Luxury 12-Day Italy Road Trip from Bologna to Milan, Verona, Arezzo, Rome, and Florence and surrounding area

Your luxury holiday in Italy begins as soon as you reach the city of Bologna. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Start your sightseeing with a visit to Tombs of the glossators of Bologna. This tomb is rated an average of 4.5 out of 5 stars from 330 visitors.

Tonight, you will be treated to a stay at one of the best luxury hotels in Bologna. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

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

Experience a symphony of flavors at I Portici in Bologna by securing a reservation in advance. Renowned for its 1-star Michelin distinction, I Portici delights its guests with its exceptional variety of meals showcasing delicious creative and contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Ahimè, acclaimed for its delectable country cooking specialties. This local Bib Gourmand establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Trattoria di Via Serra, a top-rated restaurant known for its outstanding menu. Known as a top-rated Bib Gourmand-establishment, it's a top choice for emilian cuisine in the city.

Keep the evening going at Bar Freud e Squisito, a great choice for enjoying the after-dinner hours with a drink. You could also go to Osteria del Sole, which offers a similarly pleasant setting and great drinks. Another option is Macondo - Cocktail Bar, which provides an inviting environment for unwinding after a busy day out.

Raise a toast to the start of your 12-day luxury vacation in Italy and look forward to more fantastic days to come!

Wake up to day 2 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 Milan, where you'll be staying for 2 nights. The day's itinerary unfolds with a diverse array of experiences in Bologna.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Milan. This drive usually takes around 2 hours 18 min, without any stops or traffic disruptions.

A top pick for your self-guided sightseeing tour today is Fountain of Neptune, Bologna. Previous visitors have rated this fountain an average of 4.7 out of 5 stars in 3,952 reviews.

Piazza Maggiore is a local recommendation that you also can pay a visit today. This square is rated an average of 4.7 out of 5 stars in 64,523 reviews.

Another attraction you won't want to miss is Two Towers. This tower is rated an average of 4.7 out of 5 stars in 25,975 reviews.

Piazza Santo Stefano is another outstanding experience in Bologna. Around 7,617 travelers have rated this square an average of 4.8 out of 5 stars.

If you long for more, Ducati Museum is not far away. This industry museum is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.5 out of 5 stars in 4,028 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Milan.

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

Prepare for an extraordinary culinary adventure in Milan by booking a table at Enrico Bartolini al Mudec, a 3-star Michelin restaurant that boasts an exceptional creative menu. For a different flavor experience, head to Seta by Antonio Guida, renowned for its delectable international and contemporary dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Il Luogo Aimo e Nadia, a local gem known for its delightful italian contemporary and modern cuisine in Milan. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Nottingham Forest stands out as an excellent choice for a post-dinner cocktail. Alternatively, Armani/Bamboo Bar offers an ideal atmosphere to enjoy the pleasures of the night. Mag Cafe is also a great option that provides a perfect setting for a relaxing evening.

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

Day 3 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 nights remaining.

An excellent attraction to start your day with is Piazza Gae Aulenti. This square is rated an average of 4.6 out of 5 stars in 30,398 reviews.

Continue your journey at Pinacoteca di Brera. This art museum is rated 4.7 out of 5 stars by 26,077 travelers from near and far. Approximately 417 people come to this place of interest every year to enjoy a unique experience in Milan.

Milan is also the home of Sforzesco Castle Art Library. This library has an average rating of 4.6 out of 5 stars from 68,714 visitors.

You can continue your self-guided sightseeing tour at Parco Sempione. Rated 4.6 out of 5 stars by 72,914 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Arch of Peace. With an average rating of 4.6 out of 5 stars from 27,502 reviews, it’s hard to refuse the opportunity to see this monument.

After exploring the unique sights of Italy, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Milan for you so you can browse their menus in advance and make a reservation.

After your meal, keep the night alive at a bar like Kilburn Cocktail Bar Milano, known for its lively atmosphere. Bar Frida is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, The Friends Pub Milano offers an excellent atmosphere for those looking to amp up the evening.

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

On day 4 of your luxury holiday in Italy, your road trip route will take you exploring the best of Valeggio sul Mincio and Milan. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Continue your road trip and head to your next destination, Valeggio sul Mincio. This car ride takes around 1 hour 54 min.

Begin your sightseeing with a visit to Parco Giardino Sigurtà. This extraordinary park is rated an average of 4.6 out of 5 stars by 27,387 visitors.

Embrace the thrill of the open road as you wave goodbye to Milan and set your GPS to Valeggio sul Mincio. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 54 min. Upon reaching Valeggio sul Mincio, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Make Royal Palace of Milan your first stop of the day. Previous visitors have rated this art museum an average of 4.6 out of 5 stars in 17,538 reviews.

Next up, make a stop at Duomo di Milano Museum. With an average rating of 4.8 out of 5 stars by 138,554 visitors, it's easy to understand why so many people visit this art museum every year. In fact, this attraction welcomes 341,609 annual visitors.

Galleria Vittorio Emanuele II is another attraction you can visit on this day of your vacation. This commercial gallery has an average rating of 4.7 out of 5 stars by 91,394 visitors.

When you’re finished at Galleria Vittorio Emanuele II, the perfect next stop is La Scala. This opera house is rated an average of 4.7 out of 5 stars in 26,219 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Verona.

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 Verona. Savor the local cuisine and relax as you recount the day's experiences.

Set out on a gastronomic journey in Verona by reserving a table at Casa Perbellini 12 Apostoli. Renowned for its , this restaurant presents an outstanding menu of creative and contemporary cuisine. For a different taste, head over to Il Desco, renowned for its delectable italian contemporary dishes. This distinguished 1-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Osteria Mondo d'Oro, a highly rated local gem known for its exquisite italian and seasonal menu. With a Bib Gourmand acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Verona.

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

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

When you’re ready to jump back into the car and say goodbye to Verona, you’ll hit the road in the direction of Ferrara. This drive usually takes around 1 hour 32 min. When you arrive, enjoy some sightseeing.

When you're ready to see some sights, Fontana di Piazza Bra is a great place to start. This sightseeing destination is rated an average of 4.7 out of 5 stars by 246 visitors.

Another popular attraction you can visit today is Verona Arena. This opera house has an average rating of 4.7 out of 5 stars from 123,818 travelers. Every year, 195,540 travelers come to experience this site to make the most of their time in Verona.

Continue your road trip and head to your next destination, Ferrara. This car ride takes around 1 hour 32 min.

Start your sightseeing with a visit to Castello Estense. This castle is rated an average of 4.6 out of 5 stars from 25,340 visitors. Castello Estense welcomes around 51,526 visitors every year.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Arezzo.

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

Experience a taste of local culinary excellence while in Arezzo by securing a table at Octavin. Esteemed as a 1-star Michelin restaurant, it features an exceptional creative menu.

Unwind after your meal by stepping into Liquid Bar. This venue is celebrated for its extensive drink selections and cozy vibes.

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 6 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 Rome, where you'll be staying for 3 nights. The day's itinerary unfolds with a diverse array of experiences in Vatican City.

Fasten your seatbelt and make your way to your next stop. Vatican City, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Upon arrival in Vatican City, we highly recommend checking out some of the top attractions.

Begin your sightseeing with a visit to Vatican Museums. This art museum gets 1,612,530 visitors each year and is rated an average of 4.6 out of 5 stars in 133,310 reviews.

Next up, make your way to Sistine Chapel. This chapel has an average rating of 4.7 out of 5 stars from 52,083 reviews.

When you’re ready for your next sight of the day, continue to Saint Peter's Square. This square has an average rating of 4.8 out of 5 stars from 38,954 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit St. Peter's Basilica. This major basilica is rated an average of 4.8 out of 5 stars by 131,043 visitors. Visiting St. Peter's Basilica means you'll be one of 11,000,000 people who do so every year.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Rome.

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 Rome for you, so you can check out the menus and make your reservation in advance.

Dive into a culinary adventure like no other in Rome by booking a table at La Pergola. This popular restaurant holds , and offers an exceptional menu of mediterranean and contemporary cuisine. For another culinary dining option, venture to Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Enoteca La Torre, a top local restaurant known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Cap off your dinner by heading to La Botticella of Poggi Giovanni, ideal for a leisurely evening with a drink in hand. Sant' Eustachio Caffè is another bar that offers an enjoyable setting. Similarly, Caffè Portofino is also a popular place to go on a night out, perfect for relaxing and socializing.

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 2 nights nights remaining.

Make Pantheon one of your first sightseeing stops in Rome. Rated an average of 4.8 out of 5 stars by 189,682 travelers, a visit to this local attraction makes for a great introduction to the area. This roman temple attracts 30,000,000 visitors every year.

Trevi Fountain is a worthwhile attraction you can visit next. This sculpture is a valued place of interest in the area, with an average rating of 4.8 out of 5 stars from 343,494 reviews.

Today is also the perfect opportunity to drop by Piazza di Spagna. This square has been rated an average of 4.7 out of 5 stars by 113,658 visitors.

If you’re keen to explore more, head to Spanish Steps. A trip to this popular monumental staircase is also your opportunity to see if it lives up to the reputable 4.5 out of 5-star rating as given by 57,211 previous visitors.

Another top place to visit is piazza del Popolo. This square enjoys an average rating of 4.6 out of 5 stars from 89,807 local and international travelers.

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 Rome for you, so you can check out the menus and make your reservation in advance.

Unwind after your meal by stepping into The Apartment Bar Roma. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Hotel Hassler Roma offers a dynamic and energetic atmosphere for a glass or two.

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 8 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 nights remaining.

Kick off the day at Circus Maximus, a top pick for today’s sightseeing. This circus is rated an average of 4.4 out of 5 stars in 44,741 reviews.

Today is also your chance to visit largo di Torre Argentina. Largo di Torre Argentina is a square with an average rating of 4.5 out of 5 stars from 30,433 reviews.

Campo de' Fiori is another top attraction we highly recommend you visit today. This square is rated an average of 4.4 out of 5 stars by 51,133 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Piazza Navona. This square is rated an average of 4.7 out of 5 stars by 158,771 visitors.

Lastly, don’t miss out on Castel Sant'Angelo, a famous museum in Rome. This attraction welcomes 918,591 visitors annually and is rated an average of 4.7 out of 5 stars by 72,431 travelers.

After a long day of discovering the unique quirks of Italy, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Rome so you can check out the menus and make advance reservations.

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 9 of your luxury holiday in Italy, your road trip route will take you exploring the best of Rome. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

When you’ve had your share of Rome, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Florence. Your travel time is around 3 hours 4 min.

Your sightseeing of the day begins at Capitoline Hill, a remarkable hill where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 19,557 reviews.

Next, satisfy your wanderlust at Roman Forum. This square has an average rating of 4.7 out of 5 stars from 114,450 travelers.

Colosseum is another must-visit attraction. This renowned roman amphitheatre offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 328,821 travelers and attracting 7,400,000 annual visitors, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit Altare della Patria. This well-loved architectural structure boasts a 4.8 out of 5-star rating from 49,843 reviews. In a single year, approximately 1,683,070 visitors add this sightseeing spot to their travel itineraries.

When there’s still energy left for exploring, Villa Borghese awaits. If you’ve been interested in experiencing an urban zone of rome, this is a top pick rated 4.6 out of 5 stars by 69,749 previous visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Florence.

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.

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to SE·STO on Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.

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

Day 10 of your luxury road trip in Italy begins and concludes in the city of Florence. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Florence, where you still have 1 night nights remaining.

Begin your sightseeing with a visit to piazzale Michelangelo. This extraordinary square is rated an average of 4.8 out of 5 stars by 77,744 visitors.

Next, make your way to Basilica of Santa Croce in Florence. This top attraction is a church with an average rating of 4.7 out of 5 stars by 28,544 visitors.

We also recommend a visit to piazza della Signoria. This square is rated 4.8 out of 5 stars by 66,956 travelers.

If you’re keen to keep exploring, visit Uffizi Gallery. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 61,794 travelers. Around 2,011,219 people come to experience this place of interest every year.

Today is also your chance to spend some time at Ponte Vecchio. This deck arch bridge is rated an average of 4.7 out of 5 stars by 118,099 travelers.

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

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

Wake up to day 11 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.

As you’ve unraveled the marvels of Florence, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Bologna may take around 1 hour 24 min. Upon your arrival in Bologna, you’ll be greeted with the opportunity to do some sightseeing and exploring.

An excellent attraction to start your day with is Cathedral of Santa Maria del Fiore. This church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

Continue your journey at Galleria dell'Accademia. This national museum is rated 4.6 out of 5 stars by 34,429 travelers from near and far. Approximately 1,719,645 people come to this place of interest every year to enjoy a unique experience in Florence.

Florence is also the home of Central Market. This sightseeing destination has an average rating of 4.4 out of 5 stars from 43,100 visitors.

You can continue your self-guided sightseeing tour at Basilica di Santa Maria Novella, Firenze (FI). Rated 4.7 out of 5 stars by 23,075 visitors, a visit to this top sight is time well spent.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Bologna.

In Bologna, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

As a top-rated it is an ideal choice in the city.

If you’re not ready to end the night just yet, Bar Senza Nome offers a perfect venue to relax and savor a drink. Similarly, Bar Maurizio is well-suited for those looking to unwind in a social setting. BrewDog Bar Bologna is another excellent spot to enjoy a nightcap after a delightful meal.

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

Today is the last day of your 12-day luxury holiday in Italy and it’s soon time to start your journey home. This is your chance to get one last glimpse of Bologna before saying goodbye.

Maximize your last day in Italy and go on a shopping spree in Bologna’s shopping center. This bustling commercial district is conveniently located near your lodging, granting you leisure time to roam and explore its assortment of establishments.

If you love the adrenaline rush of hunting for the best offers and deals in Italy, you’re in for a treat. A variety of goods and gifts await your discovery. Bring a bit of Italy home with you through these charming souvenirs.

Treat yourself to a final feast. Savor the unique flavors of Bologna one last time before you head to the airport.

As a top-rated it is an ideal choice in the city. Enjoy a lovely meal at Trattoria del Tempo Buono, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Cantina Bentivoglio is another top choice with a popular menu.

You will then say farewell to Bologna and begin your journey home. We wish you safe travels and a warm welcome home, with unforgettable memories and incredible photos from your luxury holiday in Italy in your luggage!