Two-Week Italy Self-Drive Road Trip With Itinerary from Milan traveling south to Verona, Venice, Bologna, Arezzo, Rome, Florence, and Pisa

Day 2 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 well-known attractions included on the itinerary is Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This photogenic museum will help you start your sightseeing on top. Then, take a leisurely stroll to Santa Maria Delle Grazie Church and learn what makes this photogenic church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the extraordinary Sforzesco Castle Art Library. After exploring the castle, head to Parco Sempione. This top-rated park is a highlight in Milan. Lastly, don’t forget to check out the captivating Arch Of Peace. Enjoy exploring this incredible monument at your own pace.

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.

Dive into a culinary adventure like no other in Milan by booking a table at Enrico Bartolini al Mudec. This popular restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another culinary dining option, venture to Seta by Antonio Guida, celebrated for its delectable international 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 Luogo Aimo e Nadia, a top local restaurant known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Continue your evening by exploring the vibrant nightlife scene at Kilburn Cocktail Bar Milano, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Frida, a bar that offers unique local touches. Likewise, The Friends Pub Milano provides an excellent alternative for a fun evening.

Savor another day of unforgettable experiences in Italy!

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Milan and Sirmione. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Verona. You will spend 1 night here for some well-deserved relaxation.

Today, you'll explore some of the most beautiful places in Milan, including a shopping mall, an opera house, and an art gallery. Start your day with a visit to Galleria Vittorio Emanuele Ii. This spectacular shopping mall is a must-visit in the city. When you’re ready for your next discovery, continue to La Scala, which may be one of the most romantic places you will experience today.

One of the best things about exploring Milan 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 Pinacoteca Di Brera, one of the city’s most well-known art gallery.

Sirmione’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Milan behind. This drive usually takes around 1 hour 47 min. Sirmione welcomes you with a multitude of unique vacation experiences.

Savor the rest of your day by heading to Scaliger Castle, a famous castle that draws visitors from near and far.

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 Verona. Verona 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 you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Verona. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Get ready for an unforgettable culinary journey in Verona by reserving a table at Osteria Mondo d'Oro. Renowned as a Bib Gourmand restaurant, it offers an exceptional italian and seasonal menu. For a different taste experience, head to Casa Perbellini 12 Apostoli, recognized for its delicious creative and contemporary dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Il Desco, a local favorite known for its delightful italian contemporary cuisine in Verona. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary foodies seeking culinary excellence.

Continue your lively evening at Archivio, a perfect place for winding down or revving up the night, depending on which mood you’re in. La Segreteria Café is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Grande Giove Cocktail Bar ensures a night out tailored to your taste.

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

On day 5 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 Venice. In the evening, you’ll end up in Bologna, where you will stay for 1 night.

Get ready for an exciting day in Venice. Today’s sightseeing agenda includes a historical landmark, a public square, a church, a palace, a monument and much more! Begin your adventure at Rialto Bridge. This is a globally renowned historical landmark you should not miss. Another must-see is Piazza San Marco, a world-famous public square in Venice.

When you’re ready for the next sight, head to St Mark's Basilica. From there, take a leisurely stroll to Doge's Palace, another of the city’s interesting attractions. We recommend ending your self-guided tour of the city with an UNESCO world heritage-listed monument. Bridge Of Sighs is a truly remarkable place to visit in Venice.

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

Dive into a culinary adventure like no other in Bologna by booking a table at Ahimè. This popular restaurant holds a Bib Gourmand award and offers an exceptional menu of country cooking cuisine. For another culinary dining option, venture to I Portici, celebrated for its delectable creative and contemporary menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Trattoria di Via Serra, a top local restaurant known for its tantalizing emilian menu. With a Bib Gourmand recognition, it promises an exceptional dining experience not to be missed.

If you’re not ready to end the night just yet, Bar Al Bricco D'oro offers a perfect venue to relax and savor a drink. Similarly, Bar Freud E Squisito is well-suited for those looking to unwind in a social setting. Osteria Del Sole is another excellent spot to enjoy a nightcap after a delightful meal.

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

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Bologna and Siena. 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.

Get ready for a day filled with a charming, a breathtaking, a photogenic, a standout, and a symbolic in the charming city of Bologna. Your adventure starts at Piazza Maggiore, an extraordinary local hot spot. Another notable attraction to explore is Two Towers. This popular monument is known for its visually striking appeal.

Embrace the thrill of the open road as you wave goodbye to Bologna and set your GPS to Siena. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 2 hours 27 min. Upon reaching Siena, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Make your way to Siena Cathedral, a locally renowned church that draws attention for its visually striking features. Spend some time soaking in the atmosphere before continuing to Piazza Del Campo, a visually striking public square that stands out in the city.

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 Arezzo. Arezzo 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 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.

Begin your culinary exploration in Arezzo by securing a reservation at Octavin. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of creative cuisine. Or, for a change of pace, La Clandestina boasts a menu that's sure to impress.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Liquid Bar, known for its inviting atmosphere.

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 7 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.

Vatican Museums is a world-famous art museum we recommend making time to visit today.

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.

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

Start your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative and innovative 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 Enoteca La Torre, a top local spot known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

After savoring a delicious meal, step into the vibrant nightlife at La Botticella Of Poggi Giovanni, where the evening is just getting started. In the same way, Almalu Trastevere offers a unique charm perfect for experiencing the local bar scene in Rome. Bar Viminale Di Pepi Maurilio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

Day 8 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.

Start by visiting Altare Della Patria, a prime spot to begin your journey. This historic monument is sure to impress. Next on your list is Archbasilica Of St. John Lateran, another must-visit landmark and interesting church renowned for its monumental features.

While exploring and sightseeing, take time to savor the ambiance of Rome by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Capitoline Hill. This enchanting public square is a remarkable attraction that offers a unique experience. Roman Forum also adds charm to your journey, and Colosseum wraps up your day with its awe-inspiring appeal.

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 book a table at RomAntica, a popular restaurant in Rome. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Rome at Coso Ristorante, 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 DEROMA - Farine Romane. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Rome tonight.

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 9 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.

Prepare for a day full of an eye-catching, a historically significant, a sacred, a majestic, an UNESCO world heritage-designated, a romantic, and a stunning. When you’re ready, kick off your sightseeing adventure at Basilica Di Santa Maria Maggiore. This well-known church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Orange Garden, one of the city’s most promising highlights.

Next, check out Circus Maximus, one of the most well-known places to see in Rome. This archeological site is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Castel Sant'angelo. Wander around and soak in the visually striking atmosphere this castle offers.

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

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

Treat yourself to a delicious dinner at Hotel de Russie, an excellent option for tonight's dining. Looking for something different? La Taverna Italiana offers a tantalizing alternative with its diverse menu. And don’t miss The Parrot Bar. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

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.

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

Day 10 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

Set out on a day brimming with a romantic, a serene, a mesmerizing, an eye-catching, a respected, a noteworthy, and a culturally significant. Start at the top-rated Villa Borghese, a detailed park in Rome. Next, go to Piazza Del Popolo.

After visiting Villa Borghese and Piazza Del Popolo, take time to explore Rome's streets and absorb its charm. Continue your sightseeing by heading to Spanish Steps. This history-steeped public square offers a unique experience. Piazza Di Spagna is another noteworthy stop.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Make sure to reserve a table at Sofitel Roma Villa Borghese, 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 Centro, 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 Ristorante Tema, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

Experience an unparalleled adventure on day 11 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Rome. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Rome allows for both. Start by heading to Largo Di Torre Argentina. This popular archeological site provides an insightful glimpse into the city's identity. Next, discover Pantheon, a heritage-rich monument, promising a delightful encounter.

Continue your sightseeing with a visit to Piazza Navona, an iconic public square. When you’re done, don’t forget to make a stop at the top-rated Campo De' Fiori. Round off your day at Foro Italico, another gem in Rome with symbolic features to discover.

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.

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

Experience a harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative and mediterranean cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Il Palagio, a highly acclaimed restaurant celebrated for its exceptional italian contemporary menu.

Cap off your dinner by heading to Manifattura, ideal for a leisurely evening with a drink in hand. Se·sto On Arno Rooftop Bar is another bar that offers an enjoyable setting. Similarly, Il Vinile is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Day 12 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.

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 extraordinary observation deck is a must-visit for travelers looking for a unique holiday experience. Make your way to Uffizi Gallery located in Florence for an enchanting atmosphere.

Next, immerse yourself in the setting of Ponte Vecchio. Its romantic features will captivate you. After the historical landmark, continue your tour of the city with a visit to Piazza Della Signoria. This public square has a detailed appeal. For a change of pace, head to Basilica Of Santa Croce In Florence. As one of the most popular attractions in Florence, this church is an excellent place to end your self-guided tour.

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 Florence. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Dine in style at Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.

Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.

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 13 of your remarkable road trip in Italy. Today you will explore Florence, 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 Pisa. You’ll stay here for 1 night.

Today’s agenda in Florence includes a church, an art gallery, and a food market. Cathedral Of Santa Maria Del Fiore is must-visit church and a great starting point for the day. Next, continue your journey to Galleria Dell'accademia, a well-known art gallery, located just a leisurely stroll away. Next, head to Central Market, a photogenic food market, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Florence. If you’re looking for more, Basilica Di Santa Maria Novella, Firenze (fi) is also a captivating attraction that is worthwhile a visit.

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 Pisa. Pisa 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 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.

Make sure to reserve a table at Anima di Grano Pizzeria Napoletana Pisa Italy, 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 il Mercante, 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 La Ghiotteria, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Jeffer Cocktails & Friends, a well-loved spot among locals and tourists. Or, head to Le Parisien Wine Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Las Volta Cocktailbar, another top-rated place in the area.

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

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 Pisa and Genoa. In the evening, you’ll end up in Milan, where you will stay for 1 night.

A blend of an enchanting, an eye-catching, a historically significant, a grand, a masterful, an UNESCO world heritage-listed, and a stunning await you in Pisa on today’s itinerary. First up is the increasingly popular public square, Knights' Square. It's a standout spot that offers a memorable visit. Afterward, continue to Leaning Tower Of Pisa. A visit to this monument is an enriching experience for all.

As you explore Pisa’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Piazza Del Duomo, Pisa. This wondrous public square is an essential stop that should not be missed. Following that, head to Campo Santo, another must-visit site that will enhance your experience.

After soaking in Pisa’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Genoa. Expect your car journey to take a minimum of 1 hour 43 min. When you arrive in Genoa, it's time to take a break from the road.

Take your self-guided tour to Spiaggia Pubblica Di Priaruggia, a beloved beach that everyone visiting Genoa should see. Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings.

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

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Milan. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Make sure to book a table at Bice Restaurant, 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 Alto Ristorante, 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 Nero 9. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Milan tonight.

Explore the vibrant nightlife at Bhangrabar after your meal, a hub for lively evenings and memorable moments. Or, head to Rufus Cocktail Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Ostello Bello Grande is perfect for those looking to extend their night with a touch of local flavor.

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