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

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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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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.

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

Let the evening flow smoothly from dinner to drinks at Nottingham Forest, a top-rated bar in the area. For other recommendations, Armani/bamboo Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Mag Cafe offers a memorable night with diverse drink options and excellent service.

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.

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 history-steeped church is a wondrous place to see in Milan. Then, wander over to Galleria Vittorio Emanuele Ii. If history-steeped sites excite you, this shopping mall will be right up your alley. Nearby, you’ll also find La Scala. This history-steeped 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 an astonishing 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 idyllic Parco Sempione. Take a moment to appreciate the fascinating details of this top-rated park in Milan.

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.

Dine in style at Dessert Bar Milano, a top recommendation for dinner tonight. Or, for a change of pace, Radisson Blu Hotel Milan boasts a menu that's sure to impress. Also, be sure to check out Ristorante Qui Si Mangia. Known as a local hotspot, it’s a great choice for tonight in Milan.

Unwind after your meal by stepping into Kilburn Cocktail Bar Milano. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Frida offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook The Friends Pub Milano, 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 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, you’ll start and end your day in Milan, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Lenno, Ossuccio, and Rogaro. You still have 1 night left in Milan.

A blend of fun adventures, romantic experiences, and breathtaking views await you in Milan on today’s itinerary. First up is the intriguing villa, Villa Del Balbianello. Afterward, continue to Sacro Monte Della Beata Vergine Del Soccorso - Ossuccio (co), a church every traveler should visit.

As you explore Milan’s charming streets, take in the lively atmosphere and get to know the character of the village. Next, make your way to Villa Carlotta (lake Como). This often recommended museum is an essential stop. Following that, head to Orrido Di Bellano, another must-visit site that will enhance your experience.

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.

Enjoy a delicious meal at Bice Restaurant, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Alto Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at Nero 9. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.

Keep the excitement of the evening going by visiting a bar or two. Bhangrabar is an excellent place to start. You could also check out Rufus Cocktail Bar, offering a different kind of charm. A last recommendation for the day is Ostello Bello Grande. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

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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.

Brace yourself for today’s incredible lineup of attractions in Milan, featuring fun adventures, picturesque spots, and history-rich sites. Start at Basilica Of Santa Croce In Florence, a captivating church in the city. Then, head to Uffizi Gallery and soak in the ambiance of this romantic art gallery.

There are many interesting places to see in Milan and when you are ready for more, go to Ponte Vecchio. This is one of the city’s most world-famous spots. After exploring the historical landmark, visit the spectacular Cathedral Of Santa Maria Del Fiore. Before wrapping up your self-guided sightseeing tour, head to the extraordinary Piazza Della Signoria, an extraordinary public square in the city.

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 lovely meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile 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 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

Wake up to day 5 of your extraordinary road trip in Italy. With 1 night left in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Today, you'll explore some of the most beautiful places in Florence, including a public square, a monument, a church, a historical landmark and much more! Start your day with a visit to Piazza Del Duomo, Pisa. This wondrous public square is a must-visit in the city. When you’re ready for your next discovery, continue to Leaning Tower Of Pisa, which may be one of the most breathtaking 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 Guinigi Tower, an underrated monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for San Michele In Foro and Mura Di Lucca.

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

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

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.

Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.

Take some time to reflect on your day and savor another beautiful night 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
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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 world-famous 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 world-famous 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.

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

Treat yourself to a delightful dinner at La Bottega Roma, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Pasta In Corso? It's another excellent option with a diverse menu. Consider reserving a table at Trattoria Vecchia Roma as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Cap off your dinner by heading to La Botticella Of Poggi Giovanni, ideal for a leisurely evening with a drink in hand. Almalu Trastevere is another bar that offers an enjoyable setting. Similarly, Bar Viminale Di Pepi Maurilio is also a popular place to go on a night out, perfect for relaxing and socializing.

Raise your glass to another unforgettable day 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

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

Today’s route brings family-friendly attractions, romantic experiences, and breathtaking views. The first attraction of today is Trevi Fountain. This timeless monument is a visually striking place to see in Rome. Continue your discovery at Piazza Di Spagna, a romantic public square with stories to tell.

As you stroll around Rome, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Spanish Steps. This famous public square offers a romantic encounter with Rome. Next, make your way to Fountain Of Neptune, Bologna to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Rome.

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.

Have a fantastic dining experience at Ristorante la Brisa, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Pasticceria San Carlo offers an enticing alternative with its varied menu. Additionally, UNAHOTELS Cusani Milano is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Milan.

Continue the enjoyment post-dinner at Qc Termemilano, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Yguana Cafè offers a vibrant space for indulging in well-crafted drinks and engaging conversation.

Get a good night's sleep and look forward to another great day on the road 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 notable public square is a popular place to see in the city.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Milan's best shopping area, Galleria Vittorio Emanuele II. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy. 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.

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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