9-Day Italy Self-Drive Road Trip With Itinerary from Perugia traveling north to Florence, Pisa, Milan, Venice, and Bologna

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Explore the best of Italy on a 9-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Perugia, Magione, Florence, Pisa, Genoa, Milan, Valeggio sul Mincio, Verona, Venice, Bologna, and Siena. This road trip itinerary in Italy seamlessly combines exploration with relaxation.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Perugia, 1 night in Florence, 1 night in Pisa, 2 nights in Milan, 1 night in Venice, 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 Perugia, 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. Piazza San Marco and Rialto Bridge are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Duomo Di Milano Museum, learn more about the unique Verona Arena, and immerse yourself in the vibrant atmosphere of Ponte Vecchio.

As you hit the open road and drive through Perugia, Magione, Florence, Pisa, Genoa, Milan, Valeggio sul Mincio, Verona, Venice, Bologna, and Siena, 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 IV Novembre
Carducci GardensPorta MarziaRocca PaolinaBorgo di RasigliaParco Regionale del Lago Trasimeno
piazza della SignoriaCathedral of Santa Maria del FiorePonte VecchioUffizi Gallerypiazzale Michelangelo
Leaning Tower of PisaPiazza del Duomo, PisaPisa CathedralPriaruggia
Duomo di MilanoGalleria Vittorio Emanuele IILa ScalaCastello SforzescoSempione Park
Parco Giardino SigurtàCastelvecchio BridgeCastelvecchio MuseumVerona Arena

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Day 1

Day 1

  • Perugia - Arrival day
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  • Piazza IV Novembre
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Welcome to Perugia, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night immersing yourself in Perugia's charm before embarking on the next leg of your journey.

Perugia 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 Iv Novembre, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

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

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

Don’t miss out on dining at Ristorante Settimo Sigillo, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Caffè Baglioni, another top spot with a mouthwatering menu. You might also want to secure a reservation at Bar Pellas. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Perugia this evening.

After savoring a delicious meal, step into the vibrant nightlife at Tommi Bar, where the evening is just getting started. In the same way, Valentina offers a unique charm perfect for experiencing the local bar scene in Perugia. Caffe Dal Perugino is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day 2

Day 2

  • Perugia
  • Florence
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Drive 259 km, 4 hours 44 min

  • Carducci Gardens
  • Porta Marzia
  • Rocca Paolina
  • Borgo di Rasiglia
  • Parco Regionale del Lago Trasimeno
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On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 3 destinations, Perugia, Rasiglia, and Magione. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 1 night.

A blend of fun adventures, romantic experiences, and breathtaking views await you in Perugia on today’s itinerary. First up is the often recommended park, Carducci Gardens. Afterward, continue to Porta Marzia, a monument every traveler should visit.

As you explore Perugia’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Rocca Paolina. This curiosity-inducing historical landmark is an essential stop. Following that, head to Borgo Di Rasiglia, another must-visit site that will enhance your experience. Don’t forget to stop by Parco Regionale Del Lago Trasimeno, a worthwhile nature reserve in the city.

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

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

Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Gucci Osteria da Massimo Bottura, a local favorite known for its delightful italian contemporary and international cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary and international foodies seeking culinary excellence.

Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Il Vinile is perfect for those looking to extend their night with a touch of local flavor.

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

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Day 3

Day 3

  • Florence
  • Pisa
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Drive 88 km, 1 hour 56 min

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

Dive into day 3 of your remarkable road trip in Italy. Today you will explore Florence, 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 Pisa. You’ll stay here for 1 night.

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Piazza Della Signoria is the perfect place to start. This public square is one of the most astonishing places to visit in Florence. Next, head to Cathedral Of Santa Maria Del Fiore, a spectacular church, known for its inviting features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Ponte Vecchio. This romantic historical landmark is a highly recommended experience. Nearby, you'll also find Uffizi Gallery and Piazzale Michelangelo. Visit these for an interesting touch to your journey.

At the end of the day, you will drive to Pisa, 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 Pisa's best restaurants.

Make sure to reserve a table at Anima di Grano Pizzeria Napoletana Pisa Italy, an iconic dining spot in Pisa. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of il Mercante, a popular restaurant in Pisa. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Ghiotteria, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue your lively evening at Jeffer Cocktails & Friends, a perfect place for winding down or revving up the night, depending on which mood you’re in. Le Parisien Wine Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Las Volta Cocktailbar ensures a night out tailored to your taste.

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

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Day 4

Day 4

  • Pisa
  • Milan
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Drive 302 km, 3 hours 59 min

  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Pisa Cathedral
  • Priaruggia
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Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Pisa and Genoa. 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.

Pisa is brimming with adventures. Today’s wonderful stops include a monument, a public square, a church, a beach and much more! Begin your sightseeing adventure at the globally renowned Leaning Tower Of Pisa and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza Del Duomo, Pisa, a picture-perfect public square that draws visitors from far and near.

Continue your journey to Pisa Cathedral, one of the city’s most intriguing spots that you shouldn’t miss. Another great site to visit is the curiosity-inducing Spiaggia Pubblica Di Priaruggia.

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

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.

Enjoy an outstanding dining experience at Enrico Bartolini al Mudec, a 3-star Michelin restaurant offering an exceptional creative menu. Alternatively, if you're in the mood for something different, consider the nearby 2-star Michelin-awardee, Seta by Antonio Guida, known for its delicious international and contemporary cuisine. Another highly-recommended place to eat in Milan is Il Luogo Aimo e Nadia, a renowned restaurant with a 1-star Guide Michelin recognition and a delicious italian contemporary and modern menu.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Nottingham Forest, a well-loved spot among locals and tourists. Or, head to Armani/bamboo Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Mag Cafe, another top-rated place in the area.

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

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Day 5

Day 5

  • Milan
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Drive 4 km, 39 min

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

Day 5 offers a multitude of experiences. You will stay in Milan for 1 night more, offering you enough time to explore at a relaxed pace.

Today, you'll explore some of the most beautiful places in Milan, including a church, a shopping mall, an opera house, a castle, a park and much more! Start your day with a visit to Duomo Di Milano Museum. This globally renowned church is a must-visit in the city. When you’re ready for your next discovery, continue to Galleria Vittorio Emanuele Ii, which may be one of the most enchanting places you will experience today.

One of the best things about exploring Milan on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to La Scala, a popular opera house in the city. If you’re up for more discoveries, don’t forget to reserve some time for Sforzesco Castle Art Library and Parco Sempione.

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

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

Enjoy a lovely dining experience at Dessert Bar Milano, a popular restaurant in Milan. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Milan at Radisson Blu Hotel Milan, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Ristorante Qui Si Mangia. It’s yet another ideal choice to enhance your time in Milan tonight.

After your meal, keep the night alive at a bar like Kilburn Cocktail Bar Milano, known for its lively atmosphere. Bar Frida is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, The Friends Pub Milano 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

  • Milan
  • Venice
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Drive 293 km, 4 hours 28 min

  • Parco Giardino Sigurtà
  • Castelvecchio Bridge
  • Castelvecchio Museum
  • Verona Arena
  • More

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Valeggio sul Mincio and Verona. At the end of the day, you will enjoy the comforts of a top-rated hotel in Venice, which will be your home away from home for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Milan allows for both. Start by heading to Parco Giardino Sigurtà. This notable botanical garden provides an insightful glimpse into the town's identity. Next, discover Castelvecchio Bridge, a history-steeped monument, promising a delightful encounter.

Continue your sightseeing with a visit to Castelvecchio Museum, an interesting museum. When you’re done, don’t forget to make a stop at the world-famous Verona Arena.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Venice. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Begin your culinary exploration in Venice by securing a reservation at Local. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another dining delight, visit Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Quadri, a top local spot known for its tantalizing modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Round off your dining experience by visiting Al Parlamento, a prime location for a drink. Alternatively, explore the distinctive characteristics of The Caffe Rosso, a bar catering to every mood and preference. Adagio likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 7

Day 7

  • Venice
  • Bologna
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Drive 155 km, 2 hours 2 min

  • Rialto Bridge
  • Piazza San Marco
  • St Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • More

On day 7 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 Venice. In the evening, you’ll end up in Bologna, where you will stay for 1 night.

Start by visiting Rialto Bridge, a prime spot to begin your journey. This enchanting historical landmark is sure to impress. Next on your list is Piazza San Marco, another must-visit landmark and wondrous public square renowned for its history-steeped features.

While exploring and sightseeing, take time to savor the culture of Venice by sampling some local delicacies. When you’re ready for more sightseeing, head to St Mark's Basilica. This culturally significant church is an essential place to visit for anyone looking for the full Venice experience. We also recommend visiting Doge's Palace, a notable palace. Nearby, you'll also find Bridge Of Sighs, ready to add charm to your journey.

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.

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

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 culinary 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.

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

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Day 8

Day 8

  • Bologna
  • Perugia
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Drive 294 km, 4 hours 1 min

  • Piazza Maggiore
  • Two Towers
  • Siena Cathedral
  • piazza del Campo
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On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Bologna and Siena. When you’re not sightseeing, take time to relax at your selected hotel in Perugia, where you’ll be staying for 1 night.

Today’s agenda in Bologna includes a public square, a monument, and a church. Piazza Maggiore is must-visit public square and a great starting point for the day. Next, continue your journey to Two Towers, an interesting monument, located just a leisurely stroll away. Next, head to Siena Cathedral, a grand church, also available for your discovery today.

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

As you explore more of Perugia, 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.

Enjoy a delicious meal at La Taverna, a highly-rated dining destination in Perugia. If you're eager to try something different, consider Ristorante del Sole, another top spot with a tantalizing menu. You might also want to secure a reservation at Al Mangiar Bene. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Perugia this evening.

If you’re not ready to end the night just yet, Caffè Fortebraccio offers a perfect venue to relax and savor a drink. Similarly, Caffe Del Banco is well-suited for those looking to unwind in a social setting. Dempsey's Perugia 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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Day 9

Day 9

  • Perugia - Departure day
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  • Etruscan Arch
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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 Perugia 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 Etruscan Arch, a standout historical landmark before you head out.

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

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

Dine in style at Perugia Plaza Hotel, a top recommendation for dinner tonight. Or, for a change of pace, Elfo Pub Perugia boasts a menu that's sure to impress.

You’ll then say farewell to Perugia. 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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