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

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Experience the freedom of the open road in Italy as you embark on an unforgettable 8-day road trip! This experience caters to every traveler, featuring destinations like Milan, Lenno, Ossuccio, Florence, Pisa, Lucca, Rome, and Bologna.

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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Your road trip adventure in Italy begins as soon as you reach Milan and pick up your car. You’ll stay in Milan for 3 nights and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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.

Find your way to your hotel in Milan. 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 Milan, it's often a good idea to reserve a table in advance.

Dine in style at Hotel Morfeo Milano, a top recommendation for dinner tonight. Or, for a change of pace, Contraste boasts a menu that's sure to impress. Also, be sure to check out UNAHOTELS Galles Milano. Known as a local hotspot, it’s a great choice for tonight in Milan.

Keep the evening going at Nottingham Forest, a great choice for enjoying the after-dinner hours with a drink. You could also go to Armani/bamboo Bar, which offers a similarly pleasant setting and great drinks. Another option is Mag Cafe, which provides an inviting environment for unwinding after a busy day out.

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
  • More

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

Get ready to discover some of the most iconic wonders in Milan, including a church, a shopping mall, an opera house, a castle, a park, a monument and much more! Start your day at Duomo Di Milano Museum. This symbolic church is a timeless place to see in Milan. Then, wander over to Galleria Vittorio Emanuele Ii. If masterful sites excite you, this shopping mall will be right up your alley. Nearby, you’ll also find La Scala. This romantic opera house is a favorite among visitors.

Milan offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Sforzesco Castle Art Library is a top-rated spot in the city that will captivate you with its unique charm. When you’re done at the castle, don’t forget to check out the serene Parco Sempione. Take a moment to appreciate the fascinating details of this widely recognized park. Wrap up your self-guided tour of Milan's top attractions with a visit to Arch Of Peace.

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 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 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.

Round off your dining experience by visiting Kilburn Cocktail Bar Milano, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Frida, a bar catering to every mood and preference. The Friends Pub Milano likewise offers a unique atmosphere, perfect for a memorable night out.

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

On day 3 of your road trip in Italy, you’ll start and end your day in Milan, but spend the day exploring what’s beyond the city. Since you will return to Milan for 1 night more, there’s no need to rush. Experience Lenno, Ossuccio, and Rogaro to the fullest today with this curated day itinerary!

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and scenic views. Whether you decide to explore Milan on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Villa Del Balbianello is the first of them. Sacro Monte Della Beata Vergine Del Soccorso - Ossuccio (co) is your next stop. This up-and-coming church is one of the best-rated sights in Milan.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Villa Carlotta (lake Como). This history-steeped museum is a sight to behold. To round off your sightseeing experience, visit Orrido Di Bellano.

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

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

Dine in style at Bice Restaurant, a top recommendation for dinner tonight. Or, for a change of pace, Alto Ristorante boasts a menu that's sure to impress. Also, be sure to check out Nero 9. Known as a local hotspot, it’s a great choice for tonight in Milan.

To truly maximize your evening out, consider visiting Bhangrabar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Rufus Cocktail Bar, another bar with an inviting ambiance. Similarly, Ostello Bello Grande also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Relax and recharge in preparation for another adventurous day 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.

Get ready for an exciting day in Milan. Today’s sightseeing agenda includes a church, an art gallery, a historical landmark, a public square and much more! Begin your adventure at Basilica Of Santa Croce In Florence. This is a popular church you should not miss. Another must-see is Uffizi Gallery, a widely recognized art gallery in Milan.

When you’re ready for the next sight, head to Ponte Vecchio. From there, take a leisurely stroll to Cathedral Of Santa Maria Del Fiore, another of the city’s impressive attractions. We recommend continuing your self-guided tour at Piazza Della Signoria, a history-steeped place of interest 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 day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.

Make sure to reserve a table at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San Firenze, a hidden gem nestled in Florence. 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 Manifattura. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Se·sto On Arno Rooftop Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Vinile, another top-rated bar 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

  • Florence
  • More

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

At the end of the day, you'll drive back to Florence, where you'll stay for 1 night more.

Discover a day packed with fun adventures, scenic views, and photo-friendly spots in Florence. Begin your sightseeing with Piazza Del Duomo, Pisa. This wondrous public square is one of the top attractions in the city. Proceed to Leaning Tower Of Pisa, another must-visit attraction.

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 Guinigi Tower. This frequently visited monument is a traveler-favorite. Not far away, you’ll find San Michele In Foro, another key site on your sightseeing itinerary. Mura Di Lucca is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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

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 delightful dinner at Ditta Artigianale, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Trattoria Da Burde? It's another excellent option with a diverse menu. Consider reserving a table at Casa Toscana as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

After savoring a delicious meal, step into the vibrant nightlife at Bar 50 Rosso, where the evening is just getting started. In the same way, Bitter Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Archea Brewery is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Savor another day of unforgettable experiences 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

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Rome, 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.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Colosseum. This awe-inspiring archeological site is a highlight of any visit in the city. Then, enjoy Roman Forum, another historic attraction that never fails to captivate visitors. Next, head over to Pantheon, one of the city’s most world-famous attractions, known for its photogenic features.

If you’re looking for more, spend time soaking in the atmosphere of Piazza Navona. This majestic public square is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.

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.

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.

Savor the flavors at La Bottega Roma, a top pick for dinner tonight. Alternatively, Pasta In Corso beckons with its unique menu offerings. Also, consider Trattoria Vecchia Roma. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

Explore the vibrant nightlife at La Botticella Of Poggi Giovanni after your meal, a hub for lively evenings and memorable moments. Or, head to Almalu Trastevere for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Viminale Di Pepi Maurilio is perfect for those looking to extend their night with a touch of local flavor.

Savor another day of unforgettable experiences in Italy!

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Day 7

Day 7

  • Rome
  • Milan
  • More

Drive 591 km, 6 hours 49 min

  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • Fountain of Neptune, Bologna
  • More

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Rome and Bologna. When you’re not sightseeing, take time to relax at your selected hotel in Milan, where you’ll be staying for 1 night.

Rome is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at Trevi Fountain, an iconic monument that is worthwhile a visit in the city. Nearby, you’ll find Piazza Di Spagna, enchanting visitors with its enchanting appeal. Continue your exploration at Spanish Steps. This public square is one of the city’s most famous spots.

Enjoy the freedom of exploring Rome at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Fountain Of Neptune, Bologna.

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.

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.

Treat yourself to a delicious dinner at Ristorante la Brisa, an excellent option for tonight's dining. Looking for something different? Pasticceria San Carlo offers a tantalizing alternative with its diverse menu. And don’t miss UNAHOTELS Cusani Milano. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Milan.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Qc Termemilano, known for its inviting atmosphere. Yguana Cafè is another great option if you’re looking for a place to get the night started.

Head back to your accommodation in Milan and get some rest in preparation for another magical day of your road trip 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, we recommend visiting Piazza Gae Aulenti, a gorgeous public square before you head out.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Milan's best shopping area, Quadrilatero della Moda. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy. Browse through boutiques to find unique and stylish fashion pieces to take home. Explore high-end stores offering an exquisite selection of luxury items.

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

Treat yourself to a delightful dinner at Vento di Sardegna, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Palazzo Parigi Hotel & Grand Spa Milano? It's another excellent option with a diverse menu.

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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