Luxury Two-Week Italy Road Trip from Perugia traveling west to Rome, Florence, Bologna, Milan, and Pisa

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Escape for the holiday of a lifetime with this 15-day luxury road trip 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 Perugia, 5 nights in Rome, 2 nights in Florence, 1 night in Bologna, 3 nights in Milan, 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 Perugia, Magione, Rome, Arezzo, Florence, Bologna, Milan, Fidenza, and Pisa 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 – Perugia - arrival day

  • Perugia - Arrival day
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  • Etruscan Arch
  • More

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

Kick off the day at Etruscan Arch, a top pick for today’s sightseeing. This architectural element is rated an average of 4.7 out of 5 stars in 1,190 reviews.

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

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Perugia for you, so you can check out the menus and make your reservation in advance.

Have a fantastic dining experience at Ristorante Settimo Sigillo, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Bar Pellas offers an enticing alternative with its varied menu. Additionally, La Taverna is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Perugia.

Extend your evening after a delightful meal by visiting Tommi Bar, which offers the perfect atmosphere for a night out. Moreover, Valentina is another popular option for a drink or two. Likewise, Caffe Dal Perugino also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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 – Perugia, Magione, and Rome

  • Rome
  • Perugia
  • Magione
  • More

Drive 258 km, 4 hours 15 min

  • Carducci Gardens
  • Porta Marzia
  • Rocca Paolina
  • Parco Regionale del Lago Trasimeno
  • 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 Rome, where you'll be staying for 5 nights. The day's itinerary unfolds with a diverse array of experiences in Perugia, and Magione.

Journey into the unknown at Carducci Gardens, a unique attraction awaiting your visit. This remarkable park has an average rating of 4.5 out of 5 stars from 1,768 reviews.

When you’re ready to continue your sightseeing, Porta Marzia is a recommended place to visit. This city gate is rated an average of 4.6 out of 5 stars in 119 reviews.

Another must-see attraction in Perugia is Rocca Paolina. Rated an average of 4.7 out of 5 stars by 7,128 travelers, this popular tourist destination in Perugia offers an experience you will remember.

After soaking in Perugia’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Magione. Expect your car journey to take a minimum of 1 hour 2 min. When you arrive in Magione, it's time to take a break from the road.

Make Parco Regionale Del Lago Trasimeno your first stop of the day. Previous visitors have rated this park an average of 4.4 out of 5 stars in 8,831 reviews.

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.

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

Prepare for an extraordinary culinary adventure in Rome by booking a table at La Pergola, a 3-star Michelin restaurant that boasts an exceptional mediterranean, and contemporary menu. For a different flavor experience, head to Il Pagliaccio, renowned for its delectable creative, and innovative dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Enoteca La Torre, a local gem known for its delightful mediterranean, and creative cuisine in Rome. Nestled in the city's heart, this 2-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

After enjoying a fulfilling meal, continue your evening at La Botticella Of Poggi Giovanni, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Sant' Eustachio Caffè offers a welcoming atmosphere for easing into the nightlife. Similarly, Caffè Portofino provides an excellent environment for a relaxed and enjoyable evening.

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

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Day 3

Day 3 – Rome

  • Rome
  • More

Drive 10 km, 1 hour 22 min

  • Castel Sant'Angelo
  • Basilica Papale di Santa Maria Maggiore
  • Altar of the Fatherland
  • Largo di Torre Argentina
  • Campo de' Fiori
  • More

Day 3 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 4 nights nights remaining.

Your sightseeing of the day begins at Castel Sant'angelo, a remarkable museum where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 72,431 reviews. Each year, this popular place of interest welcomes approximately 918,591 visitors.

Next, satisfy your wanderlust at Basilica Di Santa Maria Maggiore. This major basilica has an average rating of 4.8 out of 5 stars from 27,678 travelers.

Altare Della Patria is another must-visit attraction. This renowned architectural structure offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.8 out of 5 stars by 49,843 travelers and attracting 1,683,070 annual visitors, 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 Largo Di Torre Argentina. This well-loved square boasts a 4.5 out of 5-star rating from 30,433 reviews.

When there’s still energy left for exploring, Campo De' Fiori awaits. If you’ve been interested in experiencing a square, this is a top pick rated 4.4 out of 5 stars by 51,133 previous visitors.

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

Treat yourself to a wonderful meal at DEROMA - Farine Romane, a top-rated dining spot in Rome. If you're in the mood for something new, try La Taverna Italiana, another premier location with a delectable menu. You might also want to book a table at Centro. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

Cap off your dinner by heading to The Apartment Bar Roma, ideal for a leisurely evening with a drink in hand. Hotel Hassler Roma is another bar that offers an enjoyable setting.

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 – Rome

  • Rome
  • More

Drive 11 km, 1 hour 13 min

  • Villa Borghese
  • Piazza del Popolo
  • Roman Forum
  • Colosseum
  • Circus Maximus
  • More

Day 4 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.

Begin your sightseeing with a visit to Villa Borghese. This extraordinary urban zone of rome is rated an average of 4.6 out of 5 stars by 69,749 visitors.

Next, make your way to Piazza Del Popolo. This top attraction is a square with an average rating of 4.6 out of 5 stars by 89,807 visitors.

We also recommend a visit to Roman Forum. This square is rated 4.7 out of 5 stars by 114,450 travelers.

If you’re keen to keep exploring, visit Colosseum. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 328,821 travelers. Around 7,400,000 people come to experience this place of interest every year.

Today is also your chance to spend some time at Circus Maximus. This circus is rated an average of 4.4 out of 5 stars by 44,741 travelers.

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

Enjoy a lovely meal at Ristorante Tema, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Maccheroni is another top choice with a popular menu. You could also check for a table at RoYaL Art Cafè Roma. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

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

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Day 5

Day 5 – Rome

  • Rome
  • More

Drive 11 km, 58 min

  • Piazza Navona
  • Pantheon
  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • More

Day 5 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.

Be one of the day’s first visitors at Piazza Navona. This square is rated an average of 4.7 out of 5 stars by 158,771 visitors.

When you’re finished at Piazza Navona, head to Pantheon. This one-of-a-kind roman temple is rated an average of 4.8 out of 5 stars in 189,682 reviews. Every year, approximately 30,000,000 travelers come here to experience the roman temple for themselves.

Beyond the above-mentioned attractions, you also have the opportunity to visit Trevi Fountain. This sculpture is rated an average of 4.8 out of 5 stars by 343,494 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 Spanish Steps. This famous monumental staircase is rated an average of 4.5 out of 5 stars by 57,211 travelers.

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.

Have a fantastic dining experience at Harry's Bar, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Amedeo offers an enticing alternative with its varied menu. Additionally, VinAllegro is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

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

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Day 6

Day 6 – Rome, and Vatican City

  • Rome
  • More

Drive 11 km, 59 min

  • St Peter's Basilica
  • Sistine Chapel
  • Saint Peter's Square
  • Vatican Museums
  • More

Day 6 of your luxury road trip in Italy is another opportunity to explore what this region has to offer. Start your day with a drive to visit the amazing attractions in the surrounding area of Rome. After a day of sightseeing, return to the city, where you still have 1 night left to enjoy. End your evening with a fulfilling dinner at one of the finest restaurants in Rome, savoring the local culinary delights.

Fasten your seatbelt and make your way to your next stop. Vatican City, 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 Rome to Vatican City may take around 11 min without traffic disruptions. Upon arrival in Vatican City, we highly recommend checking out some of the top attractions.

Take the opportunity to see St. Peter's Basilica. This attraction has an average rating of 4.8 out of 5 stars from 131,043 visitors and gets around 11,000,000 visits every year.

Sistine Chapel is another sightseeing hotspot in the area. This chapel has been rated an average of 4.7 out of 5 stars by 52,083 travelers.

Vatican City is also the home of Saint Peter's Square. Around 38,954 people have rated this square an average of 4.8 out of 5 stars.

Another place you’ll want to visit is Vatican Museums, which hosts up to 1,612,530 visitors every year. With an average rating of 4.6 out of 5 stars from a total of 133,310 reviews, a visit to this art museum is a great idea.

When you’re done exploring the best attractions, you’ll drive back to your luxury accommodation near the city of 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.

Enjoy a delicious meal at Cantina e Cucina, a highly-rated dining destination in Rome. If you're eager to try something different, consider Bono Bottega Nostrana - Piazza Di Spagna, another top spot with a tantalizing menu. You might also want to secure a reservation at Ai Tre Scalini. With a reputation for consistently satisfied customers, it’s an excellent 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 7

Day 7 – Rome, Arezzo, and Florence

  • Florence
  • Arezzo
  • More

Drive 313 km, 4 hours 23 min

  • Basilica di San Francesco
  • Santa Maria della Pieve
  • Piazza Grande
  • 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 Arezzo. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Fasten your seatbelt and make your way to your next stop. Arezzo, 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 Rome to Arezzo may take around 2 hours 37 min without traffic disruptions. Upon arrival in Arezzo, we highly recommend checking out some of the top attractions.

Start your sightseeing with a visit to Lignano Park - Rigutinelli. This park is a popular stop on travelers’ itineraries in Arezzo, with an average rating of 4.5 out of 5 stars by 754 visitors.

San Francesco, Arezzo is another popular place of interest you can visit today. The average rating of 4.6 out of 5 stars from 2,377 reviews gives you an idea of other visitors’ experience at this attraction. It’s estimated that around 20,939 people visit this minor basilica every year.

If it’s still bright and early, make your way to Santa Maria Della Pieve. Visitors have rated this church building an average of 4.8 out of 5 stars in 720 reviews.

Piazza Grande is another unique site you can experience today. This attraction is a square rated an average of 4.6 out of 5 stars in 14,465 reviews.

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

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative, and mediterranean dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary, and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

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 luxury holiday in Italy has plenty more in store for you.

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Day 8

Day 8 – 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 8 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.

A top pick for your self-guided sightseeing tour today is Piazzale Michelangelo. Previous visitors have rated this square an average of 4.8 out of 5 stars in 77,744 reviews.

Uffizi Gallery is a local recommendation that you also can pay a visit today. This national museum is rated an average of 4.7 out of 5 stars in 61,794 reviews. The attraction welcomes 2,011,219 visitors every year.

Another attraction you won't want to miss is Ponte Vecchio. This deck arch bridge is rated an average of 4.7 out of 5 stars in 118,099 reviews.

Piazza Della Signoria is another outstanding experience in Florence. Around 66,956 travelers have rated this square an average of 4.8 out of 5 stars.

If you long for more, Basilica Of Santa Croce In Florence is not far away. This church is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.7 out of 5 stars in 28,544 reviews. The attraction gets an estimated 2,011,219 visitors every year.

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

Treat yourself to a delightful dinner at Trattoria Da Burde, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Buca Mario? It's another excellent option with a diverse menu. Consider reserving a table at Eataly Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

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 9

Day 9 – Florence, and Bologna

  • Bologna
  • Florence
  • More

Drive 105 km, 1 hour 54 min

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

On day 9 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 Bologna, 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 Cathedral Of Santa Maria Del Fiore your first stop of the day. Previous visitors have rated this church an average of 4.8 out of 5 stars in 76,359 reviews.

Next up, make a stop at Galleria Dell'accademia. With an average rating of 4.6 out of 5 stars by 34,429 visitors, it's easy to understand why so many people visit this national museum every year. In fact, this attraction welcomes 1,719,645 annual visitors.

Central Market is another attraction you can visit on this day of your vacation. This point of interest has an average rating of 4.4 out of 5 stars by 43,100 visitors.

When you’re finished at Central Market, the perfect next stop is Basilica Di Santa Maria Novella, Firenze (fi). This archives is rated an average of 4.7 out of 5 stars in 23,075 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.

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

Experience a taste of local culinary excellence while in Bologna by securing a table at I Portici. An esteemed 1-star Michelin restaurant, it features an exceptional creative, and contemporary menu. For an alternative taste experience, visit Ahimè, famous for its scrumptious country cooking dishes. This Bib Gourmand venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Trattoria di Via Serra, a local favorite celebrated for its exquisite emilian cuisine in Bologna. Located in the heart of the city, this Bib Gourmand-awardee is an ideal pick for emilian cuisine lovers seeking top-notch culinary experiences.

If you’re not ready to end the night just yet, Bar Freud E Squisito offers a perfect venue to relax and savor a drink. Similarly, Osteria Del Sole is well-suited for those looking to unwind in a social setting. Macondo - Cocktail Bar is another excellent spot to enjoy a nightcap after a delightful meal.

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 10

Day 10 – Bologna, and Milan

  • Milan
  • Bologna
  • More

Drive 214 km, 2 hours 48 min

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

Wake up to day 10 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 3 nights. The day's itinerary unfolds with a diverse array of experiences in Bologna.

Seize the day by visiting some of the best attractions in the area, like Bologna Cathedral. This extraordinary catholic cathedral has an average rating of 4.6 out of 5 stars from 3,852 visitors.

Next, make your way to Piazza Santo Stefano. This square is rated an average of 4.8 out of 5 stars in 7,617 reviews.

While in Bologna, we also recommend a visit to Two Towers. This tower has been rated an average of 4.7 out of 5 stars in 25,975 reviews.

If you’re keen to explore even more, then consider a visit to Piazza Maggiore. With an average rating of 4.7 out of 5 stars by 64,523 travelers, this square is a highly recommended stop on your sightseeing around Bologna.

Make your way to Fountain Of Neptune, Bologna, perhaps the most famous fountain in Bologna. This attraction is rated an average of 4.7 out of 5 stars in 3,952 reviews.

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

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

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.

After savoring a delicious meal, step into the vibrant nightlife at Nottingham Forest, where the evening is just getting started. In the same way, Armani/bamboo Bar offers a unique charm perfect for experiencing the local bar scene in Milan. Mag Cafe is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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 – Milan

  • Milan
  • More

Drive 7 km, 37 min

  • Palazzo Reale di Milano
  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • Teatro alla Scala
  • Piazza Gae Aulenti
  • More

Day 11 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 2 nights nights remaining.

Begin your sightseeing with a visit to Royal Palace Of Milan. This art museum is rated an average of 4.6 out of 5 stars in 17,538 reviews.

Next up, make your way to Duomo Di Milano Museum. This art museum has an average rating of 4.8 out of 5 stars from 138,554 reviews. Usually, around 341,609 people visit Duomo Di Milano Museum every year.

When you’re ready for your next sight of the day, continue to Galleria Vittorio Emanuele Ii. This commercial gallery has an average rating of 4.7 out of 5 stars from 91,394 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit La Scala. This opera house is rated an average of 4.7 out of 5 stars by 26,219 visitors.

If you’re keen to explore even more, then consider a visit to Piazza Gae Aulenti. This square is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 30,398 visitors.

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

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.

If you’re not ready to end the night just yet, Kilburn Cocktail Bar Milano offers a perfect venue to relax and savor a drink. Similarly, Bar Frida is well-suited for those looking to unwind in a social setting. The Friends Pub Milano is another excellent spot to enjoy a nightcap after a delightful meal.

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 12

Day 12 – Milan

  • Milan
  • More

Drive 7 km, 1 hour 9 min

  • Basilica di Sant'Ambrogio
  • Santa Maria delle Grazie
  • Sforzesco Castle
  • Sempione Park
  • Arco della Pace
  • More

Day 12 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.

Take the opportunity to see Basilica Di Sant'ambrogio. This attraction has an average rating of 4.7 out of 5 stars from 12,883 visitors.

Santa Maria Delle Grazie Church is another sightseeing hotspot in the area. This convent has been rated an average of 4.5 out of 5 stars by 13,490 travelers.

Milan is also the home of Sforzesco Castle Art Library. Around 68,714 people have rated this library an average of 4.6 out of 5 stars.

Another place you’ll want to visit is Parco Sempione. With an average rating of 4.6 out of 5 stars from a total of 72,914 reviews, a visit to this park is a great idea.

This day of your vacation in Milan is also your chance to admire Arch Of Peace. This must-visit monument enjoys an average rating of 4.6 out of 5 stars from 27,502 reviews.

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

Savor the flavors at Vento di Sardegna, a top pick for dinner tonight. Alternatively, Palazzo Parigi Hotel & Grand Spa Milano beckons with its unique menu offerings. Also, consider Galleria Restaurant. With its consistent customer satisfaction, it’s an excellent option for dining in Milan tonight.

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

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.

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Day 13

Day 13 – Milan, Fidenza, and Pisa

  • Pisa
  • Milan
  • Fidenza
  • More

Drive 294 km, 4 hours 5 min

  • Pinacoteca di Brera
  • Leonardo da Vinci Museum of Science and Technology
  • More

Wake up to day 13 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Milan, and Fidenza. 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 Pinacoteca Di Brera. Over 417 travelers visit this attraction every year. Previous visitors have rated this art museum an average of 4.7 out of 5 stars in 26,077 reviews.

Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" is a local recommendation that you also can pay a visit today. This technology museum is rated an average of 4.5 out of 5 stars in 22,235 reviews. The attraction welcomes 532,084 visitors every year.

The attraction gets an estimated 532,084 visitors every year.

Embrace the thrill of the open road as you wave goodbye to Milan and set your GPS to Fidenza. 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 22 min. Upon reaching Fidenza, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Your sightseeing of the day begins at Cathedral Of Fidenza, a remarkable church where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 535 reviews.

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.

Discover a world of culinary delights in Pisa, 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 fantastic dining experience at Ristorante Capodimonte Pisa, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Baribaldi Pisa offers an enticing alternative with its varied menu. Additionally, Restaurant -Pizzeria Il Mio Capriccio is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Pisa.

Extend your evening after a delightful meal by visiting Jeffer Cocktails & Friends, which offers the perfect atmosphere for a night out. Moreover, Le Parisien Wine Bar is another popular option for a drink or two. Likewise, Las Volta Cocktailbar 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 14

Day 14 – Pisa, and Perugia

  • Perugia
  • Pisa
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Drive 250 km, 3 hours 4 min

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

On day 14 of your luxury holiday in Italy, your road trip route will take you exploring the best of Pisa. The day's journey will conclude in Perugia, 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 Knights' Square, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.5 out of 5 stars in 9,051 reviews.

Next, satisfy your wanderlust at Leaning Tower Of Pisa. This bell tower has an average rating of 4.7 out of 5 stars from 116,882 travelers. Given the site's popularity, it’s easy to understand why more than 3,200,000 people visit it every year.

Pisa Cathedral is another must-visit attraction. This renowned cathedral offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.8 out of 5 stars by 8,361 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 Piazza Del Duomo, Pisa. This well-loved square boasts a 4.7 out of 5-star rating from 104,550 reviews.

When there’s still energy left for exploring, Campo Santo awaits. If you’ve been interested in experiencing a cemetery, this is a top pick rated 4.6 out of 5 stars by 586 previous visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Perugia. 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 Perugia. Savor the local cuisine and relax as you recount the day's experiences.

Dine in style at Ristorante del Sole, a top recommendation for dinner tonight. Or, for a change of pace, Al Mangiar Bene boasts a menu that's sure to impress. Also, be sure to check out Elfo Pub Perugia. Known as a local hotspot, it’s a great choice for tonight in Perugia.

Let the evening flow smoothly from dinner to drinks at Caffè Fortebraccio, a top-rated bar in the area. For other recommendations, Caffe Del Banco provides a perfect setting for rounding out your night with style and great drinks. Likewise, Dempsey's Perugia offers a memorable night with diverse drink options and excellent service.

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

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Day 15

Day 15 – Perugia - departure day

  • Perugia - Departure day
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  • Piazza IV Novembre
  • 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 Perugia before saying goodbye.

Maximize your last day in Italy and go on a shopping spree in Perugia’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.

Make the most of what's left of your luxury vacation and head out to the stunning Piazza Iv Novembre. This extraordinary square and attraction is rated an average of 4.6 out of 5 stars in 9,189 reviews, and is an excellent choice for your last sightseeing in Perugia.

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

If you're in the mood for something new, try Osteria a Priori, another premier location with a delectable menu.

You will then say farewell to Perugia 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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