Luxury One-Week Italy Road Trip from Bolzano traveling west to Verona, and Milan

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Escape for the holiday of a lifetime with this 8-day luxury road trip in Italy!

Italy offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Italy. With this perfectly planned vacation itinerary, you will stay 2 nights in Bolzano, 2 nights in Verona, and 3 nights in Milan, experiencing the ultimate luxury vacation in Italy.

Finding the perfect luxury lodging is going to make your vacation in Italy feel truly special. The home for your 8-day luxury holiday will be only the most exclusive 5-star hotels in Italy. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Upon arriving in Italy, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 8-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in Italy.

Throughout your exclusive vacation in Italy, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Italy. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Italy.

This exclusive travel plan is designed to include everything you need to have the best vacation in Italy. By booking this luxury holiday package, you can avoid spending hours researching and planning your 8-day road trip in Italy. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Italy before and after booking. Our flexible trip planning means you will be able to explore Bolzano, Verona, Monza, Milan, and Trento at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Italy.

The best flights, activities, tours, and hotels in Italy fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Italy today!

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Day 1

Day 1 – Bolzano - arrival day

  • Bolzano - Bozen - Arrival day
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  • Piazza Walther
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Your luxury holiday in Italy begins as soon as you reach the city of Bolzano, where you'll be staying for 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Seize the day by visiting some of the best attractions in the area, like Waltherplatz. This extraordinary square has an average rating 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.

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

Savor the flavors at Stadt Hotel Città, a top pick for dinner tonight. Alternatively, Alumix Cafè Ristorante Pizzeria beckons with its unique menu offerings. Also, consider Castel Flavon. With its consistent customer satisfaction, it’s an excellent option for dining in Bolzano tonight.

Let the evening flow smoothly from dinner to drinks at Café Gruber, a top-rated bar in the area. For other recommendations, Franzbar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar La Nuova Grotta Del Corso offers a memorable night with diverse drink options and excellent service.

Raise a toast to the start of your 8-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Bolzano, Ponte d'Adige - Sigmundskron, and Verona

  • Verona
  • Bolzano - Bozen
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Drive 163 km, 2 hours 20 min

  • Franciscan Monastery
  • South Tyrol Archeological Museum
  • Fondazione Museion
  • Messner Mountain Museum Firmian
  • More

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Bolzano, and Ponte d'Adige - Sigmundskron. The day's journey will conclude in Verona, 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.

A top pick for your self-guided sightseeing tour today is Franciscan Monastery. Previous visitors have rated this place of worship an average of 4.4 out of 5 stars in 318 reviews.

South Tyrol Museum Of Archaeology is a local recommendation that you also can pay a visit today. This archaeological museum is rated an average of 4.6 out of 5 stars in 9,935 reviews.

Another attraction you won't want to miss is Museion. This museum is rated an average of 4.2 out of 5 stars in 1,153 reviews.

Embrace the thrill of the open road as you wave goodbye to Bolzano and set your GPS to Ponte d'Adige - Sigmundskron. 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 14 min. Upon reaching Ponte d'Adige - Sigmundskron, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Make Messner Mountain Museum Firmian one of your first sightseeing stops in Ponte d'Adige - Sigmundskron. Rated an average of 4.5 out of 5 stars by 2,411 travelers, a visit to this local attraction makes for a great introduction to the area. This museum of modern art attracts 24,620 visitors every year.

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

Set out on a gastronomic journey in Verona by reserving a table at Casa Perbellini 12 Apostoli. Renowned for its 2-star Michelin recognition, 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.

If you’re not ready to end the night just yet, Archivio offers a perfect venue to relax and savor a drink. Similarly, La Segreteria Café is well-suited for those looking to unwind in a social setting. Duchi Café 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 stress-free luxury holiday in Italy has plenty more in store for you.

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Day 3

Day 3 – Verona

  • Verona
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Drive 8 km, 51 min

  • Piazza delle Erbe
  • Verona Cathedral
  • Ponte Pietra
  • Castel San Pietro
  • Basilica di San Zeno Maggiore
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Day 3 of your luxury road trip in Italy begins and concludes in the city of Verona. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Verona, where you still have 1 night nights remaining.

A top pick for your self-guided sightseeing tour today is Piazza Delle Erbe. Previous visitors have rated this square an average of 4.7 out of 5 stars in 11,777 reviews.

Verona Cathedral is a local recommendation that you also can pay a visit today. This cathedral is rated an average of 4.6 out of 5 stars in 6,866 reviews.

Another attraction you won't want to miss is Ponte Pietra. This deck arch bridge is rated an average of 4.7 out of 5 stars in 12,284 reviews.

Castel San Pietro is another outstanding experience in Verona. Around 6,049 travelers have rated this castle an average of 4.7 out of 5 stars.

If you long for more, Basilica Di San Zeno Maggiore is not far away. This church is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.7 out of 5 stars in 6,248 reviews.

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

Don’t miss out on dining at Re Teodorico, a top-rated dining destination in Verona. If you're in the mood to try something new, consider La Piazzetta Osteria Enoteca, another top spot with a mouthwatering menu. You might also want to secure a reservation at Terrazza Bar Al Ponte. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Verona this evening.

Continue your evening by exploring the vibrant nightlife scene at Cappa Café, a prime destination for a thrilling night out.

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

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Day 4

Day 4 – Verona, Monza, and Milan

  • Milan
  • Verona
  • Monza
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Drive 190 km, 3 hours 6 min

  • Ponte Scaligero
  • Castelvecchio Museum
  • Verona Arena
  • Autodromo Nazionale Monza
  • Parco di Monza
  • More

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 Milan, where you'll be staying for 3 nights. The day's itinerary unfolds with a diverse array of experiences in Verona, and Monza.

Make Castelvecchio Bridge your first stop of the day. Previous visitors have rated this arch bridge an average of 4.7 out of 5 stars in 12,156 reviews.

Next up, make a stop at Castelvecchio Museum. With an average rating of 4.6 out of 5 stars by 13,854 visitors, it's easy to understand why so many people visit this art museum every year. In fact, this attraction welcomes 35,031 annual visitors.

Verona Arena is another attraction you can visit on this day of your vacation. This opera house has an average rating of 4.7 out of 5 stars by 123,818 visitors. Up to 195,540 travelers come to Verona every year to see Verona Arena with their own eyes.

After soaking in Verona’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Monza. Expect your car journey to take a minimum of 1 hour 54 min. When you arrive in Monza, it's time to take a break from the road.

Be one of the day’s first visitors at Monza Circuit. This motorsport racing track is rated an average of 4.6 out of 5 stars by 14,877 visitors.

When you’re finished at Monza Circuit, head to Monza Park. This one-of-a-kind 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 Milan. 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 Milan so you can check out the menus and make advance reservations.

Dive into a culinary adventure like no other in Milan by booking a table at Enrico Bartolini al Mudec. This popular restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another culinary dining option, venture to Seta by Antonio Guida, celebrated for its delectable international, and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Il Luogo Aimo e Nadia, a top local restaurant known for its tantalizing italian contemporary, and modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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.

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.

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Day 5

Day 5 – Milan

  • Milan
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Drive 1 km, 17 min

  • Palazzo Reale di Milano
  • Duomo di Milano
  • Cathedral Square
  • Galleria Vittorio Emanuele II
  • Teatro alla Scala
  • More

Day 5 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 2 nights nights remaining.

Begin your sightseeing with a visit to Royal Palace Of Milan. This extraordinary art museum is rated an average of 4.6 out of 5 stars by 17,538 visitors.

Next, make your way to Duomo Di Milano Museum. This top attraction is an art museum with an average rating of 4.8 out of 5 stars by 138,554 visitors. Duomo Di Milano Museum welcomes 341,609 yearly visitors.

We also recommend a visit to Cathedral Square. This sightseeing destination is rated 4.8 out of 5 stars by 7,539 travelers.

If you’re keen to keep exploring, visit Galleria Vittorio Emanuele Ii. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 91,394 travelers.

Today is also your chance to spend some time at La Scala. This opera house is rated an average of 4.7 out of 5 stars by 26,219 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 Milan for you, so you can check out the menus and make your reservation in advance.

Dine in style at Nero 9, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante la Brisa boasts a menu that's sure to impress. Also, be sure to check out UNAHOTELS Cusani Milano. Known as a local hotspot, it’s a great choice for tonight in Milan.

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

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

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Day 6

Day 6 – Milan

  • Milan
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Drive 9 km, 1 hour 3 min

  • Leonardo da Vinci Museum of Science and Technology
  • Basilica di Sant'Ambrogio
  • Sforzesco Castle
  • Sempione Park
  • Arco della Pace
  • More

Day 6 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 Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This attraction has an average rating of 4.5 out of 5 stars from 22,235 visitors and gets around 532,084 visits every year.

Basilica Di Sant'ambrogio is another sightseeing hotspot in the area. This church has been rated an average of 4.7 out of 5 stars by 12,883 travelers.

Milan is also the home of Sforzesco Castle Art Library. Around 68,714 people have rated this library an average of 4.6 out of 5 stars.

Another place you’ll want to visit is Parco Sempione. With an average rating of 4.6 out of 5 stars from a total of 72,914 reviews, a visit to this park is a great idea.

This day of your vacation in Milan is also your chance to admire Arch Of Peace. This must-visit monument enjoys an average rating of 4.6 out of 5 stars from 27,502 reviews.

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.

Enjoy a lovely meal at Vento di Sardegna, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Palazzo Parigi Hotel & Grand Spa Milano is another top choice with a popular menu. You could also check for a table at Galleria Restaurant. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Milan tonight.

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

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

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Day 7

Day 7 – Milan, Trento, and Bolzano

  • Bolzano - Bozen
  • Milan
  • Trentino-Alto Adige/Südtirol
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Drive 287 km, 4 hours 12 min

  • Pinacoteca di Brera
  • Piazza Gae Aulenti
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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 Milan, and Trento. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

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 Piazza Gae Aulenti. This square is rated an average of 4.6 out of 5 stars in 30,398 reviews.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Trento. This drive usually takes around 2 hours 32 min, without any stops or traffic disruptions.

An excellent attraction to start your day with is Muse. This museum is rated an average of 4.6 out of 5 stars in 20,032 reviews.

Continue your journey at Piazza Del Duomo Di Trento. This point of interest is rated 4.6 out of 5 stars by 7,705 travelers from near and far.

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

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.

Enjoy an outstanding dining experience at In Viaggio - Claudio Melis, a 1-star Michelin restaurant offering an exceptional creative, and contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby Bib Gourmand-awardee, Vögele, known for its delicious regional, and traditional cuisine.

Explore the vibrant nightlife at Tiffany Bolzano after your meal, a hub for lively evenings and memorable moments. Or, head to Grifoncino for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Harley (franco L'eschimese) is perfect for those looking to extend their night with a touch of local flavor.

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

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Day 8

Day 8 – Bolzano - departure day

  • Bolzano - Bozen - Departure day
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  • Funivia del Colle
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Today is the last day of your 8-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.

Make the most of your final day in Italy by visiting Bolzano’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.

Make the most of what's left of your luxury vacation and head out to the stunning Kohlerer Bahn. This extraordinary aerial tramway and attraction is rated an average of 4.4 out of 5 stars in 767 reviews, and is an excellent choice for your last sightseeing in Bolzano.

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

Treat yourself to a delicious dinner at Laurin Bar, an excellent option for tonight's dining. Looking for something different? Parkhotel Laurin offers a tantalizing alternative with its diverse menu. And don’t miss Osteria Dai Carrettai di Sartori Stefano.

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!

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