One-Week Italy Self-Drive Road Trip With Itinerary from Milan traveling east to Florence and Rome

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Photo of Arch of Peace, or Arco della Pace, city gate in the centre of the Old Town of Milan in the sunny day, Lombardia, Italy.
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Escape the ordinary with this exciting 8-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!

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 Milan, 2 nights in Florence, 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 Milan, 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 Milan, Lenno, Ossuccio, Florence, Pisa, Lucca, Rome, and Bologna, 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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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Pinacoteca di Brera
Duomo di MilanoGalleria Vittorio Emanuele IILa ScalaCastello SforzescoSempione ParkArch of Peace
Villa del BalbianelloSacro Monte della Beata Vergine del Soccorso - Ossuccio (co)Villa CarlottaOrrido di Bellano
Basilica of Santa Croce in FlorenceUffizi GalleryPonte VecchioCathedral of Santa Maria del Fiorepiazza della Signoria
Piazza del Duomo, PisaLeaning Tower of PisaGuinigi TowerSan Michele in ForoWalls of Lucca
ColosseumRoman ForumPantheonPiazza Navona
Trevi FountainPiazza di SpagnaSpanish StepsFountain of Neptune, Bologna
Piazza Gae Aulenti

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Day 1

Day 1

  • Milan - Arrival day
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  • Pinacoteca di Brera
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Say hello to Milan! 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 Milan for 3 nights before you continue your adventure!

Milan 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 Pinacoteca Di Brera, or just 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 Milan. 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. If you are looking to dine at a popular restaurant in Milan, it's often a good idea to reserve a table in advance.

Savor the flavors at Hotel Morfeo Milano, a top pick for dinner tonight. Alternatively, Contraste beckons with its unique menu offerings. Also, consider UNAHOTELS Galles Milano. With its consistent customer satisfaction, it’s an excellent option for dining in Milan tonight.

Continue the enjoyment post-dinner at Nottingham Forest, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Armani/bamboo Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Mag Cafe. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Raise a toast to the start of your 8-day road trip in Italy!

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Day 2

Day 2

  • Milan
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Drive 5 km, 50 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • La Scala
  • Castello Sforzesco
  • Sempione Park
  • Arch of Peace
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Day 2 offers a multitude of experiences. You will stay in Milan for 2 nights more, offering you enough time to explore at a relaxed pace.

Discover a day packed with fun adventures, romantic experiences, and breathtaking views in Milan. Begin your sightseeing with Duomo Di Milano Museum. This world-famous church is one of the top attractions in the city. Proceed to Galleria Vittorio Emanuele Ii, another must-visit attraction.

As you wander through the inviting streets of Milan, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to La Scala. This captivating opera house is a traveler-favorite. Not far away, you’ll find Sforzesco Castle Art Library, another key site on your sightseeing itinerary. Parco Sempione is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Arch Of Peace and uncover why it's recognized as one of the city's most captivating 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.

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.

Savor the flavors at Dessert Bar Milano, a top pick for dinner tonight. Alternatively, Radisson Blu Hotel Milan beckons with its unique menu offerings. Also, consider Ristorante Qui Si Mangia. With its consistent customer satisfaction, it’s an excellent option for dining in Milan tonight.

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

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

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Day 3

Day 3

  • Milan
  • More

Drive 227 km, 4 hours 15 min

  • Villa del Balbianello
  • Sacro Monte della Beata Vergine del Soccorso - Ossuccio (co)
  • Villa Carlotta
  • Orrido di Bellano
  • More

Greet day 3 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Milan for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Lenno, Ossuccio, and Rogaro.

Start your adventure at Villa Del Balbianello. This locally appreciated villa is a must-visit for travelers looking for a unique holiday experience. Make your way to Sacro Monte Della Beata Vergine Del Soccorso - Ossuccio (co) located in Milan for another exciting encounter.

Next, immerse yourself in the setting of Villa Carlotta (lake Como). Its remarkable features will captivate you. After the museum, continue your tour of the village with a visit to Orrido Di Bellano. Visitors usually appreciate the majestic features of this canyon.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Milan.

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.

Treat yourself to a delightful dinner at Bice Restaurant, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Alto Ristorante? It's another excellent option with a diverse menu. Consider reserving a table at Nero 9 as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Milan.

Continue the enjoyment post-dinner at Bhangrabar, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Rufus Cocktail Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Ostello Bello Grande. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day 4

Day 4

  • Milan
  • Florence
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Drive 309 km, 3 hours 59 min

  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • Cathedral of Santa Maria del Fiore
  • piazza della Signoria
  • More

Embark on another extraordinary experience on day 4 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 Florence, which will be your home away from home for 2 nights.

Bring your curiosity for today’s adventure around Milan. Some of the city’s most loved attractions await! Basilica Of Santa Croce In Florence is the perfect place to start. This church is one of the most notable places to visit in Milan. Next, head to Uffizi Gallery, a famous art gallery, known for its romantic 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 history-steeped historical landmark is a highly recommended experience. Nearby, you'll also find Cathedral Of Santa Maria Del Fiore and Piazza Della Signoria. Visit these for an interesting touch to your journey.

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

Enjoy a delicious meal at Ristorante Oliviero 1962, a highly-rated dining destination in Florence. If you're eager to try something different, consider Di Poneta Novoli, another top spot with a tantalizing menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile provides an excellent alternative for a fun evening.

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

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Day 5

Day 5

  • Florence
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Drive 196 km, 3 hours 14 min

  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Guinigi Tower
  • San Michele in Foro
  • Walls of Lucca
  • More

On day 5 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 1 night more, there’s no need to rush. Experience Pisa and Lucca to the fullest today with this curated day itinerary!

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, breathtaking views, and photo-friendly spots. Start at Piazza Del Duomo, Pisa, an iconic public square in the city. Then, head to Leaning Tower Of Pisa and soak in the ambiance of this breathtaking monument.

There are many interesting places to see in Florence, and when you are ready for more, go to Guinigi Tower. This is one of the city’s most intriguing culturally significant spots of interest. After exploring the monument, visit the intriguing San Michele In Foro. Not far away, you'll also find Mura Di Lucca. This historical landmark is a majestic highlight in Florence.

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

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.

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

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 6

Day 6

  • Florence
  • Rome
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Drive 279 km, 3 hours 57 min

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

On day 6 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 Rome, where you’ll be staying for 1 night.

Today, you'll explore some of the most beautiful places in Florence, including an archeological site, a monument, and a public square. Start your day with a visit to Colosseum. This timeless 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 culturally significant places you will experience today.

One of the best things about exploring Florence 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, a timeless monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Navona.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rome. Rome 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 Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Treat yourself to a wonderful meal at La Bottega Roma, a top-rated dining spot in Rome. If you're in the mood for something new, try Pasta In Corso, another premier location with a delectable menu. You might also want to book a table at Trattoria Vecchia Roma. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

If you’re not ready to end the night just yet, La Botticella Of Poggi Giovanni offers a perfect venue to relax and savor a drink. Similarly, Almalu Trastevere is well-suited for those looking to unwind in a social setting. Bar Viminale Di Pepi Maurilio is another excellent spot to enjoy a nightcap after a delightful meal.

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 7

Day 7

  • Rome
  • Milan
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Drive 591 km, 6 hours 49 min

  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • Fountain of Neptune, Bologna
  • 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 Rome and Bologna. In the evening, you’ll end up in Milan, where you will stay for 1 night.

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

While exploring and sightseeing, take time to savor the culture of Rome by sampling some local delicacies. When you’re ready for more sightseeing, head to Spanish Steps. This history-steeped public square is an essential place to visit for anyone looking for the full Rome experience. We also recommend visiting Fountain Of Neptune, Bologna, an often recommended monument.

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

Enjoy a delicious meal at Ristorante la Brisa, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Pasticceria San Carlo, another top spot with a mouthwatering menu. You might also want to secure a reservation at UNAHOTELS Cusani Milano. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Qc Termemilano stands out as an excellent choice for a post-dinner cocktail. Alternatively, Yguana Cafè offers an ideal atmosphere to enjoy the pleasures of the night.

Savor another day of unforgettable experiences in Italy!

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Day 8

Day 8

  • Milan - Departure day
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  • Piazza Gae Aulenti
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Day 8 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Milan 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, begin at Piazza Gae Aulenti. This captivating public square is a popular place to see in the city.

On your last day in Italy, take time to indulge in shopping at Milan’s popular marketplace, Galleria Vittorio Emanuele II. Look for keepsakes or souvenirs to remind you of your trip. If you’re in the mood for luxury shopping, high-end stores await you.

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

You’ll then say farewell to Milan. 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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