Luxury 11-Day Italy Road Trip from Milan traveling south to Verona, Venice, Arezzo, Rome, Florence, and Pisa

Your luxury holiday in Italy begins as soon as you reach the city of Milan. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

When you’re ready for some sightseeing, make your way to Arch of Peace. This much-appreciated monument is rated 4.6 out of 5 stars in 27,502 reviews.

Tonight, you will be treated to a stay at one of the best luxury hotels in Milan. 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 Milan. Savor the local cuisine and relax as you recount the day's experiences.

Have a memorable dining experience in Milan by booking a table at Enrico Bartolini al Mudec, renowned as a 3-star Michelin restaurant presenting an exceptional creative menu. For a different culinary experience, Seta by Antonio Guida shines as one of the top destinations known for its delicious international, and contemporary cuisine in Milan. This 2-star Michelin-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, Il Luogo Aimo e Nadia is known as a top local spot for its delicious italian contemporary, and modern cuisine in Milan. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Keep the evening going at Nottingham Forest, a great choice for enjoying the after-dinner hours with a drink. You could also go to Armani/Bamboo Bar, which offers a similarly pleasant setting and great drinks. Another option is Mag Cafe, which provides an inviting environment for unwinding after a busy day out.

Raise a toast to the start of your 11-day luxury vacation in Italy and look forward to more fantastic days to come!

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Milan. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Kick off the day at Duomo di Milano Museum, a top pick for today’s sightseeing. Attracting approximately 341,609 visits every year, this attraction is a must-see. This art museum is rated an average of 4.8 out of 5 stars in 138,554 reviews.

Today is also your chance to visit Galleria Vittorio Emanuele II. Galleria Vittorio Emanuele II is a commercial gallery with an average rating of 4.7 out of 5 stars from 91,394 reviews.

La Scala is another top attraction we highly recommend you visit today. This opera house is rated an average of 4.7 out of 5 stars by 26,219 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Sforzesco Castle Art Library. This library is rated an average of 4.6 out of 5 stars by 68,714 visitors.

Lastly, don’t miss out on Parco Sempione, a famous park in Milan. This attraction is rated an average of 4.6 out of 5 stars by 72,914 travelers.

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

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.

Enjoy an outstanding dining experience at Casa Perbellini 12 Apostoli, a 2-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 1-star Michelin-awardee, Il Desco, known for its delicious italian contemporary cuisine. Another highly-recommended restaurant in Verona is Osteria Mondo d'Oro, a renowned Bib Gourmand restaurant, known for its delicious italian, and seasonal menu.

To truly maximize your evening out, consider visiting Archivio after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to La Segreteria Café, another bar with an inviting ambiance. Similarly, Duchi Café also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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 Venice, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Verona, and Ronchi.

Make Verona Arena one of your first sightseeing stops in Verona. Rated an average of 4.7 out of 5 stars by 123,818 travelers, a visit to this local attraction makes for a great introduction to the area. This opera house attracts 195,540 visitors every year.

Castelvecchio Bridge is a worthwhile attraction you can visit next. This arch bridge is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 12,156 reviews.

Fasten your seatbelt and make your way to your next stop. Ronchi, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Verona to Ronchi may take around 33 min without traffic disruptions. Upon arrival in Ronchi, we highly recommend checking out some of the top attractions.

Your sightseeing of the day begins at Gardaland Resort, a remarkable amusement park where it’s easy to get lost in exploration. This top attraction is rated an average of 4.4 out of 5 stars in 99,291 reviews.

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

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 taste of Local in Venice by booking 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 another culinary dining option, venture to Wistèria, celebrated for its delectable contemporary, and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Quadri, a top local restaurant known for its tantalizing modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Round off your dining experience by visiting Al Parlamento, a prime location for a drink. Alternatively, explore the distinctive characteristics of Adagio, a bar catering to every mood and preference. Il Mercante 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!

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

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 St Mark's Basilica. Visitors have rated this cathedral an average of 4.7 out of 5 stars in 18,439 reviews.

Doge's Palace, boasting an annual visitor count of up to 318,104 people, is another unique site you can experience today. This attraction is a palace rated an average of 4.7 out of 5 stars in 24,775 reviews.

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

Discover a world of culinary delights in Arezzo, 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.

Begin your culinary exploration in Arezzo by securing a reservation at Octavin. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of creative cuisine.

Continue your lively evening at Liquid Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in.

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.

On day 5 of your luxury holiday in Italy, your road trip route will take you exploring the best of Vatican City. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Admire the views and listen to some good music as you drive in the direction of Vatican City.

Take the opportunity to see Vatican Museums. This attraction has an average rating of 4.6 out of 5 stars from 133,310 visitors and gets around 1,612,530 visits every year.

Saint Peter's Square is another sightseeing hotspot in the area. This square has been rated an average of 4.8 out of 5 stars by 38,954 travelers.

Vatican City is also the home of Sistine Chapel. Around 52,083 people have rated this chapel an average of 4.7 out of 5 stars.

Another place you’ll want to visit is St. Peter's Basilica, which hosts up to 11,000,000 visitors every year. With an average rating of 4.8 out of 5 stars from a total of 131,043 reviews, a visit to this major basilica is a great idea.

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

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

Have a memorable dining experience in Rome by booking a table at La Pergola, renowned as a 3-star Michelin restaurant presenting an exceptional mediterranean, and contemporary menu. For a different culinary experience, Il Pagliaccio shines as one of the top destinations known for its delicious creative, and innovative cuisine in Rome. This 2-star Michelin-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, Enoteca La Torre is known as a top local spot for its delicious mediterranean, and creative cuisine in Rome. This 2-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Explore the vibrant nightlife at La Botticella of Poggi Giovanni after your meal, a hub for lively evenings and memorable moments. Or, head to Sant' Eustachio Caffè for a great selection of flavorful drinks and a charming setting. Furthermore, Caffè Portofino 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 luxury holiday in Italy has plenty more in store for you.

Day 6 of your luxury road trip in Italy begins and concludes in the city of Rome. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Rome, where you still have 2 nights nights remaining.

Make Colosseum your first stop of the day. Previous visitors have rated this roman amphitheatre an average of 4.7 out of 5 stars in 328,821 reviews. More than 7,400,000 people visit this place of interest every year.

Next up, make a stop at Roman Forum. With an average rating of 4.7 out of 5 stars by 114,450 visitors, it's easy to understand why so many people visit this square every year.

Largo di Torre Argentina is another attraction you can visit on this day of your vacation. This square has an average rating of 4.5 out of 5 stars by 30,433 visitors.

When you’re finished at largo di Torre Argentina, the perfect next stop is Pantheon. This roman temple is rated an average of 4.8 out of 5 stars in 189,682 reviews. Pantheon attracts approximately 30,000,000 visitors annually.

If you’re keen to explore even more, then consider a visit to Piazza Navona. This square is a top place to visit, with a rating of 4.7 out of 5 stars from 158,771 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 Rome for you so you can browse their menus in advance and make a reservation.

This renowned restaurant holds and offers an exceptional menu of cuisine.

After savoring a delicious meal, step into the vibrant nightlife at The Apartment Bar Roma, where the evening is just getting started. In the same way, Hotel Hassler Roma offers a unique charm perfect for experiencing the local bar scene in Rome.

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.

Day 7 of your luxury road trip in Italy begins and concludes in the city of Rome. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Rome, where you still have 1 night nights remaining.

An excellent attraction to start your day with is Trevi Fountain. This sculpture is rated an average of 4.8 out of 5 stars in 343,494 reviews.

Continue your journey at Piazza di Spagna. This square is rated 4.7 out of 5 stars by 113,658 travelers from near and far.

Rome is also the home of Spanish Steps. This monumental staircase has an average rating of 4.5 out of 5 stars from 57,211 visitors.

You can continue your self-guided sightseeing tour at Castel Sant'Angelo. A total of 918,591 people explore this attraction every year. Rated 4.7 out of 5 stars by 72,431 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Villa Borghese. With an average rating of 4.6 out of 5 stars from 69,749 reviews, it’s hard to refuse the opportunity to see this urban zone of rome.

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

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

Wake up to day 8 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 Florence, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Rome.

Drop by the renowned Altare della Patria. This popular architectural structure has been rated an average of 4.8 out of 5 stars by 49,843 visitors. Based on recent data, this attraction is visited by more than 1,683,070 travelers every year.

Another unforgettable place to experience is Circus Maximus. Rated 4.4 out of 5 stars by 44,741 visitors, this circus deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Campo de' Fiori. This square has been rated an average of 4.4 out of 5 stars in 51,133 reviews.

Another favorite attraction in the area is piazza del Popolo. This square and popular place of interest enjoys a rating of 4.6 out of 5 stars from 89,807 local and international travelers.

If you’re keen to explore even more, then consider a visit to Foro Italico. With an average rating of 4.6 out of 5 stars from 25,438 travelers, this sightseeing destination is an attraction many avid travelers highly recommend visiting while in Rome.

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

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

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 Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary, and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, SE·STO on Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

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.

Wake up to day 9 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Florence. 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 della Signoria. This square is rated an average of 4.8 out of 5 stars in 66,956 reviews.

Continue your journey at Cathedral of Santa Maria del Fiore. This church is rated 4.8 out of 5 stars by 76,359 travelers from near and far.

Florence is also the home of Ponte Vecchio. This deck arch bridge has an average rating of 4.7 out of 5 stars from 118,099 visitors.

You can continue your self-guided sightseeing tour at Uffizi Gallery. A total of 2,011,219 people explore this attraction every year. Rated 4.7 out of 5 stars by 61,794 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on piazzale Michelangelo. With an average rating of 4.8 out of 5 stars from 77,744 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 in Pisa.

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 Pisa so you can check out the menus and make advance reservations.

Continue your evening by exploring the vibrant nightlife scene at JEFFER cocktails & friends, a prime destination for a thrilling night out. Also, don’t forget to check out Le Parisien Wine Bar, a bar that offers unique local touches. Likewise, Las Volta cocktailbar provides an excellent alternative for a fun evening.

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

On day 10 of your luxury holiday in Italy, your road trip route will take you exploring the best of Pisa, and Genoa. 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 Knights' Square. This attraction has an average rating of 4.5 out of 5 stars from 9,051 visitors.

Leaning Tower of Pisa is another sightseeing hotspot in the area. This bell tower has been rated an average of 4.7 out of 5 stars by 116,882 travelers. Up to 3,200,000 people visit Leaning Tower of Pisa every year.

Pisa is also the home of Piazza del Duomo, Pisa. Around 104,550 people have rated this square an average of 4.7 out of 5 stars.

Another place you’ll want to visit is Campo santo. With an average rating of 4.6 out of 5 stars from a total of 586 reviews, a visit to this cemetery is a great idea.

Embrace the thrill of the open road as you wave goodbye to Pisa and set your GPS to Genoa. 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 1 hour 54 min. Upon reaching Genoa, 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 Via Garibaldi. This extraordinary point of interest has an average rating of 4.6 out of 5 stars from 5,399 visitors.

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

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

As a top-rated it is an ideal choice in the city.

Unwind after your meal by stepping into Kilburn Cocktail Bar Milano. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Frida offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook The Friends Pub Milano, another top-rated bar in the area.

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

Today is the last day of your 11-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 Milan before saying goodbye.

Make the most of your final day in Italy by visiting Milan’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 Piazza Gae Aulenti. This extraordinary square and attraction is rated an average of 4.6 out of 5 stars in 30,398 reviews, and is an excellent choice for your last sightseeing in Milan.

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

You will then say farewell to Milan 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!