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

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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 Rome, Florence, Bologna, Milan, and Pisa.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 4 nights in Rome, 2 nights in Florence, 1 night in Milan, and 1 night in Pisa. 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 Rome, 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. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of Duomo Di Milano Museum.

As you hit the open road and drive through Rome, Florence, Bologna, Milan, and Pisa, 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
Altare della Patria
ColosseumRoman ForumPantheonPiazza NavonaCastel Sant'Angelo
Trevi FountainPiazza di SpagnaSpanish Stepspiazza del PopoloVilla Borghese
St Peter's BasilicaSistine ChapelSaint Peter's SquareVatican Museums
Central MarketCathedral of Santa Maria del Fiorepiazza della SignoriaUffizi GalleryPonte Vecchio
Basilica of Santa Croce in Florencepiazzale MichelangeloTwo TowersPiazza Maggiore

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Day 1

Day 1

  • Rome - Arrival day
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  • Altare della Patria
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Welcome to Rome, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 3 nights immersing yourself in Rome's charm before embarking on the next leg of your journey.

Rome 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 Altare Della Patria or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Rome. Make yourself at home and enjoy some downtime 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 Rome, it's often a good idea to reserve a table in advance.

Treat yourself to a delicious dinner at La Bottega Roma, an excellent option for tonight's dining. Looking for something different? Pasta In Corso offers a tantalizing alternative with its diverse menu. And don’t miss Trattoria Vecchia Roma. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

After your delicious meal, get a taste of the vibrant nightlife with a visit to La Botticella Of Poggi Giovanni, known for its inviting atmosphere. Almalu Trastevere is another great option if you’re looking for a place to get the night started. Similarly, Bar Viminale Di Pepi Maurilio provides a great setting to enjoy the night away.

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

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Day 2

Day 2

  • Rome
  • More

Drive 9 km, 1 hour 11 min

  • Colosseum
  • Roman Forum
  • Pantheon
  • Piazza Navona
  • Castel Sant'Angelo
  • More

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

Today, you'll explore some of the most beautiful places in Rome, including an archeological site, a monument, a public square, a castle and much more! Start your day with a visit to Colosseum. This wondrous archeological site is a must-visit in the city. When you’re ready for your next discovery, continue to Roman Forum, which may be one of the most historic places you will experience today.

One of the best things about exploring Rome 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 Pantheon, one of the city’s most timeless monument. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Navona and Castel Sant'angelo.

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

Begin 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.

Explore the vibrant nightlife at Sant' Eustachio Caffè after your meal, a hub for lively evenings and memorable moments. Or, head to Yellowsquare Rome for a great selection of flavorful drinks and a charming setting. Furthermore, Caffè Portofino is perfect for those looking to extend their night with a touch of local flavor.

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

  • Rome
  • More

Drive 8 km, 1 hour 2 min

  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • piazza del Popolo
  • Villa Borghese
  • More

Day 3 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

Start by visiting Trevi Fountain, a prime spot to begin your journey. This history-steeped monument is sure to impress. Next on your list is Piazza Di Spagna, another must-visit landmark and globally renowned public square renowned for its enchanting features.

While exploring and sightseeing, take time to savor the ambiance of Rome by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Spanish Steps. This romantic public square is a remarkable attraction that offers a unique experience. Piazza Del Popolo also adds charm to your journey, and Villa Borghese wraps up your day with its eye-catching appeal.

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.

Elevate your experience in Rome with a visit to the city's premier shopping location, Trastevere. Explore unique boutique shops and uncover hidden gems along the way. For a cultural touch, look for artisan crafts that perfectly capture the charm of Italy. After shopping, enjoy nearby attractions or simply people-watch and capture memorable photos.

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.

Have a fantastic dining experience at Hotel de Russie, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Taverna Italiana offers an enticing alternative with its varied menu. Additionally, The Parrot Bar is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

Continue your lively evening at The Apartment Bar Roma, a perfect place for winding down or revving up the night, depending on which mood you’re in. Hotel Hassler Roma is another excellent bar that offers a great selection of drinks to suit any mood.

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

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Day 4

Day 4

  • Rome
  • Florence
  • More

Drive 282 km, 3 hours 51 min

  • St Peter's Basilica
  • Sistine Chapel
  • Saint Peter's Square
  • Vatican Museums
  • More

On day 4 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. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

When you’re ready to jump back into the car and say goodbye to Rome, you’ll hit the road in the direction of Vatican City, Vatican City. Witness the landscapes transform as you cross the border to Vatican City. This drive usually takes around 11 min. When you arrive, enjoy some sightseeing.

Next, make your way to Sistine Chapel, another highlight in the city. Nearby, you will also find Vatican Museums. This wondrous art museum is a top place to see in the area.

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 Florence. Florence 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.

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.

Prepare for an extraordinary culinary adventure in Florence by booking a table at Enoteca Pinchiorri, a 3-star Michelin restaurant that boasts an exceptional italian contemporary menu. For a different flavor experience, head to Santa Elisabetta, renowned for its delectable creative and mediterranean dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Gucci Osteria da Massimo Bottura, a local gem known for its delightful italian contemporary and international cuisine in Florence. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

Cap off your dinner by heading to Manifattura, ideal for a leisurely evening with a drink in hand. Se·sto On Arno Rooftop Bar is another bar that offers an enjoyable setting. Similarly, Il Vinile is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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Day 5

Day 5

  • Florence
  • More

Drive 2 km, 37 min

  • Central Market
  • Cathedral of Santa Maria del Fiore
  • piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
  • More

Day 5 of your road trip across Italy promises a magnificent time exploring Florence. You have 1 night left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

Today’s itinerary in Florence covers several incredible sights, including a food market, a church, a public square, an art gallery, a historical landmark and much more! Start your adventure at Central Market. This captivating food market 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 Piazza Della Signoria. This extraordinary public square offers an enriching experience. For a change of pace, head to Uffizi Gallery, where you can take in its historic features. Conclude your self-guided sightseeing tour with a visit to Ponte Vecchio. This culturally significant historical landmark offers a fulfilling end to a perfect day.

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 Florence. 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.

Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the evening going at Bar 50 Rosso, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bitter Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.

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

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Day 6

Day 6

  • Florence
  • Bologna
  • Milan
  • More

Drive 323 km, 4 hours 36 min

  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
  • Two Towers
  • Piazza Maggiore
  • More

Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Florence and Bologna. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Milan. You will spend 1 night here for some well-deserved relaxation.

Savor the day by visiting some of the best places to see in Florence, including a church and an observation deck. Start your adventure at Basilica Of Santa Croce In Florence. This notable church is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazzale Michelangelo located in Florence for an enchanting atmosphere.

When you’re ready to jump back into the car and say goodbye to Florence, you’ll hit the road in the direction of Bologna. This drive usually takes around 1 hour 30 min. When you arrive, enjoy some sightseeing.

Begin your journey at Two Towers and explore the breathtaking features. Next, make your way to Piazza Maggiore, another highlight in the city.

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.

Dive into a culinary adventure like no other in Milan by booking a table at Enrico Bartolini al Mudec. This popular restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another culinary dining option, venture to Seta by Antonio Guida, celebrated for its delectable international and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Il Luogo Aimo e Nadia, a top local restaurant known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

After your meal, keep the night alive at a bar like Nottingham Forest, known for its lively atmosphere. Armani/bamboo Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Mag Cafe 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 7

Day 7

  • Milan
  • Pisa
  • More

Drive 292 km, 3 hours 51 min

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

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Milan. When you’re not sightseeing, take time to relax at your selected hotel in Pisa, where you’ll be staying 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 Duomo Di Milano Museum. This timeless church provides an insightful glimpse into the city's identity. Next, discover Galleria Vittorio Emanuele Ii, a romantic shopping mall, promising a delightful encounter.

Continue your sightseeing with a visit to Sforzesco Castle Art Library, an impressive castle. When you’re done, don’t forget to make a stop at the top-rated Parco Sempione.

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.

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

Savor the flavors at Anima di Grano Pizzeria Napoletana Pisa Italy, a top pick for dinner tonight. Alternatively, il Mercante beckons with its unique menu offerings. Also, consider La Ghiotteria. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.

Unwind after your meal by stepping into Jeffer Cocktails & Friends. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Le Parisien Wine Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Las Volta Cocktailbar, another top-rated bar in the area.

Savor another day of unforgettable experiences in Italy!

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Day 8

Day 8

  • Pisa
  • Rome
  • More

Drive 347 km, 4 hours 6 min

  • Knights' Square
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Pisa Cathedral
  • More

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

Bring your curiosity for today’s adventure around Pisa. Some of the city’s most loved attractions await. Knights' Square is the perfect place to start. This public square is one of the most increasingly popular places to visit in Pisa. Next, head to Leaning Tower Of Pisa, a timeless monument, known for its historic 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 Piazza Del Duomo, Pisa. This breathtaking public square offers a unique experience that is highly recommended. Meanwhile, Pisa Cathedral adds its own distinct charm to 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 Rome. Rome 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 Rome, 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 a delightful dinner at Sofitel Roma Villa Borghese, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Centro? It's another excellent option with a diverse menu. Consider reserving a table at Ristorante Tema as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

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

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Day 9

Day 9

  • Rome - Departure day
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  • Campo de' Fiori
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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 Rome before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

On your last day in Italy, take time to indulge in shopping at Rome’s popular marketplace, Trastevere. Look for keepsakes or souvenirs to remind you of your trip. Browse boutiques to find unique and stylish fashion pieces.

Prepare for a day full of fun adventures, romantic experiences, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Campo De' Fiori. This impressive public square is a must-visit for anyone seeking a unique vacation experience.

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

Savor the flavors at Ristorante Va. Do. , a top pick for dinner tonight. Alternatively, Giulia Restaurant beckons with its unique menu offerings.

You’ll then say farewell to Rome. 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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