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

Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Pisa. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.

Start by visiting Leaning Tower Of Pisa, a prime spot to begin your journey. This picture-perfect monument is sure to impress.

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 Piazza Del Duomo, Pisa. This stunning public square is an essential place to visit for anyone looking for the full Pisa experience. We also recommend visiting Pisa Cathedral, an often recommended church.

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.

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.

Treat yourself to an extraordinary dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an incredible italian contemporary menu. Alternatively, if your taste buds call for something different, Santa Elisabetta is one of the best restaurants for creative and mediterranean cuisine in Florence. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Gucci Osteria da Massimo Bottura. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary and international cuisine in the city.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Il Vinile is another excellent spot to enjoy a nightcap after a delightful meal.

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

Day 3 offers a multitude of experiences. You will stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.

Florence is brimming with adventures. Today’s wonderful stops include an observation deck, an art gallery, a historical landmark, a public square, a church and much more! Begin your sightseeing adventure at the impressive Piazzale Michelangelo and allow yourself time to explore. Just a short distance away you'll find your next stop, Uffizi Gallery, a picture-perfect art gallery that draws visitors from far and near.

Continue your journey to Ponte Vecchio, one of the city’s most wondrous spots that you shouldn’t miss. Another great site to visit is the famous Piazza Della Signoria. When you're finished at the public square, Basilica Of Santa Croce In Florence awaits your visit. This church is a heritage-rich highlight on today's itinerary.

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 Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.

Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Continue the enjoyment post-dinner at Bar 50 Rosso, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bitter Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Florence and Arezzo. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 4 nights.

Discover a day packed with family-friendly attractions, romantic experiences, and breathtaking views in Florence. Begin your sightseeing with Cathedral Of Santa Maria Del Fiore. This impressive church is one of the top attractions in the city. Proceed to Central Market, another must-visit attraction.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Galleria Dell'accademia. This popular art gallery is a traveler-favorite. Not far away, you’ll find Piazza Grande, another key site on your sightseeing itinerary.

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.

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

Experience a taste of local culinary excellence while in Rome by securing a table at La Pergola. An esteemed 3-star Michelin restaurant, it features an exceptional mediterranean and contemporary menu. For an alternative taste experience, visit Il Pagliaccio, famous for its scrumptious creative and innovative dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Enoteca La Torre, a local favorite celebrated for its exquisite mediterranean and creative cuisine in Rome. Located in the heart of the city, this 2-star Michelin restaurant is an ideal pick for mediterranean and creative cuisine lovers seeking top-notch culinary experiences.

Explore the vibrant nightlife at La Botticella Of Poggi Giovanni after your meal, a hub for lively evenings and memorable moments. Or, head to Almalu Trastevere for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Viminale Di Pepi Maurilio 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 5 of your road trip across Italy promises a magnificent time exploring Rome. You have 3 nights left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

Savor the day by visiting some of the best places to see in Rome, including a castle, an archeological site, a public square, a monument and much more! Start your adventure at Castel Sant'angelo. This famous castle 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 breathtaking features will captivate you. After the archeological site, continue your tour of the city with a visit to Capitoline Hill. Visitors usually appreciate the visually striking features of this public square. Next up is Altare Della Patria, a highly recommended monument.

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.

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.

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.

Extend your evening after a delightful meal by visiting Sant' Eustachio Caffè, which offers the perfect atmosphere for a night out. Moreover, Yellowsquare Rome is another popular option for a drink or two. Likewise, Caffè Portofino also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Savor another day of unforgettable experiences in Italy!

On day 6 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.

Set out on a day brimming with family-friendly attractions, romantic experiences, and breathtaking views. Start at the world-famous Piazza Navona, a romantic public square in Rome. Next, go to Pantheon.

After visiting Piazza Navona and Pantheon, have a stroll along Rome's streets and take in the local charm. Continue your sightseeing by heading to Largo Di Torre Argentina. This history-steeped archeological site offers a unique experience. Campo De' Fiori is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Circus Maximus, one of the most picture-perfect places to visit in Rome.

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.

Treat yourself to a wonderful meal at Hotel de Russie, a top-rated dining spot in Rome. If you're in the mood for something new, try La Taverna Italiana, another premier location with a delectable menu. You might also want to book a table at The Parrot Bar. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

After savoring a delicious meal, step into the vibrant nightlife at The Apartment Bar Roma, where the evening is just getting started. In the same way, Hotel Hassler Roma offers a unique charm perfect for experiencing the local bar scene in Rome.

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

Day 7 of your road trip will take you to the best attractions Rome has to offer. Cherish the 1 night you have left in Rome by discovering the best things there are to see and do in the city.

Get ready for a day filled with family-friendly attractions, romantic experiences, and scenic views in the charming city of Rome. Your adventure starts at Trevi Fountain, a globally renowned local hot spot. Another notable attraction to explore is Spanish Steps. This top-rated public square is known for its enchanting 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 Piazza Di Spagna. This history-steeped 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 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 Rome. 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 Sofitel Roma Villa Borghese, a highly-rated dining destination in Rome. If you're eager to try something different, consider Centro, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Tema. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

Raise your glass to another unforgettable day in Italy!

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Vatican City. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Arezzo. You will spend 1 night here for some well-deserved relaxation.

When you’re ready, kick off your sightseeing adventure at St. Peter's Basilica. This world-famous major basilica is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Sistine Chapel, one of the city’s best highlights.

Next, check out Saint Peter's Square, one of the most interesting places to see in Rome. This square is a favorite among locals and travelers alike.

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.

As you explore more of Arezzo, 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 Arezzo by reserving a table at Octavin. Renowned for its 1-star Michelin recognition, this restaurant presents an outstanding menu of creative cuisine. Looking for something different? La Clandestina offers a tantalizing alternative with its diverse menu. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Arezzo.

Continue the enjoyment post-dinner at Liquid Bar, a cherished local gathering spot renowned for its welcoming atmosphere.

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

Dive into day 9 of your remarkable road trip in Italy. Today you will explore 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.

Today’s itinerary in Arezzo covers several incredible sights, including a palace, a public square, and a monument. Start your adventure at Palazzo D'accursio. This frequently visited palace is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Piazza Maggiore, a must-see public square 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 Two Towers. This interesting monument offers an enriching experience. For a change of pace, head to Piazza Santo Stefano, where you can take in enchanting features. These sights offer a fulfilling end to a perfect day.

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

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

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.

Keep the evening going at Archivio, a great choice for enjoying the after-dinner hours with a drink. You could also go to La Segreteria Café, which offers a similarly pleasant setting and great drinks. Another option is Grande Giove Cocktail Bar, which provides an inviting environment for unwinding after a busy day out.

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

Day 11 offers a multitude of experiences. You will stay in Milan for 2 nights more, offering you enough time to explore at a relaxed pace.

Discover a day packed with fun adventures, photo-friendly spots, and history-rich sites in Milan. Begin your sightseeing with Pinacoteca Di Brera. This captivating art gallery is one of the top attractions in the city. Proceed to La Scala, another must-visit attraction.

As you wander through the inviting streets of Milan, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Galleria Vittorio Emanuele Ii. This astonishing shopping mall is a traveler-favorite. Not far away, you’ll find Cathedral Square, another key site on your sightseeing itinerary. Duomo Di Milano Museum is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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.

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

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 gains consistently high praises from customers, it’s an ideal choice in Milan tonight.

To truly maximize your evening out, consider visiting Kilburn Cocktail Bar Milano after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Frida, another bar with an inviting ambiance. Similarly, The Friends Pub Milano also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Day 12 of your road trip across Italy promises a magnificent time exploring Milan. You have 1 night left in Milan. Take the opportunity to experience more of the best attractions and activities in the city.

Enjoy the perfect balance of relaxation and exploration in Milan today. One of the most popular attractions included on the itinerary is Piazza Gae Aulenti. This picture-perfect public square will help you start your sightseeing on top. Then, take a leisurely stroll to Sforzesco Castle Art Library and learn what makes this standout castle unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the top-rated Parco Sempione. After exploring the park, head to Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This well-known museum is a highlight in Milan. As your day continues, stop by Arch Of Peace, known for its picture-perfect 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 explore more of Milan, 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.

Enjoy a delicious meal at Bice Restaurant, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Alto Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at Nero 9. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.

Unwind after your meal by stepping into Bhangrabar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Rufus Cocktail Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Ostello Bello Grande, another top-rated bar in the area.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

Embark on another extraordinary experience on day 13 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Milan and Genoa. At the end of the day, you will enjoy the comforts of a top-rated hotel in Pisa, which will be your home away from home for 1 night.

Start your adventure at Triennale Di Milano. This often recommended museum is a must-visit for travelers looking for a unique holiday experience. Make your way to Aquarium Of Genoa located in Milan for another exciting encounter.

Next, immerse yourself in the setting of The City Of Children And Young.

At the end of the day, you will drive to Pisa, 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 Pisa. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

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.

Let the evening flow smoothly from dinner to drinks at Bar Mocambo, a top-rated bar in the area. For other recommendations, Tree provides a perfect setting for rounding out your night with style and great drinks. Likewise, Chupiteria offers a memorable night with diverse drink options and excellent service.

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