9-Day Italy Self-Drive Road Trip With Itinerary from Perugia traveling north to Florence, Pisa, Milan, Venice, and Bologna
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Explore the best of Italy on a 9-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Perugia, Magione, Florence, Pisa, Genoa, Milan, Valeggio sul Mincio, Verona, Venice, Bologna, and Siena. This road trip itinerary in Italy seamlessly combines exploration with relaxation.
This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Perugia, 1 night in Florence, 1 night in Pisa, 2 nights in Milan, 1 night in Venice, and 1 night in Bologna. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!
With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.
Upon arriving in Perugia, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.
An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Piazza San Marco and Rialto Bridge are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Duomo Di Milano Museum, learn more about the unique Verona Arena, and immerse yourself in the vibrant atmosphere of Ponte Vecchio.
As you hit the open road and drive through Perugia, Magione, Florence, Pisa, Genoa, Milan, Valeggio sul Mincio, Verona, Venice, Bologna, and Siena, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.
Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.
This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.
The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!
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Day 1
- Perugia - Arrival day
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- Piazza IV Novembre
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Say hello to Perugia! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Perugia for 1 night before you continue your adventure!
Perugia is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Piazza Iv Novembre, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
As afternoon approaches, head to your chosen hotel in Perugia. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.
As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Perugia, it's often a good idea to reserve a table in advance.
Don’t miss out on dining at Ristorante Settimo Sigillo, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Caffè Baglioni, another top spot with a mouthwatering menu. You might also want to secure a reservation at Bar Pellas. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Perugia this evening.
Cap off your dinner by heading to Tommi Bar, ideal for a leisurely evening with a drink in hand. Valentina is another bar that offers an enjoyable setting. Similarly, Caffe Dal Perugino is also a popular place to go on a night out, perfect for relaxing and socializing.
Raise a toast to the start of your 9-day road trip in Italy!
Day 2
- Perugia
- Florence
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Drive 259 km, 4 hours 44 min
- Carducci Gardens
- Porta Marzia
- Rocca Paolina
- Borgo di Rasiglia
- Parco Regionale del Lago Trasimeno
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Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 3 vibrant destinations - Perugia, Rasiglia, and Magione. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 1 night here for some well-deserved relaxation.
Savor the day by visiting some of the best places to see in Perugia, including a park, a monument, a historical landmark, a nature reserve and much more! Start your adventure at Carducci Gardens. This intriguing park is a must-visit for travelers looking for a unique holiday experience. Make your way to Porta Marzia located in Perugia for another exciting encounter.
Next, immerse yourself in the setting of Rocca Paolina. Its symbolic features will captivate you. After the historical landmark, continue your tour of the city with a visit to Borgo Di Rasiglia. Visitors usually appreciate the romantic features of this historical landmark. Next up is Parco Regionale Del Lago Trasimeno, a highly recommended nature reserve.
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.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Experience a taste of local culinary excellence while in Florence by securing a table at Enoteca Pinchiorri. An esteemed 3-star Michelin restaurant, it features an exceptional italian contemporary menu. For an alternative taste experience, visit Santa Elisabetta, famous for its scrumptious creative and mediterranean dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Gucci Osteria da Massimo Bottura, a local favorite celebrated for its exquisite italian contemporary and international cuisine in Florence. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and international cuisine lovers seeking top-notch culinary experiences.
Unwind after your meal by stepping into Manifattura. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Se·sto On Arno Rooftop Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Vinile, another top-rated bar in the area.
Say good night to Florence and look forward to another great day of your road trip in Italy!
Day 3
- Florence
- Pisa
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Drive 88 km, 1 hour 56 min
- piazza della Signoria
- Cathedral of Santa Maria del Fiore
- Ponte Vecchio
- Uffizi Gallery
- piazzale Michelangelo
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Dive into day 3 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.
Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most impressive attractions included on the itinerary is Piazza Della Signoria. This detailed public square will help you start your sightseeing on top. Then, take a leisurely stroll to Cathedral Of Santa Maria Del Fiore and learn what makes this history-steeped church unique.
Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the iconic Ponte Vecchio. After exploring the historical landmark, head to Uffizi Gallery. This widely recognized art gallery is a highlight in Florence. As your day continues, stop by Piazzale Michelangelo, known for its romantic features.
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.
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.
Treat yourself to a delightful dinner at Anima di Grano Pizzeria Napoletana Pisa Italy, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try il Mercante? It's another excellent option with a diverse menu. Consider reserving a table at La Ghiotteria as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Pisa.
Keep the excitement of the evening going by visiting a bar or two. Jeffer Cocktails & Friends is an excellent place to start. You could also check out Le Parisien Wine Bar, offering a different kind of charm. A last recommendation for the day is Las Volta Cocktailbar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
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.
Day 4
- Pisa
- Milan
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Drive 302 km, 3 hours 59 min
- Leaning Tower of Pisa
- Piazza del Duomo, Pisa
- Pisa Cathedral
- Priaruggia
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On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Pisa and Genoa. When you’re not sightseeing, take time to relax at your selected hotel in Milan, where you’ll be staying for 2 nights.
Today’s well-planned self-sightseeing route offers several fun adventures, scenic views, and photo-friendly spots. Whether you decide to explore Pisa on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Leaning Tower Of Pisa is the first of them. Spend some time admiring this breathtaking monument before continuing your journey. Piazza Del Duomo, Pisa is your next stop. This iconic public square is one of the best-rated sights in Pisa.
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 Pisa Cathedral. This breathtaking church is a sight to behold. To round off your sightseeing experience, visit Spiaggia Pubblica Di Priaruggia.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Milan. Milan 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 Milan's best restaurants.
Enjoy an outstanding dining experience at Enrico Bartolini al Mudec, a 3-star Michelin restaurant offering an exceptional creative menu. Alternatively, if you're in the mood for something different, consider the nearby 2-star Michelin-awardee, Seta by Antonio Guida, known for its delicious international and contemporary cuisine. Another highly-recommended place to eat in Milan is Il Luogo Aimo e Nadia, a renowned restaurant with a 1-star Guide Michelin recognition and a delicious italian contemporary and modern menu.
Explore the vibrant nightlife at Nottingham Forest after your meal, a hub for lively evenings and memorable moments. Or, head to Armani/bamboo Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Mag Cafe is perfect for those looking to extend their night with a touch of local flavor.
Raise your glass to another unforgettable day in Italy!
Day 5
- Milan
- More
Drive 4 km, 39 min
- Duomo di Milano
- Galleria Vittorio Emanuele II
- La Scala
- Castello Sforzesco
- Sempione Park
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Day 5 of your road trip will take you to the best attractions Milan has to offer. Cherish the 1 night you have left in Milan by discovering the best things there are to see and do in the city.
Get ready to discover some of the most iconic wonders in Milan, including a church, a shopping mall, an opera house, a castle, a park and much more! Start your day at Duomo Di Milano Museum. This majestic church is a world-famous place to see in Milan. Then, wander over to Galleria Vittorio Emanuele Ii. If romantic sites excite you, this shopping mall will be right up your alley. Nearby, you’ll also find La Scala. This standout opera house 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, Sforzesco Castle Art Library is an astonishing spot in the city that will captivate you with its unique charm. When you’re done at the castle, don’t forget to check out the mesmerizing Parco Sempione. Take a moment to appreciate the fascinating details of this extraordinary park.
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.
Don’t miss out on dining at Dessert Bar Milano, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Radisson Blu Hotel Milan, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Qui Si Mangia. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.
Round off your dining experience by visiting Kilburn Cocktail Bar Milano, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Frida, a bar catering to every mood and preference. The Friends Pub Milano likewise offers a unique atmosphere, perfect for a memorable night out.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 6
- Milan
- Venice
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Drive 293 km, 4 hours 28 min
- Parco Giardino Sigurtà
- Castelvecchio Bridge
- Castelvecchio Museum
- Verona Arena
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On day 6 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 Valeggio sul Mincio and Verona. In the evening, you’ll end up in Venice, where you will stay for 1 night.
Brace yourself for today’s incredible lineup of attractions in Milan, featuring family-friendly attractions, romantic experiences, and natural wonders. Start at Parco Giardino Sigurtà, a locally renowned botanical garden in the town. Then, head to Castelvecchio Bridge and soak in the ambiance of this enchanting monument.
There are many interesting places to see in Milan, and when you are ready for more, go to Castelvecchio Museum. This is one of the town’s most locally renowned historic spots of interest. After exploring the museum, visit the globally renowned Verona Arena.
When you’re done exploring for the day, you’ll drive to your hotel in Venice. Check in and spend some time relaxing before you head out to tour the city.
As you explore more of Venice, 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.
Discover the culinary delights of Venice by securing a reservation at Local. Esteemed for its 1-star Guide Michelin recognition, this restaurant offers a remarkable selection of contemporary cuisine. For an alternative dining experience, try Wistèria, renowned for its delicious contemporary and venetian dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Quadri, a highly recommended local eatery celebrated for its mouthwatering modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.
Extend your evening after a delightful meal by visiting Al Parlamento, which offers the perfect atmosphere for a night out. Moreover, The Caffe Rosso is another popular option for a drink or two. Likewise, Adagio also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Relax and reminisce about your day in Italy and look forward to more memorable moments to come!
Day 7
- Venice
- Bologna
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Drive 155 km, 2 hours 2 min
- Rialto Bridge
- Piazza San Marco
- St Mark's Basilica
- Doge's Palace
- Bridge of Sighs
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Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Venice. At the end of the day, you will enjoy the comforts of a top-rated hotel in Bologna, which will be your home away from home for 1 night.
Bring your curiosity for today’s adventure around Venice. Some of the city’s most loved attractions await! Rialto Bridge is the perfect place to start. This historical landmark is one of the most globally renowned places to visit in Venice. Next, head to Piazza San Marco, a world-famous public square, known for its romantic 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 St Mark's Basilica. This inviting church is a highly recommended experience. Nearby, you'll also find Doge's Palace and Bridge Of Sighs. Visit these for an interesting touch to your journey.
At the end of the day, you will drive to Bologna, 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 Bologna. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Prepare for an extraordinary culinary adventure in Bologna by booking a table at Ahimè, a Bib Gourmand restaurant that boasts an exceptional country cooking menu. For a different flavor experience, head to I Portici, renowned for its delectable creative and contemporary dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Trattoria di Via Serra, a local gem known for its delightful emilian cuisine in Bologna. Nestled in the city's heart, this Bib Gourmand-awardee is a perfect choice for discerning restaurant-goers seeking a new experience.
Continue your evening by exploring the vibrant nightlife scene at Bar Al Bricco D'oro, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Freud E Squisito, a bar that offers unique local touches. Likewise, Osteria Del Sole provides an excellent alternative for a fun evening.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 8
- Bologna
- Perugia
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Drive 294 km, 4 hours 1 min
- Piazza Maggiore
- Two Towers
- Siena Cathedral
- piazza del Campo
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Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Bologna and Siena. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Perugia. You will spend 1 night here for some well-deserved relaxation.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Bologna allows for both. Start by heading to Piazza Maggiore. This impressive public square provides an insightful glimpse into the city's identity. Next, discover Two Towers, a respected monument, promising a delightful encounter.
Continue your sightseeing with a visit to Siena Cathedral, a notable church. When you’re done, don’t forget to make a stop at the impressive Piazza Del Campo.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Perugia. Perugia 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 Perugia. 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 La Taverna, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Ristorante del Sole, another top spot with a mouthwatering menu. You might also want to secure a reservation at Al Mangiar Bene. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Perugia this evening.
After enjoying a fulfilling meal, continue your evening at Caffè Fortebraccio, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Caffe Del Banco offers a welcoming atmosphere for easing into the nightlife. Similarly, Dempsey's Perugia provides an excellent environment for a relaxed and enjoyable evening.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 9
- Perugia - Departure day
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- Etruscan Arch
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Day 9 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Perugia before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.
If you're up for some more sightseeing, we recommend visiting Etruscan Arch, a culturally significant historical landmark before you head out.
Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.
Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Perugia.
If you're in the mood to try something new, consider Elfo Pub Perugia, another top spot with a mouthwatering menu.
You’ll then say farewell to Perugia. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!
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