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!

Immerse yourself in Pisa’s rich culture with today's sightseeing itinerary. Start your journey at Bagno Degli Americani. Next, dive into the historic features of Leaning Tower Of Pisa, a must-visit monument in the village.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Piazza Del Duomo, Pisa, a globally renowned public square. For a change of scene, check out Pisa Cathedral, known for its breathtaking features. We also recommend visiting Parco Regionale Migliarino, San Rossore, Massaciuccoli. This nature reserve is a must for anyone looking to experience the village to the fullest.

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!

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 Ristorante Capodimonte Pisa, 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 Locanda Dei Pisani Doc Pisa, 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 Baribaldi Pisa, 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.

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

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

Day 3 introduces you to many popular attractions and activities in Pisa, further proving that leisurely self-drive tours in Italy are extraordinary.

Today’s route brings family-friendly attractions, romantic experiences, and breathtaking views. The first attraction of today is Cittadella Nuova. This locally appreciated park is a romantic place to see in Pisa. Continue your discovery at Logge Dei Banchi, an instagrammable public square with stories to tell.

As you stroll around Pisa, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Palazzo Blu. This curiosity-inducing art gallery offers a history-steeped encounter with Pisa. Next, make your way to Santa Maria Della Spina to add another highlight to your day. After that, visit “tuttomondo” (keith Haring), a worthwhile art installation that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Pisa.

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 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.

Enjoy a lovely dining experience at Restaurant -Pizzeria Il Mio Capriccio, a popular restaurant in Pisa. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Pisa at Ristorante alle Bandierine, 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 Barrique Cocktail And Bistrot. It’s yet another ideal choice to enhance your time in Pisa tonight.

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.

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

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

Brace yourself for today’s incredible lineup of attractions in Pisa, featuring fun adventures, romantic experiences, and natural wonders. Start at Parco Nevicati, a worthwhile park in the town. Then, head to Labirinto Della Masone and soak in the ambiance of this awe-inspiring maze.

There are many interesting places to see in Pisa, and when you are ready for more, go to Rocca Sanvitale. This is one of the town’s most worthwhile standout spots of interest.

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.

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.

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.

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.

Continue your evening by exploring the vibrant nightlife scene at Nottingham Forest, a prime destination for a thrilling night out. Also, don’t forget to check out Armani/bamboo Bar, a bar that offers unique local touches. Likewise, Mag Cafe provides an excellent alternative for a fun evening.

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

Day 5 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 adventure in Milan promises more breathtaking discoveries and enriching experiences! Begin at Royal Palace Of Milan. This photogenic palace is a highlight of any visit in the city. Then, enjoy Cathedral Square, another symbolic attraction that never fails to captivate visitors. Next, head over to Duomo Di Milano Museum, one of the city’s most globally renowned attractions, known for its enchanting features.

If you’re looking for more, spend time soaking in the atmosphere of Galleria Vittorio Emanuele Ii. This visually striking shopping mall is frequented by locals and tourists alike. To complete your memorable day, make sure to visit La Scala, a popular opera house, and take a stroll around the area.

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

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.

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.

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 to celebrate another day of your laid-back and relaxed road trip experience 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!

Prepare for a day full of fun adventures, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Arch Of Peace. This notable monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Parco Sempione, one of the city’s best highlights.

Next, check out Sforzesco Castle Art Library, one of the most famous places to see in Milan. This castle is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Pinacoteca Di Brera. Wander around and soak in the heritage-rich atmosphere this art gallery offers. Then, head to Piazza Gae Aulenti, a top-rated public square that adds another dimension to your day.

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 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.

Savor the flavors at Bice Restaurant, a top pick for dinner tonight. Alternatively, Alto Ristorante beckons with its unique menu offerings. Also, consider Nero 9. With its consistent customer satisfaction, it’s an excellent option for dining 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.

Cap off your dinner by heading to Bhangrabar, ideal for a leisurely evening with a drink in hand. Rufus Cocktail Bar is another bar that offers an enjoyable setting. Similarly, Ostello Bello Grande is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Day 7 introduces you to many popular attractions and activities in Milan, further proving that leisurely self-drive tours in Italy are extraordinary.

Enjoy the perfect balance of relaxation and exploration in Milan today. One of the most popular attractions included on the itinerary is Basilica Di Sant'ambrogio. This heritage-rich church will help you start your sightseeing on top. Then, take a leisurely stroll to Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" and learn what makes this photogenic museum unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the captivating Santa Maria Delle Grazie Church. After exploring the church, head to Mudec - Museum Of Cultures. This notable museum is a highlight in Milan.

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.

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.

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 evening going at Qc Termemilano, a great choice for enjoying the after-dinner hours with a drink. You could also go to Yguana Cafè, which offers a similarly pleasant setting and great drinks.

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

On day 8 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, 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 beloved 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 awe-inspiring 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, a curiosity-inducing park in the city. If you’re up for more discoveries, don’t forget to reserve some time for Technical Naval Museum Of Spezia.

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 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.

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.

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