Luxury 11-Day Italy Self-Drive Road Trip With Itinerary from Milan traveling south to Genoa, Arezzo, Rome, Florence, and Bologna

Day 2 of your luxury road trip in Italy begins and concludes in the city of Milan. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Milan, where you still have 1 night remaining.

Set out on a day brimming with a photogenic, a historically significant, a mesmerizing, a grand, a noteworthy, a charming, a scenic, and a culturally significant. Start at the captivating Museo Della Scienza E Della Tecnologia "leonardo Da Vinci", a standout museum in Milan. Next, go to Arch Of Peace.

After visiting Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" and Arch Of Peace, take time to explore Milan's streets and absorb its charm. Continue your sightseeing by heading to Parco Sempione. This mesmerizing park offers a unique experience. Sforzesco Castle Art Library is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Pinacoteca Di Brera, one of the most instagrammable places to visit in Milan.

Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Milan for you, so you can check out the menus and make your reservation in advance.

Start your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Seta by Antonio Guida, celebrated for its delectable international and contemporary 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 Il Luogo Aimo e Nadia, a top local spot known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Extend your evening after a delightful meal by visiting Kilburn Cocktail Bar Milano, which offers the perfect atmosphere for a night out. Moreover, Bar Frida is another popular option for a drink or two. Likewise, The Friends Pub Milano also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.

Wake up to day 3 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Genoa, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Milan.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Milan allows for both. Start by heading to Cathedral Square. This underrated public square provides an insightful glimpse into the city's identity. Next, discover La Scala, a picture-perfect opera house, promising a delightful encounter.

Continue your sightseeing with a visit to Galleria Vittorio Emanuele Ii, an extraordinary shopping mall. When you’re done, don’t forget to make a stop at the popular Royal Palace Of Milan.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Genoa. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Genoa. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

Get ready for an unforgettable culinary journey in Genoa by reserving a table at The Cook. Renowned as a 1-star Michelin restaurant, it offers an exceptional modern menu. For a different taste experience, head to San Giorgio, recognized for its delicious modern and ligurian dishes. This 1-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Il Marin, a local favorite known for its delightful seafood and contemporary cuisine in Genoa. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning seafood and contemporary foodies seeking culinary excellence.

Following your dinner, dive into the local bar culture at Scurreria Beer & Bagel. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to La Lepre, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Pisacane Iii provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.

Wake up to day 4 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Genoa and Pisa. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Get ready for a day filled with a charming, a mesmerizing, a picture-perfect, a respected, and a majestic in the charming city of Genoa. Your adventure starts at Piazza De Ferrari, an interesting local hot spot. Another notable attraction to explore is Porto Antico. This locally renowned public square is known for its romantic appeal.

As you’ve unraveled the marvels of Genoa, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Pisa may take around 2 hours 2 min. Upon your arrival in Pisa, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Make your way to Piazza Del Duomo, Pisa, a world-famous public square that draws attention for its breathtaking features. Spend some time soaking in the atmosphere before continuing to Leaning Tower Of Pisa, a historic monument that stands out in the city.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Arezzo. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Arezzo.

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.

Keep the excitement of the evening going by visiting a bar or two. Liquid Bar is an excellent place to start.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.

On day 5 of your luxury holiday in Italy, your road trip route will take you exploring the best of Vatican City. The day's journey will conclude in Rome, a city that offers you comfort and relaxation for 3 nights. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Bring your curiosity for today’s adventure around Vatican City. Some of the city’s most loved attractions await.

After soaking in Arezzo’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Vatican City, Vatican City. Expect your car journey to take a minimum of 2 hours 32 min. When you arrive in Vatican City, it's time to take a break from the road.

Next, visit Sistine Chapel, an impressive chapel that offers a unique experience. Be sure to also explore St. Peter's Basilica, a nearby major basilica, which is highly recommended by other travelers.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Rome. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Rome. Savor the local cuisine and relax as you recount the day's experiences.

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.

Round off your dining experience by visiting La Botticella Of Poggi Giovanni, a prime location for a drink. Alternatively, explore the distinctive characteristics of Almalu Trastevere, a bar catering to every mood and preference. Bar Viminale Di Pepi Maurilio likewise offers a unique atmosphere, perfect for a memorable night out.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

Day 6 of your luxury road trip in Italy begins and concludes in the city of Rome. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Rome, where you still have 2 nights remaining.

Prepare for a day full of an enchanting, an instagrammable, a historic, a majestic, an UNESCO world heritage-listed, a romantic, and a masterful. When you’re ready, kick off your sightseeing adventure at Circus Maximus. This interesting archeological site is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Colosseum, one of the city’s most promising highlights.

Next, check out Roman Forum, one of the most globally renowned places to see in Rome. This archeological site is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Capitoline Hill. Wander around and soak in the romantic atmosphere this public square offers. Finally, take the path to the well-known Altare Della Patria, the last of our attraction recommendations for today.

Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Rome.

Savor the flavors at RomAntica, a top pick for dinner tonight. Alternatively, Coso Ristorante beckons with its unique menu offerings. Also, consider DEROMA - Farine Romane. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

Continue your lively evening at Sant' Eustachio Caffè, a perfect place for winding down or revving up the night, depending on which mood you’re in. Yellowsquare Rome is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Portofino ensures a night out tailored to your taste.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.

Day 7 of your luxury road trip in Italy begins and concludes in the city of Rome. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Rome, where you still have 1 night remaining.

Discover a day packed with a charming, an awe-inspiring, a picture-perfect, a history-steeped, a symbolic, a noteworthy, and a scenic in Rome. Begin your sightseeing with Castel Sant'angelo. This extraordinary castle is one of the top attractions in the city. Proceed to Piazza Di Spagna, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Rome, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Spanish Steps. This spectacular public square is a traveler-favorite. Not far away, you’ll find Piazza Del Popolo, another key site on your sightseeing itinerary. Conclude your day at Villa Borghese and uncover why it's recognized as one of the city's most widely recognized attractions.

Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.

Discover a world of culinary delights in Rome, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

Enjoy a lovely meal at Hotel de Russie, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, La Taverna Italiana is another top choice with a popular menu. You could also check for a table at The Parrot Bar. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

To truly maximize your evening out, consider visiting The Apartment Bar Roma after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Hotel Hassler Roma, another bar with an inviting ambiance.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

Wake up to day 8 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Florence, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Rome.

Set out on a day brimming with a visually striking, a heritage-rich, a romantic, a stunning, a culturally significant, a remarkable, and a profound. Start at the notable Largo Di Torre Argentina, an eye-catching archeological site in Rome. Next, go to Campo De' Fiori.

After visiting Largo Di Torre Argentina and Campo De' Fiori, take time to explore Rome's streets and absorb its charm. Continue your sightseeing by heading to Piazza Navona. This romantic public square offers a unique experience. Pantheon is another noteworthy stop.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Florence. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Discover a world of culinary delights in Florence, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

Experience a taste of local culinary excellence while in Florence by securing a table at Enoteca Pinchiorri. An esteemed 3-star Michelin restaurant, it features an exceptional italian contemporary menu. For an alternative taste experience, visit Santa Elisabetta, famous for its scrumptious creative and mediterranean dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Gucci Osteria da Massimo Bottura, a local favorite celebrated for its exquisite italian contemporary and international cuisine in Florence. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and international cuisine lovers seeking top-notch culinary experiences.

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.

Raise your glass and relax after another big day of your luxury holiday in Italy!

Wake up to day 9 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Florence. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring a charming, an awe-inspiring, a visually striking, a standout, a grand, a masterful, a sacred, and an UNESCO world heritage-listed. Start at Piazza Della Signoria, a famous public square in the city. Then, head to Cathedral Of Santa Maria Del Fiore and soak in the ambiance of this enchanting church.

There are many interesting places to see in Florence and when you are ready for more, go to Ponte Vecchio. This is one of the city’s most globally renowned spots. After exploring the historical landmark, visit the top-rated Uffizi Gallery. Before wrapping up your self-guided sightseeing tour, head to the impressive Piazzale Michelangelo, an impressive observation deck in the city.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Bologna. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Bologna for you, so you can check out the menus and make your reservation in advance.

Begin your culinary exploration in Bologna by securing a reservation at I Portici. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of creative and contemporary cuisine. For another dining delight, visit Ahimè, celebrated for its delectable country cooking menu. This acclaimed Bib Gourmand-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Trattoria di Via Serra, a top local spot known for its tantalizing emilian menu. With a Bib Gourmand recognition, it guarantees an exceptional dining adventure.

Continue your evening by exploring the vibrant nightlife scene at Bar Al Bricco D'oro, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Freud E Squisito, a bar that offers unique local touches. Likewise, Osteria Del Sole provides an excellent alternative for a fun evening.

Raise a toast to another amazing day of your luxury holiday in Florence, Italy and seize the opportunity to celebrate.

On day 10 of your luxury holiday in Italy, your road trip route will take you exploring the best of Bologna and Verona. The day's journey will conclude in Milan, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Prepare for a day full of a mesmerizing, a visually striking, a heritage-rich, a grand, a romantic, and a masterful. When you’re ready, kick off your sightseeing adventure at Two Towers. This captivating monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Maggiore, one of the city’s most promising highlights.

Next, check out Fountain Of Neptune, Bologna, one of the most intriguing places to see in Bologna. This monument is a favorite among locals and travelers alike.

Continue your road trip and head to your next destination, Verona. This car ride takes around 1 hour 47 min.

Spend your afternoon discovering Verona Arena, a globally renowned stadium known for its enchanting features. After taking in the atmosphere, continue to Piazza Delle Erbe, a captivating public square that is a must-see for anyone visiting the region.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Milan. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Milan.

Make sure to reserve a table at Bice Restaurant, 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 Alto Ristorante, 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 Nero 9, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bhangrabar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Rufus Cocktail Bar offers an ideal atmosphere to enjoy the pleasures of the night. Ostello Bello Grande is also a great option that provides a perfect setting for a relaxing evening.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.