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

On day 2 of your road trip, you’ll start and end your day in Pisa, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Pisa and Cascine Vecchie. You still have 1 night left in Pisa.

Set out on a day brimming with fun adventures, breathtaking views, and picturesque spots. Start at the iconic Piazza Del Duomo, Pisa, a majestic public square in Pisa. Next, go to Pisa Cathedral.

After visiting Piazza Del Duomo, Pisa and Pisa Cathedral, take time to explore Pisa's streets and absorb its charm. Continue your sightseeing by heading to Leaning Tower Of Pisa. This UNESCO world heritage-designated monument offers a unique experience. Angelo Caduto is another noteworthy stop.

When you’re ready to jump back into the car and say goodbye to Pisa, you’ll hit the road in the direction of Cascine Vecchie. This drive usually takes around 9 min. When you arrive, enjoy some sightseeing.

Begin your journey at Parco Regionale Migliarino, San Rossore, Massaciuccoli and explore the majestic features.

When you’re done exploring for the day, you’ll return to Pisa and your accommodation.

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

Savor the flavors at Ristorante Capodimonte Pisa, a top pick for dinner tonight. Alternatively, La Locanda Dei Pisani Doc Pisa beckons with its unique menu offerings. Also, consider Baribaldi Pisa. With its consistent customer satisfaction, it’s an excellent option for dining in Pisa tonight.

Keep the evening going at Bar Mocambo, a great choice for enjoying the after-dinner hours with a drink. You could also go to Tree, which offers a similarly pleasant setting and great drinks. Another option is Chupiteria, 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 in Italy.

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of San Vincenzo and Vatican City. 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.

Fasten your seatbelt and make your way to your next stop. San Vincenzo, 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 Pisa to San Vincenzo may take around 57 min without traffic disruptions. Upon arrival in San Vincenzo, we highly recommend checking out some of the top attractions.

Make your way to San Vincenzo Marina, an up-and-coming marina that draws attention for its instagrammable 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.

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

Experience a symphony of flavors at La Pergola in Rome by securing a reservation in advance. Renowned for its 3-star Michelin distinction, La Pergola delights its guests with its exceptional variety of meals showcasing delicious mediterranean and contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Il Pagliaccio, acclaimed for its delectable creative and innovative specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Enoteca La Torre, a top-rated restaurant known for its outstanding menu. Known as a top-rated 2-star Michelin establishment, it's a top choice for mediterranean and creative cuisine in the city.

To truly maximize your evening out, consider visiting La Botticella Of Poggi Giovanni after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Almalu Trastevere, another bar with an inviting ambiance. Similarly, Bar Viminale Di Pepi Maurilio also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Day 4 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the famous Castel Sant'angelo, a romantic castle in Rome. Next, go to Piazza Navona.

After visiting Castel Sant'angelo and Piazza Navona, take time to explore Rome's streets and absorb its charm. Continue your sightseeing by heading to Pantheon. This respected monument offers a unique experience. Roman Forum is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Colosseum, one of the most breathtaking places to visit in Rome.

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

Enjoy a delicious meal at RomAntica, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Coso Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Sant' Eustachio Caffè, a well-loved spot among locals and tourists. Or, head to Yellowsquare Rome. 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.

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

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 2 nights.

Get ready for an exciting day in Rome. Today’s sightseeing agenda includes a monument, a public square, and a park. Begin your adventure at Altare Della Patria. This is a captivating monument you should not miss. Another must-see is Trevi Fountain, a world-famous monument in Rome.

When you’re ready for the next sight, head to Piazza Di Spagna. From there, take a leisurely stroll to Piazza Del Popolo, another of the city’s astonishing attractions. We recommend ending your self-guided tour of the city with a masterful park. Villa Borghese is a truly remarkable place to visit in Rome.

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.

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.

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

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.

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

Day 6 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.

Get ready to discover some of the most iconic wonders in Florence, including a church, an art gallery, and a food market. Start your day at Basilica Of Santa Croce In Florence. This culturally significant church is a notable place to see in Florence. Then, wander over to Cathedral Of Santa Maria Del Fiore. If UNESCO world heritage-listed sites excite you, this church will be right up your alley. Nearby, you’ll also find Galleria Dell'accademia. This respected art gallery is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Central Market is an interesting spot in the city that will captivate you with its unique charm.

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

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening 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.

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

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Florence and Verona, 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.

Discover a day packed with fun adventures, romantic experiences, and breathtaking views in Florence. Begin your sightseeing with Piazza Della Signoria. This widely recognized public square is one of the top attractions in the city. Proceed to Ponte Vecchio, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazzale Michelangelo. This top-rated observation deck is a traveler-favorite.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Verona. Your travel time is around 2 hours 43 min.

One of our top recommendations for your sightseeing is Verona Arena. Spend some time admiring the romantic features of the stadium before you continue to your next stop.

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 you explore more of Milan, 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.

Set out on a gastronomic journey in Milan by reserving a table at Enrico Bartolini al Mudec. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of creative cuisine. For a different taste, head over to Seta by Antonio Guida, renowned for its delectable international and contemporary dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Il Luogo Aimo e Nadia, a highly rated local gem known for its exquisite italian contemporary and modern menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Milan.

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.

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

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Milan. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Pisa. You will spend 1 night here for some well-deserved relaxation.

Today’s agenda in Milan includes a church, a shopping mall, a castle, a park and much more! Duomo Di Milano Museum is must-visit church and a great starting point for the day. Next, continue your journey to Galleria Vittorio Emanuele Ii, an impressive shopping mall, located just a leisurely stroll away. Next, head to Sforzesco Castle Art Library, an awe-inspiring castle, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Milan. If you’re looking for more, Parco Sempione is also a spectacular attraction that is worthwhile a visit.

When you’re done exploring for the day, you’ll drive to your hotel in Pisa. Check in and spend some time relaxing 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 Pisa. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Make sure to reserve a table at Restaurant -Pizzeria Il Mio Capriccio, 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 Ristorante alle Bandierine, 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 Barrique Cocktail And Bistrot, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Unwind after your meal by stepping into Bar Livorno. This venue is celebrated for its extensive drink selections and cozy vibes.

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