Luxury 10-Day Italy Road Trip from Florence to Venice, Arezzo, Rome, and Perugia

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Set off on the ultimate travel extravagance with this 10-day luxury road trip across Italy. Every aspect of your journey is crafted to provide a sophisticated and comfortable experience. Enjoy a holiday where luxury unfolds at every turn in each stop of your adventure in Italy.

Italy offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Italy. With this perfectly planned vacation itinerary, you will stay 3 nights in Florence, 1 night in Venice, 1 night in Arezzo, 3 nights in Rome, 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 10-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 10-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 10-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 Florence, Venice, Arezzo, Rome, Perugia, and Siena 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 – Florence - arrival day

  • Florence - Arrival day
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Your luxury holiday in Italy begins as soon as you reach the city of Florence. 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 Central Market. This point of interest is rated an average of 4.4 out of 5 stars in 43,100 reviews.

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

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

Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Caffe San Firenze offers an enticing alternative with its varied menu. Additionally, Ditta Artigianale is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Archea Brewery 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 10-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Florence

  • Florence
  • More

Drive 4 km, 55 min

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

Day 2 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.

An excellent attraction to start your day with 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.

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

Florence is also the home of Galleria Dell'accademia. This national museum has an average rating of 4.6 out of 5 stars from 34,429 visitors. Each year, around 1,719,645 travelers visit this top sight, and today is your chance to do the same.

You can continue your self-guided sightseeing tour at Basilica Of Santa Croce In Florence. Rated 4.7 out of 5 stars by 28,544 visitors, a visit to this top sight is time well spent.

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.

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 Il Palagio, a highly recommended local eatery celebrated for its mouthwatering italian contemporary menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

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 3

Day 3 – Florence, and Venice

  • Venice
  • Florence
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Drive 256 km, 3 hours 4 min

  • Piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
  • Pitti Palace
  • More

Wake up to day 3 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.

Take the opportunity to see Piazza Della Signoria. This attraction has an average rating of 4.8 out of 5 stars from 66,956 visitors.

Uffizi Gallery is another sightseeing hotspot in the area. This national museum has been rated an average of 4.7 out of 5 stars by 61,794 travelers. Up to 2,011,219 people visit Uffizi Gallery every year.

Florence is also the home of Ponte Vecchio. Around 118,099 people have rated this deck arch bridge an average of 4.7 out of 5 stars.

Another place you’ll want to visit is Pitti Palace, which hosts up to 198,270 visitors every year. With an average rating of 4.6 out of 5 stars from a total of 23,445 reviews, a visit to this art museum is a great idea.

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

Experience a harmony of flavors at Local in Venice by securing a reservation in advance. Known for its 1-star Michelin status, Local offers a delightful variety of dishes highlighting its delicious contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Wistèria, a highly recommended restaurant known for its enticing contemporary, and venetian cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Quadri, a highly acclaimed restaurant celebrated for its exceptional modern menu.

Extend your evening after a delightful meal by visiting Al Parlamento, which offers the perfect atmosphere for a night out. Moreover, Adagio is another popular option for a drink or two. Likewise, Il Mercante also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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 4

Day 4 – Venice, and Arezzo

  • Arezzo
  • Venice
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Drive 331 km, 3 hours 45 min

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

On day 4 of your luxury holiday in Italy, your road trip route will take you exploring the best of Venice. The day's journey will conclude in 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 Rialto Bridge your first stop of the day. Previous visitors have rated this stone bridge an average of 4.7 out of 5 stars in 141,666 reviews.

Next up, make a stop at Piazza San Marco. With an average rating of 4.7 out of 5 stars by 152,982 visitors, it's easy to understand why so many people visit this square every year.

St Mark's Basilica is another attraction you can visit on this day of your vacation. This cathedral has an average rating of 4.7 out of 5 stars by 18,439 visitors.

When you’re finished at St Mark's Basilica, the perfect next stop is Doge's Palace. This palace is rated an average of 4.7 out of 5 stars in 24,775 reviews. Doge's Palace attracts approximately 318,104 visitors annually.

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.

Dive into a culinary adventure like no other in Arezzo by booking a table at Octavin. This popular restaurant holds 1 Michelin star and offers an exceptional menu of creative cuisine. If you're in the mood to try something new, consider La Clandestina, another top spot with a mouthwatering menu.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Liquid Bar, known for its inviting atmosphere.

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 5

Day 5 – Arezzo, Vatican City, and Rome

  • Rome
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Drive 228 km, 3 hours 15 min

  • Vatican Museums
  • Saint Peter's Square
  • Sistine Chapel
  • St Peter's Basilica
  • 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 Rome, where you'll be staying for 3 nights. The day's itinerary unfolds with a diverse array of experiences in Vatican City.

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 Arezzo to Vatican City may take around 2 hours 32 min without traffic disruptions. Upon arrival in Vatican City, we highly recommend checking out some of the top attractions.

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 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.

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.

Unwind after your meal by stepping into La Botticella Of Poggi Giovanni. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Sant' Eustachio Caffè offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffè Portofino, another top-rated bar in the area.

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 6

Day 6 – Rome

  • Rome
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Drive 5 km, 1 hour 9 min

  • Altar of the Fatherland
  • Largo di Torre Argentina
  • Roman Forum
  • Colosseum
  • Circus Maximus
  • More

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

Begin your sightseeing with a visit to Altare Della Patria. This extraordinary architectural structure is rated an average of 4.8 out of 5 stars by 49,843 visitors. Each year, around 1,683,070 people visit this site to learn more about it.

Next, make your way to Largo Di Torre Argentina. This top attraction is a square with an average rating of 4.5 out of 5 stars by 30,433 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.

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.

Dine in style at DEROMA - Farine Romane, a top recommendation for dinner tonight. Or, for a change of pace, La Taverna Italiana boasts a menu that's sure to impress. Also, be sure to check out Centro. Known as a local hotspot, it’s a great choice for tonight 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 7

Day 7 – Rome

  • Rome
  • More

Drive 12 km, 1 hour 3 min

  • Castel Sant'Angelo
  • Basilica Papale di Santa Maria Maggiore
  • Pantheon
  • Piazza Navona
  • Campo de' Fiori
  • More

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

Start your sightseeing with a visit to Castel Sant'angelo. This museum is a popular stop on travelers’ itineraries in Rome, with an average rating of 4.7 out of 5 stars by 72,431 visitors. Around 918,591 people visit this attraction every year.

Basilica Di Santa Maria Maggiore is another popular place of interest you can visit today. The average rating of 4.8 out of 5 stars from 27,678 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Pantheon. Visitors have rated this roman temple an average of 4.8 out of 5 stars in 189,682 reviews. Pantheon receives around 30,000,000 visitors every year.

Piazza Navona is another unique site you can experience today. This attraction is a square rated an average of 4.7 out of 5 stars in 158,771 reviews.

Make your way to the fantastic Campo De' Fiori, perhaps the most famous square in Rome. This attraction is rated 4.4 out of 5 stars by 51,133 travelers.

Discover a world of culinary delights in Rome, 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.

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

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Day 8

Day 8 – Rome, and Perugia

  • Perugia
  • Rome
  • More

Drive 174 km, 2 hours 58 min

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

Wake up to day 8 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Rome. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Begin your sightseeing with a visit to Trevi Fountain. This extraordinary sculpture is rated an average of 4.8 out of 5 stars by 343,494 visitors.

Next, make your way to Piazza Di Spagna. This top attraction is a square with an average rating of 4.7 out of 5 stars by 113,658 visitors.

We also recommend a visit to Spanish Steps. This monumental staircase is rated 4.5 out of 5 stars by 57,211 travelers.

If you’re keen to keep exploring, visit Piazza Del Popolo. This highly recommended sightseeing destination has received an average rating of 4.6 out of 5 stars from 89,807 travelers.

Today is also your chance to spend some time at Villa Borghese. This urban zone of rome is rated an average of 4.6 out of 5 stars by 69,749 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 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.

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

Continue your lively evening at Tommi Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Valentina is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffe Dal Perugino ensures a night out tailored to your taste.

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

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Day 9

Day 9 – Perugia, Siena, and Florence

  • Florence
  • Siena
  • More

Drive 182 km, 3 hours 30 min

  • Piazza del Campo
  • Loggia del Papa, Siena
  • Porta Romana
  • Duomo di Siena
  • Fortezza Medicea
  • More

On day 9 of your luxury holiday in Italy, your road trip route will take you exploring the best of Siena. The day's journey will conclude in Florence, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

When you’ve had your share of Perugia, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Siena. Your travel time is around 1 hour 23 min.

Journey into the unknown at Piazza Del Campo, a unique attraction awaiting your visit. This remarkable square has an average rating of 4.8 out of 5 stars from 64,175 reviews.

When you’re ready to continue your sightseeing, Loggia Del Papa, Siena is a recommended place to visit. This sightseeing destination is rated an average of 4.5 out of 5 stars in 235 reviews.

Another must-see attraction in Siena is Porta Romana. Rated an average of 4.4 out of 5 stars by 2,383 travelers, this popular tourist destination in Siena offers an experience you will remember.

Siena Cathedral is another popular stop on travelers' itineraries in Siena. This domus promises memorable moments of exploring. Other travelers have rated this attraction 4.8 out of 5 stars in 21,656 reviews.

Lastly, don't miss out on Fortezza Medicea (siena). Rated 4.5 out of 5 stars by 9,835 local and international travelers, it's a popular place to visit.

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

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

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

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Day 10

Day 10 – Florence - departure day

  • Florence - Departure day
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  • Piazzale Michelangelo
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Today is the last day of your 10-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 Florence before saying goodbye.

Make the most of your final day in Italy by visiting Florence’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 Piazzale Michelangelo. This extraordinary square and attraction is rated an average of 4.8 out of 5 stars in 77,744 reviews, and is an excellent choice for your last sightseeing in Florence.

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

Dine in style at Cibrèo Caffè, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Le Volte Firenze boasts a menu that's sure to impress.

You will then say farewell to Florence 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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