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

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Medieval and Renaissance buildings and structures feature in Bologna, Italy
Photo of panoramic view of Bologna,Italy.
9-Day Italy Self-Drive Road Trip With Itinerary from Bologna traveling west to Milan, Genoa, and Florence
9-Day Italy Self-Drive Road Trip With Itinerary from Bologna traveling west to Milan, Genoa, and Florence
9-Day Italy Self-Drive Road Trip With Itinerary from Bologna traveling west to Milan, Genoa, and Florence
9-Day Italy Self-Drive Road Trip With Itinerary from Bologna traveling west to Milan, Genoa, and Florence
9-Day Italy Self-Drive Road Trip With Itinerary from Bologna traveling west to Milan, Genoa, and Florence
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Escape the ordinary with this exciting 9-day road trip through Italy. Explore diverse landscapes, discover lively cities, and prepare for an unforgettable journey!

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. 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 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.

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, accommodations, 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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Day1

Day 1

  • Bologna - Arrival day
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  • arco del Meloncello
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Your road trip adventure in Italy begins as soon as you reach Bologna and pick up your car. You’ll stay here for 1 night and explore what to see in Bologna, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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. Taking a stroll in the city center is a great alternative. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

As afternoon approaches, head to your chosen hotel in Bologna. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a central location for easy access to key areas 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 Bologna, it's often a good idea to reserve a table in advance.

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

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 a toast to the start of your 9-day road trip in Italy!

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Day2

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

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 1 place, which are Bologna. At the end of the day, you will retreat to the hotel of your choice in Milan, where will spend 2 nights.

One of the most locally renowned attractions included on the itinerary is Two Towers. This historic monument will help you start your sightseeing on top. Then, take a leisurely stroll to International Museum And Library Of Music and learn what makes this instagrammable museum unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the frequently visited Piazza Santo Stefano. After exploring the public square, head to Basilica Of San Domenico. This beloved church is a highlight in Bologna.

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.

Milan is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Milan.

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 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.

After savoring a delicious meal, step into the vibrant nightlife at Nottingham Forest, where the evening is just getting started. In the same way, Armani/bamboo Bar offers a unique charm perfect for experiencing the local bar scene in Milan. Mag Cafe is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day3

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 what to see in Milan. You have 1 night left in Milan. Take the opportunity to experience more of the best attractions and activities in the city.

Whether you decide to explore Milan on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Piazza Gae Aulenti brings Milan's character to life. This eye-catching public square is a highlight of any visit in the city. Then, enjoy Duomo Di Milano Museum, another visually striking attraction that never fails to captivate visitors. Next, head over to Royal Palace Of Milan, one of the city’s most notable attractions, known for its eye-catching features.

If you’re looking for more, spend time soaking in the atmosphere of Galleria Vittorio Emanuele Ii. This enchanting shopping mall is frequented by locals and tourists alike. To complete your memorable day, make sure to visit La Scala, a locally renowned opera house, and take a stroll around the area.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Milan is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Milan.

Enjoy a lovely meal at Dessert Bar Milano, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Radisson Blu Hotel Milan is another top choice with a popular menu. You could also check for a table at Ristorante Qui Si Mangia. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Milan tonight.

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.

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

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Day4

Day 4

  • Milan
  • Genoa
  • More

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 road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Milan are on today's agenda. In the evening, you’ll end up in Genoa, where you will stay for 2 nights.

Make a stop at Pinacoteca Di Brera. This interesting art gallery is a must-visit for travelers looking for a unique holiday experience. Make your way to Sforzesco Castle Art Library located in Milan for another exciting encounter.

Next, immerse yourself in the setting of Parco Sempione. Its serene features will captivate you. After the park, continue your tour of the city with a visit to Arch Of Peace. Visitors usually appreciate the culturally significant features of this monument. Next up is Museo Della Scienza E Della Tecnologia "leonardo Da Vinci", a highly recommended museum.

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

Indulge in a memorable dining experience at one of Genoa's most popular restaurants, and connect with friendly locals for a true cultural experience.

Get ready for an unforgettable culinary journey in Genoa by reserving a table at San Giorgio. Renowned as a 1-star Michelin restaurant, it offers an exceptional modern and ligurian menu. For a different taste experience, head to The Cook, recognized for its delicious modern dishes. This 1-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Il Marin, a local favorite known for its delightful seafood and contemporary cuisine in Genoa. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for seafood and contemporary foodies seeking culinary excellence.

Keep the evening going at Scurreria Beer & Bagel, a great choice for enjoying the after-dinner hours with a drink. You could also go to La Lepre, which offers a similarly pleasant setting and great drinks. Another option is Bar Pisacane Iii, which provides an inviting environment for unwinding after a busy day out.

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

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Day5

Day 5

  • Genoa
  • More

Drive 2 km, 35 min

  • piazza De Ferrari
  • Genoa Cathedral
  • Aquarium of Genoa
  • porto antico
  • More

Day 5 offers an itinerary packed with the best things to see in Bologna. You’ll stay in Genoa for 1 night more, offering you enough time to explore at a relaxed pace.

Piazza De Ferrari is must-visit public square and a great option for a daytime tour of the area. Continue your journey to Genoa Cathedral, a locally appreciated church, located just a leisurely stroll away. Next, head to Aquarium Of Genoa, an eye-catching aquarium, also available for your discovery today.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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

Treat yourself to a wonderful meal at Zeffirino, a top-rated dining spot in Genoa. If you're in the mood for something new, try Trattoria Vegia Zena, another premier location with a delectable menu. You might also want to book a table at Trattoria delle Grazie. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Genoa.

Savor another day of unforgettable experiences in Italy!

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Day6

Day 6

  • Genoa
  • Pisa
  • Florence
  • More

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'll explore 1 destination, including Pisa. At the end of the day, you’ll unwind at one of the finest accommodations in Florence, where you'll spend 2 nights.

Fasten your seatbelt and make your way to your next stop — Pisa, home to many well-known sights in the region. Keep in mind that your travel time from Genoa to Pisa may take around 2 hours 6 min without traffic disruptions. Upon arrival in Pisa, we highly recommend checking out some of the top attractions.

One of our top recommendations for your sightseeing is Leaning Tower Of Pisa. Spend some time admiring the historic features of the monument before you continue to your next stop. Then, head to Pisa Cathedral. This often recommended church is a traveler-favorite in the city.

If you're keen to see more, continue to Piazza Del Duomo, Pisa. Feed your curiosity by learning something new about the public square. Next, take your journey to Knights' Square, a curiosity-inducing public square.

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

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

Set out on a gastronomic journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of italian contemporary cuisine. For a different taste, head over to Santa Elisabetta, renowned for its delectable creative and mediterranean dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Il Palagio, a highly rated local gem known for its exquisite italian contemporary menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Il Vinile is also a great option that provides a perfect setting for a relaxing evening.

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

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Day7

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

On day 7 of your road trip, you will have an entire day to discover what to see in Florence. You’ll stay in Florence for 1 night.

Make a stop at Ponte Vecchio. This globally renowned historical landmark is a must-visit for travelers looking for a unique holiday experience. Make your way to Uffizi Gallery located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Piazza Della Signoria. Its detailed features will captivate you. After the public square, continue your tour of the city with a visit to Basilica Of Santa Croce In Florence. Visitors usually appreciate the photogenic features of this church. Next up is Piazzale Michelangelo, a highly recommended observation deck.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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

Enjoy a delicious meal at Ditta Artigianale, a highly-rated dining destination in Florence. If you're eager to try something different, consider Trattoria Da Burde, another top spot with a tantalizing menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

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

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

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Day8

Day 8

  • Florence
  • Bologna
  • More

Drive 105 km, 1 hour 54 min

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

Your itinerary for day 8 of your road trip in Italy includes 1 stop and features some of the highlights of Florence. At the end of the day, enjoy the comforts of a top-rated hotel in Bologna, where you'll spend 1 night.

Cathedral Of Santa Maria Del Fiore is perfect for a self-paced visit during the day. This UNESCO world heritage-designated church is sure to impress. Next on your list is Galleria Dell'accademia, another must-visit landmark and popular art gallery renowned for its heritage-rich features.

While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Central Market. This picture-perfect food market is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Basilica Di Santa Maria Novella, Firenze (fi), a locally renowned church.

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 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.

Experience a symphony of flavors at Ahimè in Bologna by securing a reservation in advance. Renowned for its Bib Gourmand distinction, Ahimè delights its guests with its exceptional variety of meals showcasing delicious country cooking cuisine. For a palate-pleasing alternative, make sure to dine at I Portici, acclaimed for its delectable creative and contemporary specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Trattoria di Via Serra, a top-rated restaurant known for its outstanding menu. Known as a top-rated Bib Gourmand-establishment, it's a top choice for emilian cuisine in the city.

Continue your lively evening at Lime Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Macondo - Cocktail Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Onda Marina By Night ensures a night out tailored to your taste.

Raise your glass to another unforgettable day in Italy!

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Day9

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 symbolic public square before you head out.

Make the most of your final day in Italy by visiting Bologna’s iconic markets and shopping establishments in the buzzing Via d'Azeglio. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation. You can also browse through boutiques for stylish fashion choices. Elevate your style with pieces from high-end retail 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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Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
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Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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Your trip is protected, personalized, and priced right. No surprises, no stress.

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