One-Week Italy Self-Drive Road Trip With Itinerary from Milan traveling south to Bologna, Arezzo, Rome, and Florence
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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 2 nights in Milan, 1 night in Bologna, 1 night in Arezzo, 2 nights in Rome, and 1 night in Florence. 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, Bologna, Siena, Arezzo, Rome, Florence, and Parma, 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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Day 1
- Milan - Arrival day
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- 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 1 night 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 Brera, a must-see neighborhood, and taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Milan. Make yourself at home and enjoy some downtime before heading out again.
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.
Keep the excitement of the evening going by visiting a bar or two. Nottingham Forest is an excellent place to start. You could also check out Armani/bamboo Bar, offering a different kind of charm. A last recommendation for the day is Mag Cafe. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Raise a toast to the start of your 8-day road trip in Italy!
Day 2
- Milan
- Bologna
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Drive 218 km, 3 hours 3 min
- Duomo di Milano
- Galleria Vittorio Emanuele II
- Castello Sforzesco
- Sempione Park
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Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Milan. At the end of the day, you will enjoy the comforts of a top-rated hotel in Bologna, which will be your home away from home for 1 night.
Start by visiting Duomo Di Milano Museum, a prime spot to begin your journey. This grand church is sure to impress. Next on your list is Galleria Vittorio Emanuele Ii, another must-visit landmark and impressive shopping mall renowned for its romantic features.
While exploring and sightseeing, take time to savor the culture of Milan by sampling some local delicacies. When you’re ready for more sightseeing, head to Sforzesco Castle Art Library. This picture-perfect castle is an essential place to visit for anyone looking for the full Milan experience. We also recommend visiting Parco Sempione, an extraordinary park.
After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Bologna. Bologna offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.
After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Bologna. Enjoy a satisfying meal that will recharge you for tonight's adventures.
Get ready for an unforgettable culinary journey in Bologna by reserving a table at Ahimè. Renowned as a Bib Gourmand restaurant, it offers an exceptional country cooking menu. For a different taste experience, head to I Portici, recognized for its delicious creative and contemporary dishes. This 1-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Trattoria di Via Serra, a local favorite known for its delightful emilian cuisine in Bologna. Nestled in the heart of the city, this Bib Gourmand awardee is an ideal choice for discerning emilian foodies seeking culinary excellence.
After enjoying a fulfilling meal, continue your evening at Bar Al Bricco D'oro, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Freud E Squisito offers a welcoming atmosphere for easing into the nightlife. Similarly, Osteria Del Sole provides an excellent environment for a relaxed and enjoyable evening.
Head back to your accommodation in Bologna and get some rest in preparation for another magical day of your road trip in Italy!
Day 3
- Bologna
- Arezzo
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Drive 257 km, 3 hours 41 min
- Piazza Maggiore
- Two Towers
- Siena Cathedral
- piazza del Campo
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On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Bologna and Siena. When you’re not sightseeing, take time to relax at your selected hotel in Arezzo, where you’ll be staying for 1 night.
Get ready for a day filled with family-friendly attractions, romantic experiences, and scenic views in the charming city of Bologna. Your adventure starts at Piazza Maggiore, an extraordinary local hot spot. Another notable attraction to explore is Two Towers. This notable monument is known for its visually striking appeal.
After soaking in the highlights of these sights, take some time to wander Bologna's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Siena Cathedral. This inviting church offers a fascinating experience that many visitors find memorable. Piazza Del Campo is also worth visiting.
At the end of the day, you will drive to Arezzo, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.
As you explore more of Arezzo, 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.
Discover the culinary delights of Arezzo by securing a reservation at Octavin. Esteemed for its 1-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative cuisine. Alternatively, La Clandestina beckons with its unique menu offerings.
Explore the vibrant nightlife at Liquid Bar after your meal, a hub for lively evenings and memorable moments.
Raise your glass to another unforgettable day in Italy!
Day 4
- Arezzo
- Rome
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Drive 228 km, 3 hours 15 min
- Vatican Museums
- Saint Peter's Square
- Sistine Chapel
- St Peter's Basilica
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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 Vatican City. In the evening, you’ll end up in Rome, where you will stay for 2 nights.
Continue your journey to Sistine Chapel, one of the city’s most famous spots that you shouldn’t miss. Another great site to visit is the iconic St. Peter's Basilica.
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 dinnertime approaches, it's time to head out for a bite to eat in Rome. 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.
Prepare for an extraordinary culinary adventure in Rome by booking a table at La Pergola, a 3-star Michelin restaurant that boasts an exceptional mediterranean and contemporary menu. For a different flavor experience, head to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Enoteca La Torre, a local gem known for its delightful mediterranean and creative cuisine in Rome. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.
Continue your evening by exploring the vibrant nightlife scene at La Botticella Of Poggi Giovanni, a prime destination for a thrilling night out. Also, don’t forget to check out Almalu Trastevere, a bar that offers unique local touches. Likewise, Bar Viminale Di Pepi Maurilio provides an excellent alternative for a fun evening.
Celebrate another amazing day of your road trip adventure in Italy!
Day 5
- Rome
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Drive 5 km, 48 min
- Piazza Navona
- Roman Forum
- Colosseum
- Trastevere
- Monti
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Day 5 of your road trip across Italy promises a magnificent time exploring Rome. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.
Don’t miss Trastevere in Rome today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks. While you’re in the area, consider visiting Monti, another neighborhood that adds to the charm of Rome.
Prepare for a day full of fun adventures, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Piazza Navona. This timeless public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Roman Forum, one of the city’s best highlights.
Next, check out Colosseum, one of the most globally renowned places to see in Rome. This archeological site is a favorite among locals and travelers alike.
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.
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 delicious dinner at RomAntica, an excellent option for tonight's dining. Looking for something different? Coso Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss DEROMA - Farine Romane. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.
To truly maximize your evening out, consider visiting Sant' Eustachio Caffè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Yellowsquare Rome, another bar with an inviting ambiance. Similarly, Caffè Portofino 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 6
- Rome
- Florence
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Drive 278 km, 3 hours 34 min
- Pantheon
- Trevi Fountain
- Piazza di Spagna
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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 Florence. You’ll stay here for 1 night.
Immerse yourself in Rome’s rich culture with today's sightseeing itinerary. Start your journey at Pantheon. This standout monument is sure to ignite your curiosity. Next, dive into the enchanting features of Trevi Fountain, a must-visit monument in the city.
In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Piazza Di Spagna, a timeless public square.
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.
Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for an authentic adventure.
Experience a symphony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enoteca Pinchiorri delights its guests with its exceptional variety of meals showcasing delicious italian contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Santa Elisabetta, acclaimed for its delectable creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for italian contemporary and international cuisine in the city.
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.
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.
Day 7
- Florence
- Milan
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Drive 318 km, 4 hours 12 min
- piazza della Signoria
- Ponte Vecchio
- Cathedral of Santa Maria del Fiore
- Parma Cathedral
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Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Florence and Parma. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Milan. You will spend 1 night here for some well-deserved relaxation.
Today’s itinerary in Florence covers several incredible sights, including a public square, a historical landmark, and a church. Start your adventure at Piazza Della Signoria. This astonishing public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Ponte Vecchio, a must-see historical landmark in the city.
Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Cathedral Of Santa Maria Del Fiore. This astonishing church offers an enriching experience. For a change of pace, head to Parma Cathedral, where you can take in history-steeped features. These sights offer a fulfilling end to a perfect day.
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 you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Milan. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.
Treat yourself to an extraordinary dining experience at Enrico Bartolini al Mudec, a 3-star Michelin restaurant offering an incredible creative menu. Alternatively, if your taste buds call for something different, Seta by Antonio Guida is one of the best restaurants for international and contemporary cuisine in Milan. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Il Luogo Aimo e Nadia. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary and modern cuisine in the city.
Following your dinner, dive into the local bar culture at Kilburn Cocktail Bar Milano. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Bar Frida, the perfect place for those looking to experience the best of the nightlife. Similarly, The Friends Pub Milano provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 8
- Milan - Departure day
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- Corso Vittorio Emanuele II
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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.
At the top of the list of things to do today is to explore Corso Vittorio Emanuele II, a street that captures the true essence of Milan. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.
Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones. Discover boutiques offering an array of stylish fashion choices. For those seeking luxury items, check out the area’s high-end stores.
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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