Luxury Two-Week Italy Road Trip from Milan traveling east to Verona, Venice, Bologna, Arezzo, Rome, Florence, and Pisa

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Experience travel that redefines comfort and elegance with this 15-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 3 nights in Milan, 1 night in Verona, 1 night in Venice, 1 night in Bologna, 1 night in Arezzo, 4 nights in Rome, 2 nights in Florence, and 1 night in Pisa, 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 15-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 15-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 15-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 Milan, Sirmione, Verona, Valeggio sul Mincio, Venice, Bologna, Siena, Arezzo, Rome, Florence, Pisa, and Genoa 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 – Milan - arrival day

  • Milan - Arrival day
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  • Palazzo Borromeo
  • More

Your luxury holiday in Italy begins as soon as you reach the city of Milan, where you'll be staying for 2 nights. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

An excellent attraction to start your day with is Palazzo Borromeo. This palazzo is rated an average of 4.3 out of 5 stars in 130 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.

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

Treat yourself to a delightful dinner at Contraste, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Radisson Blu Hotel Milan? It's another excellent option with a diverse menu. Consider reserving a table at Bice Restaurant as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Milan.

After enjoying a fulfilling meal, continue your evening at Nottingham Forest, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Armani/bamboo Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Mag Cafe provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to the start of your 15-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Milan

  • Milan
  • More

Drive 9 km, 1 hour

  • Leonardo da Vinci Museum of Science and Technology
  • Santa Maria delle Grazie
  • Sforzesco Castle
  • Sempione Park
  • Arco della Pace
  • More

Day 2 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.

Begin your sightseeing with a visit to Museo Della Scienza E Della Tecnologia "leonardo Da Vinci". This extraordinary technology museum is rated an average of 4.5 out of 5 stars by 22,235 visitors. Each year, around 532,084 people visit this site to learn more about it.

Next, make your way to Santa Maria Delle Grazie Church. This top attraction is a convent with an average rating of 4.5 out of 5 stars by 13,490 visitors.

We also recommend a visit to Sforzesco Castle Art Library. This library is rated 4.6 out of 5 stars by 68,714 travelers.

If you’re keen to keep exploring, visit Parco Sempione. This highly recommended sightseeing destination has received an average rating of 4.6 out of 5 stars from 72,914 travelers.

Today is also your chance to spend some time at Arch Of Peace. This monument is rated an average of 4.6 out of 5 stars by 27,502 travelers.

Discover a world of culinary delights in Milan, 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.

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.

After savoring a delicious meal, step into the vibrant nightlife at Kilburn Cocktail Bar Milano, where the evening is just getting started. In the same way, Bar Frida offers a unique charm perfect for experiencing the local bar scene in Milan. The Friends Pub Milano is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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 3

Day 3 – Milan, Sirmione, and Verona

  • Verona
  • Milan
  • Sirmione
  • More

Drive 182 km, 2 hours 53 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • Teatro alla Scala
  • Pinacoteca di Brera
  • Castello di Sirmione
  • More

On day 3 of your luxury holiday in Italy, your road trip route will take you exploring the best of Milan, and Sirmione. 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.

Journey into the unknown at Duomo Di Milano Museum, a unique attraction awaiting your visit. This remarkable art museum has an average rating of 4.8 out of 5 stars from 138,554 reviews. Every year, Duomo Di Milano Museum welcomes more than 341,609 curious visitors.

When you’re ready to continue your sightseeing, Galleria Vittorio Emanuele Ii is a recommended place to visit. This commercial gallery is rated an average of 4.7 out of 5 stars in 91,394 reviews.

Another must-see attraction in Milan is La Scala. Rated an average of 4.7 out of 5 stars by 26,219 travelers, this popular tourist destination in Milan offers an experience you will remember.

Pinacoteca Di Brera is another popular stop on travelers' itineraries in Milan. This art museum promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 26,077 reviews. Each year, approximately 417 people travel to visit Pinacoteca Di Brera.

When you’ve had your share of Milan, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Sirmione. Your travel time is around 1 hour 47 min.

An excellent attraction to start your day with is Scaliger Castle. This sightseeing destination is rated an average of 4.6 out of 5 stars in 54,592 reviews.

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.

Discover a world of culinary delights in Verona, 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.

Dive into a culinary adventure like no other in Verona by booking a table at Casa Perbellini 12 Apostoli. This popular restaurant holds 2 Michelin star and offers an exceptional menu of creative, and contemporary cuisine. For another culinary dining option, venture to Il Desco, celebrated for its delectable italian contemporary menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Osteria Mondo d'Oro, a top local restaurant known for its tantalizing italian, and seasonal menu. With a Bib Gourmand recognition, it promises an exceptional dining experience not to be missed.

Extend your evening after a delightful meal by visiting Archivio, which offers the perfect atmosphere for a night out. Moreover, La Segreteria Café is another popular option for a drink or two. Likewise, Duchi Café 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 stress-free luxury holiday in Italy has plenty more in store for you.

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Day 4

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

  • Venice
  • Verona
  • Valeggio sul Mincio
  • More

Drive 185 km, 2 hours 51 min

  • Verona Arena
  • Gardaland Resort
  • Parco Giardino Sigurtà
  • 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 Verona, Ronchi, and Valeggio sul Mincio. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

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.

Ronchi’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Verona behind. This drive usually takes around 35 min. Ronchi welcomes you with a multitude of unique vacation experiences.

Seize the day by visiting some of the best attractions in the area, like Gardaland Resort. This extraordinary amusement park has an average rating of 4.4 out of 5 stars from 99,291 visitors.

When you’ve had your share of Ronchi, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Valeggio sul Mincio. Your travel time is around 29 min.

Make Parco Giardino Sigurtà your first stop of the day. Previous visitors have rated this park an average of 4.6 out of 5 stars in 27,387 reviews.

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.

Discover the culinary delights of Venice by securing a reservation at Local. Esteemed for its 1-star Guide Michelin recognition, this restaurant offers a remarkable selection of contemporary cuisine. For an alternative dining experience, try Wistèria, renowned for its delicious contemporary, and venetian dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Quadri, a highly recommended local eatery celebrated for its mouthwatering modern menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

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

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Day 5

Day 5 – Venice, and Bologna

  • Bologna
  • Venice
  • More

Drive 155 km, 2 hours 2 min

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

A top pick for your self-guided sightseeing tour today is Rialto Bridge. Previous visitors have rated this stone bridge an average of 4.7 out of 5 stars in 141,666 reviews.

Piazza San Marco is a local recommendation that you also can pay a visit today. This square is rated an average of 4.7 out of 5 stars in 152,982 reviews.

Another attraction you won't want to miss is St Mark's Basilica. This cathedral is rated an average of 4.7 out of 5 stars in 18,439 reviews.

Doge's Palace is another outstanding experience in Venice. Around 24,775 travelers have rated this palace an average of 4.7 out of 5 stars. The attraction hosts 318,104 visitors annually.

If you long for more, Bridge Of Sighs is not far away. This footbridge is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.6 out of 5 stars in 18,223 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 day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Bologna. Savor the local cuisine and relax as you recount the day's experiences.

Experience a harmony of flavors at I Portici in Bologna by securing a reservation in advance. Known for its 1-star Michelin status, I Portici 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 Ahimè, a highly recommended restaurant known for its enticing country cooking cuisine. This popular Bib Gourmand-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Trattoria di Via Serra, a highly acclaimed restaurant celebrated for its exceptional emilian menu.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Freud E Squisito, known for its inviting atmosphere. Osteria Del Sole is another great option if you’re looking for a place to get the night started. Similarly, Macondo - Cocktail Bar provides a great setting to enjoy the night away.

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 – Bologna, Siena, and Arezzo

  • Arezzo
  • Bologna
  • Siena
  • More

Drive 257 km, 3 hours 41 min

  • Piazza Maggiore
  • Two Towers
  • Duomo di Siena
  • Piazza del Campo
  • More

On day 6 of your luxury holiday in Italy, your road trip route will take you exploring the best of Bologna, and Siena. The day's journey will conclude in Arezzo, 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 Piazza Maggiore your first stop of the day. Previous visitors have rated this square an average of 4.7 out of 5 stars in 64,523 reviews.

Next up, make a stop at Two Towers. With an average rating of 4.7 out of 5 stars by 25,975 visitors, it's easy to understand why so many people visit this tower every year.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Siena. This drive usually takes around 2 hours 27 min, without any stops or traffic disruptions.

Be one of the day’s first visitors at Siena Cathedral. This domus is rated an average of 4.8 out of 5 stars by 21,656 visitors.

When you’re finished at Siena Cathedral, head to Piazza Del Campo. This one-of-a-kind square is rated an average of 4.8 out of 5 stars in 64,175 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Arezzo. 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 Arezzo for you, so you can check out the menus and make your reservation in advance.

Have a memorable dining experience in Arezzo by booking a table at Octavin, renowned as a 1-star Michelin restaurant presenting an exceptional creative menu. Immerse yourself in the culinary delights of La Clandestina, a popular restaurant in Arezzo. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

Following your dinner, dive into the local bar culture at Liquid Bar. 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 7

Day 7 – Arezzo, Vatican City, and Rome

  • Rome
  • More

Drive 228 km, 3 hours 15 min

  • Vatican Museums
  • Saint Peter's Square
  • Sistine Chapel
  • St Peter's Basilica
  • 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 Vatican City. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

When you’re ready to jump back into the car and say goodbye to Arezzo, you’ll hit the road in the direction of Vatican City, Vatican City. Witness the landscapes transform as you cross the border to Vatican City. This drive usually takes around 2 hours 32 min. When you arrive, enjoy some sightseeing.

A top pick for your self-guided sightseeing tour today is Vatican Museums. Over 1,612,530 travelers visit this attraction every year. Previous visitors have rated this art museum an average of 4.6 out of 5 stars in 133,310 reviews.

Saint Peter's Square is a local recommendation that you also can pay a visit today. This square is rated an average of 4.8 out of 5 stars in 38,954 reviews.

Another attraction you won't want to miss is Sistine Chapel. This chapel is rated an average of 4.7 out of 5 stars in 52,083 reviews.

St. Peter's Basilica is another outstanding experience in Vatican City. Around 131,043 travelers have rated this major basilica an average of 4.8 out of 5 stars. The attraction hosts 11,000,000 visitors annually.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Rome. 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 Rome so you can check out the menus and make advance reservations.

Start your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean, and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative, and innovative 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 Enoteca La Torre, a top local spot known for its tantalizing mediterranean, and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

Continue your lively evening at La Botticella Of Poggi Giovanni, a perfect place for winding down or revving up the night, depending on which mood you’re in. Sant' Eustachio Caffè is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Portofino ensures a night out tailored to your taste.

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 – Rome

  • Rome
  • More

Drive 10 km, 1 hour 3 min

  • Altar of the Fatherland
  • Basilica di San Giovanni in Laterano
  • Campidoglio
  • Roman Forum
  • Colosseum
  • More

Day 8 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 3 nights nights remaining.

When you're ready to see some sights, Altare Della Patria is a great place to start. This architectural structure is rated an average of 4.8 out of 5 stars by 49,843 visitors. Altare Della Patria attracts more than 1,683,070 visitors every year.

Another popular attraction you can visit today is Archbasilica Of St. John Lateran. This catholic cathedral has an average rating of 4.8 out of 5 stars from 21,370 travelers.

We also recommend a stop at Capitoline Hill. The hill has been rated an average of 4.7 out of 5 stars by 19,557 visitors.

If you're keen to explore more, consider visiting Roman Forum. This square is a popular attraction with an average rating of 4.7 out of 5 stars from 114,450 reviews.

Colosseum is another easily accessible place to visit on this day of your trip. Stop by this roman amphitheatre, rated 4.7 out of 5 stars in 328,821 reviews, to discover more of what makes it unique. This attraction gets 7,400,000 visitors every year.

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 fantastic dining experience at DEROMA - Farine Romane, a highly recommended choice for tonight's dinner. If you're looking to mix things up, La Taverna Italiana offers an enticing alternative with its varied menu. Additionally, Centro is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

Continue the enjoyment post-dinner at The Apartment Bar Roma, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Hotel Hassler Roma offers a vibrant space for indulging in well-crafted drinks and engaging conversation.

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

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Day 9

Day 9 – Rome

  • Rome
  • More

Drive 13 km, 47 min

  • Basilica Papale di Santa Maria Maggiore
  • Giardino degli Aranci
  • Circus Maximus
  • Castel Sant'Angelo
  • More

Day 9 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.

Seize the day by visiting some of the best attractions in the area, like Basilica Di Santa Maria Maggiore. This extraordinary major basilica has an average rating of 4.8 out of 5 stars from 27,678 visitors.

Next, make your way to Orange Garden. This park is rated an average of 4.7 out of 5 stars in 17,939 reviews.

While in Rome, we also recommend a visit to Circus Maximus. This circus has been rated an average of 4.4 out of 5 stars in 44,741 reviews.

If you’re keen to explore even more, then consider a visit to Castel Sant'angelo. This attraction gets around 918,591 yearly visitors. With an average rating of 4.7 out of 5 stars by 72,431 travelers, this museum is a highly recommended stop on your sightseeing around Rome.

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 Rome. Savor the local cuisine and relax as you recount the day's experiences.

Don’t miss out on dining at Ristorante Tema, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Maccheroni, another top spot with a mouthwatering menu. You might also want to secure a reservation at RoYaL Art Cafè Roma. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Rome this evening.

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 10

Day 10 – Rome

  • Rome
  • More

Drive 7 km, 59 min

  • Villa Borghese
  • Piazza del Popolo
  • Spanish Steps
  • Piazza di Spagna
  • Trevi Fountain
  • More

Day 10 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.

Be one of the day’s first visitors at Villa Borghese. This urban zone of rome is rated an average of 4.6 out of 5 stars by 69,749 visitors.

When you’re finished at Villa Borghese, head to Piazza Del Popolo. This one-of-a-kind square is rated an average of 4.6 out of 5 stars in 89,807 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Spanish Steps. This monumental staircase is rated an average of 4.5 out of 5 stars by 57,211 visitors.

If you’re keen to explore more, then consider a visit to Piazza Di Spagna. This square is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 113,658 visitors.

To round off your sightseeing experience, make your way to Trevi Fountain. This famous sculpture is rated an average of 4.8 out of 5 stars by 343,494 travelers.

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

Dine in style at Harry's Bar, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Amedeo boasts a menu that's sure to impress. Also, be sure to check out VinAllegro. Known as a local hotspot, it’s a great choice for tonight 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.

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Day 11

Day 11 – Rome, and Florence

  • Florence
  • Rome
  • More

Drive 281 km, 3 hours 39 min

  • Largo di Torre Argentina
  • Pantheon
  • Piazza Navona
  • Campo de' Fiori
  • More

Wake up to day 11 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 2 nights. The day's itinerary unfolds with a diverse array of experiences in Rome.

Begin your sightseeing with a visit to Largo Di Torre Argentina. This square is rated an average of 4.5 out of 5 stars in 30,433 reviews.

Next up, make your way to Pantheon. This roman temple has an average rating of 4.8 out of 5 stars from 189,682 reviews. Usually, around 30,000,000 people visit Pantheon every year.

When you’re ready for your next sight of the day, continue to Piazza Navona. This square has an average rating of 4.7 out of 5 stars from 158,771 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Campo De' Fiori. This square is rated an average of 4.4 out of 5 stars by 51,133 visitors.

If you’re keen to explore even more, then consider a visit to Foro Italico. This point of interest is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 25,438 visitors.

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.

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

Enjoy an outstanding dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an exceptional italian contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Santa Elisabetta, known for its delicious creative, and mediterranean cuisine. Another highly-recommended restaurant in Florence is Il Palagio, a renowned restaurant with a 1-star Guide Michelin recognition, known for its delicious italian contemporary menu.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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 12

Day 12 – Florence

  • Florence
  • More

Drive 4 km, 1 hour 10 min

  • Piazzale Michelangelo
  • Uffizi Gallery
  • Ponte Vecchio
  • Piazza della Signoria
  • Basilica of Santa Croce in Florence
  • More

Day 12 of your luxury road trip in Italy begins and concludes in the city of Florence. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Florence, where you still have 1 night nights remaining.

Journey into the unknown at Piazzale Michelangelo, a unique attraction awaiting your visit. This remarkable square has an average rating of 4.8 out of 5 stars from 77,744 reviews.

When you’re ready to continue your sightseeing, Uffizi Gallery is a recommended place to visit. This national museum is rated an average of 4.7 out of 5 stars in 61,794 reviews. Based on recent data, the attraction hosts 2,011,219 visitors per year.

Another must-see attraction in Florence is Ponte Vecchio. Rated an average of 4.7 out of 5 stars by 118,099 travelers, this popular tourist destination in Florence offers an experience you will remember.

Piazza Della Signoria is another popular stop on travelers' itineraries in Florence. This square promises memorable moments of exploring. Other travelers have rated this attraction 4.8 out of 5 stars in 66,956 reviews.

Lastly, don't miss out on Basilica Of Santa Croce In Florence. Rated 4.7 out of 5 stars by 28,544 local and international travelers, it's a popular place to visit.

In Florence, 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 reserve a table at Trattoria Da Burde, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Buca Mario, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Eataly Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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 13

Day 13 – Florence, and Pisa

  • Pisa
  • Florence
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Drive 83 km, 1 hour 38 min

  • Cathedral of Santa Maria del Fiore
  • Accademia Gallery
  • Basilica of Santa Maria Novella
  • More

On day 13 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence. The day's journey will conclude in Pisa, 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 Cathedral Of Santa Maria Del Fiore. This church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

Continue your journey at Galleria Dell'accademia. This national museum is rated 4.6 out of 5 stars by 34,429 travelers from near and far. Approximately 1,719,645 people come to this place of interest every year to enjoy a unique experience in Florence.

Florence is also the home of Central Market. This sightseeing destination has an average rating of 4.4 out of 5 stars from 43,100 visitors.

You can continue your self-guided sightseeing tour at Basilica Di Santa Maria Novella, Firenze (fi). Rated 4.7 out of 5 stars by 23,075 visitors, a visit to this top sight is time well spent.

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

Treat yourself to a delicious dinner at Ristorante Capodimonte Pisa, an excellent option for tonight's dining. Looking for something different? Baribaldi Pisa offers a tantalizing alternative with its diverse menu. And don’t miss Restaurant -Pizzeria Il Mio Capriccio. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Pisa.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Jeffer Cocktails & Friends stands out as an excellent choice for a post-dinner cocktail. Alternatively, Le Parisien Wine Bar offers an ideal atmosphere to enjoy the pleasures of the night. Las Volta Cocktailbar is also a great option that provides a perfect setting for a relaxing evening.

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

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Day 14

Day 14 – Pisa, Genoa, and Milan

  • Milan
  • Pisa
  • Genoa
  • More

Drive 302 km, 4 hours

  • Piazza dei Cavalieri
  • Leaning Tower of Pisa
  • Piazza del Duomo
  • Camposanto
  • More

Wake up to day 14 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Pisa, and Genoa. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Kick off the day at Knights' Square, a top pick for today’s sightseeing. This square is rated an average of 4.5 out of 5 stars in 9,051 reviews.

Today is also your chance to visit Leaning Tower Of Pisa. Leaning Tower Of Pisa is a bell tower with an average rating of 4.7 out of 5 stars from 116,882 reviews. Attracting more than 3,200,000 yearly visitors, this place of interest is an attraction you don’t want to miss out on.

Piazza Del Duomo, Pisa is another top attraction we highly recommend you visit today. This square is rated an average of 4.7 out of 5 stars by 104,550 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Campo Santo. This cemetery is rated an average of 4.6 out of 5 stars by 586 visitors.

Set your GPS to Genoa and hit the road. Expect a journey of approximately 1 hour 43 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Genoa beckons with new experiences!

When you're ready to see some sights, Spiaggia Pubblica Di Priaruggia is a great place to start. This point of interest is rated an average of 4.3 out of 5 stars by 2,161 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 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.

Enjoy a delicious meal at Vento di Sardegna, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Palazzo Parigi Hotel & Grand Spa Milano, another top spot with a mouthwatering menu. You might also want to secure a reservation at Galleria Restaurant. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Milan this evening.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bhangrabar, a well-loved spot among locals and tourists. Or, head to Rufus Cocktail Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Ostello Bello Grande, 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 15

Day 15 – Milan - departure day

  • Milan - Departure day
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  • Piazza Gae Aulenti
  • More

Today is the last day of your 15-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.

Treat yourself to a delicious dinner at Tommasi Milano, an excellent option for tonight's dining. Looking for something different? da Vic offers a tantalizing alternative with its diverse menu. And don’t miss G. B. Bar.

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!

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