Luxury 9-Day Italy Road Trip from Rome traveling west to Arezzo and Florence

Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
9 days & 8 nights
Available
Jan. - Dec.
Hotel
8 nights included
Car rental
9 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Escape for the holiday of a lifetime with this 9-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 4 nights in Rome, 1 night in Arezzo, and 3 nights in Florence, 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 Rome, Arezzo, Siena, Florence, and Orvieto 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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Included

Hotel, 8 nights
Rental car, 9 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Arezzo - city in ItalyArezzo / 1 night
Aerial panoramic cityscape of Rome, Italy, Europe. Roma is the capital of Italy. Cityscape of Rome in summer. Rome roofs view with ancient architecture in Italy. Rome / 4 nights
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 3 nights
Orvieto
Siena - city in ItalySiena

Map

Attractions

photo of trevi fountain at sunrise beautiful full view, Rome, Italy.Trevi Fountain
photo of Colosseum in Rome at sunrise, Italy, Europe.Colosseum
photo of view of Pantheon in the morning. Rome. Italy.Pantheon
photo of piazza navona in Rome, Italy. Rome navona square. Ancient stadium of Rome for athletic contests. Italy architecture and landmark. Piazza navona is one of the main attractions of Rome and Italy.Piazza navona
St. Peter's Basilica, Vatican CitySt Peter's Basilica
Vatican Museums, Vatican CityVatican Museums
photo of golden sunset over ponte vecchio bridge with traditional boat on the arno river, Florence, Italy.Ponte Vecchio
photo of panoramic view of ancient ruins of a roman forum or foro romano at sunrise in rome, Italy. view from capitoline hill.Roman Forum
photo of piazza di spagna in rome, italy. Spanish steps in rome, Italy in the morning. One of the most famous squares in Rome, Italy. Rome architecture and landmark.Piazza di Spagna
photo of piazza del popolo (People's square) named after the church of santa maria del popolo in Rome, Italy.Piazza del Popolo
photo of View of statue of david on Piazzale Michelangelo at morning  in Florence, Italy.Piazzale Michelangelo
Cathedral of Santa Maria del Fiore, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyCathedral of Santa Maria del Fiore
photo of square of signoria in florence at sunrise, Italy.Piazza della Signoria
photo of Visit Italy, park Villa Borghese with boat and ducks.Villa Borghese
photo of holy angel castle, also known as hadrian mausoleum in the morning, Rome, Italy.Castel Sant'Angelo
photo of mangia tower or torre del mangia towering above of the palazzo pubblico on piazza del campo in medieval city of Siena at beautiful sunrise, tuscany, Italy.Piazza del Campo
photo of uffizi gallery in piazzale degli uffizi at night in florence Italy.Uffizi Gallery
photo of Spanish Steps at morning in Rome, Italy .Spanish Steps
Sistine ChapelSistine Chapel
photo of Campo de Fiori during the night, Rome.Campo de' Fiori
photo of altare della patria, national monument to victor emmanuel II the first king of a unified Italy, located in Rome.Altare della Patria
Central Market
Saint Peter's Square, R-36989Saint Peter's Square
photo of Galleria dell'Accademia in Venice, Italy.Galleria dell'Accademia
Basilica of Santa Croce in Florence, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyBasilica of Santa Croce in Florence
The Boboli GardensThe Boboli Gardens
photo of Beautiful view of facade and campanile of Siena Cathedral, Duomo di Siena at sunrise, Siena, Tuscany, Italy .Siena Cathedral
Panoramic view of Cathedral of Orvieto (Duomo di Orvieto), Umbria, ItalyOrvieto Cathedral
Well of St. Patrick, Orvieto, Terni, Umbria, ItalyWell of St Patrick
PHOTO OF Piazza Grande, Arezzo, Italy .Piazza Grande
photo of David of Michelangelo,Florence Italy.David of Michelangelo
View of Siena from Fortezza Medicea.Fortezza Medicea (Siena)
ORVIETO, ITALY - JULY 2017- "Pozzo di San Patrizio", a historic well in Orvieto.Orvieto Underground
photo of view of chiesa di Santa Maria della Pieve, Arezzo, Italy.Santa Maria della Pieve
Museo dell'Opera del DuomoMuseo dell'Opera del Duomo

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Travel details

Flights

Round trip
Economy
Round trip
Economy
Travel dates

Include flights?

Yes
No

Travelers

Rooms

Flights

Car
Yes
No

Car

Small car

Small car

Category
small car
Transmission
People
Large bags
Medium car

Medium car

Category
Medium
Transmission
People
Large bags
Premium car

Premium car

Category
premium car
Transmission
People
Large bags

Hotels

Personalize your itinerary

Day 1

Day 1 – Rome - arrival day

  • Rome - Arrival day
  • More
  • Altare della Patria
  • More

Your luxury holiday in Italy begins as soon as you reach the city of Rome. 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 Altare della Patria. This architectural structure typically receives around 1,683,070 visitors every year and is rated an average of 4.8 out of 5 stars in 49,843 reviews.

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.

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

Experience a taste of local culinary excellence while in Rome by securing a table at La Pergola. Esteemed as a 3-star Michelin restaurant, it features an exceptional mediterranean and contemporary menu. For an alternative taste experience, visit Il Pagliaccio, famous for its scrumptious creative and innovative dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Enoteca La Torre, a local favorite celebrated for its exquisite mediterranean and creative cuisine in Rome. Located in the heart of the city, this 2-star Michelin restaurant is an ideal pick for mediterranean and creative cuisine lovers seeking top-notch culinary experiences.

Extend your evening after a delightful meal by visiting La Botticella of Poggi Giovanni, which offers the perfect atmosphere for a night out. Moreover, Sant' Eustachio Caffè is another popular option for a drink or two. Likewise, Caffè Portofino 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 9-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 9 km, 1 hour 11 min

  • Colosseum
  • Roman Forum
  • Pantheon
  • Piazza navona
  • Castel Sant'Angelo
  • 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 2 nights nights remaining.

Make Colosseum your first stop of the day. Previous visitors have rated this roman amphitheatre an average of 4.7 out of 5 stars in 328,821 reviews. More than 7,400,000 people visit this place of interest every year.

Next up, make a stop at Roman Forum. With an average rating of 4.7 out of 5 stars by 114,450 visitors, it's easy to understand why so many people visit this square every year.

Pantheon is another attraction you can visit on this day of your vacation. This roman temple has an average rating of 4.8 out of 5 stars by 189,682 visitors. Up to 30,000,000 travelers come to Rome every year to see Pantheon with their own eyes.

When you’re finished at Pantheon, the perfect next stop is Piazza Navona. This square is rated an average of 4.7 out of 5 stars in 158,771 reviews.

If you’re keen to explore even more, then consider a visit to Castel Sant'Angelo. This museum is a top place to visit, with a rating of 4.7 out of 5 stars from 72,431 reviews. Castel Sant'Angelo hosts around 918,591 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.

After your meal, keep the night alive at a bar like The Apartment Bar Roma, known for its lively atmosphere. Hotel Hassler Roma is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance.

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 7 km, 59 min

  • Villa Borghese
  • Piazza del Popolo
  • Spanish Steps
  • Piazza di Spagna
  • Trevi Fountain
  • 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 1 night nights remaining.

When you're ready to see some sights, Villa Borghese is a great place to start. This urban zone of rome is rated an average of 4.6 out of 5 stars by 69,749 visitors.

Another popular attraction you can visit today is piazza del Popolo. This square has an average rating of 4.6 out of 5 stars from 89,807 travelers.

We also recommend a stop at Spanish Steps. The monumental staircase has been rated an average of 4.5 out of 5 stars by 57,211 visitors.

If you're keen to explore more, consider visiting Piazza di Spagna. This square is a popular attraction with an average rating of 4.7 out of 5 stars from 113,658 reviews.

Trevi Fountain is another easily accessible place to visit on this day of your trip. Stop by this sculpture, rated 4.8 out of 5 stars in 343,494 reviews, to discover more of what makes it unique.

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Rome. Choose from a selection of excellent restaurants and bars and find the perfect place for your 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 4

Day 4 – Rome, Vatican City, and Arezzo

  • Arezzo
  • More

Drive 225 km, 3 hours 10 min

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

Wake up to day 4 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in 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. Upon arrival in Vatican City, we highly recommend checking out some of the top attractions.

Make St. Peter's Basilica your first stop of the day. Previous visitors have rated this major basilica an average of 4.8 out of 5 stars in 131,043 reviews. More than 11,000,000 people visit this place of interest every year.

Next up, make a stop at Sistine Chapel. With an average rating of 4.7 out of 5 stars by 52,083 visitors, it's easy to understand why so many people visit this chapel every year.

Saint Peter's Square is another attraction you can visit on this day of your vacation. This square has an average rating of 4.8 out of 5 stars by 38,954 visitors.

When you’re finished at Saint Peter's Square, the perfect next stop is Vatican Museums. This art museum is rated an average of 4.6 out of 5 stars in 133,310 reviews. Vatican Museums attracts approximately 1,612,530 visitors annually.

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

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

Set out on a gastronomic journey in Arezzo by reserving a table at Octavin. Renowned for its , this restaurant presents an outstanding menu of creative cuisine. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Arezzo.

If you’re not ready to end the night just yet, Liquid Bar offers a perfect venue to relax and savor a drink.

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

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Day 5

Day 5 – Arezzo, Siena, and Florence

  • Florence
  • Siena
  • Arezzo
  • More

Drive 147 km, 2 hours 59 min

  • Santa Maria della Pieve
  • Piazza Grande
  • Piazza del Campo
  • Siena Cathedral
  • Fortezza Medicea (Siena)
  • 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 Florence, where you'll be staying for 3 nights. The day's itinerary unfolds with a diverse array of experiences in Siena and Arezzo.

When you’re ready to jump back into the car and say goodbye to Arezzo, you’ll hit the road in the direction of Siena. This drive usually takes around 1 hour 10 min. When you arrive, enjoy some sightseeing.

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.

Beyond the above-mentioned attractions, you also have the opportunity to visit Fortezza Medicea (Siena). This fortress is rated an average of 4.5 out of 5 stars by 9,835 visitors.

Embrace the thrill of the open road as you wave goodbye to Arezzo and set your GPS to Siena. 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 10 min. Upon reaching Siena, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Be one of the day’s first visitors at Santa Maria della Pieve. This church building is rated an average of 4.8 out of 5 stars by 720 visitors.

When you’re finished at Santa Maria della Pieve, head to piazza Grande. This one-of-a-kind square is 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 in Florence.

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

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. SE·STO on Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.

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 – Florence

  • Florence
  • More

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 6 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 2 nights nights remaining.

Start your sightseeing with a visit to The Boboli Gardens. This park is a popular stop on travelers’ itineraries in Florence, with an average rating of 4.2 out of 5 stars by 25,341 visitors.

Ponte Vecchio is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 118,099 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Uffizi Gallery. Visitors have rated this national museum an average of 4.7 out of 5 stars in 61,794 reviews. Uffizi Gallery receives around 2,011,219 visitors every year.

Piazza della Signoria is another unique site you can experience today. This attraction is a square rated an average of 4.8 out of 5 stars in 66,956 reviews.

Make your way to the fantastic Basilica of Santa Croce in Florence, perhaps the most famous church in Florence. This attraction is rated 4.7 out of 5 stars by 28,544 travelers.

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.

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 7

Day 7 – Florence

  • Florence
  • More

Drive 11 km, 57 min

  • Central Market
  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • David of Michelangelo
  • Piazzale Michelangelo
  • More

Day 7 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.

Seize the day by visiting some of the best attractions in the area, like Central Market. This extraordinary sightseeing destination has an average rating of 4.4 out of 5 stars from 43,100 visitors.

Next, make your way to Cathedral of Santa Maria del Fiore. This church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

While in Florence, we also recommend a visit to Galleria dell'Accademia. Hosting around 1,719,645 visitors every year, Galleria dell'Accademia is one of the best places to visit. This national museum has been rated an average of 4.6 out of 5 stars in 34,429 reviews.

If you’re keen to explore even more, then consider a visit to David. With an average rating of 4.8 out of 5 stars by 10,476 travelers, this statue is a highly recommended stop on your sightseeing around Florence.

Make your way to piazzale Michelangelo, perhaps the most famous square in Florence. This attraction is rated an average of 4.8 out of 5 stars in 77,744 reviews.

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

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 – Florence, Orvieto, and Rome

  • Rome
  • Orvieto
  • More

Drive 297 km, 4 hours

  • Orvieto Cathedral
  • Museo dell'Opera del Duomo
  • Orvieto Underground
  • Well of St Patrick
  • More

On day 8 of your luxury holiday in Italy, your road trip route will take you exploring the best of Orvieto. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

As you’ve unraveled the marvels of Florence, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Orvieto may take around 1 hour 58 min. Upon your arrival in Orvieto, you’ll be greeted with the opportunity to do some sightseeing and exploring.

When you’re ready for some sightseeing, make your way to Orvieto Cathedral. This much-appreciated catholic cathedral is rated 4.8 out of 5 stars in 15,057 reviews.

Next up is Museo dell'Opera del Duomo. This art museum has an average rating of 4.5 out of 5 stars from 238 visitors. As one of the top places to visit in the town, Museo dell'Opera del Duomo welcomes 37,892 visitors annually.

Another top sightseeing recommendation is Orvieto Underground. This archaeological site has been rated 4.6 out of 5 stars in 1,517 reviews. Every year, 37,000 travelers include this attraction on their travel itinerary.

Orvieto’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Florence behind. This drive usually takes around 1 hour 58 min. Orvieto welcomes you with a multitude of unique vacation experiences.

Begin your sightseeing with a visit to Well of St. Patrick. This sightseeing destination is rated an average of 4.5 out of 5 stars in 14,274 reviews.

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

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.

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 9

Day 9 – Rome - departure day

  • Rome - Departure day
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  • Campo de' Fiori
  • More

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 Rome before saying goodbye.

As you approach the end of your journey in Italy, take a moment for some retail therapy in Rome’s celebrated shopping district. Thanks to your stay’s premier location, you can easily visit the city’s commercial hubs and wander through its diverse range of local shops without rushing.

Whether you’re on a hunt for an ideal present to give to your friends or family or looking for a personal memento to remind you of Italy, a variety of items are waiting for you. Hold onto the magic of Italy with these wonderful souvenirs, ensuring your memories never fade.

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

Savor the flavors at Cantina e Cucina, a top pick for dinner tonight. Alternatively, Bono Bottega Nostrana - Piazza Di Spagna beckons with its unique menu offerings.

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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