Luxury 4-Day Italy Road Trip from Bolzano traveling west to Milan

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Experience travel that redefines comfort and elegance with this 4-day luxury road trip in Italy. Witness Italy's awe-inspiring scenery, delight in the finest culinary offerings, and enjoy the ultimate comfort in top-tier accommodations.

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, and 1 night 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 4-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 4-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 4-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, Tirol - Tirolo, Milan, and Verona 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. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Drop by the renowned Waltherplatz. This popular square has been rated an average of 4.5 out of 5 stars by 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.

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

Enjoy a lovely meal at Stadt Hotel Città, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Alumix Cafè Ristorante Pizzeria is another top choice with a popular menu. You could also check for a table at Castel Flavon. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Bolzano tonight.

Following your dinner, dive into the local bar culture at Café Gruber. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Franzbar, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar La Nuova Grotta Del Corso provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise a toast to the start of your 4-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, Tirol - Tirolo, and Milan

  • Milan
  • Bolzano - Bozen
  • Dorf Tirol - Tirolo
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Drive 346 km, 4 hours 41 min

  • South Tyrol Archeological Museum
  • Messner Mountain Museum Firmian
  • Tyrol Castle
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Wake up to day 2 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Milan, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Bolzano, Ponte d'Adige - Sigmundskron, and Tirol - Tirolo.

When you’re ready for some sightseeing, make your way to South Tyrol Museum Of Archaeology. This much-appreciated archaeological museum is rated 4.6 out of 5 stars in 9,935 reviews.

When you’re ready to jump back into the car and say goodbye to Bolzano, you’ll hit the road in the direction of Ponte d'Adige - Sigmundskron. This drive usually takes around 14 min. When you arrive, enjoy some sightseeing.

Begin your sightseeing with a visit to Messner Mountain Museum Firmian. This museum of modern art gets 24,620 visitors each year and is rated an average of 4.5 out of 5 stars in 2,411 reviews.

Embrace the thrill of the open road as you wave goodbye to Ponte d'Adige - Sigmundskron and set your GPS to Tirol - Tirolo. 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 38 min. Upon reaching Tirol - Tirolo, 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 Tirol Castle. This extraordinary château has an average rating of 4.6 out of 5 stars from 3,403 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 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.

Experience a taste of local culinary excellence while in Milan by securing a table at Enrico Bartolini al Mudec. An esteemed 3-star Michelin restaurant, it features an exceptional creative menu. For an alternative taste experience, visit Seta by Antonio Guida, famous for its scrumptious international, and contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Il Luogo Aimo e Nadia, a local favorite celebrated for its exquisite italian contemporary, and modern cuisine in Milan. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary, and modern cuisine lovers seeking top-notch culinary experiences.

Continue the enjoyment post-dinner at Nottingham Forest, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Armani/bamboo Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Mag Cafe. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

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Day 3

Day 3 – Milan, Verona, and Bolzano

  • Bolzano - Bozen
  • Milan
  • Verona
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Drive 319 km, 4 hours 24 min

  • Galleria Vittorio Emanuele II
  • Sempione Park
  • Duomo di Milano
  • Verona Arena
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On day 3 of your luxury holiday in Italy, your road trip route will take you exploring the best of Milan, and Verona. The day's journey will conclude in Bolzano, 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.

Make Galleria Vittorio Emanuele Ii your first stop of the day. Previous visitors have rated this commercial gallery an average of 4.7 out of 5 stars in 91,394 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.

Duomo Di Milano Museum is another attraction you can visit on this day of your vacation. This art museum has an average rating of 4.8 out of 5 stars by 138,554 visitors. Up to 341,609 travelers come to Milan every year to see Duomo Di Milano Museum with their own eyes.

Set your GPS to Verona and hit the road. Expect a journey of approximately 2 hours 2 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Verona beckons with new experiences!

Seize the day by visiting some of the best attractions in the area, like Verona Arena. This extraordinary opera house has an average rating of 4.7 out of 5 stars from 123,818 visitors. Each year, around 195,540 people visit this remarkable site to admire its features and learn more about it.

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.

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.

Set out on a gastronomic journey in Bolzano by reserving a table at In Viaggio - Claudio Melis. Renowned for its 1-star Michelin recognition, this restaurant presents an outstanding menu of creative, and contemporary cuisine. For a different taste, head over to Vögele, renowned for its delectable regional, and traditional dishes. This distinguished Bib Gourmand-recipient is a favorite among guests, making it a worthy addition to your holiday plans. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Bolzano.

Keep the excitement of the evening going by visiting a bar or two. Tiffany Bolzano is an excellent place to start. You could also check out Grifoncino, offering a different kind of charm. A last recommendation for the day is Bar Harley (franco L'eschimese). 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 luxury holiday in Italy has plenty more in store for you.

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Day 4

Day 4 – 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 4-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.

On your last day in Italy, take time to indulge in shopping at Bolzano’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.

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.

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!

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