started. In the same way, Armani/bamboo Bar offers a unique charm perfect for experiencing the local bar scene in Milan. Mag Cafe is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Toast to another unforgettable and relaxing 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.

Awaiting your discovery is the notable Royal Palace Of Milan, an eye-catching palace in Milan. Next, go to Cathedral Square.

After visiting Royal Palace Of Milan and Cathedral Square, have a stroll along Milan's streets and take in the local charm. Continue your sightseeing by heading to Duomo Di Milano Museum. This history-steeped church offers a unique experience. Galleria Vittorio Emanuele Ii is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to La Scala, one of the most romantic places to visit in Milan.

Italy makes the perfect setting for a calming but fun road trip experience. 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 Milan, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Have a fantastic dining experience at Dessert Bar Milano, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Radisson Blu Hotel Milan offers an enticing alternative with its varied menu. Additionally, Ristorante Qui Si Mangia is worth considering. Renowned for satisfying diners, it’s an ideal option 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.

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.

Toast to another unforgettable and relaxing road trip adventure in Italy!

On day 6 of your leisurely self-drive tour across Italy, you’ll go deep into Milan, where you'll stay for 2 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!

Look forward to a unique sightseeing adventure at the well-known Arch Of Peace and allow yourself time to explore. Just a short distance away you'll find your next stop, Parco Sempione, an eye-catching park that draws visitors from far and near.

Continue your journey to Sforzesco Castle Art Library, one of the city’s most extraordinary spots that you shouldn’t miss. Another great site to visit is the locally renowned Pinacoteca Di Brera. When you're finished at the art gallery, Piazza Gae Aulenti awaits your visit. This public square is a breathtaking highlight on today's itinerary.

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.

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.

Experience the amazing nightlife in Milan and unwind at the coolest 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!

Experience Basilica Di Sant'ambrogio, a captivating church in the city. Then, head to Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" and soak in the ambiance of this visually striking museum.

There are many interesting places to see in Milan, and when you are ready for more, go to Santa Maria Delle Grazie Church. This is one of the city’s most popular heritage-rich spots of interest. After exploring the church, visit the interesting Mudec - Museum Of Cultures.

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.

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.

Dine in style at Ristorante la Brisa, a top recommendation for dinner tonight. Or, for a change of pace, Pasticceria San Carlo boasts a menu that's sure to impress. Also, be sure to check out UNAHOTELS Cusani Milano. Known as a local hotspot, it’s a great choice for tonight in Milan.

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

Unwind after your meal by stepping into Qc Termemilano. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Yguana Cafè offers a dynamic and energetic atmosphere for a glass or two.

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

On day 8 of your laid-back road trip adventure in Italy, you can visit several remarkable places. With the freedom and flexibility of a self-drive tour, you decide how much time to spend in each, making the most of these memorable destinations.

La Spezia’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Milan behind. This drive usually takes around 2 hours 41 min. La Spezia welcomes you with a multitude of unique vacation experiences.

One of our top recommendations for your sightseeing is Parco Giochi La Maggiolina. Then, head to Castello San Giorgio. This up-and-coming castle is a traveler-favorite in the city.

If you're keen to see more, continue to Giardini Pubblici. Feed your curiosity by learning something new about the park. Next, take your journey to Technical Naval Museum Of Spezia, an increasingly popular museum.

When you’re not exploring beautiful places, you can relax in Pisa. Here, you can choose from the best hotels and other accommodations as you get to know more about the culture in the city.

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 delightful dinner at Anita Osteria, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La corte di San Leonardo? It's another excellent option with a diverse menu. Consider reserving a table at Filter Coffee Lab as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pisa.

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

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