Luxury 9-Day Italy Road Trip from Verona to Milan, Genoa, Florence, Bologna, and Venice and surrounding area

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Set off on the ultimate travel extravagance with this 9-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 Verona, 2 nights in Milan, 1 night in Genoa, 1 night in Florence, 1 night in Bologna, 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 9-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 9-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 9-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 Verona, Milan, Genoa, Pisa, Florence, Bologna, Padua, and Venice 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 – Verona - arrival day

  • Verona - Arrival day
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  • Verona Arena
  • More

Your luxury holiday in Italy begins as soon as you reach the city of Verona, where you'll be staying for 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Begin your sightseeing with a visit to Verona Arena. This opera house gets 195,540 visitors each year and is rated an average of 4.7 out of 5 stars in 123,818 reviews.

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

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.

Make sure to book a table at La Griglia, a popular restaurant in Verona. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Verona at Osteria da Ugo, 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 Locanda 4 Cuochi. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Verona tonight.

Cap off your dinner by heading to Archivio, ideal for a leisurely evening with a drink in hand. La Segreteria Café is another bar that offers an enjoyable setting. Similarly, Duchi Café is also a popular place to go on a night out, perfect for relaxing and socializing.

Raise a toast to the start of your 9-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Verona, and Milan

  • Milan
  • Verona
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Drive 168 km, 2 hours 44 min

  • Ponte Scaligero
  • Castelvecchio Museum
  • Piazza delle Erbe
  • Ponte Pietra
  • Castel San Pietro
  • More

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 2 nights. The day's itinerary unfolds with a diverse array of experiences in Verona.

Journey into the unknown at Castelvecchio Bridge, a unique attraction awaiting your visit. This remarkable arch bridge has an average rating of 4.7 out of 5 stars from 12,156 reviews.

When you’re ready to continue your sightseeing, Castelvecchio Museum is a recommended place to visit. This art museum is rated an average of 4.6 out of 5 stars in 13,854 reviews. Based on recent data, the attraction hosts 35,031 visitors per year.

Another must-see attraction in Verona is Piazza Delle Erbe. Rated an average of 4.7 out of 5 stars by 11,777 travelers, this popular tourist destination in Verona offers an experience you will remember.

Ponte Pietra is another popular stop on travelers' itineraries in Verona. This deck arch bridge promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 12,284 reviews.

Lastly, don't miss out on Castel San Pietro. Rated 4.7 out of 5 stars by 6,049 local and international travelers, it's a popular place to visit.

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.

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

Prepare for an extraordinary culinary adventure in Milan by booking a table at Enrico Bartolini al Mudec, a 3-star Michelin restaurant that boasts an exceptional creative menu. For a different flavor experience, head to Seta by Antonio Guida, renowned for its delectable international, and contemporary dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Il Luogo Aimo e Nadia, a local gem known for its delightful italian contemporary, and modern cuisine in Milan. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

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 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 10 km, 1 hour 23 min

  • Piazza Gae Aulenti
  • Pinacoteca di Brera
  • Sforzesco Castle
  • Sempione Park
  • Leonardo da Vinci Museum of Science and Technology
  • 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.

Journey into the unknown at Piazza Gae Aulenti, a unique attraction awaiting your visit. This remarkable square has an average rating of 4.6 out of 5 stars from 30,398 reviews.

When you’re ready to continue your sightseeing, Pinacoteca Di Brera is a recommended place to visit. This art museum is rated an average of 4.7 out of 5 stars in 26,077 reviews. Based on recent data, the attraction hosts 417 visitors per year.

Another must-see attraction in Milan is Sforzesco Castle Art Library. Rated an average of 4.6 out of 5 stars by 68,714 travelers, this popular tourist destination in Milan offers an experience you will remember.

Parco Sempione is another popular stop on travelers' itineraries in Milan. This park promises memorable moments of exploring. Other travelers have rated this attraction 4.6 out of 5 stars in 72,914 reviews.

Lastly, don't miss out on Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". Rated 4.5 out of 5 stars by 22,235 local and international travelers, it's a popular place to visit. This technology museum gets closer to 532,084 visits every year.

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.

Make sure to book a table at Nero 9, a popular restaurant in Milan. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Milan at Ristorante la Brisa, 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 UNAHOTELS Cusani Milano. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Milan tonight.

Round off your dining experience by visiting Kilburn Cocktail Bar Milano, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Frida, a bar catering to every mood and preference. The Friends Pub Milano likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 4

Day 4 – Milan, and Genoa

  • Genoa
  • Milan
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Drive 151 km, 2 hours 25 min

  • Palazzo Reale di Milano
  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • Teatro alla Scala
  • Arco della Pace
  • 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.

Start your sightseeing with a visit to Royal Palace Of Milan. This art museum is a popular stop on travelers’ itineraries in Milan, with an average rating of 4.6 out of 5 stars by 17,538 visitors.

Duomo Di Milano Museum is another popular place of interest you can visit today. The average rating of 4.8 out of 5 stars from 138,554 reviews gives you an idea of other visitors’ experience at this attraction. It’s estimated that around 341,609 people visit this art museum every year.

If it’s still bright and early, make your way to Galleria Vittorio Emanuele Ii. Visitors have rated this commercial gallery an average of 4.7 out of 5 stars in 91,394 reviews.

La Scala is another unique site you can experience today. This attraction is an opera house rated an average of 4.7 out of 5 stars in 26,219 reviews.

Make your way to the fantastic Arch Of Peace, perhaps the most famous monument in Milan. This attraction is rated 4.6 out of 5 stars by 27,502 travelers.

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

Enjoy an outstanding dining experience at The Cook, a 1-star Michelin restaurant offering an exceptional modern menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 1-star Michelin-awardee, San Giorgio, known for its delicious modern, and ligurian cuisine. Another highly-recommended restaurant in Genoa is Il Marin, a renowned restaurant with a 1-star Guide Michelin recognition, known for its delicious seafood, and contemporary menu.

Extend your evening after a delightful meal by visiting Scurreria Beer & Bagel, which offers the perfect atmosphere for a night out. Moreover, La Lepre is another popular option for a drink or two.

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

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Day 5

Day 5 – Genoa, Pisa, and Florence

  • Florence
  • Genoa
  • Pisa
  • More

Drive 282 km, 3 hours 47 min

  • Piazza De Ferrari
  • Aquarium of Genoa
  • Leaning Tower of Pisa
  • Piazza del Duomo
  • More

On day 5 of your luxury holiday in Italy, your road trip route will take you exploring the best of Genoa, and Pisa. The day's journey will conclude in Florence, 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.

Take the opportunity to see Piazza De Ferrari. This attraction has an average rating of 4.6 out of 5 stars from 34,312 visitors.

Aquarium Of Genoa is another sightseeing hotspot in the area. This public aquarium has been rated an average of 4.5 out of 5 stars by 62,259 travelers. Up to 1,200,000 people visit Aquarium Of Genoa every year.

As you’ve unraveled the marvels of Genoa, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Pisa may take around 2 hours 5 min. Upon your arrival in Pisa, you’ll be greeted with the opportunity to do some sightseeing and exploring.

An excellent attraction to start your day with is Leaning Tower Of Pisa. This bell tower typically receives around 3,200,000 visitors every year and is rated an average of 4.7 out of 5 stars in 116,882 reviews.

Continue your journey at Piazza Del Duomo, Pisa. This square is rated 4.7 out of 5 stars by 104,550 travelers from near and far.

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

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

Start your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative, and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Il Palagio, a top local spot known for its tantalizing italian contemporary menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

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 6

Day 6 – Florence, and Bologna

  • Bologna
  • Florence
  • More

Drive 110 km, 2 hours 12 min

  • Piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • Uffizi Gallery
  • Piazzale Michelangelo
  • More

Wake up to day 6 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 Florence.

Begin your sightseeing with a visit to Piazza Della Signoria. This square is rated an average of 4.8 out of 5 stars in 66,956 reviews.

Next up, make your way to Cathedral Of Santa Maria Del Fiore. This church has an average rating of 4.8 out of 5 stars from 76,359 reviews.

When you’re ready for your next sight of the day, continue to Ponte Vecchio. This deck arch bridge has an average rating of 4.7 out of 5 stars from 118,099 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Uffizi Gallery. This national museum is rated an average of 4.7 out of 5 stars by 61,794 visitors. Visiting Uffizi Gallery means you'll be one of 2,011,219 people who do so every year.

If you’re keen to explore even more, then consider a visit to Piazzale Michelangelo. This square is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 77,744 visitors.

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.

Discover a world of culinary delights in Bologna, 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.

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.

Explore the vibrant nightlife at Bar Freud E Squisito after your meal, a hub for lively evenings and memorable moments. Or, head to Osteria Del Sole for a great selection of flavorful drinks and a charming setting. Furthermore, Macondo - Cocktail Bar 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 stress-free luxury holiday in Italy has plenty more in store for you.

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Day 7

Day 7 – Bologna, Padua, and Venice

  • Venice
  • Bologna
  • Padua
  • More

Drive 156 km, 2 hours 27 min

  • Piazza Maggiore
  • Two Towers
  • Piazza Santo Stefano
  • The Basilica of St Anthony
  • Prato della Valle
  • More

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 Bologna, and Padua. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

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 Two Towers. This tower is rated 4.7 out of 5 stars by 25,975 travelers from near and far.

Bologna is also the home of Piazza Santo Stefano. This square has an average rating of 4.8 out of 5 stars from 7,617 visitors.

Continue your road trip and head to your next destination, Padua. This car ride takes around 1 hour 28 min.

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

Begin your culinary exploration in Venice by securing a reservation at Local. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another dining delight, visit Wistèria, celebrated for its delectable contemporary, and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Quadri, a top local spot known for its tantalizing modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Keep the excitement of the evening going by visiting a bar or two. Al Parlamento is an excellent place to start. You could also check out Adagio, offering a different kind of charm. A last recommendation for the day is Il Mercante. 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 8

Day 8 – Venice, and Verona

  • Verona
  • Venice
  • More

Drive 122 km, 1 hour 38 min

  • Rialto Bridge
  • St. Mark's Square
  • Saint Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • More

On day 8 of your luxury holiday in Italy, your road trip route will take you exploring the best of Venice. The day's journey will conclude in Verona, 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.

Your sightseeing of the day begins at Rialto Bridge, a remarkable stone bridge where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 141,666 reviews.

Next, satisfy your wanderlust at Piazza San Marco. This square has an average rating of 4.7 out of 5 stars from 152,982 travelers.

St Mark's Basilica is another must-visit attraction. This renowned cathedral offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 18,439 travelers, 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 Doge's Palace. This well-loved palace boasts a 4.7 out of 5-star rating from 24,775 reviews. In a single year, approximately 318,104 visitors add this sightseeing spot to their travel itineraries.

When there’s still energy left for exploring, Bridge Of Sighs awaits. If you’ve been interested in experiencing a footbridge, this is a top pick rated 4.6 out of 5 stars by 18,223 previous visitors.

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.

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

Experience a harmony of flavors at Casa Perbellini 12 Apostoli in Verona by securing a reservation in advance. Known for its 2-star Michelin status, Casa Perbellini 12 Apostoli offers a delightful variety of dishes highlighting its delicious creative, and contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Il Desco, a highly recommended restaurant known for its enticing italian contemporary cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Osteria Mondo d'Oro, a highly acclaimed restaurant celebrated for its exceptional italian, and seasonal menu.

Following your dinner, dive into the local bar culture at Cappa Café. Enjoy this evening's relaxed ambiance with delightful drinks.

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

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Day 9

Day 9 – Verona - departure day

  • Verona - Departure day
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  • Porta Borsari
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Today is the last day of your 9-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 Verona before saying goodbye.

On your last day in Italy, take time to indulge in shopping at Verona’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 Porta Borsari. This extraordinary city gate and attraction is rated an average of 4.6 out of 5 stars in 5,387 reviews, and is an excellent choice for your last sightseeing in Verona.

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

Treat yourself to a delicious dinner at Greppia, an excellent option for tonight's dining. Looking for something different? Antica Bottega del Vino offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Nastro Azzurro.

You will then say farewell to Verona 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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