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

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Photo of Arch of Peace, or Arco della Pace, city gate in the centre of the Old Town of Milan in the sunny day, Lombardia, Italy.
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Explore the best of Italy on a remarkable 9-day road trip! Combine exploration with relaxation on a self-drive tour featuring Milan, Genoa, Pisa, Florence, and Bologna.

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

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, 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

  • 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 discovering what to see in Milan 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. 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.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Milan. Make yourself at home and unwind before heading out again.

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.

Dine in style at Hotel Morfeo Milano, a top recommendation for dinner tonight. Or, for a change of pace, Contraste boasts a menu that's sure to impress. Also, be sure to check out UNAHOTELS Galles Milano. Known as a local hotspot, it’s a great choice for tonight in Milan.

Keep the evening going at Nottingham Forest, a great choice for enjoying the after-dinner hours with a drink. You could also go to Armani/bamboo Bar, which offers a similarly pleasant setting and great drinks. Another option is Mag Cafe, which provides an inviting environment for unwinding after a busy day out.

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

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Day2

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

Awaiting your discovery is the captivating Royal Palace Of Milan, an instagrammable palace in Milan. Next, go to Cathedral Square.

After visiting Royal Palace Of Milan and Cathedral Square, have a stroll along Milan's streets and take in the local charm. Continue your sightseeing by heading to Duomo Di Milano Museum. This history-steeped church offers a unique experience. Galleria Vittorio Emanuele Ii is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to La Scala, one of the most romantic places to visit in Milan.

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 Milan's most popular restaurants, and connect with friendly locals for a true cultural experience.

Treat yourself to an extraordinary dining experience at Enrico Bartolini al Mudec, a 3-star Michelin restaurant offering an incredible creative menu. Alternatively, if your taste buds call for something different, Seta by Antonio Guida is one of the best restaurants for international and contemporary cuisine in Milan. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Il Luogo Aimo e Nadia. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary and modern cuisine in the city.

Cap off your dinner by heading to Kilburn Cocktail Bar Milano, ideal for a leisurely evening with a drink in hand. Bar Frida is another bar that offers an enjoyable setting. Similarly, The Friends Pub Milano is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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Day3

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

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Milan. When you’re not sightseeing, take time to relax at your chosen hotel in Genoa, where you’ll be staying for 2 nights.

Make time for Pinacoteca Di Brera, a well-known art gallery that is worthwhile a visit in the city. Nearby, you’ll find Sforzesco Castle Art Library, enchanting visitors with its breathtaking appeal. Continue your exploration at Parco Sempione. This park is one of the city’s most spectacular spots.

Enjoy the freedom of exploring Milan at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Arch Of Peace. After exploring the monument, head to the popular Museo Della Scienza E Della Tecnologia "leonardo Da Vinci".

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.

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

Treat yourself to an extraordinary dining experience at San Giorgio, a 1-star Michelin restaurant offering an incredible modern and ligurian menu. Alternatively, if your taste buds call for something different, The Cook is one of the best restaurants for modern cuisine in Genoa. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Il Marin. As a top-rated establishment with 1 Michelin star, it is an ideal choice for seafood and contemporary cuisine in the city.

If you’re not ready to end the night just yet, Scurreria Beer & Bagel offers a perfect venue to relax and savor a drink. Similarly, La Lepre is well-suited for those looking to unwind in a social setting. Bar Pisacane Iii is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day4

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 the city and use the provided itinerary to discover what to see in Genoa.

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

Check out the interesting public square, Piazza De Ferrari. Afterward, continue to Genoa Cathedral, a church every traveler should visit. As you explore Genoa’s charming streets, take in the lively atmosphere and get to know the character of the city.

Next, make your way to Aquarium Of Genoa. This top-rated aquarium is an essential stop. Following that, head to Porto Antico, another must-visit site that will enhance your experience.

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.

Genoa 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 Genoa.

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.

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

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Day5

Day 5

  • Genoa
  • Pisa
  • 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

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Pisa and Cascine Vecchie. At the end of the day, you will retreat to the hotel of your choice in Florence, where will spend 2 nights.

Set your GPS to Pisa and hit the road. Expect a journey of approximately 2 hours without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Pisa beckons with new experiences!

Our first attraction recommendation in Pisa is Pisa Cathedral, an increasingly popular church that draws attention for its stunning features. Spend some time soaking in the atmosphere before continuing to Leaning Tower Of Pisa, an UNESCO world heritage-listed monument that stands out in the city.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Piazza Del Duomo, Pisa, a globally renowned public square that offers a unique experience.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Cascine Vecchie may take around 11 min. Upon your arrival in Cascine Vecchie, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Our first attraction recommendation in Cascine Vecchie is Parco Regionale Migliarino, San Rossore, Massaciuccoli, an often recommended nature reserve that draws attention for its mesmerizing features.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine.

Have a memorable dining experience in Florence by booking a table at Enoteca Pinchiorri, a 3-star Michelin restaurant presenting an exceptional italian contemporary menu. For a different culinary experience in Florence, Santa Elisabetta shines as one of the top destinations, known for its delicious creative and mediterranean cuisine. This 2-star Michelin-awardee consistently earns high praises, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Gucci Osteria da Massimo Bottura is known as a top local spot in Florence for its delicious italian contemporary and international cuisine. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Il Vinile ensures a night out tailored to your taste.

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

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Day6

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 discover what to see in Florence. You’ll stay in Florence for 1 night.

Galleria Dell'accademia brings Florence's character to life. This detailed art gallery is a highlight of any visit in the city. Then, enjoy Cathedral Of Santa Maria Del Fiore, another history-steeped attraction that never fails to captivate visitors. Next, head over to Central Market, one of the city’s most interesting attractions, known for its visually striking features.

If you’re looking for more, spend time soaking in the atmosphere of Basilica Di Santa Maria Novella, Firenze (fi). This history-steeped church is frequented by locals and tourists alike. To complete your memorable day, make sure to 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.

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

Have a fantastic dining experience at Ditta Artigianale, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Da Burde offers an enticing alternative with its varied menu. Additionally, Casa Toscana is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day7

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

On day 7 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Florence are on today's agenda. In the evening, you’ll end up in Bologna, where you will stay for 1 night.

Your adventure in Florence is only getting started when you visit Piazza Della Signoria, an extraordinary local hot spot. Another notable attraction to explore is Ponte Vecchio. This iconic historical landmark is known for its visually striking appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Uffizi Gallery. This historic art gallery offers a fascinating experience that many visitors find memorable. Basilica Of Santa Croce In Florence is also worth visiting, along with Piazzale Michelangelo. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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

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

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Al Bricco D'oro, a well-loved spot among locals and tourists. Or, head to Bar Freud E Squisito. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Osteria Del Sole, another top-rated place in the area.

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

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Day8

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

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

Awaiting your discovery is the worthwhile Bologna Cathedral, a grand church in Bologna. Next, go to Fountain Of Neptune, Bologna.

After visiting Bologna Cathedral and Fountain Of Neptune, Bologna, have a stroll along Bologna's streets and take in the local charm. Continue your sightseeing by heading to Piazza Maggiore. This history-steeped public square offers a unique experience. Two Towers is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazza Santo Stefano, one of the most inviting places to visit 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.

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

Treat yourself to a delightful dinner at Bice Restaurant, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Alto Ristorante? It's another excellent option with a diverse menu. Consider reserving a table at Nero 9 as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Milan.

Keep the evening going at Bhangrabar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Rufus Cocktail Bar, which offers a similarly pleasant setting and great drinks. Another option is Ostello Bello Grande, 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 Italy.

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Day9

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.

Make the most of your final day in Italy by visiting Milan’s iconic markets and shopping establishments in the buzzing Quadrilatero della Moda. 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 Milan.

If you're in the mood to try something new, consider Pasticceria San Carlo, another top spot with a mouthwatering 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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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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