Luxury 9-Day Italy Road Trip from Florence traveling east to Venice, Arezzo, and Rome

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Set off on the ultimate travel extravagance with this 9-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, and 3 nights in Rome, 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 9-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 9-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 9-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, and Rome 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, where you'll be staying for 2 nights. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Be one of the day’s first visitors at Central Market. This point of interest is rated an average of 4.4 out of 5 stars by 43,100 visitors.

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.

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

Enjoy a lovely meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Caffe San Firenze is another top choice with a popular menu. You could also check for a table at Ditta Artigianale. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Archea Brewery, another top-rated place in the area.

Raise a toast to the start of your 9-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Florence

  • Florence
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Drive 4 km, 1 hour 9 min

  • The Boboli Gardens
  • Ponte Vecchio
  • Uffizi Gallery
  • Piazza della Signoria
  • 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.

Start your sightseeing with a visit to The Boboli Gardens. This park is rated an average of 4.2 out of 5 stars from 25,341 visitors.

Ponte Vecchio is another popular attraction you could visit today. This deck arch bridge has a rating of 4.7 out of 5 stars from 118,099 visitors.

Uffizi Gallery is also highly recommended by travelers. More than 2,011,219 people visit this top attraction every year. This national museum has a rating of 4.7 out of 5 stars from 61,794 visitors.

Piazza Della Signoria is an attraction you won’t want to miss. This square is rated an average of 4.8 out of 5 stars in 66,956 reviews.

Another attraction you have the opportunity to visit today is Basilica Of Santa Croce In Florence. This church has received an average rating of 4.7 out of 5 stars from 28,544 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 Florence.

Prepare for an extraordinary culinary adventure in Florence by booking a table at Enoteca Pinchiorri, a 3-star Michelin restaurant that boasts an exceptional italian contemporary menu. For a different flavor experience, head to Santa Elisabetta, renowned for its delectable creative, and mediterranean dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Gucci Osteria da Massimo Bottura, a local gem known for its delightful italian contemporary, and international cuisine in Florence. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

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

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Day 3

Day 3 – Florence, and Venice

  • Venice
  • Florence
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Drive 254 km, 3 hours 21 min

  • Cathedral of Santa Maria del Fiore
  • David of Michelangelo
  • Accademia Gallery
  • Basilica of Santa Maria Novella
  • 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 Venice, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Florence.

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 David. This statue is rated 4.8 out of 5 stars by 10,476 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 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 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.

After savoring a delicious meal, step into the vibrant nightlife at Al Parlamento, where the evening is just getting started. In the same way, Adagio offers a unique charm perfect for experiencing the local bar scene in Venice. Il Mercante 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 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.

Start your sightseeing with a visit to Rialto Bridge. This stone bridge is a popular stop on travelers’ itineraries in Venice, with an average rating of 4.7 out of 5 stars by 141,666 visitors.

Piazza San Marco is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 152,982 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to St Mark's Basilica. Visitors have rated this cathedral an average of 4.7 out of 5 stars in 18,439 reviews.

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

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

Discover a world of culinary delights in Arezzo, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

Prepare for an extraordinary culinary adventure in Arezzo by booking a table at Octavin, a 1-star Michelin restaurant that boasts an exceptional creative menu. If you're eager to try something different, consider La Clandestina, another top spot with a tantalizing 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
  • 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 5 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.

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.

Kick off the day at Vatican Museums, a top pick for today’s sightseeing. Attracting approximately 1,612,530 visits every year, this attraction is a must-see. This art museum is rated an average of 4.6 out of 5 stars in 133,310 reviews.

Today is also your chance to visit Saint Peter's Square. Saint Peter's Square is a square with an average rating of 4.8 out of 5 stars from 38,954 reviews.

Sistine Chapel is another top attraction we highly recommend you visit today. This chapel is rated an average of 4.7 out of 5 stars by 52,083 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit St. Peter's Basilica. This major basilica is rated an average of 4.8 out of 5 stars by 131,043 visitors. Visiting St. Peter's Basilica means you'll be one of 11,000,000 people who do so every year.

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 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.

Get ready for an unforgettable culinary journey in Rome by reserving a table at La Pergola. Renowned as a 3-star Michelin restaurant, it offers an exceptional mediterranean, and contemporary menu. For a different taste experience, head to Il Pagliaccio, recognized for its delicious creative, and innovative dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Enoteca La Torre, a local favorite known for its delightful mediterranean, and creative cuisine in Rome. Nestled in the heart of the city, this restaurant with 2 Michelin star is an ideal choice for discerning mediterranean, and creative foodies seeking culinary excellence.

Continue your evening by exploring the vibrant nightlife scene at La Botticella Of Poggi Giovanni, a prime destination for a thrilling night out. Also, don’t forget to check out Sant' Eustachio Caffè, a bar that offers unique local touches. Likewise, Caffè Portofino provides an excellent alternative for a fun evening.

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

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Day 6

Day 6 – Rome

  • Rome
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Drive 4 km, 54 min

  • Altar of the Fatherland
  • Campidoglio
  • 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 architectural structure gets 1,683,070 visitors each year and is rated an average of 4.8 out of 5 stars in 49,843 reviews.

Next up, make your way to Capitoline Hill. This hill has an average rating of 4.7 out of 5 stars from 19,557 reviews.

When you’re ready for your next sight of the day, continue to Roman Forum. This square has an average rating of 4.7 out of 5 stars from 114,450 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Colosseum. This roman amphitheatre is rated an average of 4.7 out of 5 stars by 328,821 visitors. Visiting Colosseum means you'll be one of 7,400,000 people who do so every year.

If you’re keen to explore even more, then consider a visit to Circus Maximus. This circus is a much-appreciated attraction with an average rating of 4.4 out of 5 stars from 44,741 visitors.

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

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 culinary experience with a visit to some of the most celebrated bars in the area. For instance, The Apartment Bar Roma stands out as an excellent choice for a post-dinner cocktail. Alternatively, Hotel Hassler Roma offers an ideal atmosphere to enjoy the pleasures of the night.

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 7

Day 7 – Rome

  • Rome
  • More

Drive 9 km, 50 min

  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • Piazza del Popolo
  • Castel Sant'Angelo
  • 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.

A top pick for your self-guided sightseeing tour today is Trevi Fountain. Previous visitors have rated this sculpture an average of 4.8 out of 5 stars in 343,494 reviews.

Piazza Di Spagna 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 113,658 reviews.

Another attraction you won't want to miss is Spanish Steps. This monumental staircase is rated an average of 4.5 out of 5 stars in 57,211 reviews.

Piazza Del Popolo is another outstanding experience in Rome. Around 89,807 travelers have rated this square an average of 4.6 out of 5 stars.

If you long for more, Castel Sant'angelo is not far away. This museum is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.7 out of 5 stars in 72,431 reviews.

In Rome, 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 Ristorante Tema, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Maccheroni, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of RoYaL Art Cafè Roma, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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, and Florence

  • Florence
  • Rome
  • More

Drive 283 km, 3 hours 45 min

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

Wake up to day 8 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Florence, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Rome.

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 Villa Borghese. This urban zone of rome is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 69,749 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.

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

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

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 9

Day 9 – Florence - departure day

  • Florence - Departure day
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  • Piazzale Michelangelo
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Today is the last day of your 9-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.

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 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.

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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