Luxury One-Week Italy Road Trip from Rome traveling west to Arezzo, Florence, and Perugia

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Escape for the holiday of a lifetime with this 8-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 3 nights in Rome, 1 night in Arezzo, 2 nights in Florence, and 1 night in Perugia, 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 8-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 8-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 8-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 Rome, Arezzo, Pisa, Lucca, Florence, Siena, Perugia, and Santa Maria degli Angeli 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 – Rome - arrival day

  • Rome - Arrival day
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  • Piazza del Popolo
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Your luxury holiday in Italy begins as soon as you reach the city of Rome, where you'll be staying for 2 nights. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Begin your sightseeing with a visit to Piazza Del Popolo. This extraordinary square is rated an average of 4.6 out of 5 stars by 89,807 visitors.

Tonight, you will be treated to a stay at one of the best luxury hotels in Rome. 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 Rome for you, so you can check out the menus and make your reservation in advance.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to La Botticella Of Poggi Giovanni, known for its inviting atmosphere. Sant' Eustachio Caffè is another great option if you’re looking for a place to get the night started. Similarly, Caffè Portofino provides a great setting to enjoy the night away.

Raise a toast to the start of your 8-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Rome

  • Rome
  • More

Drive 8 km, 1 hour 21 min

  • Castel Sant'Angelo
  • Piazza di Spagna
  • Trevi Fountain
  • Roman Forum
  • Colosseum
  • More

Day 2 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.

When you're ready to see some sights, Castel Sant'angelo is a great place to start. This museum is rated an average of 4.7 out of 5 stars by 72,431 visitors. Castel Sant'angelo attracts more than 918,591 visitors every year.

Another popular attraction you can visit today is Piazza Di Spagna. This square has an average rating of 4.7 out of 5 stars from 113,658 travelers.

We also recommend a stop at Trevi Fountain. The sculpture has been rated an average of 4.8 out of 5 stars by 343,494 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 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 Rome for you, so you can check out the menus and make your reservation in advance.

Begin 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.

If you’re not ready to end the night just yet, The Apartment Bar Roma offers a perfect venue to relax and savor a drink. Similarly, Hotel Hassler Roma is well-suited for those looking to unwind in a social setting.

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

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Day 3

Day 3 – Rome, Vatican City, and Arezzo

  • Arezzo
  • Rome
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Drive 225 km, 3 hours 8 min

  • Pantheon
  • St Peter's Basilica
  • Sistine Chapel
  • Vatican Museums
  • More

Wake up to day 3 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Arezzo, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Rome, and Vatican City.

Begin your sightseeing with a visit to Pantheon. This extraordinary roman temple is rated an average of 4.8 out of 5 stars by 189,682 visitors. Each year, around 30,000,000 people visit this site to learn more about it.

As you’ve unraveled the marvels of Rome, it’s time to gear up for the next part of your road trip adventure. Set course for Vatican City! Under favorable conditions, your drive to Vatican City may take around 11 min. Upon your arrival in Vatican City, you’ll be greeted with the opportunity to do some sightseeing and exploring.

When you're ready to see some sights, St. Peter's Basilica is a great place to start. This major basilica is rated an average of 4.8 out of 5 stars by 131,043 visitors. St. Peter's Basilica attracts more than 11,000,000 visitors every year.

Another popular attraction you can visit today is Sistine Chapel. This chapel has an average rating of 4.7 out of 5 stars from 52,083 travelers.

We also recommend a stop at Vatican Museums. This site gets more than 1,612,530 visitors annually. The art museum has been rated an average of 4.6 out of 5 stars by 133,310 visitors.

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.

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

Start 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. 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.

Continue the enjoyment post-dinner at Liquid Bar, a cherished local gathering spot renowned for its welcoming atmosphere.

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

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Day 4

Day 4 – Arezzo, Pisa, Lucca, and Florence

  • Florence
  • Pisa
  • Lucca
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Drive 273 km, 3 hours 49 min

  • Leaning Tower of Pisa
  • Piazza del Duomo
  • Cattedrale di Pisa
  • Piazza dell'Anfiteatro
  • More

On day 4 of your luxury holiday in Italy, your road trip route will take you exploring the best of Pisa, and Lucca. The day's journey will conclude in Florence, a city that offers you comfort and relaxation for 2 nights. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Continue your road trip and head to your next destination, Pisa. This car ride takes around 1 hour 56 min.

Begin your sightseeing with a visit to Leaning Tower Of Pisa. This extraordinary bell tower is rated an average of 4.7 out of 5 stars by 116,882 visitors. Each year, around 3,200,000 people visit this site to learn more about it.

Next, make your way to Piazza Del Duomo, Pisa. This top attraction is a square with an average rating of 4.7 out of 5 stars by 104,550 visitors.

We also recommend a visit to Pisa Cathedral. This cathedral is rated 4.8 out of 5 stars by 8,361 travelers.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Lucca. This drive usually takes around 31 min, without any stops or traffic disruptions.

Start your sightseeing with a visit to Piazza Dell'anfiteatro. This square is rated an average of 4.6 out of 5 stars from 24,190 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.

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

Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another culinary dining option, venture to Santa Elisabetta, celebrated for its delectable creative, and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Gucci Osteria da Massimo Bottura, a top local restaurant known for its tantalizing italian contemporary, and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery 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.

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Day 5

Day 5 – Florence, and Siena

  • Florence
  • Siena
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Drive 160 km, 3 hours

  • Piazza del Campo
  • Duomo di Siena
  • The Boboli Gardens
  • Accademia Gallery
  • More

On day 5 of your luxurious vacation in Italy, you’ll start and end your day in Florence, but spend most of the day exploring attractions outside of the city. After a long day of sightseeing, you'll drive back to Florence, where you'll stay for 1 night more.

Drop by the renowned The Boboli Gardens. This popular park has been rated an average of 4.2 out of 5 stars by 25,341 visitors.

Another unforgettable place to experience is Galleria Dell'accademia. Rated 4.6 out of 5 stars by 34,429 visitors, this national museum deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Central Market. This sightseeing destination has been rated an average of 4.4 out of 5 stars in 43,100 reviews.

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 1 hour 16 min, without any stops or traffic disruptions.

Be one of the day’s first visitors at Piazza Del Campo. This square is rated an average of 4.8 out of 5 stars by 64,175 visitors.

When you’re finished at Piazza Del Campo, head to Siena Cathedral. This one-of-a-kind domus is rated an average of 4.8 out of 5 stars in 21,656 reviews.

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

Discover a world of culinary delights in Florence, 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 Trattoria Da Burde, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Buca Mario offers an enticing alternative with its varied menu. Additionally, Eataly Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

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 6

Day 6 – Florence, and Perugia

  • Perugia
  • Florence
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Drive 154 km, 2 hours 36 min

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

Wake up to day 6 of your luxury 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.

Kick off the day at Piazza Della Signoria, a top pick for today’s sightseeing. This square is rated an average of 4.8 out of 5 stars in 66,956 reviews.

Today is also your chance to visit Cathedral Of Santa Maria Del Fiore. Cathedral Of Santa Maria Del Fiore is a church with an average rating of 4.8 out of 5 stars from 76,359 reviews.

Ponte Vecchio is another top attraction we highly recommend you visit today. This deck arch bridge is rated an average of 4.7 out of 5 stars by 118,099 visitors.

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

Lastly, don’t miss out on Piazzale Michelangelo, a famous square in Florence. This attraction is rated an average of 4.8 out of 5 stars by 77,744 travelers.

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

Enjoy a delicious meal at Ristorante Settimo Sigillo, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Bar Pellas, another top spot with a mouthwatering menu. You might also want to secure a reservation at La Taverna. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Perugia this evening.

Keep the evening going at Tommi Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Valentina, which offers a similarly pleasant setting and great drinks. Another option is Caffe Dal Perugino, which provides an inviting environment for unwinding after a busy day out.

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 7

Day 7 – Perugia, Santa Maria degli Angeli, and Rome

  • Rome
  • Assisi
  • Santa Maria degli Angeli
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Drive 222 km, 3 hours 24 min

  • Basilica of San Francesco d'Assisi
  • Piazza del Comune
  • Basilica di Santa Chiara
  • Basilica di Santa Maria degli Angeli
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Wake up to day 7 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 1 night. The day's itinerary unfolds with a diverse array of experiences in Santa Maria degli Angeli.

Fasten your seatbelt and make your way to your next stop. Santa Maria degli Angeli, 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 Perugia to Santa Maria degli Angeli may take around 32 min without traffic disruptions. Upon arrival in Santa Maria degli Angeli, we highly recommend checking out some of the top attractions.

Journey into the unknown at Basilica Of San Francesco D'assisi, a unique attraction awaiting your visit. This remarkable papal basilica has an average rating of 4.9 out of 5 stars from 33,258 reviews.

When you’re ready to continue your sightseeing, Piazza Del Comune is a recommended place to visit. This point of interest is rated an average of 4.6 out of 5 stars in 3,057 reviews.

Another must-see attraction in Santa Maria degli Angeli is Basilica Di Santa Chiara. Rated an average of 4.7 out of 5 stars by 9,628 travelers, this popular tourist destination in Santa Maria degli Angeli offers an experience you will remember.

When you’ve had your share of Santa Maria degli Angeli, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Santa Maria degli Angeli. Your travel time is around 11 min.

Journey into the unknown at Basilica Of Santa Maria Degli Angeli, a unique attraction awaiting your visit. This remarkable papal basilica has an average rating of 4.8 out of 5 stars from 19,258 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.

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.

Dine in style at Ristorante Tema, a top recommendation for dinner tonight. Or, for a change of pace, Maccheroni boasts a menu that's sure to impress. Also, be sure to check out RoYaL Art Cafè Roma. 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 8

Day 8 – Rome - departure day

  • Rome - Departure day
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  • Piazza Navona
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Today is the last day of your 8-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 Rome before saying goodbye.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

Make the most of what's left of your luxury vacation and head out to the stunning Piazza Navona. This extraordinary square and attraction is rated an average of 4.7 out of 5 stars in 158,771 reviews, and is an excellent choice for your last sightseeing in Rome.

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

You will then say farewell to Rome 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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