12-Day Italy Self-Drive Road Trip With Itinerary from Pisa to Florence, Arezzo, Rome, Siena, Verona, and Milan and surrounding area

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Pisa and Cascine Vecchie. At the end of the day, you will retreat to the hotel of your choice in Florence, where will spend 1 night.

Cittadella Nuova makes a great addition to your morning plans. This increasingly popular park is a history-steeped place to see in Pisa. Continue your discovery at Piazza Del Duomo, Pisa, a breathtaking 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 Pisa Cathedral. This up-and-coming church offers a grand encounter with Pisa. Next, make your way to Leaning Tower Of Pisa 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 Pisa.

When you’ve had your share of Pisa, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Cascine Vecchie. Your travel time is around 12 min.

One of our top recommendations for your sightseeing is Parco Regionale Migliarino, San Rossore, Massaciuccoli. Spend some time admiring the idyllic features of the nature reserve before you continue to your next stop.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Florence. Florence offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Start your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

After savoring a delicious meal, step into the vibrant nightlife at Manifattura, where the evening is just getting started. In the same way, Se·sto On Arno Rooftop Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Il Vinile is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise your glass to another unforgettable day in Italy!

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Florence. When you’re not sightseeing, take time to relax at your chosen hotel in Arezzo, where you’ll be staying for 1 night.

One of the most top-rated attractions included on the itinerary is Piazza Della Signoria. This visually striking public square will help you start your sightseeing on top. Then, take a leisurely stroll to Cathedral Of Santa Maria Del Fiore and learn what makes this visually striking church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the globally renowned Ponte Vecchio. After exploring the historical landmark, head to Uffizi Gallery. This famous art gallery is a highlight in Florence. As your day continues, stop by Piazzale Michelangelo, known for its symbolic features.

When you’re done exploring for the day, you’ll drive to your hotel in Arezzo. Check in and relax before you head out to tour the city.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Arezzo, it's often a good idea to reserve a table in advance.

Discover the culinary delights of Arezzo by securing a reservation at Octavin. Esteemed for its 1-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative cuisine. Alternatively, La Clandestina beckons with its unique menu offerings.

Unwind after your meal by stepping into Liquid Bar. This venue is celebrated for its extensive drink selections and cozy vibes.

Savor another day of unforgettable experiences in Italy!

Your itinerary for day 4 of your road trip in Italy includes 1 stop and features some of the highlights of Vatican City. At the end of the day, enjoy the comforts of a top-rated hotel in Rome, where you'll spend 3 nights.

Vatican City’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Arezzo behind. This drive usually takes around 2 hours 32 min. Vatican City welcomes you with a multitude of unique vacation experiences.

One of our top recommendations for your sightseeing is Vatican Museums. Then, head to Saint Peter's Square. This locally renowned square is a traveler-favorite in the city.

If you're keen to see more, continue to Sistine Chapel. Feed your curiosity by learning something new about the chapel. Next, take your journey to St. Peter's Basilica, a wondrous major basilica.

At the end of the day, you will drive to Rome, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for a true cultural experience.

Enjoy an outstanding dining experience at La Pergola, a 3-star Michelin restaurant offering an exceptional mediterranean and contemporary menu. Alternatively, if you're in the mood for something different, consider the nearby 2-star Michelin-awardee, Il Pagliaccio, known for its delicious creative and innovative cuisine. Another highly-recommended place to eat in Rome is Enoteca La Torre, a renowned restaurant with a 2-star Guide Michelin recognition and a delicious mediterranean and creative menu.

Extend your evening after a delightful meal by visiting La Botticella Of Poggi Giovanni, which offers the perfect atmosphere for a night out. Moreover, Almalu Trastevere is another popular option for a drink or two. Likewise, Bar Viminale Di Pepi Maurilio also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise your glass and celebrate another amazing day of your road trip in Italy!

On day 5 of your road trip, you will have an entire day to discover what to see in Rome. You’ll stay in Rome for 2 nights.

Make a stop at Circus Maximus. This well-known archeological site is a must-visit for travelers looking for a unique holiday experience. Make your way to Colosseum located in Rome for another exciting encounter.

Next, immerse yourself in the setting of Roman Forum. Its historic features will captivate you. After the archeological site, continue your tour of the city with a visit to Altare Della Patria. Visitors usually appreciate the picture-perfect features of this monument. Next up is Orange Garden, a highly recommended park.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for a true cultural experience.

Make sure to reserve a table at RomAntica, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Coso Ristorante, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of DEROMA - Farine Romane, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Explore the vibrant nightlife at Sant' Eustachio Caffè after your meal, a hub for lively evenings and memorable moments. Or, head to Yellowsquare Rome for a great selection of flavorful drinks and a charming setting. Furthermore, Caffè Portofino is perfect for those looking to extend their night with a touch of local flavor.

Take some time to reflect on your day and savor another beautiful night in Italy.

Day 6 offers an itinerary packed with the best things to see in Pisa. You’ll stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

Enjoy all that Trevi Fountain has to offer. This is a wondrous monument you should not miss. Another must-see is Piazza Di Spagna, a world-famous public square in Rome.

When you’re ready for the next sight, head to Spanish Steps. From there, take a leisurely stroll to Piazza Del Popolo, another of the city’s extraordinary attractions. We recommend continuing your self-guided tour at Villa Borghese, a serene place of interest in the city.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine.

Make sure to reserve a table at Hotel de Russie, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Taverna Italiana, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of The Parrot Bar, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

To truly maximize your evening out, consider visiting The Apartment Bar Roma after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Hotel Hassler Roma, another bar with an inviting ambiance.

As the sun sets, rest up and recharge for the next leg of your road trip in Italy.

On day 7 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Rome are on today's agenda. In the evening, you’ll end up in Siena, where you will stay for 1 night.

Make time for Largo Di Torre Argentina, a well-known archeological site that is worthwhile a visit in the city. Nearby, you’ll find Pantheon, enchanting visitors with its heritage-rich appeal. Continue your exploration at Piazza Navona. This public square is one of the city’s most timeless spots.

Enjoy the freedom of exploring Rome at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Campo De' Fiori. After exploring the public square, head to the widely recognized Castel Sant'angelo.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Siena. Siena offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a day of adventure, treat yourself to an exquisite dinner at one of Siena's best restaurants.

Treat yourself to a delicious dinner at Enoteca I Terzi, an excellent option for tonight's dining. Looking for something different? Ristorante Tar-Tufo offers a tantalizing alternative with its diverse menu. And don’t miss Antica Trattoria Papei. Known for great service, it’s a fantastic choice for tonight in Siena.

If you’re not ready to end the night just yet, Meet Life Cafè offers a perfect venue to relax and savor a drink. Similarly, Maudit Pub is well-suited for those looking to unwind in a social setting. Bar Impero Siena is another excellent spot to enjoy a nightcap after a delightful meal.

Take some time to reflect on your day and savor another beautiful night in Italy.

Dive into day 8 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Siena and Bologna. At the end of the day, you’ll unwind at one of the finest accommodations in Verona, where you'll spend 1 night.

Check out the intriguing monument, Tower Of Mangia. Afterward, continue to Piazza Del Campo, a public square every traveler should visit. As you explore Siena’s charming streets, take in the lively atmosphere and get to know the character of the city.

Next, make your way to Siena Cathedral. This popular church is an essential stop.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Bologna. This drive usually takes around 2 hours 6 min, without any stops or traffic disruptions.

Set out on a self-guided sightseeing tour at Piazza Maggiore and explore the romantic features.

When you’re done exploring for the day, you’ll drive to your hotel in Verona. Check in and relax before you head out to tour the city.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Verona. Enjoy a relaxing evening as you savor delicious local cuisine.

Begin your culinary exploration in Verona by securing a reservation at Osteria Mondo d'Oro. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of italian and seasonal cuisine. For another dining delight, visit Casa Perbellini 12 Apostoli, celebrated for its delectable creative 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 Desco, a top local spot known for its tantalizing italian contemporary menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Continue your evening by exploring the vibrant nightlife scene at Archivio, a prime destination for a thrilling night out. Also, don’t forget to check out La Segreteria Café, a bar that offers unique local touches. Likewise, Grande Giove Cocktail Bar provides an excellent alternative for a fun evening.

Say good night to Verona and look forward to another great day of your road trip in Italy!

Experience an unparalleled adventure on day 9 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Verona and Monza. At the end of the day, you will retreat to the hotel of your choice in Milan, where will spend 2 nights.

To truly experience Verona, make sure to drop by Castelvecchio Museum. This interesting museum is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Castelvecchio Bridge, one of the city’s best highlights.

Next, check out Verona Arena, one of the most wondrous places to see in Verona. This stadium is a favorite among locals and travelers alike.

Monza’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Verona behind. This drive usually takes around 1 hour 54 min. Monza welcomes you with a multitude of unique vacation experiences.

For a more meaningful self-guided tour of the city's best attractions, visit Monza Circuit, a captivating motor speedway that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Monza Park and admire its standout features.

At the end of the day, you will drive to Milan, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Milan is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Milan.

Experience a taste of local culinary excellence while in Milan by securing a table at Enrico Bartolini al Mudec. An esteemed 3-star Michelin restaurant, it features an exceptional creative menu. For an alternative taste experience, visit Seta by Antonio Guida, famous for its scrumptious international and contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Il Luogo Aimo e Nadia, a local favorite celebrated for its exquisite italian contemporary and modern cuisine in Milan. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and modern cuisine lovers seeking top-notch culinary experiences.

Explore the vibrant nightlife at Nottingham Forest after your meal, a hub for lively evenings and memorable moments. Or, head to Armani/bamboo Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Mag Cafe is perfect for those looking to extend their night with a touch of local flavor.

As the sun sets, rest up and recharge for the next leg of your road trip in Italy.

Day 10 of your road trip across Italy promises a magnificent time exploring what to see in Milan. You have 1 night left in Milan. Take the opportunity to experience more of the best attractions and activities in the city.

Catch Pinacoteca Di Brera before the crowds roll in. This instagrammable art gallery is sure to ignite your curiosity. Next, dive into the standout features of La Scala, a must-visit opera house 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 Galleria Vittorio Emanuele Ii, a spectacular shopping mall. For a change of scene, check out Cathedral Square, known for its grand features. We also recommend visiting Duomo Di Milano Museum. This church is a must for anyone looking to experience the city to the fullest.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Milan. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a lovely meal at Dessert Bar Milano, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Radisson Blu Hotel Milan is another top choice with a popular menu. You could also check for a table at Ristorante Qui Si Mangia. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Milan tonight.

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

Savor another day of unforgettable experiences in Italy!

On day 11 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Milan. When you’re not sightseeing, take time to relax at your chosen hotel in Pisa, where you’ll be staying for 1 night.

Piazza Castello Fountain is perfect for a self-paced visit during the day. This romantic public square is sure to impress. Next on your list is Sforzesco Castle Art Library, another must-visit landmark and widely recognized castle renowned for its picture-perfect 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 Parco Sempione. This idyllic park is an essential place to visit for anyone looking for the full Milan experience. We also recommend visiting Arch Of Peace, a captivating monument. Nearby, you'll also find Piazza Gae Aulenti, ready to add charm to your journey.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Pisa. Pisa offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Pisa. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Don’t miss out on dining at Ristorante Capodimonte Pisa, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider La Locanda Dei Pisani Doc Pisa, another top spot with a mouthwatering menu. You might also want to secure a reservation at Baribaldi Pisa. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Pisa this evening.

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.

Relax and recharge in preparation for another adventurous day in Italy!