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.

Set out on a day brimming with fun adventures, scenic views, and picturesque spots. Start at the wondrous Leaning Tower Of Pisa, a culturally significant monument in Pisa. Next, go to Angelo Caduto.

After visiting Leaning Tower Of Pisa and Angelo Caduto, have a stroll along Pisa's streets and take in the local charm. Continue your sightseeing by heading to Piazza Del Duomo, Pisa. This symbolic public square offers a unique experience. Pisa Cathedral is another noteworthy attraction worthwhile a visit.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. 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 Florence's best restaurants.

Set out on a gastronomic journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of italian contemporary cuisine. For a different taste, head over to Santa Elisabetta, renowned for its delectable creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a highly rated local gem known for its exquisite italian contemporary and international menu. With a 1-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 Florence.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Il Vinile also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip 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.

Savor the day by visiting some of the best places to see in Florence, including an observation deck, an art gallery, a historical landmark, a public square, a church and much more! Start your adventure at Piazzale Michelangelo. This astonishing observation deck is a must-visit for travelers looking for a unique holiday experience. Make your way to Uffizi Gallery located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Ponte Vecchio. Its enchanting features will captivate you. After the historical landmark, continue your tour of the city with a visit to Piazza Della Signoria. Visitors usually appreciate the visually striking features of this public square. Next up is Basilica Of Santa Croce In Florence, a highly recommended church.

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.

Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Following your dinner, dive into the local bar culture at Bar 50 Rosso. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bitter Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Archea Brewery 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.

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Florence and Arezzo. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 4 nights here for some well-deserved relaxation.

Get ready to discover some of the most iconic wonders in Florence, including a church, a food market, an art gallery, a public square and much more! Start your day at Cathedral Of Santa Maria Del Fiore. This visually striking church is an extraordinary place to see in Florence. Then, wander over to Central Market. If picture-perfect sites excite you, this food market will be right up your alley. Nearby, you’ll also find Galleria Dell'accademia. This heritage-rich art gallery is a favorite among visitors.

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

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 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.

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.

After your meal, keep the night alive at a bar like La Botticella Of Poggi Giovanni, known for its lively atmosphere. Almalu Trastevere is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Viminale Di Pepi Maurilio offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass and celebrate another amazing day of your road trip 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.

Start by visiting Castel Sant'angelo, a prime spot to begin your journey. This majestic castle is sure to impress. Next on your list is Colosseum, another must-visit landmark and globally renowned archeological site renowned for its picture-perfect features.

While exploring and sightseeing, take time to savor the culture of Rome by sampling some local delicacies. When you’re ready for more sightseeing, head to Roman Forum. This picture-perfect archeological site is an essential place to visit for anyone looking for the full Rome experience. We also recommend visiting Capitoline Hill, an interesting public square. Nearby, you'll also find Altare Della Patria, ready to add charm 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 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.

Savor the flavors at RomAntica, a top pick for dinner tonight. Alternatively, Coso Ristorante beckons with its unique menu offerings. Also, consider DEROMA - Farine Romane. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Sant' Eustachio Caffè, a well-loved spot among locals and tourists. Or, head to Yellowsquare Rome. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Caffè Portofino, another top-rated place in the area.

Say good night to Rome and look forward to another great day of your road trip 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.

A blend of family-friendly attractions, romantic experiences, and scenic views await you in Rome on today’s itinerary. First up is the world-famous public square, Piazza Navona. Afterward, continue to Pantheon, a monument every traveler should visit.

As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Largo Di Torre Argentina. This notable archeological site is an essential stop. Following that, head to Campo De' Fiori, another must-visit site that will enhance your experience. Don’t forget to stop by Circus Maximus, an interesting archeological site 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 Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Dine in style at Hotel de Russie, a top recommendation for dinner tonight. Or, for a change of pace, La Taverna Italiana boasts a menu that's sure to impress. Also, be sure to check out The Parrot Bar. Known as a local hotspot, it’s a great choice for tonight in Rome.

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.

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

Rome is brimming with adventures. Today’s wonderful stops include a monument, a public square, and a park. Begin your sightseeing adventure at the world-famous Trevi Fountain and allow yourself time to explore. Just a short distance away you'll find your next stop, Spanish Steps, a symbolic public square that draws visitors from far and near.

Continue your journey to Piazza Di Spagna, one of the city’s most iconic spots that you shouldn’t miss. Another great site to visit is the spectacular Piazza Del Popolo. When you're finished at the public square, Villa Borghese awaits your visit. This park is a serene 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.

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 lovely meal at Sofitel Roma Villa Borghese, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Centro is another top choice with a popular menu. You could also check for a table at Ristorante Tema. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

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

Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Vatican City. At the end of the day, you will enjoy the comforts of a top-rated hotel in Arezzo, which will be your home away from home for 1 night.

Start at St. Peter's Basilica, a world-famous major basilica that is worthwhile a visit in the city. Continue your exploration at Saint Peter's Square. This square is one of the city’s most interesting 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 Vatican Museums.

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

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.

After enjoying a fulfilling meal, continue your evening at Liquid Bar, ideal for those looking to unwind with a drink in a comfortable setting.

Savor another day of unforgettable experiences 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.

Bring your curiosity for today’s adventure around Arezzo. Some of the city’s most loved attractions await! Palazzo D'accursio is the perfect place to start. This palace is one of the most curiosity-inducing places to visit in Arezzo. Next, head to Piazza Maggiore, an extraordinary public square, known for its visually striking 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 Two Towers. This standout monument is a highly recommended experience. Nearby, you'll also find Piazza Santo Stefano. Visit these for an interesting touch to your journey.

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

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

Dive into a culinary adventure like no other in Verona by booking a table at Osteria Mondo d'Oro. This popular restaurant holds a Bib Gourmand award and offers an exceptional menu of italian and seasonal cuisine. For another culinary dining option, venture to Casa Perbellini 12 Apostoli, celebrated for its delectable creative 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 Desco, a top local restaurant known for its tantalizing italian contemporary 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 Archivio, a well-loved spot among locals and tourists. Or, head to La Segreteria Café. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Grande Giove Cocktail Bar, another top-rated place in the area.

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

Today’s agenda in Milan includes an art gallery, an opera house, a shopping mall, a public square, a church and much more! Pinacoteca Di Brera is must-visit art gallery and a great starting point for the day. Next, continue your journey to La Scala, a locally renowned opera house, located just a leisurely stroll away. Next, head to Galleria Vittorio Emanuele Ii, a visually striking shopping mall, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Milan. When you're ready, let your sightseeing route take you to the beloved Cathedral Square. If you’re looking for more, Duomo Di Milano Museum is also a world-famous attraction that is worthwhile a visit.

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 lovely dining experience at Dessert Bar Milano, a popular restaurant in Milan. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Milan at Radisson Blu Hotel Milan, 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 Ristorante Qui Si Mangia. It’s yet another ideal choice to enhance your time 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.

Relax and recharge in preparation for another adventurous day 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.

Get ready to discover some of the most iconic wonders in Milan, including a public square, a castle, a park, a museum, a monument and much more! Start your day at Piazza Gae Aulenti. This breathtaking public square is a well-known place to see in Milan. Then, wander over to Sforzesco Castle Art Library. If historic sites excite you, this castle will be right up your alley. Nearby, you’ll also find Parco Sempione. This serene park is a favorite among visitors.

Milan offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" is an interesting spot in the city that will captivate you with its unique charm. When you’re done at the museum, don’t forget to check out the breathtaking Arch Of Peace. Take a moment to appreciate the fascinating details of this well-known 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 day of adventure, treat yourself to an exquisite dinner at one of Milan's best restaurants.

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 fulfilling meal, continue your evening at Bhangrabar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Rufus Cocktail Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Ostello Bello Grande provides an excellent environment for a relaxed and enjoyable evening.

Savor another day of unforgettable experiences 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.

Enjoy the perfect balance of relaxation and exploration in Milan today. One of the most beloved attractions included on the itinerary is Triennale Di Milano. This photogenic museum will help you start your sightseeing on top. Then, take a leisurely stroll to Aquarium Of Genoa and learn what makes this gorgeous aquarium unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the often recommended The City Of Children And Young.

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.

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.

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