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

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

Cittadella Nuova is perfect for a self-paced visit during the day. This romantic park is sure to impress. Next on your list is Piazza Del Duomo, Pisa, another must-visit landmark and timeless public square renowned for its UNESCO world heritage-listed 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 Pisa Cathedral. This historic church is an essential place to visit for anyone looking for the full Pisa experience. We also recommend visiting Leaning Tower Of Pisa, an iconic monument. Nearby, you'll also find Parco Regionale Migliarino, San Rossore, Massaciuccoli, ready to add charm to your journey.

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

Florence 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 Florence.

Begin 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 enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, another top-rated place in the area.

Celebrate another amazing day of your road trip adventure in Italy!

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Florence. At the end of the day, you will retreat to the hotel of your choice in Arezzo, where will spend 1 night.

Experience Piazza Della Signoria, a famous public square in the city. Then, head to Cathedral Of Santa Maria Del Fiore and soak in the ambiance of this inviting church.

There are many interesting places to see in Florence, and when you are ready for more, go to Ponte Vecchio. This is one of the city’s most timeless visually striking spots of interest. After exploring the historical landmark, visit the widely recognized Uffizi Gallery. Not far away, you'll also find Piazzale Michelangelo. This observation deck is a visually striking highlight in Florence.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Arezzo. Arezzo 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 Arezzo. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Have a memorable dining experience in Arezzo by booking a table at Octavin, a 1-star Michelin restaurant presenting an exceptional creative menu. Immerse yourself in the culinary delights of La Clandestina, a popular restaurant in Arezzo. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

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

Relax and look forward to more memorable moments to come!

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.

Let Vatican Museums set the tone for the day. Saint Peter's Square is your next stop. This well-known square is one of the best-rated sights in Arezzo.

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 Sistine Chapel. To round off your sightseeing experience, visit St. Peter's 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.

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 Rome, it's often a good idea to reserve a table in advance.

Set out on a gastronomic journey in Rome by reserving a table at La Pergola. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of mediterranean and contemporary cuisine. For a different taste, head over to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Enoteca La Torre, a highly rated local gem known for its exquisite mediterranean and creative menu. With a 2-star Michelin acclaim, it promises a dining experience you won't want to miss. Known for great service, it’s a fantastic choice for tonight in Rome.

After enjoying a fulfilling meal, continue your evening at La Botticella Of Poggi Giovanni, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Almalu Trastevere offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides an excellent environment for a relaxed and enjoyable evening.

Savor another day of unforgettable experiences in Italy!

Day 5 offers an itinerary packed with the best things to see in Rome. You’ll stay in Rome for 2 nights more, offering you enough time to explore at a relaxed pace.

Circus Maximus is must-visit archeological site and a great option for a daytime tour of the area. Continue your journey to Colosseum, a globally renowned archeological site, located just a leisurely stroll away. Next, head to Roman Forum, a historic archeological site, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Rome. When you're ready, let your sightseeing route take you to the interesting Altare Della Patria. If you’re looking for more, Orange Garden is also a well-known attraction that is worthwhile a visit.

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.

Dine in style at RomAntica, a top recommendation for dinner tonight. Or, for a change of pace, Coso Ristorante boasts a menu that's sure to impress. Also, be sure to check out DEROMA - Farine Romane. Known as a local hotspot, it’s a great choice for tonight in Rome.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Sant' Eustachio Caffè, known for its inviting atmosphere. Yellowsquare Rome is another great option if you’re looking for a place to get the night started. Similarly, Caffè Portofino provides a great setting to enjoy the night away.

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

Day 6 of your road trip across Italy promises a magnificent time exploring what to see in Rome. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

Rome is brimming with adventures.

Your adventure in Rome is only getting started when you visit Trevi Fountain, a world-famous local hot spot. Another notable attraction to explore is Piazza Di Spagna. This iconic public square is known for its romantic appeal.

After soaking in the highlights of these sights, take some time to wander Rome's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Spanish Steps. This romantic public square offers a fascinating experience that many visitors find memorable. Piazza Del Popolo is also worth visiting, along with Villa Borghese. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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 Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Don’t miss out on dining at Hotel de Russie, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Following your dinner, dive into the local bar culture at The Apartment Bar Roma. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Hotel Hassler Roma, the perfect place for those looking to experience the best of the nightlife.

Celebrate another amazing day of your road trip adventure in Italy!

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Rome. When you’re not sightseeing, take time to relax at your chosen hotel in Siena, where you’ll be staying for 1 night.

Enjoy all that Largo Di Torre Argentina has to offer. This is a captivating archeological site you should not miss. Another must-see is Pantheon, a world-famous monument in Rome.

When you’re ready for the next sight, head to Piazza Navona. From there, take a leisurely stroll to Campo De' Fiori, another of the city’s impressive attractions. We recommend continuing your self-guided tour at Castel Sant'angelo, a visually striking place of interest in the city.

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

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

Enjoy a lovely meal at Enoteca I Terzi, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Tar-Tufo is another top choice with a popular menu. You could also check for a table at Antica Trattoria Papei. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Siena tonight.

Continue your lively evening at Meet Life Cafè, a perfect place for winding down or revving up the night, depending on which mood you’re in. Maudit Pub is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Impero Siena ensures a night out tailored to your taste.

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

On day 8 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Siena and Bologna are on today's agenda. In the evening, you’ll end up in Verona, where you will stay for 1 night.

Start your day at Tower Of Mangia. This culturally significant monument is an up-and-coming place to see in Siena. Then, wander over to Piazza Del Campo. If visually striking sites excite you, this public square will be right up your alley. Nearby, you’ll also find Siena Cathedral. This inviting church is a favorite among visitors.

Siena offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Piazza Maggiore is a spectacular spot in the city that will captivate you with its unique charm.

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

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.

Experience a harmony of flavors at Osteria Mondo d'Oro in Verona by securing a reservation in advance. Known for its Bib Gourmand status, Osteria Mondo d'Oro offers a delightful variety of dishes highlighting its delicious italian and seasonal menu. If you're seeking an alternative culinary experience, be sure to explore Casa Perbellini 12 Apostoli, a highly recommended restaurant known for its enticing creative and contemporary cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Il Desco, a highly acclaimed restaurant celebrated for its exceptional italian contemporary menu.

Explore the vibrant nightlife at Archivio after your meal, a hub for lively evenings and memorable moments. Or, head to La Segreteria Café for a great selection of flavorful drinks and a charming setting. Furthermore, Grande Giove Cocktail Bar is perfect for those looking to extend their night with a touch of local flavor.

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

Dive into day 9 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Verona and Monza. At the end of the day, you’ll unwind at one of the finest accommodations in Milan, where you'll spend 2 nights.

One of the most locally renowned attractions included on the itinerary is Castelvecchio Museum. This historic museum will help you start your sightseeing on top. Then, take a leisurely stroll to Castelvecchio Bridge and learn what makes this enchanting monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the globally renowned Verona Arena. After exploring the stadium, head to Monza Circuit. This captivating motor speedway is a highlight in Verona. As your day continues, stop by Monza Park, known for its awe-inspiring 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.

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

Dive into a culinary adventure like no other in Milan by booking a table at Enrico Bartolini al Mudec. This popular restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining option, venture to Seta by Antonio Guida, celebrated for its delectable international and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Il Luogo Aimo e Nadia, a top local restaurant known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Cap off your dinner by heading to Nottingham Forest, ideal for a leisurely evening with a drink in hand. Armani/bamboo Bar is another bar that offers an enjoyable setting. Similarly, Mag Cafe is also a popular place to go on a night out, perfect for relaxing and socializing.

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

On day 10 of your road trip, you will have an entire day to discover what to see in Milan. You’ll stay in Milan for 1 night.

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.

Pinacoteca Di Brera brings Milan's character to life. This photogenic art gallery is a highlight of any visit in the city. Then, enjoy La Scala, another picture-perfect attraction that never fails to captivate visitors. Next, head over to Galleria Vittorio Emanuele Ii, one of the city’s most astonishing attractions, known for its history-steeped features.

If you’re looking for more, spend time soaking in the atmosphere of Cathedral Square. This enchanting public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Duomo Di Milano Museum, a timeless church, and take a stroll around the area.

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 Milan's most popular restaurants, and connect with friendly locals for a true cultural experience.

Make sure to reserve a table at Dessert Bar Milano, 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 Radisson Blu Hotel Milan, 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 Ristorante Qui Si Mangia, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

Relax and look forward to more memorable moments to come!

Experience an unparalleled adventure on day 11 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Milan. At the end of the day, you will retreat to the hotel of your choice in Pisa, where will spend 1 night.

Visiting Piazza Castello Fountain is always a good idea. This curiosity-inducing public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the historic wonders of Sforzesco Castle Art Library, a must-see castle 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 Parco Sempione. This spectacular park offers an enriching experience. For a change of pace, head to Arch Of Peace, where you can take in historic features. Conclude your self-guided sightseeing tour with a visit to Piazza Gae Aulenti. These sights offer a fulfilling end to a perfect day.

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

Pisa 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 Pisa.

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.

Round off your dining experience by visiting Bar Mocambo, a prime location for a drink. Alternatively, explore the distinctive characteristics of Tree, a bar catering to every mood and preference. Chupiteria likewise offers a unique atmosphere, perfect for a memorable night out.

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