Luxury 5-Day Italy Road Trip from Bologna to Venice, and Milan

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Description

Experience travel that redefines comfort and elegance with this 5-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 Bologna, 1 night in Venice, 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 5-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 5-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 5-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, Venice, Verona, and Milan 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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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!

Seize the day by visiting some of the best attractions in the area, like Portici Di Bologna. This extraordinary sightseeing destination has an average rating of 4.8 out of 5 stars from 101 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.

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

Make sure to book a table at Sfoglia Rina, a popular restaurant in Bologna. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Bologna at Va Mo Là, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Trattoria dal Biassanot. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Bologna tonight.

Cap off your dinner by heading to Bar Freud E Squisito, ideal for a leisurely evening with a drink in hand. Osteria Del Sole is another bar that offers an enjoyable setting. Similarly, Macondo - Cocktail Bar is also a popular place to go on a night out, perfect for relaxing and socializing.

Raise a toast to the start of your 5-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Bologna, and Venice

  • Venice
  • Bologna
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Drive 155 km, 2 hours

  • 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 Venice, 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.

An excellent attraction to start your day with is Piazza Maggiore. This square is rated an average of 4.7 out of 5 stars in 64,523 reviews.

Continue your journey at Fountain Of Neptune, Bologna. This fountain is rated 4.7 out of 5 stars by 3,952 travelers from near and far.

Bologna is also the home of Bologna Cathedral. This catholic cathedral has an average rating of 4.6 out of 5 stars from 3,852 visitors.

You can continue your self-guided sightseeing tour at Two Towers. Rated 4.7 out of 5 stars by 25,975 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Piazza Santo Stefano. With an average rating of 4.8 out of 5 stars from 7,617 reviews, it’s hard to refuse the opportunity to see this square.

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.

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

Extend your evening after a delightful meal by visiting Al Parlamento, which offers the perfect atmosphere for a night out. Moreover, Adagio is another popular option for a drink or two. Likewise, Il Mercante 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 3

Day 3 – Venice, Verona, and Milan

  • Milan
  • Venice
  • Verona
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Drive 277 km, 3 hours 40 min

  • Rialto Bridge
  • St. Mark's Square
  • Doge's Palace
  • Verona Arena
  • More

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 1 night. The day's itinerary unfolds with a diverse array of experiences in Venice, and Verona.

Be one of the day’s first visitors at Rialto Bridge. This stone bridge is rated an average of 4.7 out of 5 stars by 141,666 visitors.

When you’re finished at Rialto Bridge, head to Piazza San Marco. This one-of-a-kind square is rated an average of 4.7 out of 5 stars in 152,982 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Doge's Palace. This palace is rated an average of 4.7 out of 5 stars by 24,775 visitors. Visiting Doge's Palace means you'll be one of 318,104 people who do so every year.

Verona’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Venice behind. This drive usually takes around 1 hour 24 min. Verona welcomes you with a multitude of unique vacation experiences.

Journey into the unknown at Verona Arena, a unique attraction awaiting your visit. This remarkable opera house has an average rating of 4.7 out of 5 stars from 123,818 reviews. Every year, Verona Arena welcomes more than 195,540 curious 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 day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Milan. Savor the local cuisine and relax as you recount the day's experiences.

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.

Unwind after your meal by stepping into Nottingham Forest. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Armani/bamboo Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Mag Cafe, another top-rated bar in the area.

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

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Day 4

Day 4 – Milan, and Bologna

  • Bologna
  • Milan
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Drive 218 km, 3 hours 5 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • Teatro alla Scala
  • Sforzesco Castle
  • Sempione Park
  • 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 Milan. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

A top pick for your self-guided sightseeing tour today is Duomo Di Milano Museum. Over 341,609 travelers visit this attraction every year. Previous visitors have rated this art museum an average of 4.8 out of 5 stars in 138,554 reviews.

Galleria Vittorio Emanuele Ii is a local recommendation that you also can pay a visit today. This commercial gallery is rated an average of 4.7 out of 5 stars in 91,394 reviews.

Another attraction you won't want to miss is La Scala. This opera house is rated an average of 4.7 out of 5 stars in 26,219 reviews.

Sforzesco Castle Art Library is another outstanding experience in Milan. Around 68,714 travelers have rated this library an average of 4.6 out of 5 stars.

If you long for more, Parco Sempione is not far away. This park is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.6 out of 5 stars in 72,914 reviews.

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

Discover the culinary delights of Bologna by securing a reservation at I Portici. Esteemed for its 1-star Guide Michelin recognition, this restaurant offers a remarkable selection of creative, and contemporary cuisine. For an alternative dining experience, try Ahimè, renowned for its delicious country cooking dishes. This esteemed Bib Gourmand-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Trattoria di Via Serra, a highly recommended local eatery celebrated for its mouthwatering emilian menu. With its Bib Gourmand recognition, it offers an unforgettable dining adventure.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bar Senza Nome, a well-loved spot among locals and tourists. Or, head to Bar Maurizio. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Brewdog Bar Bologna, another top-rated place in the area.

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 – Bologna - departure day

  • Bologna - Departure day
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  • Tombe dei Glossatori
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Today is the last day of your 5-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.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Bologna's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

Make the most of what's left of your luxury vacation and head out to the stunning Tombs Of The Glossators Of Bologna. This extraordinary tomb and attraction is rated an average of 4.5 out of 5 stars in 330 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.

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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