Luxury 14-Day Italy Road Trip from Bolzano to Brescia, Milan, Turin, Genoa, Florence, and Bologna

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

Start your sightseeing with a visit to Waltherplatz. This square is rated an average of 4.5 out of 5 stars from 9,199 visitors.

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

Discover a world of culinary delights in Bolzano, 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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Café Gruber, known for its inviting atmosphere. FRANZBAR is another great option if you’re looking for a place to get the night started. Similarly, Bar La Nuova Grotta del Corso provides a great setting to enjoy the night away.

Raise a toast to the start of your 14-day luxury vacation in Italy and look forward to more fantastic days to come!

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Bolzano. 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, Brescia. This car ride takes around 2 hours 22 min.

Take the opportunity to see Franciscan Monastery. This attraction has an average rating of 4.4 out of 5 stars from 318 visitors.

Victory Monument is another sightseeing hotspot in the area. This point of interest has been rated an average of 4.2 out of 5 stars by 1,003 travelers.

Bolzano is also the home of South Tyrol Museum of Archaeology. Around 9,935 people have rated this archaeological museum an average of 4.6 out of 5 stars.

Another place you’ll want to visit is Museo Civico. With an average rating of 4.4 out of 5 stars from a total of 126 reviews, a visit to this museum is a great idea.

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

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

With its reputation for pleasing customers, it’s a fantastic choice for tonight in Brescia.

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

Raise a toast to another amazing day of your luxury holiday in Bolzano, 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 Milan, where you'll be staying for 2 nights. The day's itinerary unfolds with a diverse array of experiences in Monza and Sirmione.

Set your GPS to Monza and hit the road. Expect a journey of approximately 1 hour 50 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Monza beckons with new experiences!

When you’re ready for some sightseeing, make your way to Monza Circuit. This much-appreciated motorsport racing track is rated 4.6 out of 5 stars in 14,877 reviews.

Next up is Monza Park. This park has an average rating of 4.7 out of 5 stars from 34,629 visitors.

Another top sightseeing recommendation is Duomo of Monza. This cathedral has been rated 4.7 out of 5 stars in 5,299 reviews.

After soaking in Brescia’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Sirmione. Expect your car journey to take a minimum of 48 min. When you arrive in Sirmione, it's time to take a break from the road.

A top pick for your self-guided sightseeing tour today is Scaliger Castle. Previous visitors have rated this point of interest an average of 4.6 out of 5 stars in 54,592 reviews.

Archaeological site of Grotte di Catullo is a local recommendation that you also can pay a visit today. This museum is rated an average of 4.5 out of 5 stars in 14,593 reviews.

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

Discover a world of culinary delights in Milan, 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.

If you’re not ready to end the night just yet, Nottingham Forest offers a perfect venue to relax and savor a drink. Similarly, Armani/Bamboo Bar is well-suited for those looking to unwind in a social setting. Mag Cafe is another excellent spot to enjoy a nightcap after a delightful meal.

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 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.

Take the opportunity to see Royal Palace of Milan. This attraction has an average rating of 4.6 out of 5 stars from 17,538 visitors.

Duomo di Milano Museum is another sightseeing hotspot in the area. This art museum has been rated an average of 4.8 out of 5 stars by 138,554 travelers. Up to 341,609 people visit Duomo di Milano Museum every year.

Milan is also the home of Galleria Vittorio Emanuele II. Around 91,394 people have rated this commercial gallery an average of 4.7 out of 5 stars.

Another place you’ll want to visit is La Scala. With an average rating of 4.7 out of 5 stars from a total of 26,219 reviews, a visit to this opera house is a great idea.

This day of your vacation in Milan is also your chance to admire Piazza Gae Aulenti. This must-visit square enjoys an average rating of 4.6 out of 5 stars from 30,398 reviews.

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.

Explore the vibrant nightlife at Kilburn Cocktail Bar Milano after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Frida for a great selection of flavorful drinks and a charming setting. Furthermore, The Friends Pub Milano is perfect for those looking to extend their night with a touch of local flavor.

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

Embrace the thrill of the open road as you wave goodbye to Milan and set your GPS to Turin. 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 48 min. Upon reaching Turin, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Seize the day by visiting some of the best attractions in the area, like Pinacoteca di Brera. This extraordinary art museum has an average rating of 4.7 out of 5 stars from 26,077 visitors. Each year, around 417 people visit this remarkable site to admire its features and learn more about it.

Next, make your way to Sforzesco Castle Art Library. This library is rated an average of 4.6 out of 5 stars in 68,714 reviews.

While in Milan, we also recommend a visit to Parco Sempione. This park has been rated an average of 4.6 out of 5 stars in 72,914 reviews.

If you’re keen to explore even more, then consider a visit to Arch of Peace. With an average rating of 4.6 out of 5 stars by 27,502 travelers, this monument is a highly recommended stop on your sightseeing around Milan.

Make your way to Museo della Scienza e della Tecnologia "Leonardo da Vinci", perhaps the most famous technology museum in Milan. This attraction welcomes around 532,084 visitors annually and is rated an average of 4.5 out of 5 stars in 22,235 reviews.

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

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

After savoring a delicious meal, step into the vibrant nightlife at OINOS Vini - Wine Bar - Caffetteria, where the evening is just getting started. In the same way, Carpe Diem offers a unique charm perfect for experiencing the local bar scene in Turin. Piper Pub is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

On day 6 of your luxury holiday in Italy, your road trip route will take you exploring the best of Turin and Cavoretto. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

After soaking in Turin’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Genoa. Expect your car journey to take a minimum of 1 hour 51 min. When you arrive in Genoa, it's time to take a break from the road.

An excellent attraction to start your day with is Egyptian Museum. This museum is rated an average of 4.7 out of 5 stars in 48,123 reviews.

Continue your journey at Mole Antonelliana. This tower is rated 4.6 out of 5 stars by 45,724 travelers from near and far. Approximately 237,000 people come to this place of interest every year to enjoy a unique experience in Turin.

Turin is also the home of Parco del Valentino. This garden has an average rating of 4.6 out of 5 stars from 42,752 visitors.

Upon reaching Cavoretto, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Your sightseeing of the day begins at Museo Nazionale dell'Automobile, a remarkable museum where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 16,522 reviews.

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.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Scurreria Beer & Bagel, known for its inviting atmosphere. La Lepre is another great option if you’re looking for a place to get the night started.

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 7 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 4 nights. The day's itinerary unfolds with a diverse array of experiences in Genoa.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Florence. This drive usually takes around 3 hours 5 min, without any stops or traffic disruptions.

Your sightseeing of the day begins at piazza De Ferrari, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 34,312 reviews.

Next, satisfy your wanderlust at Genoa Cathedral. This cathedral has an average rating of 4.6 out of 5 stars from 8,971 travelers.

Aquarium of Genoa is another must-visit attraction. This renowned public aquarium offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.5 out of 5 stars by 62,259 travelers and attracting 1,200,000 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 porto antico. This well-loved port boasts a 4.5 out of 5-star rating from 12,414 reviews.

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

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

Following your dinner, dive into the local bar culture at Manifattura. Alternatively, go to SE·STO on Arno Rooftop Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Archea Brewery 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 stress-free luxury holiday in Italy has plenty more in store for you.

Day 8 of your luxury road trip in Italy is another opportunity to explore what this region has to offer. Start your day with a drive to visit the amazing attractions in the surrounding area of Florence. After a day of sightseeing, return to the city, where you still have 3 nights nights left to enjoy. End your evening with a fulfilling dinner at one of the finest restaurants in Florence, savoring the local culinary delights.

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

Begin your sightseeing with a visit to Guinigi Tower. This extraordinary tour is rated an average of 4.6 out of 5 stars by 8,656 visitors.

Next, make your way to Piazza dell'Anfiteatro. This top attraction is a square with an average rating of 4.6 out of 5 stars by 24,190 visitors.

Continue your road trip and head to your next destination, Pisa. This car ride takes around 1 hour 16 min.

When you're ready to see some sights, Piazza del Duomo, Pisa is a great place to start. This square is rated an average of 4.7 out of 5 stars by 104,550 visitors.

Another popular attraction you can visit today is Pisa Cathedral. This cathedral has an average rating of 4.8 out of 5 stars from 8,361 travelers.

We also recommend a stop at Leaning Tower of Pisa. This site gets more than 3,200,000 visitors annually. The bell tower has been rated an average of 4.7 out of 5 stars by 116,882 visitors.

When you’re done exploring the best attractions, you’ll drive back to your luxury accommodation near the city of Florence.

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

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 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 2 nights 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 The Boboli Gardens. This top attraction is a park with an average rating of 4.2 out of 5 stars by 25,341 visitors.

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.

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.

An excellent attraction to start your day with is Pitti Palace. This art museum typically receives around 198,270 visitors every year and is rated an average of 4.6 out of 5 stars in 23,445 reviews.

Continue your journey at Ponte Vecchio. This deck arch bridge is rated 4.7 out of 5 stars by 118,099 travelers from near and far.

Florence is also the home of Uffizi Gallery. This national museum has an average rating of 4.7 out of 5 stars from 61,794 visitors. Each year, around 2,011,219 travelers visit this top sight, and today is your chance to do the same.

You can continue your self-guided sightseeing tour at piazza della Signoria. Rated 4.8 out of 5 stars by 66,956 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Central Market. With an average rating of 4.4 out of 5 stars from 43,100 reviews, it’s hard to refuse the opportunity to see this point of interest.

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.

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 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.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Bologna. Your travel time is around 1 hour 24 min.

Journey into the unknown at Basilica of Santa Croce in Florence, a unique attraction awaiting your visit. This remarkable church has an average rating of 4.7 out of 5 stars from 28,544 reviews.

When you’re ready to continue your sightseeing, Galleria dell'Accademia is a recommended place to visit. This national museum is rated an average of 4.6 out of 5 stars in 34,429 reviews. Based on recent data, the attraction hosts 1,719,645 visitors per year.

Another must-see attraction in Florence is Cathedral of Santa Maria del Fiore. Rated an average of 4.8 out of 5 stars by 76,359 travelers, this popular tourist destination in Florence offers an experience you will remember.

Basilica di Santa Maria Novella, Firenze (FI) is another popular stop on travelers' itineraries in Florence. This archives promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 23,075 reviews.

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.

Continue your lively evening at Bar Freud e Squisito, a perfect place for winding down or revving up the night, depending on which mood you’re in. Osteria del Sole is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Macondo - Cocktail Bar ensures a night out tailored to your taste.

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

Day 12 of your luxury road trip in Italy begins and concludes in the city of Bologna. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Bologna, where you still have 1 night nights remaining.

Seize the day by visiting some of the best attractions in the area, like Two Towers. This extraordinary tower has an average rating of 4.7 out of 5 stars from 25,975 visitors.

Next, make your way to Piazza Maggiore. This square is rated an average of 4.7 out of 5 stars in 64,523 reviews.

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

To truly maximize your evening out, consider visiting Bar Senza Nome after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Maurizio, another bar with an inviting ambiance. Similarly, BrewDog Bar Bologna also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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 13 of your luxury holiday in Italy, your road trip route will take you exploring the best of Verona. 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 jump back into the car and say goodbye to Bologna, you’ll hit the road in the direction of Verona. This drive usually takes around 1 hour 51 min. When you arrive, enjoy some sightseeing.

When you're ready to see some sights, piazza delle Erbe is a great place to start. This square is rated an average of 4.7 out of 5 stars by 11,777 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.

We also recommend a stop at Castelvecchio Museum. This site gets more than 35,031 visitors annually. The art museum has been rated an average of 4.6 out of 5 stars by 13,854 visitors.

If you're keen to explore more, consider visiting Castelvecchio Bridge. This arch bridge is a popular attraction with an average rating of 4.7 out of 5 stars from 12,156 reviews.

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

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

This renowned restaurant holds , and offers an exceptional menu of cuisine.

Continue the enjoyment post-dinner at Tiffany Bolzano, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Grifoncino offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Bar Harley (Franco L'eschimese). This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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.

Today is the last day of your 14-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 Bolzano before saying goodbye.

As your final day in Italy unfolds, don’t miss the chance for a last-minute shopping spree in Bolzano’s shopping district. Your accommodation’s convenient location near the city’s shopping area offers the luxury of time, so you don’t have to limit yourself from leisurely strolling its streets amidst a collection of establishments.

Look for the perfect gift for your loved ones back home, or buy yourself a little keepsake to remind you of Italy. Keep the spirit of your trip to Italy alive with these special souvenirs.

Treat yourself to a final feast. Savor the unique flavors of Bolzano 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 Laurin Bar, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Parkhotel Laurin is another top choice with a popular menu.

You will then say farewell to Bolzano 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!