9-Day Italy Self-Drive Road Trip With Itinerary from Bologna to Milan, Florence, and Rome and surrounding area

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Description

Experience the freedom of the open road in Italy as you embark on an unforgettable 9-day road trip! This experience caters to every traveler, featuring destinations like Bologna, Verona, Milan, Pisa, Florence, Rome, and Casalecchio di Reno.

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 Bologna, 2 nights in Milan, 1 night in Florence, and 2 nights in Rome. 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. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Bologna, Verona, Milan, Pisa, Florence, Rome, and Casalecchio di Reno, 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
arco del Meloncello
Fountain of Neptune, BolognaPiazza MaggioreTwo TowersPiazza Santo Stefano
Verona ArenaCastelvecchio MuseumCastelvecchio BridgePonte PietraPiazza Maggiore
Duomo di MilanoGalleria Vittorio Emanuele IILa ScalaCastello SforzescoSempione Park
Pisa CathedralPiazza del Duomo, PisaLeaning Tower of PisaDuomo di Milano
piazza della SignoriaCathedral of Santa Maria del FiorePonte Vecchiopiazzale Michelangelo

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Day 1

Day 1 – Bologna - arrival day

  • 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 2 nights 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 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 Bologna. 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 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.

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 gains consistently high praises from customers, it’s an ideal choice in Bologna tonight.

Keep the evening going at Bar Al Bricco D'oro, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Freud E Squisito, which offers a similarly pleasant setting and great drinks. Another option is Osteria Del Sole, 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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Day 2

Day 2 – Bologna

  • Bologna
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Drive 1 km, 17 min

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

On day 2 of your road trip, you will have an entire day to explore Bologna. You’ll stay in Bologna for 1 night and discover all the best things to see and do in the area.

Get ready for an exciting day in Bologna. Today’s sightseeing agenda includes a monument and a public square. Begin your adventure at Fountain Of Neptune, Bologna. This is an up-and-coming monument you should not miss. Another must-see is Piazza Maggiore, an astonishing public square in Bologna.

When you’re ready for the next sight, head to Two Towers. From there, take a leisurely stroll to Piazza Santo Stefano, another of the city’s worthwhile 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.

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 taste of local culinary excellence while in Bologna by securing a table at Ahimè. An esteemed Bib Gourmand restaurant, it features an exceptional country cooking menu. For an alternative taste experience, visit I Portici, famous for its scrumptious creative and contemporary dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Trattoria di Via Serra, a local favorite celebrated for its exquisite emilian cuisine in Bologna. Located in the heart of the city, this Bib Gourmand-awardee is an ideal pick for emilian cuisine lovers seeking top-notch culinary experiences.

Following your dinner, dive into the local bar culture at Lime Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Macondo - Cocktail Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Onda Marina By Night provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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Day 3

Day 3 – Bologna, Verona, and Milan

  • Bologna
  • Verona
  • Milan
  • More

Drive 303 km, 4 hours 26 min

  • Verona Arena
  • Castelvecchio Museum
  • Castelvecchio Bridge
  • Ponte Pietra
  • Piazza Maggiore
  • 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 - Verona. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Milan. You will spend 2 nights here for some well-deserved relaxation.

When you’re ready to jump back into the car and say goodbye to Bologna, you’ll hit the road in the direction of Verona. This drive usually takes around 1 hour 50 min. When you arrive, enjoy some sightseeing.

Your self-guided tour starts at Verona Arena, a globally renowned stadium that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey. Next, head to Castelvecchio Museum and admire its history-steeped features. When you’re ready, continue to Castelvecchio Bridge, a notable monument beloved by locals and tourists alike. Don't miss out on Ponte Pietra, another highlight of the area that promises a memorable visit.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Milan. Milan offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

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.

Discover the culinary delights of Milan by securing a reservation at Enrico Bartolini al Mudec. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative cuisine. For an alternative dining experience, try Seta by Antonio Guida, renowned for its delicious international and contemporary 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 Luogo Aimo e Nadia, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Continue your evening by exploring the vibrant nightlife scene at Nottingham Forest, a prime destination for a thrilling night out. Also, don’t forget to check out Armani/bamboo Bar, a bar that offers unique local touches. Likewise, Mag Cafe provides an excellent alternative for a fun evening.

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

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Day 4

Day 4 – Milan

  • Milan
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Drive 3 km, 51 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • La Scala
  • Castello Sforzesco
  • Sempione Park
  • More

Day 4 of your road trip will take you to the best attractions Milan has to offer. Cherish the 1 night you have left in Milan by discovering the best things there are to see and do in the city.

Savor the day by visiting some of the best places to see in Milan, including a church, a shopping mall, an opera house, a castle, a park and much more! Start your adventure at Duomo Di Milano Museum. This globally renowned church is a must-visit for travelers looking for a unique holiday experience. Make your way to Galleria Vittorio Emanuele Ii located in Milan for an enchanting atmosphere.

Next, immerse yourself in the setting of La Scala. Its picture-perfect features will captivate you. After the opera house, continue your tour of the city with a visit to Sforzesco Castle Art Library. This castle has a culturally significant appeal. For a change of pace, head to Parco Sempione. As one of the most extraordinary attractions in Milan, this park is an excellent place to end your self-guided tour.

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

Don’t miss out on dining at Dessert Bar Milano, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Radisson Blu Hotel Milan, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Qui Si Mangia. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.

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 to another unforgettable day in Italy!

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Day 5

Day 5 – Milan, Pisa, and Florence

  • Milan
  • Pisa
  • Florence
  • More

Drive 380 km, 4 hours 51 min

  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Duomo di Milano
  • More

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Pisa. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 1 night.

As you’ve unraveled the marvels of Milan, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Pisa may take around 3 hours 17 min. Upon your arrival in Pisa, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Take your self-guided tour to Pisa Cathedral, a locally appreciated church that everyone visiting Pisa should see. Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Next, head to Piazza Del Duomo, Pisa. This picture-perfect public square is one of the most globally renowned attractions in the region. Don’t miss out on Leaning Tower Of Pisa, an UNESCO world heritage-designated monument, popular among locals as well as travelers.

At the end of the day, you will drive to Florence, 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 Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.

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.

After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 6

Day 6 – Florence and Rome

  • Florence
  • Rome
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Drive 295 km, 3 hours 58 min

  • piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • piazzale Michelangelo
  • More

Embark on another extraordinary experience on day 6 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 Rome, which will be your home away from home for 2 nights.

Today’s itinerary in Florence covers several incredible sights, including a public square, a church, a historical landmark, an observation deck and much more! Start your adventure at Piazza Della Signoria. This extraordinary public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the inviting wonders of Cathedral Of Santa Maria Del Fiore, 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 Ponte Vecchio. This globally renowned historical landmark offers an enriching experience. For a change of pace, head to Piazzale Michelangelo, where you can take in its romantic features.

When you’re done exploring for the day, you’ll drive to your hotel in Rome. 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 Rome. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Start your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Enoteca La Torre, a top local spot known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

After savoring a delicious meal, step into the vibrant nightlife at La Botticella Of Poggi Giovanni, where the evening is just getting started. In the same way, Almalu Trastevere offers a unique charm perfect for experiencing the local bar scene in Rome. Bar Viminale Di Pepi Maurilio is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day 7

Day 7 – Rome

  • Rome
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Drive 5 km, 1 hour 8 min

  • Colosseum
  • Roman Forum
  • Trevi Fountain
  • Pantheon
  • Piazza Navona
  • More

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

Today’s agenda in Rome includes an archeological site, a monument, and a public square. Colosseum is must-visit archeological site and a great starting point for the day. Next, continue your journey to Roman Forum, a timeless archeological site, located just a leisurely stroll away. Next, head to Trevi Fountain, a historic monument, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Rome. If you’re looking for more, Pantheon is also a timeless attraction that is worthwhile a visit. Lastly, don’t miss Piazza Navona, a wondrous gem to see in the city.

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

Make sure to reserve a table at RomAntica, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Coso Ristorante, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of DEROMA - Farine Romane, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Extend your evening after a delightful meal by visiting Sant' Eustachio Caffè, which offers the perfect atmosphere for a night out. Moreover, Yellowsquare Rome is another popular option for a drink or two. Likewise, Caffè Portofino 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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Day 8

Day 8 – Rome, Vatican City, Casalecchio di Reno, and Bologna

  • Rome
  • Casalecchio di Reno
  • Bologna
  • More

Drive 385 km, 4 hours 40 min

  • Saint Peter's Square
  • St Peter's Basilica
  • Trevi Fountain
  • More

On day 8 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Vatican City and Casalecchio di Reno. In the evening, you’ll end up in Bologna, where you will stay for 1 night.

Fasten your seatbelt and make your way to your next stop. Casalecchio di Reno, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Vatican City to Casalecchio di Reno may take around 4 hours 2 min without traffic disruptions. Upon arrival in Casalecchio di Reno, we highly recommend checking out some of the top attractions.

Head to Parco Talon, an underrated park in Casalecchio di Reno. Explore its romantic features at your own pace before you continue your journey.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of your accommodation in Bologna. Bologna offers plenty of top-rated hotels and other places to stay on any travel budget. Take some time to relax before you head out to explore.

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.

Dine in style at Va Mo Là, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria dal Biassanot boasts a menu that's sure to impress. Also, be sure to check out Ristorante Enoteca da Lucia. Known as a local hotspot, it’s a great choice for tonight in Bologna.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Aurum stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Senza Nome offers an ideal atmosphere to enjoy the pleasures of the night. Caffè Ristretto is also a great option that provides a perfect setting for a relaxing evening.

Raise your glass to another unforgettable day in Italy!

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Day 9

Day 9 – Bologna - departure day

  • Bologna - Departure day
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  • Porta Castiglione
  • Piazza Maggiore
  • More

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.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Bologna's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

Today's adventure in Bologna promises more breathtaking discoveries and enriching experiences! Begin at Porta Castiglione. This culturally significant monument is a highlight of any visit in the city.

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

Savor the flavors at Pappare' - Bologna, a top pick for dinner tonight. Alternatively, Mister Coffee Bistrò beckons with its unique menu offerings.

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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