Two-Week Italy Road Trip from Florence to Pisa, Milan, Bologna, Arezzo, and Rome

Day 2 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.

Start your sightseeing with a visit to Basilica Of Santa Croce In Florence. This church is rated an average of 4.7 out of 5 stars from 28,544 visitors.

Piazza Della Signoria is another popular attraction you could visit today. This square has a rating of 4.8 out of 5 stars from 66,956 visitors.

Uffizi Gallery is also highly recommended by travelers. More than 2,011,219 people visit this top attraction every year. This national museum has a rating of 4.7 out of 5 stars from 61,794 visitors.

Ponte Vecchio is an attraction you won’t want to miss. This deck arch bridge is rated an average of 4.7 out of 5 stars in 118,099 reviews.

Another attraction you have the opportunity to visit today is The Boboli Gardens. This park has received an average rating of 4.2 out of 5 stars from 25,341 travelers.

There are plenty of experiences you can choose from in Italy that will add excitement to your vacation. When you’re keen to discover what else Florence has in store for you, use this day to go on a tour. Scroll down and select tours and activities to include on your itinerary for the day.

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

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative, and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary, and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Raise your glass to another unforgettable day 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 Pisa, where you will stay for 1 night.

When you're ready to see some sights, Cathedral Of Santa Maria Del Fiore is a great place to start. This church is rated an average of 4.8 out of 5 stars by 76,359 visitors.

Another popular attraction you can visit today is Galleria Dell'accademia. This national museum has an average rating of 4.6 out of 5 stars from 34,429 travelers. Every year, 1,719,645 travelers come to experience this site to make the most of their time in Florence.

We also recommend a stop at Basilica Di Santa Maria Novella, Firenze (fi). The archives has been rated an average of 4.7 out of 5 stars by 23,075 visitors.

If you're keen to explore more, consider visiting Pitti Palace. This art museum is a popular attraction with an average rating of 4.6 out of 5 stars from 23,445 reviews. As a top-rated attraction, it's no surprise that 198,270 people visit Pitti Palace every year.

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 explore more of Pisa, 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.

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 Baribaldi Pisa? It's another excellent option with a diverse menu. Consider reserving a table at Restaurant -Pizzeria Il Mio Capriccio as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pisa.

After enjoying a fulfilling meal, continue your evening at Jeffer Cocktails & Friends, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Le Parisien Wine Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Las Volta Cocktailbar provides an excellent environment for a relaxed and enjoyable evening.

Get a good night's sleep and look forward to another great day on the road 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 - Pisa, and Genoa. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Milan. You will spend 3 nights here for some well-deserved relaxation.

Be one of the day’s first visitors at Leaning Tower Of Pisa. This bell tower is rated an average of 4.7 out of 5 stars by 116,882 visitors. Attracting more than 3,200,000 yearly visitors, it’s a top sight you don’t want to miss.

When you’re finished at Leaning Tower Of Pisa, head to Piazza Del Duomo, Pisa. This one-of-a-kind square is rated an average of 4.7 out of 5 stars in 104,550 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Pisa Cathedral. This cathedral is rated an average of 4.8 out of 5 stars by 8,361 visitors.

Continue your road trip and head to your next destination, Genoa. This car ride takes around 1 hour 43 min.

Make Spiaggia Pubblica Di Priaruggia one of your first sightseeing stops in Genoa. Rated an average of 4.3 out of 5 stars by 2,161 travelers, a visit to this local attraction makes for a great introduction to the area.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Milan. Milan offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

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.

Prepare for an extraordinary culinary adventure in Milan by booking a table at Enrico Bartolini al Mudec, a 3-star Michelin restaurant that boasts an exceptional creative menu. For a different flavor experience, head to Seta by Antonio Guida, renowned for its delectable international, 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 Luogo Aimo e Nadia, a local gem known for its delightful italian contemporary, and modern cuisine in Milan. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

Round off your dining experience by visiting Nottingham Forest, a prime location for a drink. Alternatively, explore the distinctive characteristics of Armani/bamboo Bar, a bar catering to every mood and preference. Mag Cafe likewise offers a unique atmosphere, perfect for a memorable night out.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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

Drop by the renowned La Scala. This popular opera house has been rated an average of 4.7 out of 5 stars by 26,219 visitors.

Another unforgettable place to experience is Galleria Vittorio Emanuele Ii. Rated 4.7 out of 5 stars by 91,394 visitors, this commercial gallery deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Duomo Di Milano Museum. Hosting around 341,609 visitors every year, the fascinating Duomo Di Milano Museum is one of the best places to visit in Milan. This art museum has been rated an average of 4.8 out of 5 stars in 138,554 reviews.

Another favorite attraction in the area is Cathedral Square. This point of interest and popular place of interest enjoys a rating of 4.8 out of 5 stars from 7,539 local and international travelers.

If you’re keen to explore even more, then consider a visit to Royal Palace Of Milan. With an average rating of 4.6 out of 5 stars from 17,538 travelers, this art museum is an attraction many avid travelers highly recommend visiting while in Milan.

To do something one-of-a-kind on this day of your trip, you can join a tour. You can discover all of the most fun and eye-opening experiences in your destination below and secure your spot here.

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.

Make sure to book a table at Nero 9, a popular restaurant in Milan. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Milan at Ristorante la Brisa, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is UNAHOTELS Cusani Milano. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Milan tonight.

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

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

Day 6 offers a multitude of experiences. You will stay in Milan for 1 night more, offering you enough time to explore at a relaxed pace.

Journey into the unknown at Piazza Gae Aulenti, a unique attraction awaiting your visit. This remarkable square has an average rating of 4.6 out of 5 stars from 30,398 reviews.

When you’re ready to continue your sightseeing, Pinacoteca Di Brera is a recommended place to visit. This art museum is rated an average of 4.7 out of 5 stars in 26,077 reviews. Based on recent data, the attraction hosts 417 visitors per year.

Another must-see attraction in Milan is Sforzesco Castle Art Library. Rated an average of 4.6 out of 5 stars by 68,714 travelers, this popular tourist destination in Milan offers an experience you will remember.

Parco Sempione is another popular stop on travelers' itineraries in Milan. This park promises memorable moments of exploring. Other travelers have rated this attraction 4.6 out of 5 stars in 72,914 reviews.

Lastly, don't miss out on Arch Of Peace. Rated 4.6 out of 5 stars by 27,502 local and international travelers, it's a popular place to visit.

Your discoveries in Milan do not have to stop there. Check out the fantastic selection of tours and tickets offered in Milan on this day of your trip. You can select your tours 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.

Make sure to reserve a table at Vento di Sardegna, 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 Palazzo Parigi Hotel & Grand Spa Milano, 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 Galleria Restaurant, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bhangrabar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Rufus Cocktail Bar offers an ideal atmosphere to enjoy the pleasures of the night. Ostello Bello Grande is also a great option that provides a perfect setting for a relaxing 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.

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Milan, 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 Bologna. You’ll stay here for 2 nights.

Start your sightseeing with a visit to Basilica Di Sant'ambrogio. This church is a popular stop on travelers’ itineraries in Milan, with an average rating of 4.7 out of 5 stars by 12,883 visitors.

Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" is another popular place of interest you can visit today. The average rating of 4.5 out of 5 stars from 22,235 reviews gives you an idea of other visitors’ experience at this attraction. It’s estimated that around 532,084 people visit this technology museum every year.

If it’s still bright and early, make your way to Santa Maria Delle Grazie Church. Visitors have rated this convent an average of 4.5 out of 5 stars in 13,490 reviews.

When you’re done exploring for the day, you’ll drive to Bologna, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore the city.

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

Have a memorable dining experience in Bologna by booking a table at Ahimè, renowned as a Bib Gourmand restaurant presenting an exceptional country cooking menu. For a different culinary experience in Bologna, I Portici shines as one of the top destinations, known for its delicious creative, and contemporary cuisine. This 1-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Trattoria di Via Serra is known as a top local spot for its delicious emilian cuisine in Bologna. This Bib Gourmand awardee is a highly recommended choice for an unforgettable meal.

Explore the vibrant nightlife at Bar Freud E Squisito after your meal, a hub for lively evenings and memorable moments. Or, head to Osteria Del Sole for a great selection of flavorful drinks and a charming setting. Furthermore, Macondo - Cocktail Bar is perfect for those looking to extend their night with a touch of local flavor.

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

Day 8 of your road trip across Italy promises a magnificent time exploring Bologna. You have 1 night left in Bologna. Take the opportunity to experience more of the best attractions and activities in the city.

Kick off the day at Palazzo Re Enzo, a top pick for today’s sightseeing. This palazzo is rated an average of 4.6 out of 5 stars in 2,072 reviews.

Today is also your chance to visit Fountain Of Neptune, Bologna. Fountain Of Neptune, Bologna is a fountain with an average rating of 4.7 out of 5 stars from 3,952 reviews.

Piazza Maggiore is another top attraction we highly recommend you visit today. This square is rated an average of 4.7 out of 5 stars by 64,523 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Two Towers. This tower is rated an average of 4.7 out of 5 stars by 25,975 visitors.

Lastly, don’t miss out on Piazza Santo Stefano, a famous square in Bologna. This attraction is rated an average of 4.8 out of 5 stars by 7,617 travelers.

Don’t forget to check out all the popular tours and activities you can add to your travel plan. 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 Bologna's most popular restaurants, and connect with friendly locals for an authentic adventure.

Savor the flavors at Ristorante Enoteca da Lucia, a top pick for dinner tonight. Alternatively, Victoria Station beckons with its unique menu offerings. Also, consider Trattoria da Me. With its consistent customer satisfaction, it’s an excellent option for dining in Bologna tonight.

To truly maximize your evening out, consider visiting Bar Senza Nome after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Maurizio, another bar with an inviting ambiance. Similarly, Brewdog Bar Bologna also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

On day 10 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 4 nights.

When you’ve had your share of Arezzo, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Vatican City, Vatican City. Your travel time is around 2 hours 32 min.

Journey into the unknown at Vatican Museums, a unique attraction awaiting your visit. This remarkable art museum has an average rating of 4.6 out of 5 stars from 133,310 reviews. Every year, Vatican Museums welcomes more than 1,612,530 curious visitors.

When you’re ready to continue your sightseeing, Sistine Chapel is a recommended place to visit. This chapel is rated an average of 4.7 out of 5 stars in 52,083 reviews.

Another must-see attraction in Vatican City is Saint Peter's Square. Rated an average of 4.8 out of 5 stars by 38,954 travelers, this popular tourist destination in Vatican City offers an experience you will remember.

St. Peter's Basilica is another popular stop on travelers' itineraries in Vatican City. This major basilica promises memorable moments of exploring. Other travelers have rated this attraction 4.8 out of 5 stars in 131,043 reviews. Each year, approximately 11,000,000 people travel to visit St. Peter's Basilica.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Rome. Rome offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

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.

Discover the culinary delights of Rome by securing a reservation at La Pergola. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of mediterranean, and contemporary cuisine. For an alternative dining experience, try Il Pagliaccio, renowned for its delicious creative, and innovative 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 Enoteca La Torre, a highly recommended local eatery celebrated for its mouthwatering mediterranean, and creative menu. With its 2-star Michelin recognition, it offers an unforgettable dining adventure.

After your meal, keep the night alive at a bar like La Botticella Of Poggi Giovanni, known for its lively atmosphere. Sant' Eustachio Caffè 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.

Raise your glass to another unforgettable day in Italy!

Day 11 of your road trip will take you to the best attractions Rome has to offer. Cherish the 3 nights you have left in Rome by discovering the best things there are to see and do in the city.

Make Colosseum your first stop of the day. Previous visitors have rated this roman amphitheatre an average of 4.7 out of 5 stars in 328,821 reviews. More than 7,400,000 people visit this place of interest every year.

Next up, make a stop at Roman Forum. With an average rating of 4.7 out of 5 stars by 114,450 visitors, it's easy to understand why so many people visit this square every year.

Orange Garden is another attraction you can visit on this day of your vacation. This park has an average rating of 4.7 out of 5 stars by 17,939 visitors.

When you’re finished at Orange Garden, the perfect next stop is Circus Maximus. This circus is rated an average of 4.4 out of 5 stars in 44,741 reviews.

If you’re keen to explore even more, then consider a visit to Baths Of Caracalla. This thermae is a top place to visit, with a rating of 4.6 out of 5 stars from 17,918 reviews. Baths Of Caracalla hosts around 55,440 visitors every year.

One of the most unique ways of discovering what else Rome has to offer is by going on a top-rated tour. Be sure to check out all the experiences Rome offers and add your favorites to your Italy travel package 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.

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

If you’re not ready to end the night just yet, The Apartment Bar Roma offers a perfect venue to relax and savor a drink. Similarly, Hotel Hassler Roma is well-suited for those looking to unwind in a social setting.

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 12 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.

When you're ready to see some sights, Trevi Fountain is a great place to start. This sculpture is rated an average of 4.8 out of 5 stars by 343,494 visitors.

Another popular attraction you can visit today is Pantheon. This roman temple has an average rating of 4.8 out of 5 stars from 189,682 travelers. Every year, 30,000,000 travelers come to experience this site to make the most of their time in Rome.

We also recommend a stop at Piazza Navona. The square has been rated an average of 4.7 out of 5 stars by 158,771 visitors.

If you're keen to explore more, consider visiting Campo De' Fiori. This square is a popular attraction with an average rating of 4.4 out of 5 stars from 51,133 reviews.

Castel Sant'angelo is another easily accessible place to visit on this day of your trip. Stop by this museum, rated 4.7 out of 5 stars in 72,431 reviews, to discover more of what makes it unique. This attraction gets 918,591 visitors every year.

You can learn more about Rome today by going on a tour. Rome offers many top-rated tours and unique experiences that will inspire you. You can browse and select your favorites 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.

Treat yourself to a delicious dinner at Ristorante Tema, an excellent option for tonight's dining. Looking for something different? Maccheroni offers a tantalizing alternative with its diverse menu. And don’t miss RoYaL Art Cafè Roma. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Raise your glass and celebrate another amazing day of your road trip in Italy!

Day 13 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

Begin your sightseeing with a visit to Spanish Steps. This monumental staircase is rated an average of 4.5 out of 5 stars in 57,211 reviews.

Next up, make your way to Piazza Di Spagna. This square has an average rating of 4.7 out of 5 stars from 113,658 reviews.

When you’re ready for your next sight of the day, continue to Piazza Del Popolo. This square has an average rating of 4.6 out of 5 stars from 89,807 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Villa Borghese. This urban zone of rome is rated an average of 4.6 out of 5 stars by 69,749 visitors.

If you’re keen to explore even more, then consider a visit to Basilica Di Santa Maria Maggiore. This major basilica is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 27,678 visitors.

Immerse yourself in the local scene through top-rated tours and activities. You can choose from a wide variety of easy to challenging tours and easily add them to your travel package below.

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

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

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

On day 14 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 Rome. In the evening, you’ll end up in Florence, where you will stay for 1 night.

Begin your sightseeing with a visit to Altare Della Patria. This architectural structure gets 1,683,070 visitors each year and is rated an average of 4.8 out of 5 stars in 49,843 reviews.

Next up, make your way to Largo Di Torre Argentina. This square has an average rating of 4.5 out of 5 stars from 30,433 reviews.

When you’re ready for your next sight of the day, continue to Belvedere Del Gianicolo. This point of interest has an average rating of 4.6 out of 5 stars from 18,731 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Foro Italico. This point of interest is rated an average of 4.6 out of 5 stars by 25,438 visitors.

If you’re keen to explore even more, then consider a visit to Auditorium Parco Della Musica. This point of interest is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 19,687 visitors.

When you’re done exploring for the day, you’ll drive to Florence, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore the city.

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

Enjoy a lovely meal at Tijuana, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Djària - American Bar is another top choice with a popular menu. You could also check for a table at Ristorante Buca Niccolini. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

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