9-Day Italy Self-Drive Road Trip With Itinerary from Bologna traveling west to Milan, Genoa, and Florence

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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 Bologna, Milan, Genoa, Pisa, and Florence. 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 Bologna, 2 nights in Milan, 2 nights in Genoa, and 2 nights in Florence. 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 Bologna, 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. Duomo Di Milano Museum and Ponte Vecchio are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Leaning Tower Of Pisa, learn more about the unique Piazza Del Duomo, Pisa, and immerse yourself in the vibrant atmosphere of Galleria Vittorio Emanuele Ii.

As you hit the open road and drive through Bologna, Milan, Genoa, Pisa, and Florence, 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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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
arco del Meloncello
Two TowersInternational Museum and Library of MusicPiazza Santo StefanoBasilica of San Domenico
Piazza Gae AulentiDuomo di MilanoRoyal Palace of MilanGalleria Vittorio Emanuele IILa Scala
Pinacoteca di BreraCastello SforzescoSempione ParkArch of PeaceLeonardo da Vinci Museum of Science and Technology
piazza De FerrariGenoa CathedralAquarium of Genoaporto antico
Leaning Tower of PisaPisa CathedralPiazza del Duomo, PisaKnights' Square

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Day 1

Day 1

  • Bologna - Arrival day
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  • arco del Meloncello
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Say hello to Bologna! 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 Bologna for 1 night before you continue your adventure!

Bologna 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 Arco Del Meloncello, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Bologna. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

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 Bologna, it's often a good idea to reserve a table in advance.

Treat yourself to a delicious dinner at Ristorante Ciacco, an excellent option for tonight's dining. Looking for something different? Ristorante Ballarini offers a tantalizing alternative with its diverse menu. And don’t miss Sfoglia Rina. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Bologna.

Cap off your dinner by heading to Bar Al Bricco D'oro, ideal for a leisurely evening with a drink in hand. Bar Freud E Squisito is another bar that offers an enjoyable setting. Similarly, Osteria Del Sole 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!

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Day 2

Day 2

  • Bologna
  • Milan
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Drive 218 km, 2 hours 57 min

  • Two Towers
  • International Museum and Library of Music
  • Piazza Santo Stefano
  • Basilica of San Domenico
  • More

Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Bologna. At the end of the day, you will enjoy the comforts of a top-rated hotel in Milan, which will be your home away from home for 2 nights.

A blend of family-friendly attractions, scenic views, and photo-friendly spots await you in Bologna on today’s itinerary. First up is the locally renowned monument, Two Towers. Afterward, continue to International Museum And Library Of Music, a museum every traveler should visit.

As you explore Bologna’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Piazza Santo Stefano. This increasingly popular public square is an essential stop. Following that, head to Basilica Of San Domenico, another must-visit site that will enhance your experience.

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.

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.

Have a memorable dining experience in Milan by booking a table at Enrico Bartolini al Mudec, renowned as a 3-star Michelin restaurant presenting an exceptional creative menu. For a different culinary experience in Milan, Seta by Antonio Guida shines as one of the top destinations, known for its delicious international and contemporary cuisine. This 2-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, Il Luogo Aimo e Nadia is known as a top local spot for its delicious italian contemporary and modern cuisine in Milan. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Continue the enjoyment post-dinner at Nottingham Forest, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Armani/bamboo Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Mag Cafe. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 3

Day 3

  • Milan
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Drive 8 km, 42 min

  • Piazza Gae Aulenti
  • Duomo di Milano
  • Royal Palace of Milan
  • Galleria Vittorio Emanuele II
  • La Scala
  • More

Day 3 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.

Bring your curiosity for today’s adventure around Milan. Some of the city’s most loved attractions await! Piazza Gae Aulenti is the perfect place to start. This public square is one of the most locally renowned places to visit in Milan. Next, head to Duomo Di Milano Museum, a timeless church, known for its symbolic 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 Royal Palace Of Milan. This instagrammable palace is a highly recommended experience. Nearby, you'll also find Galleria Vittorio Emanuele Ii and La Scala. Visit these for an interesting touch to your journey.

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

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

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Kilburn Cocktail Bar Milano, known for its inviting atmosphere. Bar Frida is another great option if you’re looking for a place to get the night started. Similarly, The Friends Pub Milano provides a great setting to enjoy the night away.

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

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Day 4

Day 4

  • Milan
  • Genoa
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Drive 150 km, 2 hours 44 min

  • Pinacoteca di Brera
  • Castello Sforzesco
  • Sempione Park
  • Arch of Peace
  • Leonardo da Vinci Museum of Science and Technology
  • More

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Milan. When you’re not sightseeing, take time to relax at your selected hotel in Genoa, where you’ll be staying for 2 nights.

Get ready to discover some of the most iconic wonders in Milan, including an art gallery, a castle, a park, a monument, a museum and much more! Start your day at Pinacoteca Di Brera. This eye-catching art gallery is a notable 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 romantic 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, Arch Of Peace is a locally renowned spot in the city that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the eye-catching Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". Take a moment to appreciate the fascinating details of this notable museum.

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

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

Experience a taste of local culinary excellence while in Genoa by securing a table at San Giorgio. An esteemed 1-star Michelin restaurant, it features an exceptional modern and ligurian menu. For an alternative taste experience, visit The Cook, famous for its scrumptious modern dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Il Marin, a local favorite celebrated for its exquisite seafood and contemporary cuisine in Genoa. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for seafood and contemporary cuisine lovers seeking top-notch culinary experiences.

Following your dinner, dive into the local bar culture at Scurreria Beer & Bagel. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to La Lepre, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Pisacane Iii provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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Day 5

Day 5

  • Genoa
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Drive 2 km, 35 min

  • piazza De Ferrari
  • Genoa Cathedral
  • Aquarium of Genoa
  • porto antico
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Day 5 of your road trip will take you to the best attractions Genoa has to offer. Cherish the 1 night you have left in Genoa by discovering the best things there are to see and do in the city.

Today’s itinerary in Genoa covers several incredible sights, including a public square, a church, and an aquarium. Start your adventure at Piazza De Ferrari. This locally renowned public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the culturally significant wonders of Genoa Cathedral, a must-see church in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Aquarium Of Genoa. This impressive aquarium offers an enriching experience. For a change of pace, head to Porto Antico, where you can take in visually striking features. These sights offer a fulfilling end to a perfect day.

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

Dine in style at Zeffirino, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Vegia Zena boasts a menu that's sure to impress. Also, be sure to check out Trattoria delle Grazie. Known as a local hotspot, it’s a great choice for tonight in Genoa.

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

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Day 6

Day 6

  • Genoa
  • Florence
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Drive 284 km, 3 hours 49 min

  • Leaning Tower of Pisa
  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Knights' Square
  • More

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Pisa, 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 Florence. You’ll stay here for 2 nights.

Brace yourself for today’s incredible lineup of attractions in Genoa, featuring family-friendly attractions, breathtaking views, and photo-friendly spots. Start at Leaning Tower Of Pisa, a timeless monument in the city. Then, head to Pisa Cathedral and soak in the ambiance of this picture-perfect church.

There are many interesting places to see in Genoa, and when you are ready for more, go to Piazza Del Duomo, Pisa. This is one of the city’s most timeless UNESCO world heritage-designated spots of interest. After exploring the public square, visit the frequently visited Knights' Square.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Florence. Florence offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative and mediterranean 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 Il Palagio, a highly recommended local eatery celebrated for its mouthwatering italian contemporary menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

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.

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

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Day 7

Day 7

  • Florence
  • More

Drive 7 km, 52 min

  • Ponte Vecchio
  • Uffizi Gallery
  • piazza della Signoria
  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
  • More

Day 7 offers a multitude of experiences. You will stay in Florence for 1 night more, offering you enough time to explore at a relaxed pace.

Today’s route brings family-friendly attractions, romantic experiences, and scenic views. The first attraction of today is Ponte Vecchio. This globally renowned historical landmark is an enchanting place to see in Florence. Continue your discovery at Uffizi Gallery, a picture-perfect art gallery with stories to tell.

As you stroll around Florence, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Piazza Della Signoria. This widely recognized public square offers an enchanting encounter with Florence. Next, make your way to Basilica Of Santa Croce In Florence to add another highlight to your day. After that, visit Piazzale Michelangelo, a famous observation deck that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Florence.

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

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

Enjoy a lovely dining experience at Ditta Artigianale, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Trattoria Da Burde, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

Keep the evening going at Bar 50 Rosso, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bitter Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.

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.

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Day 8

Day 8

  • Florence
  • Bologna
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Drive 105 km, 1 hour 54 min

  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • Central Market
  • Basilica of Santa Maria Novella
  • More

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 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Bologna. You will spend 1 night here for some well-deserved relaxation.

Today’s itinerary in Florence covers several incredible sights, including a church, an art gallery, and a food market. Start your adventure at Cathedral Of Santa Maria Del Fiore. This impressive church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the detailed wonders of Galleria Dell'accademia, a must-see art gallery in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Central Market. This notable food market offers an enriching experience. For a change of pace, head to Basilica Di Santa Maria Novella, Firenze (fi), where you can take in visually striking features. These sights offer a fulfilling end to a perfect day.

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 explore more of Bologna, 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.

Experience a harmony of flavors at Ahimè in Bologna by securing a reservation in advance. Known for its Bib Gourmand status, Ahimè offers a delightful variety of dishes highlighting its delicious country cooking menu. If you're seeking an alternative culinary experience, be sure to explore I Portici, a highly recommended restaurant known for its enticing creative and contemporary cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Trattoria di Via Serra, a highly acclaimed restaurant celebrated for its exceptional emilian menu.

Continue your evening by exploring the vibrant nightlife scene at Lime Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Macondo - Cocktail Bar, a bar that offers unique local touches. Likewise, Bar Onda Marina By Night provides an excellent alternative for a fun evening.

Raise your glass to another unforgettable day in Italy!

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Day 9

Day 9

  • Bologna - Departure day
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  • Piazza Maggiore
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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 Bologna 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 Piazza Maggiore, a romantic public square before you head out.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones. For those seeking luxury items, check out the area’s high-end stores.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Bologna.

You’ll then say farewell to Bologna. 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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