Luxury 9-Day Italy Road Trip from Milan traveling east to Genoa, Florence, and Bologna

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

A top pick for your self-guided sightseeing tour today is Piazza Gae Aulenti. Previous visitors have rated this square an average of 4.6 out of 5 stars in 30,398 reviews.

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

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

This -awardee earns consistently high praises from guests. As a top-rated it is an ideal choice in the city.

Round off your dining experience by visiting Nottingham Forest, a prime location for a drink. Alternatively, explore the distinctive characteristics of Armani/Bamboo Bar, a bar catering to every mood and preference. Mag Cafe likewise offers a unique atmosphere, perfect for a memorable night out.

Raise a toast to the start of your 9-day luxury vacation in Italy and look forward to more fantastic days to come!

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 nights remaining.

Your sightseeing of the day begins at Royal Palace of Milan, 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 17,538 reviews.

Next, satisfy your wanderlust at Cathedral Square. This point of interest has an average rating of 4.8 out of 5 stars from 7,539 travelers.

Duomo di Milano Museum is another must-visit attraction. This renowned art museum offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.8 out of 5 stars by 138,554 travelers and attracting 341,609 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 Galleria Vittorio Emanuele II. This well-loved commercial gallery boasts a 4.7 out of 5-star rating from 91,394 reviews.

When there’s still energy left for exploring, La Scala awaits. If you’ve been interested in experiencing an opera house, this is a top pick rated 4.7 out of 5 stars by 26,219 previous visitors.

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

Renowned as a restaurant, it offers an exceptional menu. This restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Nestled in the heart of the city, is an ideal choice for discerning foodies seeking culinary excellence.

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.

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 2 nights. The day's itinerary unfolds with a diverse array of experiences in Milan.

Fasten your seatbelt and make your way to your next stop. Genoa, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Milan to Genoa may take around 1 hour 56 min without traffic disruptions. Upon arrival in Genoa, we highly recommend checking out some of the top attractions.

When you're ready to see some sights, Pinacoteca di Brera is a great place to start. This art museum is rated an average of 4.7 out of 5 stars by 26,077 visitors. Pinacoteca di Brera attracts more than 417 visitors every year.

Another popular attraction you can visit today is Sforzesco Castle Art Library. This library has an average rating of 4.6 out of 5 stars from 68,714 travelers.

We also recommend a stop at Parco Sempione. The park has been rated an average of 4.6 out of 5 stars by 72,914 visitors.

If you're keen to explore more, consider visiting Arch of Peace. This monument is a popular attraction with an average rating of 4.6 out of 5 stars from 27,502 reviews.

Museo della Scienza e della Tecnologia "Leonardo da Vinci" is another easily accessible place to visit on this day of your trip. Stop by this technology museum, rated 4.5 out of 5 stars in 22,235 reviews, to discover more of what makes it unique. This attraction gets 532,084 visitors every year.

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

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

Renowned as a restaurant, it offers an exceptional menu. This restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Nestled in the heart of the city, is an ideal choice for discerning foodies seeking culinary excellence.

If you’re not ready to end the night just yet, Scurreria Beer & Bagel offers a perfect venue to relax and savor a drink. Similarly, La Lepre is well-suited for those looking to unwind in a social setting.

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

Begin your sightseeing with a visit to piazza De Ferrari. This square is rated an average of 4.6 out of 5 stars in 34,312 reviews.

Next up, make your way to Genoa Cathedral. This cathedral has an average rating of 4.6 out of 5 stars from 8,971 reviews.

When you’re ready for your next sight of the day, continue to Aquarium of Genoa. This public aquarium has an average rating of 4.5 out of 5 stars from 62,259 visitors. Up to 1,200,000 people visit this place of interest annually.

Beyond the above-mentioned attractions, you also have the opportunity to visit porto antico. This port is rated an average of 4.5 out of 5 stars by 12,414 visitors.

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

Esteemed for its , this restaurant offers a remarkable selection of cuisine. This esteemed -recipient consistently impresses guests, making it a must-visit spot during your holiday. With its recognition, it guarantees an unforgettable dining adventure.

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

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 Pisa and Cascine Vecchie. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Pisa’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Genoa behind. This drive usually takes around 2 hours. Pisa welcomes you with a multitude of unique vacation experiences.

Make Pisa Cathedral one of your first sightseeing stops in Pisa. Rated an average of 4.8 out of 5 stars by 8,361 travelers, a visit to this local attraction makes for a great introduction to the area.

Leaning Tower of Pisa is a worthwhile attraction you can visit next. This bell tower is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 116,882 reviews. Up to 3,200,000 travelers visit this site every year to make their time in Pisa special.

Today is also the perfect opportunity to drop by Piazza del Duomo, Pisa. This square has been rated an average of 4.7 out of 5 stars by 104,550 visitors.

Fasten your seatbelt and make your way to your next stop. Cascine Vecchie, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Pisa to Cascine Vecchie may take around 11 min without traffic disruptions. Upon arrival in Cascine Vecchie, we highly recommend checking out some of the top attractions.

Seize the day by visiting some of the best attractions in the area, like Parco Regionale Migliarino, San Rossore, Massaciuccoli. This extraordinary park has an average rating of 4.4 out of 5 stars from 9,632 visitors.

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

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

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of SE·STO on Arno Rooftop Bar, a bar catering to every mood and preference. Archea Brewery likewise offers a unique atmosphere, perfect for a memorable night out.

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

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.

Kick off the day at Galleria dell'Accademia, a top pick for today’s sightseeing. Attracting approximately 1,719,645 visits every year, this attraction is a must-see. This national museum is rated an average of 4.6 out of 5 stars in 34,429 reviews.

Today is also your chance to visit Cathedral of Santa Maria del Fiore. Cathedral of Santa Maria del Fiore is a church with an average rating of 4.8 out of 5 stars from 76,359 reviews.

Central Market is another top attraction we highly recommend you visit today. This sightseeing destination is rated an average of 4.4 out of 5 stars by 43,100 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Basilica di Santa Maria Novella, Firenze (FI). This archives is rated an average of 4.7 out of 5 stars by 23,075 visitors.

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.

This popular restaurant holds , and offers an exceptional menu of cuisine. This acclaimed -recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. With a recognition, it promises an exceptional dining experience not to be missed.

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.

On day 7 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Set your GPS to Bologna and hit the road. Expect a journey of approximately 1 hour 29 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Bologna beckons with new experiences!

Start your sightseeing with a visit to piazza della Signoria. This square is a popular stop on travelers’ itineraries in Florence, with an average rating of 4.8 out of 5 stars by 66,956 visitors.

Ponte Vecchio is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 118,099 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Uffizi Gallery. Visitors have rated this national museum an average of 4.7 out of 5 stars in 61,794 reviews. Uffizi Gallery receives around 2,011,219 visitors every year.

Basilica of Santa Croce in Florence is another unique site you can experience today. This attraction is a church rated an average of 4.7 out of 5 stars in 28,544 reviews.

Make your way to the fantastic piazzale Michelangelo, perhaps the most famous square in Florence. This attraction is rated 4.8 out of 5 stars by 77,744 travelers.

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

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

This -awardee earns consistently high praises from guests. As a top-rated it is an ideal choice in the city.

After your meal, keep the night alive at a bar like Bar Freud e Squisito, known for its lively atmosphere. Osteria del Sole is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Macondo - Cocktail Bar offers an excellent atmosphere for those looking to amp up the evening.

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

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 Milan, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Bologna.

Embrace the thrill of the open road as you wave goodbye to Bologna and set your GPS to Milan. 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 36 min. Upon reaching Milan, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Make Bologna Cathedral your first stop of the day. Previous visitors have rated this catholic cathedral an average of 4.6 out of 5 stars in 3,852 reviews.

Next up, make a stop at Fountain of Neptune, Bologna. With an average rating of 4.7 out of 5 stars by 3,952 visitors, it's easy to understand why so many people visit this fountain every year.

Piazza Maggiore is another attraction you can visit on this day of your vacation. This square has an average rating of 4.7 out of 5 stars by 64,523 visitors.

When you’re finished at Piazza Maggiore, the perfect next stop is Two Towers. This tower is rated an average of 4.7 out of 5 stars in 25,975 reviews.

If you’re keen to explore even more, then consider a visit to Piazza Santo Stefano. This square is a top place to visit, with a rating of 4.8 out of 5 stars from 7,617 reviews.

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

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.

Celebrated as a restaurant, it boasts an exceptional menu. This establishment consistently wows guests, making it a memorable stop during your holiday. Nestled in the city's heart, is a perfect choice for discerning cuisine enthusiasts seeking a new experience.

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

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.

Today is the last day of your 9-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 Milan before saying goodbye.

Make the most of your final day in Italy by visiting Milan’s iconic markets and shopping establishments. Your stay’s proximity to the city’s retail haven invites an unhurried and unforgettable exploration of its variety of stores and establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy. Take home a piece of Italy with these souvenirs, keeping your adventures close.

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

Renowned for its , this restaurant presents an outstanding menu of cuisine. This distinguished -recipient is a favorite among guests, making it a worthy addition to your holiday plans. With an acclaim, it promises a dining experience you won't want to miss. Treat yourself to a delicious dinner at Tommasi Milano, an excellent option for tonight's dining. Looking for something different? da Vic offers a tantalizing alternative with its diverse menu. And don’t miss G. B. Bar.

You will then say farewell to Milan 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!