6-Day Italy Road Trip from Pisa to Milan, Bologna, and Rome and surrounding area

Perfect travel plans
Everything included
Fully customizable

Description

Included

Flights
Hotel
Customizable
Car rental
Customizable
Tours & tickets
Customizable
Travel plan
All inclusive app
Travel agent
24/7 instant service

Description

Explore the best of Italy on a 6-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Pisa, Milan, Bologna, Casalecchio di Reno, Roncobilaccio, and Rome. 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 Pisa, 1 night in Milan, 1 night in Bologna, and 1 night 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 Pisa, 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 Pisa, Milan, Bologna, Casalecchio di Reno, Roncobilaccio, and Rome, 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!

Read more

Personalize your itinerary

Customize tours under each day and destination

Day 1

Day 1 – Pisa - arrival day

  • Pisa - Arrival day
  • More
  • Piazza dei Cavalieri
  • More

Say hello to Pisa! 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 Pisa for 1 night before you continue your adventure!

Pisa 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 Knights' Square or 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 Pisa. 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 in Pisa. 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.

Don’t miss out on dining at Ristorante Capodimonte Pisa, a top-rated dining destination in Pisa. If you're in the mood to try something new, consider Baribaldi Pisa, another top spot with a mouthwatering menu. You might also want to secure a reservation at Restaurant -Pizzeria Il Mio Capriccio. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Pisa this evening.

After your meal, keep the night alive at a bar like Jeffer Cocktails & Friends, known for its lively atmosphere. Le Parisien Wine Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Las Volta Cocktailbar offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast to the start of your 6-day road trip in Italy!

Read more
Day 2

Day 2 – Pisa, Cascine Vecchie, and Milan

  • Milan
  • Pisa
  • More

Drive 292 km, 3 hours 39 min

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

Dive into day 2 of your remarkable road trip in Italy. Today you will explore Pisa, and Cascine Vecchie, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Milan. You’ll stay here for 1 night.

Begin your sightseeing with a visit to Piazza Del Duomo, Pisa. This extraordinary square is rated an average of 4.7 out of 5 stars by 104,550 visitors.

Next, make your way to Leaning Tower Of Pisa. This top attraction is a bell tower with an average rating of 4.7 out of 5 stars by 116,882 visitors. Leaning Tower Of Pisa welcomes 3,200,000 yearly visitors.

We also recommend a visit to Pisa Cathedral. This cathedral is rated 4.8 out of 5 stars by 8,361 travelers.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Cascine Vecchie. This drive usually takes around 9 min, without any stops or traffic disruptions.

Kick off the day at Parco Regionale Migliarino, San Rossore, Massaciuccoli, a top pick for today’s sightseeing. This park is rated an average of 4.4 out of 5 stars in 9,632 reviews.

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.

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.

Begin your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Seta by Antonio Guida, celebrated for its delectable international, and contemporary 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 Il Luogo Aimo e Nadia, a top local spot known for its tantalizing italian contemporary, and modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

After enjoying a fulfilling meal, continue your evening at Nottingham Forest, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Armani/bamboo Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Mag Cafe provides an excellent environment for a relaxed and enjoyable evening.

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

Read more
Day 3

Day 3 – Milan, and Bologna

  • Bologna
  • Milan
  • More

Drive 220 km, 3 hours 4 min

  • Galleria Vittorio Emanuele II
  • Sforzesco Castle
  • Sempione Park
  • Piazza Gae Aulenti
  • Duomo di Milano
  • More

On day 3 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 Bologna, where you’ll be staying for 1 night.

Start your sightseeing with a visit to Galleria Vittorio Emanuele Ii. This commercial gallery is rated an average of 4.7 out of 5 stars from 91,394 visitors.

Sforzesco Castle Art Library is another popular attraction you could visit today. This library has a rating of 4.6 out of 5 stars from 68,714 visitors.

Parco Sempione is also highly recommended by travelers. This park has a rating of 4.6 out of 5 stars from 72,914 visitors.

Piazza Gae Aulenti is an attraction you won’t want to miss. This square is rated an average of 4.6 out of 5 stars in 30,398 reviews.

Another attraction you have the opportunity to visit today is Duomo Di Milano Museum. This art museum has received an average rating of 4.8 out of 5 stars from 138,554 travelers. This local favorite gets around 341,609 visitors each year.

When you’re done exploring for the day, you’ll drive to Bologna, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore 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 an outstanding dining experience at Ahimè, a Bib Gourmand restaurant offering an exceptional country cooking menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 1-star Michelin-awardee, I Portici, known for its delicious creative, and contemporary cuisine. Another highly-recommended restaurant in Bologna is Trattoria di Via Serra, a renowned Bib Gourmand restaurant, known for its delicious emilian menu.

Following your dinner, dive into the local bar culture at Bar Freud E Squisito. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Osteria Del Sole, the perfect place for those looking to experience the best of the nightlife. Similarly, Macondo - Cocktail Bar 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!

Read more
Day 4

Day 4 – Bologna, Casalecchio di Reno, Roncobilaccio, and Rome

  • Rome
  • Casalecchio di Reno
  • Roncobilaccio
  • More

Drive 434 km, 5 hours 44 min

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 Casalecchio di Reno, and Roncobilaccio. In the evening, you’ll end up in Rome, where you will stay for 1 night.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Casalecchio di Reno. This drive usually takes around 29 min, without any stops or traffic disruptions.

Be one of the day’s first visitors at Parco Della Chiusa. This park is rated an average of 4.6 out of 5 stars by 2,583 visitors.

When you’re finished at Parco Della Chiusa, head to Parco Talon. This one-of-a-kind park is rated an average of 4.7 out of 5 stars in 2,343 reviews.

Set your GPS to Roncobilaccio and hit the road. Expect a journey of approximately 49 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Roncobilaccio beckons with new experiences!

Journey into the unknown at Sanctuary Of Madonna Of Bocca Of Rio, a unique attraction awaiting your visit. This remarkable church has an average rating of 4.7 out of 5 stars from 1,828 reviews.

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

Discover the culinary delights of Rome by securing a reservation at La Pergola. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of mediterranean, and contemporary cuisine. For an alternative dining experience, try Il Pagliaccio, renowned for its delicious creative, and innovative 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 Enoteca La Torre, a highly recommended local eatery celebrated for its mouthwatering mediterranean, and creative menu. With its 2-star Michelin recognition, it offers an unforgettable dining adventure.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at La Botticella Of Poggi Giovanni, a well-loved spot among locals and tourists. Or, head to Sant' Eustachio Caffè. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Caffè Portofino, another top-rated place in the area.

Savor another day of unforgettable experiences in Italy!

Read more
Day 5

Day 5 – Rome, and Pisa

  • Pisa
  • Rome
  • More

Drive 370 km, 4 hours 34 min

  • Roman Forum
  • Colosseum
  • Trevi Fountain
  • More

Embark on another extraordinary experience on day 5 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Pisa, which will be your home away from home for 1 night.

Begin your sightseeing with a visit to Roman Forum. This square is rated an average of 4.7 out of 5 stars in 114,450 reviews.

Next up, make your way to Colosseum. This roman amphitheatre has an average rating of 4.7 out of 5 stars from 328,821 reviews. Usually, around 7,400,000 people visit Colosseum every year.

When you’re ready for your next sight of the day, continue to Trevi Fountain. This sculpture has an average rating of 4.8 out of 5 stars from 343,494 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Foro Italico. This sightseeing destination is rated an average of 4.6 out of 5 stars by 25,438 visitors.

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 Pisa. Pisa 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.

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

Enjoy a lovely meal at Ristorante alle Bandierine, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Barrique Cocktail And Bistrot is another top choice with a popular menu. You could also check for a table at Filter Coffee Lab. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Pisa tonight.

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

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

Read more
Day 6

Day 6 – Pisa - departure day

  • Pisa - Departure day
  • More

Day 6 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Pisa before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

Begin your sightseeing with a visit to “tuttomondo” (keith Haring). This sightseeing destination is rated an average of 4.6 out of 5 stars in 1,937 reviews.

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

You’ll then say farewell to Pisa. 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!

Read more

Similar travel packages

Explore other unique escapes in Italy

Link to appstore phone
Install Europe’s biggest travel app

Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place

Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.