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

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Pisa. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 2 nights.

Get ready for a day filled with family-friendly attractions, breathtaking views, and photo-friendly spots in the charming city of Pisa. Your adventure starts at Leaning Tower Of Pisa, a world-famous local hot spot. Another notable attraction to explore is Angelo Caduto. This worthwhile sightseeing destination is known for its breathtaking appeal.

After soaking in the highlights of these sights, take some time to wander Pisa's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Del Duomo, Pisa. This historic public square offers a fascinating experience that many visitors find memorable. Pisa Cathedral is also worth visiting.

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

Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another culinary dining option, venture to Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Gucci Osteria da Massimo Bottura, a top local restaurant known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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.

Savor another day of unforgettable experiences in Italy!

Day 3 of your road trip across Italy promises a magnificent time exploring Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the impressive Piazzale Michelangelo, a grand observation deck in Florence. Next, go to Uffizi Gallery.

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

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 Florence, 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 lovely dining experience at Ditta Artigianale, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

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

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Florence and Arezzo. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 4 nights.

Today’s itinerary in Florence covers several incredible sights, including a church, a food market, an art gallery, a public square and much more! Start your adventure at Cathedral Of Santa Maria Del Fiore. This famous church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the photogenic wonders of Central Market, a must-see food market 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 Galleria Dell'accademia. This popular art gallery offers an enriching experience. For a change of pace, head to Piazza Grande, where you can take in romantic 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 Rome. Rome 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 Rome's best restaurants.

Experience a symphony of flavors at La Pergola in Rome by securing a reservation in advance. Renowned for its 3-star Michelin distinction, La Pergola delights its guests with its exceptional variety of meals showcasing delicious mediterranean and contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Il Pagliaccio, acclaimed for its delectable creative and innovative specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Enoteca La Torre, a top-rated restaurant known for its outstanding menu. Known as a top-rated 2-star Michelin establishment, it's a top choice for mediterranean and creative cuisine in the city.

Continue your lively evening at La Botticella Of Poggi Giovanni, a perfect place for winding down or revving up the night, depending on which mood you’re in. Almalu Trastevere is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Viminale Di Pepi Maurilio ensures a night out tailored to your taste.

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

Day 5 offers a multitude of experiences. You will stay in Rome for 3 nights more, offering you enough time to explore at a relaxed pace.

Bring your curiosity for today’s adventure around Rome. Some of the city’s most loved attractions await! Castel Sant'angelo is the perfect place to start. This castle is one of the most widely recognized places to visit in Rome. Next, head to Colosseum, a wondrous archeological site, known for its culturally significant 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 Roman Forum. This culturally significant archeological site is a highly recommended experience. Nearby, you'll also find Capitoline Hill and Altare Della Patria. Visit these for an interesting touch to your journey.

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 Rome's best restaurants.

Don’t miss out on dining at RomAntica, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Coso Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Continue your lively evening at Sant' Eustachio Caffè, a perfect place for winding down or revving up the night, depending on which mood you’re in. Yellowsquare Rome is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Portofino ensures a night out tailored to your taste.

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

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.

Today, you'll explore some of the most beautiful places in Rome, including a public square, a monument, and an archeological site. Start your day with a visit to Piazza Navona. This wondrous public square 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 photogenic 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 Largo Di Torre Argentina, a locally renowned archeological site in the city. If you’re up for more discoveries, don’t forget to reserve some time for Campo De' Fiori and Circus Maximus.

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 Hotel de Russie, a highly-rated dining destination in Rome. If you're eager to try something different, consider La Taverna Italiana, another top spot with a tantalizing menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

Continue the enjoyment post-dinner at The Apartment Bar Roma, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Hotel Hassler Roma offers a vibrant space for indulging in well-crafted drinks and engaging conversation.

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

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most globally renowned attractions included on the itinerary is Trevi Fountain. This enchanting monument will help you start your sightseeing on top. Then, take a leisurely stroll to Spanish Steps and learn what makes this enchanting public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the wondrous Piazza Di Spagna. 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.

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.

Dine in style at Sofitel Roma Villa Borghese, a top recommendation for dinner tonight. Or, for a change of pace, Centro boasts a menu that's sure to impress. Also, be sure to check out Ristorante Tema. Known as a local hotspot, it’s a great choice for tonight in Rome.

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

Dive into day 8 of your remarkable road trip in Italy. Today you will explore Vatican City, 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 Arezzo. You’ll stay here for 1 night.

Start your adventure at St. Peter's Basilica. This wondrous major basilica is a must-visit for travelers looking for a unique holiday experience. Make your way to Sistine Chapel located in Rome for another exciting encounter.

Next, immerse yourself in the setting of Saint Peter's Square. After the square, continue your tour of the city with a visit to Vatican Museums.

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

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.

Get ready for an unforgettable culinary journey in Arezzo by reserving a table at Octavin. Renowned as a 1-star Michelin restaurant, it offers an exceptional creative menu. If you're in the mood to try something new, consider La Clandestina, another top spot with a mouthwatering menu.

To truly maximize your evening out, consider visiting Liquid Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city.

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 9 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 Bologna. In the evening, you’ll end up in Verona, where you will stay for 1 night.

Today’s well-planned self-sightseeing route offers several fun adventures, breathtaking views, and picturesque spots. Whether you decide to explore Arezzo on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Palazzo D'accursio is the first of them. Spend some time admiring this stunning palace before continuing your journey. Piazza Maggiore is your next stop. This astonishing public 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 Two Towers. This historic monument is a sight to behold. To round off your sightseeing experience, visit Piazza Santo Stefano.

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.

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

Prepare for an extraordinary culinary adventure in Verona by booking a table at Osteria Mondo d'Oro, a Bib Gourmand restaurant that boasts an exceptional italian and seasonal menu. For a different flavor experience, head to Casa Perbellini 12 Apostoli, renowned for its delectable creative and contemporary dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Il Desco, a local gem known for its delightful italian contemporary cuisine in Verona. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

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

Raise your glass to another unforgettable day in Italy!

Day 11 of your road trip across Italy promises a magnificent time exploring Milan. You have 2 nights left in Milan. Take the opportunity to experience more of the best attractions and activities in the city.

Immerse yourself in Milan’s rich culture with today's sightseeing itinerary. Start your journey at Pinacoteca Di Brera. This history-steeped art gallery is sure to ignite your curiosity. Next, dive into the picture-perfect 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 top-rated shopping mall. For a change of scene, check out Cathedral Square, known for its history-steeped 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 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 Milan's most popular restaurants, and connect with friendly locals for an authentic adventure.

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.

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.

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

Day 12 offers a multitude of experiences. You will stay in Milan for 1 night more, offering you enough time to explore at a relaxed pace.

A blend of family-friendly attractions, breathtaking views, and picturesque spots await you in Milan on today’s itinerary. First up is the locally renowned public square, Piazza Gae Aulenti. Afterward, continue to Sforzesco Castle Art Library, a castle every traveler should visit.

As you explore Milan’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Parco Sempione. This widely recognized park is an essential stop. Following that, head to Museo Della Scienza E Della Tecnologia "leonardo Da Vinci", another must-visit site that will enhance your experience. Don’t forget to stop by Arch Of Peace, a locally renowned monument in the city.

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 Milan. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bhangrabar, a well-loved spot among locals and tourists. Or, head to Rufus Cocktail Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Ostello Bello Grande, another top-rated place in the area.

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 13 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Milan and Genoa. When you’re not sightseeing, take time to relax at your selected hotel in Pisa, where you’ll be staying for 1 night.

Immerse yourself in Milan’s rich culture with today's sightseeing itinerary. Start your journey at Triennale Di Milano. This picture-perfect museum is sure to ignite your curiosity. Next, dive into the mesmerizing features of Aquarium Of Genoa, a must-visit aquarium 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 The City Of Children And Young, an increasingly popular museum.

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

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.

Enjoy a lovely dining experience at Ristorante Capodimonte Pisa, 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 La Locanda Dei Pisani Doc Pisa, 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 Baribaldi Pisa. It’s yet another ideal choice to enhance your time in Pisa tonight.

After savoring a delicious meal, step into the vibrant nightlife at Bar Mocambo, where the evening is just getting started. In the same way, Tree offers a unique charm perfect for experiencing the local bar scene in Pisa. Chupiteria is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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