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

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Escape the ordinary with this exciting 9-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Milan, 2 nights in Genoa, 2 nights in Florence, 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 Milan, 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 Milan, Genoa, Pisa, Florence, and Bologna, 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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Piazza Gae Aulenti
Royal Palace of MilanCathedral SquareDuomo di MilanoGalleria 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
Pisa CathedralLeaning Tower of PisaPiazza del Duomo, PisaParco Regionale Migliarino, San Rossore, Massaciuccoli
Galleria dell'AccademiaCathedral of Santa Maria del FioreCentral MarketBasilica of Santa Maria Novella

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Day 1

Day 1

  • Milan - Arrival day
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  • Piazza Gae Aulenti
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Welcome to Milan, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 2 nights immersing yourself in Milan's charm before embarking on the next leg of your journey.

Milan 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 Gae Aulenti, 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 Milan. 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 Milan, it's often a good idea to reserve a table in advance.

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

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.

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

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Day 2

Day 2

  • Milan
  • More

Drive 1 km, 20 min

  • Royal Palace of Milan
  • Cathedral Square
  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • La Scala
  • More

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.

A blend of fun adventures, photo-friendly spots, and historic treasures await you in Milan on today’s itinerary. First up is the captivating palace, Royal Palace Of Milan. Afterward, continue to Cathedral Square.

As you explore Milan’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Duomo Di Milano Museum. This timeless church is an essential stop that should not be missed. Following that, head to Galleria Vittorio Emanuele Ii, another must-visit site that will enhance your experience. Lastly, visit La Scala and learn why this opera house is renowned as one of the city's most well-known attractions.

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.

Visit Via della Moscova in Milan for an unforgettable shopping experience. Browse unique boutiques and stores, each offering delightful surprises. Find unique souvenirs or items to take home. After shopping, explore what Via della Moscova has to offer, including cafes, attractions, essential services, and vibrant community activities.

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

Experience a harmony of flavors at Enrico Bartolini al Mudec in Milan by securing a reservation in advance. Known for its 3-star Michelin status, Enrico Bartolini al Mudec offers a delightful variety of dishes highlighting its delicious creative menu. If you're seeking an alternative culinary experience, be sure to explore Seta by Antonio Guida, a highly recommended restaurant known for its enticing international and contemporary 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 Luogo Aimo e Nadia, a highly acclaimed restaurant celebrated for its exceptional italian contemporary and modern menu.

To truly maximize your evening out, consider visiting Kilburn Cocktail Bar Milano after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Frida, another bar with an inviting ambiance. Similarly, The Friends Pub Milano also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day 3

Day 3

  • 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

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 1 vibrant destinations - Milan. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Genoa. You will spend 2 nights here for some well-deserved relaxation.

Brace yourself for today’s incredible lineup of attractions in Milan, featuring family-friendly attractions, photo-friendly spots, and historic treasures. Start at Pinacoteca Di Brera, a popular art gallery in the city. Then, head to Sforzesco Castle Art Library and soak in the ambiance of this breathtaking castle.

There are many interesting places to see in Milan and when you are ready for more, go to Parco Sempione. This is one of the city’s most top-rated spots. After exploring the park, visit the notable Arch Of Peace. Before wrapping up your self-guided sightseeing tour, head to the popular Museo Della Scienza E Della Tecnologia "leonardo Da Vinci", a popular museum in the city.

At the end of the day, you will drive to Genoa, 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 Genoa. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Experience a harmony of flavors at San Giorgio in Genoa by securing a reservation in advance. Known for its 1-star Michelin status, San Giorgio offers a delightful variety of dishes highlighting its delicious modern and ligurian menu. If you're seeking an alternative culinary experience, be sure to explore The Cook, a highly recommended restaurant known for its enticing modern 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 Il Marin, a highly acclaimed restaurant celebrated for its exceptional seafood and contemporary menu.

Let the evening flow smoothly from dinner to drinks at Scurreria Beer & Bagel, a top-rated bar in the area. For other recommendations, La Lepre provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Pisacane Iii offers a memorable night with diverse drink options and excellent service.

Savor another day of unforgettable experiences in Italy!

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Day 4

Day 4

  • Genoa
  • More

Drive 2 km, 35 min

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

Day 4 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.

Immerse yourself in Genoa’s rich culture with today's sightseeing itinerary. Start your journey at Piazza De Ferrari. This majestic public square is sure to ignite your curiosity. Next, dive into the culturally significant features of Genoa Cathedral, a must-visit church in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Aquarium Of Genoa, an astonishing aquarium. For a change of scene, check out Porto Antico, known for its enchanting features.

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 Genoa. Enjoy a satisfying meal that will recharge you for tonight's adventures.

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.

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 5

Day 5

  • Genoa
  • Florence
  • More

Drive 293 km, 3 hours 57 min

  • Pisa Cathedral
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Parco Regionale Migliarino, San Rossore, Massaciuccoli
  • More

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Pisa and Cascine Vecchie. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 2 nights.

Get ready to discover some of the most iconic wonders in Genoa, including a church, a monument, a public square, a nature reserve and much more! Start your day at Pisa Cathedral. This UNESCO world heritage-designated church is an underrated place to see in Genoa. Then, wander over to Leaning Tower Of Pisa. If remarkable sites excite you, this monument will be right up your alley. Nearby, you’ll also find Piazza Del Duomo, Pisa. This stunning public square is a favorite among visitors.

Genoa offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Parco Regionale Migliarino, San Rossore, Massaciuccoli is a beloved spot in the city that will captivate you with its unique charm.

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 you explore more of Florence, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Treat yourself to an extraordinary dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an incredible italian contemporary menu. Alternatively, if your taste buds call for something different, Santa Elisabetta is one of the best restaurants for creative and mediterranean cuisine in Florence. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Gucci Osteria da Massimo Bottura. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary and international cuisine in the city.

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.

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

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Day 6

Day 6

  • Florence
  • More

Drive 3 km, 49 min

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

On day 6 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.

Today’s route brings fun adventures, photo-friendly spots, and history-rich sites. The first attraction of today is Galleria Dell'accademia. This notable art gallery is a history-steeped place to see in Florence. Continue your discovery at Cathedral Of Santa Maria Del Fiore, an UNESCO world heritage-listed church 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 Central Market. This notable food market offers an eye-catching encounter with Florence. Basilica Di Santa Maria Novella, Firenze (fi) is the last of our recommendations for today. 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.

Don’t miss out on dining at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Continue the enjoyment post-dinner at Bar 50 Rosso, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bitter Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day 7

Day 7

  • Florence
  • Bologna
  • More

Drive 110 km, 2 hours 8 min

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

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 Florence. 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.

Savor the day by visiting some of the best places to see in Florence, including a public square, a historical landmark, an art gallery, a church, an observation deck and much more! Start your adventure at Piazza Della Signoria. This impressive public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Ponte Vecchio located in Florence for an enchanting atmosphere.

Next, immerse yourself in the setting of Uffizi Gallery. Its historic features will captivate you. After the art gallery, continue your tour of the city with a visit to Basilica Of Santa Croce In Florence. This church has a photogenic appeal. For a change of pace, head to Piazzale Michelangelo. As one of the most astonishing attractions in Florence, this observation deck is an excellent place to end your self-guided tour.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Bologna. Bologna 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 Bologna. 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 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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar Al Bricco D'oro stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Freud E Squisito offers an ideal atmosphere to enjoy the pleasures of the night. Osteria Del Sole is also a great option that provides a perfect setting for a relaxing evening.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

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Day 8

Day 8

  • Bologna
  • Milan
  • More

Drive 223 km, 2 hours 49 min

  • Bologna Cathedral
  • Fountain of Neptune, Bologna
  • Piazza Maggiore
  • Two Towers
  • Piazza Santo Stefano
  • More

Dive into day 8 of your remarkable road trip in Italy. Today you will explore Bologna, 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 Milan. You’ll stay here for 1 night.

Get ready for a day filled with fun adventures, scenic views, and photo-friendly spots in the charming city of Bologna. Your adventure starts at Bologna Cathedral, an intriguing local hot spot. Another notable attraction to explore is Fountain Of Neptune, Bologna. This underrated monument is known for its majestic appeal.

After soaking in the highlights of these sights, take some time to wander Bologna's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Piazza Maggiore. This romantic public square offers a fascinating experience that many visitors find memorable. Two Towers is also worth visiting, along with Piazza Santo Stefano. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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

Savor the flavors at Bice Restaurant, a top pick for dinner tonight. Alternatively, Alto Ristorante beckons with its unique menu offerings. Also, consider Nero 9. With its consistent customer satisfaction, it’s an excellent option for dining in Milan tonight.

Continue your lively evening at Bhangrabar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Rufus Cocktail Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Ostello Bello Grande 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!

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Day 9

Day 9

  • Milan - Departure day
  • More
  • Garibaldi Gate
  • More

Day 9 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Milan 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 Porta Garibaldi, a symbolic monument before you head out.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Milan's best shopping area, Galleria Vittorio Emanuele II. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy. Explore high-end stores offering an exquisite selection of luxury items.

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

Enjoy a lovely meal at Ristorante la Brisa, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Pasticceria San Carlo is another top choice with a popular menu.

You’ll then say farewell to Milan. 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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