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 vibrant destinations - Pisa and Cascine Vecchie. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 1 night here for some well-deserved relaxation.

Get ready to discover some of the most iconic wonders in Pisa, including a park, a public square, a church, a monument, a nature reserve and much more! Start your day at Cittadella Nuova. This detailed park is an underrated place to see in Pisa. Then, wander over to Piazza Del Duomo, Pisa. If breathtaking sites excite you, this public square will be right up your alley. Nearby, you’ll also find Pisa Cathedral. This grand church is a favorite among visitors.

Pisa offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Leaning Tower Of Pisa is a wondrous spot in the city that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the eye-catching Parco Regionale Migliarino, San Rossore, Massaciuccoli. Take a moment to appreciate the fascinating details of this increasingly popular nature reserve.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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.

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

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative and mediterranean dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Se·sto On Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Il Vinile provides an excellent environment for a relaxed and enjoyable evening.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

On day 3 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Florence. In the evening, you’ll end up in Arezzo, where you will stay for 1 night.

Set out on a day brimming with fun adventures, romantic experiences, and scenic views. Start at the famous Piazza Della Signoria, a romantic public square in Florence. Next, go to Cathedral Of Santa Maria Del Fiore.

After visiting Piazza Della Signoria and Cathedral Of Santa Maria Del Fiore, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Ponte Vecchio. This symbolic historical landmark offers a unique experience. Uffizi Gallery is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazzale Michelangelo, one of the most romantic places to visit in Florence.

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

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.

Enjoy an outstanding dining experience at Octavin, a 1-star Michelin restaurant offering an exceptional creative menu. Alternatively, experience a taste of Arezzo at La Clandestina, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated.

Keep the evening going at Liquid Bar, a great choice for enjoying the after-dinner hours with a drink.

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

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Vatican City. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 3 nights.

Your adventure starts at Vatican Museums, a world-famous local hot spot. Another notable attraction to explore is Saint Peter's Square.

After soaking in the highlights of these sights, take some time to wander Arezzo's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Sistine Chapel. St. Peter's Basilica is also worth visiting.

When you’re done exploring for the day, you’ll drive to your hotel in Rome. Check in and spend some time relaxing before you head out to tour the city.

As you explore more of Rome, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

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. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Cap off your dinner by heading to La Botticella Of Poggi Giovanni, ideal for a leisurely evening with a drink in hand. Almalu Trastevere is another bar that offers an enjoyable setting. Similarly, Bar Viminale Di Pepi Maurilio is also a popular place to go on a night out, perfect for relaxing and socializing.

Head back to your accommodation in Rome and get some rest in preparation for another magical day of your road trip in Italy!

On day 5 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 2 nights and discover all the best things to see and do in the area.

Rome is home to plenty of attractions that offer fun adventures, scenic views, and photo-friendly spots! Start at Circus Maximus, an interesting archeological site that is worthwhile a visit in the city. Nearby, you’ll find Colosseum, enchanting visitors with its UNESCO world heritage-listed appeal. Continue your exploration at Roman Forum. This archeological site is one of the city’s most world-famous 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 Altare Della Patria. After exploring the monument, head to the well-known Orange Garden.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Treat yourself to a wonderful meal at RomAntica, a top-rated dining spot in Rome. If you're in the mood for something new, try Coso Ristorante, another premier location with a delectable menu. You might also want to book a table at DEROMA - Farine Romane. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

After your meal, keep the night alive at a bar like Sant' Eustachio Caffè, known for its lively atmosphere. Yellowsquare Rome is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffè Portofino offers an excellent atmosphere for those looking to amp up the evening.

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

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

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most wondrous attractions included on the itinerary is Trevi Fountain. This history-steeped monument will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Di Spagna and learn what makes this visually striking public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the famous Spanish Steps. After exploring the public square, head to Piazza Del Popolo. This spectacular public square is a highlight in Rome. As your day continues, stop by Villa Borghese, known for its mesmerizing features.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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 and reflect on the day's adventures.

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.

Continue your evening by exploring the vibrant nightlife scene at The Apartment Bar Roma, a prime destination for a thrilling night out. Also, don’t forget to check out Hotel Hassler Roma, a bar that offers unique local touches.

Savor another day of unforgettable experiences in Italy!

Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Siena, which will be your home away from home for 1 night.

Today, you'll explore some of the most beautiful places in Rome, including an archeological site, a monument, a public square, a castle and much more! Start your day with a visit to Largo Di Torre Argentina. This captivating archeological site is a must-visit in the city. When you’re ready for your next discovery, continue to Pantheon, which may be one of the most culturally significant places you will experience today.

One of the best things about exploring Rome 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 Piazza Navona, a world-famous public square in the city. If you’re up for more discoveries, don’t forget to reserve some time for Campo De' Fiori and Castel Sant'angelo.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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.

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

Make sure to reserve a table at Enoteca I Terzi, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Tar-Tufo, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Antica Trattoria Papei, a hidden gem nestled in Siena. 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 Meet Life Cafè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Maudit Pub, another bar with an inviting ambiance. Similarly, Bar Impero Siena also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Dive into day 8 of your remarkable road trip in Italy. Today you will explore Siena and Bologna, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Verona. You’ll stay here for 1 night.

Prepare for a day full of family-friendly attractions, breathtaking views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Tower Of Mangia. This beloved monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Del Campo, one of the city’s best highlights.

Next, check out Siena Cathedral, one of the most popular places to see in Siena. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Maggiore. Wander around and soak in the visually striking atmosphere this public square offers.

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

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 and reflect on the day's adventures.

Start 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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Archivio, known for its inviting atmosphere. La Segreteria Café is another great option if you’re looking for a place to get the night started. Similarly, Grande Giove Cocktail Bar provides a great setting to enjoy the night away.

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 vibrant destinations - Verona and Monza. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Milan. You will spend 2 nights here for some well-deserved relaxation.

Start by visiting Castelvecchio Museum, a prime spot to begin your journey. This awe-inspiring museum is sure to impress. Next on your list is Castelvecchio Bridge, another must-visit landmark and captivating monument renowned for its culturally significant features.

While exploring and sightseeing, take time to savor the culture of Verona by sampling some local delicacies. When you’re ready for more sightseeing, head to Verona Arena. This enchanting stadium is an essential place to visit for anyone looking for the full Verona experience. We also recommend visiting Monza Circuit, a notable motor speedway. Nearby, you'll also find Monza Park, ready to add charm to your journey.

When you’re done exploring for the day, you’ll drive to your hotel in Milan. Check in and spend some time relaxing before you head out to tour the city.

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

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.

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.

Get a good night's sleep and look forward to another great day on the road in Italy!

Day 10 of your road trip will take you to the best attractions Milan has to offer. Cherish the 1 night you have left in Milan by discovering the best things there are to see and do in the city.

Prepare for a day full of family-friendly attractions, picturesque spots, and historic treasures. When you’re ready, kick off your sightseeing adventure at Pinacoteca Di Brera. This interesting art gallery is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is La Scala, one of the city’s best highlights.

Next, check out Galleria Vittorio Emanuele Ii, one of the most widely recognized places to see in Milan. This shopping mall is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Cathedral Square. Wander around and soak in the history-steeped atmosphere this public square offers. Then, head to Duomo Di Milano Museum, a top-rated church that adds another dimension to your day.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Enjoy a delicious meal at Dessert Bar Milano, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Radisson Blu Hotel Milan, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Qui Si Mangia. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.

Following your dinner, dive into the local bar culture at Kilburn Cocktail Bar Milano. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Frida, the perfect place for those looking to experience the best of the nightlife. Similarly, The Friends Pub Milano provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

On day 11 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Milan. In the evening, you’ll end up in Pisa, where you will stay for 1 night.

Bring your curiosity for today’s adventure around Milan. Some of the city’s most loved attractions await! Piazza Castello Fountain is the perfect place to start. This public square is one of the most up-and-coming places to visit in Milan. Next, head to Sforzesco Castle Art Library, a top-rated castle, known for its instagrammable features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Parco Sempione. This stunning park is a highly recommended experience. Nearby, you'll also find Arch Of Peace and Piazza Gae Aulenti. Visit these for an interesting touch to your journey.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of 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.

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

Treat yourself to a delightful dinner at Ristorante Capodimonte Pisa, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try La Locanda Dei Pisani Doc Pisa? It's another excellent option with a diverse menu. Consider reserving a table at Baribaldi Pisa as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pisa.

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

Raise your glass to another unforgettable day in Italy!