Luxury 6-Day Italy Road Trip from Bologna traveling north to Milan, and Venice

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Set off on the ultimate travel extravagance with this 6-day luxury road trip across Italy. Every aspect of your journey is crafted to provide a sophisticated and comfortable experience. Enjoy a holiday where luxury unfolds at every turn in each stop of your adventure 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 Bologna, 2 nights in Milan, and 1 night in Venice, 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 6-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 6-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 6-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 Bologna, Milan, Valeggio sul Mincio, Verona, Venice, and Padua 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 – Bologna - arrival day

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

Take the opportunity to see Arco Del Meloncello. This attraction has an average rating of 4.6 out of 5 stars from 3,755 visitors.

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

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

Don’t miss out on dining at Sfoglia Rina, a top-rated dining destination in Bologna. If you're in the mood to try something new, consider Va Mo Là, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria dal Biassanot. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Bologna this evening.

To truly maximize your evening out, consider visiting Bar Freud E Squisito after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Osteria Del Sole, another bar with an inviting ambiance. Similarly, Macondo - Cocktail Bar also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise a toast to the start of your 6-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Bologna, and Milan

  • Milan
  • Bologna
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Drive 223 km, 2 hours 49 min

  • Piazza Maggiore
  • Fontana del Nettuno
  • Cattedrale Metropolitana di San Pietro
  • Two Towers
  • Piazza Santo Stefano
  • More

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Bologna. The day's journey will conclude in Milan, 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.

Seize the day by visiting some of the best attractions in the area, like Piazza Maggiore. This extraordinary square has an average rating of 4.7 out of 5 stars from 64,523 visitors.

Next, make your way to Fountain Of Neptune, Bologna. This fountain is rated an average of 4.7 out of 5 stars in 3,952 reviews.

While in Bologna, we also recommend a visit to Bologna Cathedral. This catholic cathedral has been rated an average of 4.6 out of 5 stars in 3,852 reviews.

If you’re keen to explore even more, then consider a visit to Two Towers. With an average rating of 4.7 out of 5 stars by 25,975 travelers, this tower is a highly recommended stop on your sightseeing around Bologna.

Make your way to Piazza Santo Stefano, perhaps the most famous square in Bologna. This attraction is rated an average of 4.8 out of 5 stars in 7,617 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 full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Milan. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

Treat yourself to an extraordinary dining experience at Enrico Bartolini al Mudec, a 3-star Michelin restaurant offering an incredible creative menu. Alternatively, if your taste buds call for something different, Seta by Antonio Guida is one of the best restaurants for international, and contemporary cuisine in Milan. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Il Luogo Aimo e Nadia. As a top-rated establishment with 1 Michelin star, it is an ideal choice for italian contemporary, and modern cuisine in the city.

Continue your evening by exploring the vibrant nightlife scene at Nottingham Forest, a prime destination for a thrilling night out. Also, don’t forget to check out Armani/bamboo Bar, a bar that offers unique local touches. Likewise, Mag Cafe provides an excellent alternative for a fun evening.

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

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Day 3

Day 3 – Milan

  • Milan
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Drive 4 km, 39 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • Teatro alla Scala
  • Sforzesco Castle
  • Sempione Park
  • More

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.

An excellent attraction to start your day with is Duomo Di Milano Museum. This art museum typically receives around 341,609 visitors every year and is rated an average of 4.8 out of 5 stars in 138,554 reviews.

Continue your journey at Galleria Vittorio Emanuele Ii. This commercial gallery is rated 4.7 out of 5 stars by 91,394 travelers from near and far.

Milan is also the home of La Scala. This opera house has an average rating of 4.7 out of 5 stars from 26,219 visitors.

You can continue your self-guided sightseeing tour at Sforzesco Castle Art Library. Rated 4.6 out of 5 stars by 68,714 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Parco Sempione. With an average rating of 4.6 out of 5 stars from 72,914 reviews, it’s hard to refuse the opportunity to see this park.

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

Treat yourself to a delicious dinner at Nero 9, an excellent option for tonight's dining. Looking for something different? Ristorante la Brisa offers a tantalizing alternative with its diverse menu. And don’t miss UNAHOTELS Cusani Milano. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Milan.

Continue the enjoyment post-dinner at Kilburn Cocktail Bar Milano, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Frida offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out The Friends Pub Milano. 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 stress-free luxury holiday in Italy has plenty more in store for you.

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Day 4

Day 4 – Milan, Valeggio sul Mincio, Verona, and Venice

  • Venice
  • Valeggio sul Mincio
  • Verona
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Drive 292 km, 4 hours 25 min

  • Parco Giardino Sigurtà
  • Castelvecchio Museum
  • Ponte Scaligero
  • Verona Arena
  • More

Wake up to day 4 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Valeggio sul Mincio, and Verona. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Valeggio sul Mincio’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Milan behind. This drive usually takes around 2 hours 3 min. Valeggio sul Mincio welcomes you with a multitude of unique vacation experiences.

Journey into the unknown at Parco Giardino Sigurtà, a unique attraction awaiting your visit. This remarkable park has an average rating of 4.6 out of 5 stars from 27,387 reviews.

Verona’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Valeggio sul Mincio behind. This drive usually takes around 43 min. Verona welcomes you with a multitude of unique vacation experiences.

Begin your sightseeing with a visit to Castelvecchio Museum. This extraordinary art museum is rated an average of 4.6 out of 5 stars by 13,854 visitors. Each year, around 35,031 people visit this site to learn more about it.

Next, make your way to Castelvecchio Bridge. This top attraction is an arch bridge with an average rating of 4.7 out of 5 stars by 12,156 visitors.

We also recommend a visit to Verona Arena. Hosting 195,540 visitors every year, Verona Arena is one of the most popular places to visit in Verona. This opera house is rated 4.7 out of 5 stars by 123,818 travelers.

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

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

Experience a symphony of flavors at Local in Venice by securing a reservation in advance. Renowned for its 1-star Michelin distinction, Local delights its guests with its exceptional variety of meals showcasing delicious contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Wistèria, acclaimed for its delectable contemporary, and venetian specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Quadri, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for modern cuisine in the city.

If you’re not ready to end the night just yet, Al Parlamento offers a perfect venue to relax and savor a drink. Similarly, Adagio is well-suited for those looking to unwind in a social setting. Il Mercante 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.

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Day 5

Day 5 – Venice, Padua, and Bologna

  • Bologna
  • Venice
  • Padua
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Drive 159 km, 2 hours 36 min

  • Rialto Bridge
  • St. Mark's Square
  • Doge's Palace
  • The Basilica of St Anthony
  • Prato della Valle
  • More

Wake up to day 5 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 Bologna, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Venice, and Padua.

Start your sightseeing with a visit to Rialto Bridge. This stone bridge is a popular stop on travelers’ itineraries in Venice, with an average rating of 4.7 out of 5 stars by 141,666 visitors.

Piazza San Marco is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 152,982 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Doge's Palace. Visitors have rated this palace an average of 4.7 out of 5 stars in 24,775 reviews. Doge's Palace receives around 318,104 visitors every year.

As you’ve unraveled the marvels of Venice, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Padua may take around 39 min. Upon your arrival in Padua, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Make The Basilica Of St. Anthony your first stop of the day. Previous visitors have rated this church an average of 4.8 out of 5 stars in 38,852 reviews.

Next up, make a stop at Prato Della Valle. With an average rating of 4.6 out of 5 stars by 47,576 visitors, it's easy to understand why so many people visit this square every year.

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

Have a memorable dining experience in Bologna by booking a table at I Portici, renowned as a 1-star Michelin restaurant presenting an exceptional creative, and contemporary menu. For a different culinary experience in Bologna, Ahimè shines as one of the top destinations, known for its delicious country cooking cuisine. This Bib Gourmand-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Trattoria di Via Serra is known as a top local spot for its delicious emilian cuisine in Bologna. This Bib Gourmand awardee is a highly recommended choice for an unforgettable meal.

After savoring a delicious meal, step into the vibrant nightlife at Bar Senza Nome, where the evening is just getting started. In the same way, Bar Maurizio offers a unique charm perfect for experiencing the local bar scene in Bologna. Brewdog Bar Bologna is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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 6

Day 6 – Bologna - departure day

  • Bologna - Departure day
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Today is the last day of your 6-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 Bologna before saying goodbye.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

Make the most of what's left of your luxury vacation and head out to the stunning Portici Di Bologna. This extraordinary sightseeing destination and attraction is rated an average of 4.8 out of 5 stars in 101 reviews, and is an excellent choice for your last sightseeing in Bologna.

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

If you're in the mood to try something new, consider Cantina Bentivoglio, another top spot with a mouthwatering menu.

You will then say farewell to Bologna 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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