Luxury 13-Day Italy Road Trip from Bologna traveling south to Milan, Genoa, Florence, Perugia, Rome, and Arezzo

Wake up to day 2 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Bologna. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Begin your sightseeing with a visit to Fountain Of Neptune, Bologna. This fountain is rated an average of 4.7 out of 5 stars in 3,952 reviews.

Next up, make your way to Piazza Maggiore. This square has an average rating of 4.7 out of 5 stars from 64,523 reviews.

When you’re ready for your next sight of the day, continue to Two Towers. This tower has an average rating of 4.7 out of 5 stars from 25,975 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Piazza Santo Stefano. This square is rated an average of 4.8 out of 5 stars by 7,617 visitors.

If you’re keen to explore even more, then consider a visit to Basilica Of San Domenico. This church is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 3,380 visitors.

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.

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.

Discover the culinary delights of Milan by securing a reservation at Enrico Bartolini al Mudec. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative cuisine. For an alternative dining experience, try Seta by Antonio Guida, renowned for its delicious international, and contemporary dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Il Luogo Aimo e Nadia, a highly recommended local eatery celebrated for its mouthwatering italian contemporary, and modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Cap off your dinner by heading to Nottingham Forest, ideal for a leisurely evening with a drink in hand. Armani/bamboo Bar is another bar that offers an enjoyable setting. Similarly, Mag Cafe 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 stress-free luxury holiday in Italy has plenty more in store for you.

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.

Make Arch Of Peace your first stop of the day. Previous visitors have rated this monument an average of 4.6 out of 5 stars in 27,502 reviews.

Next up, make a stop at Parco Sempione. With an average rating of 4.6 out of 5 stars by 72,914 visitors, it's easy to understand why so many people visit this park every year.

Sforzesco Castle Art Library is another attraction you can visit on this day of your vacation. This library has an average rating of 4.6 out of 5 stars by 68,714 visitors.

When you’re finished at Sforzesco Castle Art Library, the perfect next stop is Pinacoteca Di Brera. This art museum is rated an average of 4.7 out of 5 stars in 26,077 reviews. Pinacoteca Di Brera attracts approximately 417 visitors annually.

If you’re keen to explore even more, then consider a visit to Piazza Gae Aulenti. This square is a top place to visit, with a rating of 4.6 out of 5 stars from 30,398 reviews.

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

Treat yourself to a wonderful meal at Nero 9, a top-rated dining spot in Milan. If you're in the mood for something new, try Ristorante la Brisa, another premier location with a delectable menu. You might also want to book a table at UNAHOTELS Cusani Milano. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Milan.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Kilburn Cocktail Bar Milano, known for its inviting atmosphere. Bar Frida is another great option if you’re looking for a place to get the night started. Similarly, The Friends Pub Milano provides a great setting to enjoy the night away.

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

Wake up to day 4 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, and Monza.

Start your sightseeing with a visit to Duomo Di Milano Museum. This art museum is a popular stop on travelers’ itineraries in Milan, with an average rating of 4.8 out of 5 stars by 138,554 visitors. Around 341,609 people visit this attraction every year.

Galleria Vittorio Emanuele Ii is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 91,394 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to La Scala. Visitors have rated this opera house an average of 4.7 out of 5 stars in 26,219 reviews.

Set your GPS to Monza and hit the road. Expect a journey of approximately 43 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Monza beckons with new experiences!

Journey into the unknown at Monza Circuit, a unique attraction awaiting your visit. This remarkable motorsport racing track has an average rating of 4.6 out of 5 stars from 14,877 reviews.

When you’re ready to continue your sightseeing, Monza Park is a recommended place to visit. This park is rated an average of 4.7 out of 5 stars in 34,629 reviews.

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.

Discover a world of culinary delights in Genoa, 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.

Treat yourself to an extraordinary dining experience at The Cook, a 1-star Michelin restaurant offering an incredible modern menu. Alternatively, if your taste buds call for something different, San Giorgio is one of the best restaurants for modern, and ligurian cuisine in Genoa. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Il Marin. As a top-rated establishment with 1 Michelin star, it is an ideal choice for seafood, and contemporary cuisine in the city.

Continue your lively evening at Scurreria Beer & Bagel, a perfect place for winding down or revving up the night, depending on which mood you’re in. La Lepre is another excellent bar that offers a great selection of drinks to suit any mood.

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

On day 5 of your luxury holiday in Italy, your road trip route will take you exploring the best of Genoa, and Pisa. The day's journey will conclude in Florence, a city that offers you comfort and relaxation for 2 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.

When you're ready to see some sights, Piazza De Ferrari is a great place to start. This square is rated an average of 4.6 out of 5 stars by 34,312 visitors.

Another popular attraction you can visit today is Aquarium Of Genoa. This public aquarium has an average rating of 4.5 out of 5 stars from 62,259 travelers. Every year, 1,200,000 travelers come to experience this site to make the most of their time in Genoa.

Embrace the thrill of the open road as you wave goodbye to Genoa and set your GPS to Pisa. 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 2 hours 3 min. Upon reaching Pisa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Be one of the day’s first visitors at Piazza Del Duomo, Pisa. This square is rated an average of 4.7 out of 5 stars by 104,550 visitors.

When you’re finished at Piazza Del Duomo, Pisa, head to Leaning Tower Of Pisa. This one-of-a-kind bell tower is rated an average of 4.7 out of 5 stars in 116,882 reviews. Every year, approximately 3,200,000 travelers come here to experience the bell tower for themselves.

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.

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 Florence so you can check out the menus and make advance reservations.

Set out on a gastronomic journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of italian contemporary cuisine. For a different taste, head over to Santa Elisabetta, renowned for its delectable creative, and mediterranean dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Gucci Osteria da Massimo Bottura, a highly rated local gem known for its exquisite italian contemporary, and international menu. With a 1-star Michelin 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 Florence.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery 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.

Day 6 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.

Your sightseeing of the day begins at Ponte Vecchio, a remarkable deck arch bridge where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 118,099 reviews.

Next, satisfy your wanderlust at Uffizi Gallery. This national museum has an average rating of 4.7 out of 5 stars from 61,794 travelers. Given the site's popularity, it’s easy to understand why more than 2,011,219 people visit it every year.

Piazza Della Signoria is another must-visit attraction. This renowned square offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.8 out of 5 stars by 66,956 travelers, 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 Basilica Of Santa Croce In Florence. This well-loved church boasts a 4.7 out of 5-star rating from 28,544 reviews.

When there’s still energy left for exploring, Piazzale Michelangelo awaits. If you’ve been interested in experiencing a square, this is a top pick rated 4.8 out of 5 stars by 77,744 previous visitors.

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

Treat yourself to a delicious dinner at Trattoria Da Burde, an excellent option for tonight's dining. Looking for something different? Ristorante Buca Mario offers a tantalizing alternative with its diverse menu. And don’t miss Eataly Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

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

Wake up to day 7 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.

Start your sightseeing with a visit to Cathedral Of Santa Maria Del Fiore. This church is rated an average of 4.8 out of 5 stars from 76,359 visitors.

Basilica Di Santa Maria Novella, Firenze (fi) is another popular attraction you could visit today. This archives has a rating of 4.7 out of 5 stars from 23,075 visitors.

Central Market is also highly recommended by travelers. This point of interest has a rating of 4.4 out of 5 stars from 43,100 visitors.

Galleria Dell'accademia is an attraction you won’t want to miss. Around 1,719,645 people visit this place every year. This national museum is rated an average of 4.6 out of 5 stars in 34,429 reviews.

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

Make sure to book a table at Ristorante Settimo Sigillo, a popular restaurant in Perugia. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Perugia at Bar Pellas, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is La Taverna. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Perugia tonight.

Let the evening flow smoothly from dinner to drinks at Tommi Bar, a top-rated bar in the area. For other recommendations, Valentina provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffe Dal Perugino offers a memorable night with diverse drink options and excellent service.

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

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

When you’ve had your share of Perugia, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Vatican City, Vatican City. Your travel time is around 2 hours 17 min.

Your sightseeing of the day begins at Vatican Museums, a remarkable art museum where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 133,310 reviews. Each year, this popular place of interest welcomes approximately 1,612,530 visitors.

Next, satisfy your wanderlust at Saint Peter's Square. This square has an average rating of 4.8 out of 5 stars from 38,954 travelers.

Sistine Chapel is another must-visit attraction. This renowned chapel offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 52,083 travelers, 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 St. Peter's Basilica. This well-loved major basilica boasts a 4.8 out of 5-star rating from 131,043 reviews. In a single year, approximately 11,000,000 visitors add this sightseeing spot to their travel itineraries.

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 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.

Get ready for an unforgettable culinary journey in Rome by reserving a table at La Pergola. Renowned as a 3-star Michelin restaurant, it offers an exceptional mediterranean, and contemporary menu. For a different taste experience, head to Il Pagliaccio, recognized for its delicious creative, and innovative dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Enoteca La Torre, a local favorite known for its delightful mediterranean, and creative cuisine in Rome. Nestled in the heart of the city, this restaurant with 2 Michelin star is an ideal choice for discerning mediterranean, and creative foodies seeking culinary excellence.

After your delicious meal, get a taste of the vibrant nightlife with a visit to La Botticella Of Poggi Giovanni, known for its inviting atmosphere. Sant' Eustachio Caffè is another great option if you’re looking for a place to get the night started. Similarly, Caffè Portofino provides a great setting to enjoy the night away.

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 9 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.

Begin your sightseeing with a visit to Basilica Di Santa Maria Maggiore. This major basilica is rated an average of 4.8 out of 5 stars in 27,678 reviews.

Next up, make your way to Colosseum. This roman amphitheatre has an average rating of 4.7 out of 5 stars from 328,821 reviews. Usually, around 7,400,000 people visit Colosseum every year.

When you’re ready for your next sight of the day, continue to Roman Forum. This square has an average rating of 4.7 out of 5 stars from 114,450 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Altare Della Patria. This architectural structure is rated an average of 4.8 out of 5 stars by 49,843 visitors. Visiting Altare Della Patria means you'll be one of 1,683,070 people who do so every year.

If you’re keen to explore even more, then consider a visit to Largo Di Torre Argentina. This square is a much-appreciated attraction with an average rating of 4.5 out of 5 stars from 30,433 visitors.

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

Make sure to reserve a table at DEROMA - Farine Romane, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Taverna Italiana, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Centro, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After savoring a delicious meal, step into the vibrant nightlife at The Apartment Bar Roma, where the evening is just getting started. In the same way, Hotel Hassler Roma offers a unique charm perfect for experiencing the local bar scene in Rome.

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 10 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.

Start your sightseeing with a visit to Circus Maximus. This circus is rated an average of 4.4 out of 5 stars from 44,741 visitors.

Pantheon is another popular attraction you could visit today. This roman temple has a rating of 4.8 out of 5 stars from 189,682 visitors. Pantheon attracts up to 30,000,000 visitors every year.

Piazza Navona is also highly recommended by travelers. This square has a rating of 4.7 out of 5 stars from 158,771 visitors.

Campo De' Fiori is an attraction you won’t want to miss. This square is rated an average of 4.4 out of 5 stars in 51,133 reviews.

Another attraction you have the opportunity to visit today is Castel Sant'angelo. This museum has received an average rating of 4.7 out of 5 stars from 72,431 travelers. This local favorite gets around 918,591 visitors each year.

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 Rome for you so you can browse their menus in advance and make a reservation.

Dine in style at Ristorante Tema, a top recommendation for dinner tonight. Or, for a change of pace, Maccheroni boasts a menu that's sure to impress. Also, be sure to check out RoYaL Art Cafè Roma. Known as a local hotspot, it’s a great choice for tonight in Rome.

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.

On day 11 of your luxury holiday in Italy, your road trip route will take you exploring the best of Rome. The day's journey will conclude in Arezzo, 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.

When you’re ready for some sightseeing, make your way to Trevi Fountain. This much-appreciated sculpture is rated 4.8 out of 5 stars in 343,494 reviews.

Next up is Piazza Di Spagna. This square has an average rating of 4.7 out of 5 stars from 113,658 visitors.

Another top sightseeing recommendation is Spanish Steps. This monumental staircase has been rated 4.5 out of 5 stars in 57,211 reviews.

Piazza Del Popolo is another attraction you have the opportunity to visit today. This square has an average rating of 4.6 out of 5 stars from 89,807 reviews.

To continue your sightseeing, head over to Villa Borghese. This urban zone of rome is rated an average of 4.6 out of 5 stars in 69,749 reviews.

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.

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

Begin your culinary exploration in Arezzo by securing a reservation at Octavin. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of creative cuisine. Or, for a change of pace, La Clandestina boasts a menu that's sure to impress.

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.

Wake up to day 12 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Arezzo, and Siena. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

An excellent attraction to start your day with is San Francesco, Arezzo. This minor basilica typically receives around 20,939 visitors every year and is rated an average of 4.6 out of 5 stars in 2,377 reviews.

Continue your journey at Piazza Grande. This square is rated 4.6 out of 5 stars by 14,465 travelers from near and far.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Siena. This drive usually takes around 1 hour 10 min, without any stops or traffic disruptions.

Seize the day by visiting some of the best attractions in the area, like Piazza Del Campo. This extraordinary square has an average rating of 4.8 out of 5 stars from 64,175 visitors.

Next, make your way to Siena Cathedral. This domus is rated an average of 4.8 out of 5 stars in 21,656 reviews.

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

Prepare for an extraordinary culinary adventure in Bologna by booking a table at I Portici, a 1-star Michelin restaurant that boasts an exceptional creative, and contemporary menu. For a different flavor experience, head to Ahimè, renowned for its delectable country cooking dishes. This Bib Gourmand restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Trattoria di Via Serra, a local gem known for its delightful emilian cuisine in Bologna. Nestled in the city's heart, this Bib Gourmand-awardee is a perfect choice for discerning restaurant-goers seeking a new experience.

Unwind after your meal by stepping into Bar Senza Nome. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Maurizio offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Brewdog Bar Bologna, another top-rated bar in the area.

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