Luxury 7-Day Italy Road Trip from Rome traveling west to Arezzo, Florence, and Siena

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!

The first destination of your luxury vacation in Italy is Rome - a city with many fantastic attractions to explore. Catch an early flight to enjoy as much time as possible discovering Rome.

Start your sightseeing in the city with a visit to the fantastic Piazza Navona. This square is a popular stop on travelers’ itineraries in Rome, with an average rating of 4.7 out of 5 stars by 158,771 visitors.

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

Exploring new places can make you hungry. When you’re ready for dinner, we recommend trying one of the finest restaurants in Rome.

For a culinary experience you will remember, have a look at the menu at 433. With an average rating of 4.4 out of 5 stars by 2,341 customers, it’s truly one of the best restaurants in the whole of Rome.

If you feel like having something slightly different, check out Roma Sparita. This is one of the most recommended restaurants in the city. Considering its average rating of 4.4 out of 5 stars by 2,073 customers, it’s one that most guests enjoy.

As your day in Rome is coming to an end retreat to a bar where you can celebrate the start of your exciting luxury holiday in Italy.

Make your way to D’Angelo Caffè & Gastronomia - Bar Bistro Caffetteria Napoletana a Roma. This bar promises a great atmosphere for your celebrations and has an average rating of 4.7 out of 5 stars by 1,054 customers.

Or, why not continue your evening at Cantina e Cucina, rated an average of 4.6 out of 5 stars among 7,907 guests.

Another bar where you can have a great time tonight is Ai Tre Scalini. This bar has an average rating of 4.4 out of 5 stars by 2,950 customers.

Raise a toast to the start of your 7-day luxury vacation in Italy and look forward to more fantastic days to come!

On day 2 of your exciting luxury holiday across Italy you will continue exploring the city of Rome. You still have 2 nights left in the city. Enjoy your break from the road and spend this day sightseeing and eating at some of the best restaurants in Rome. Your accommodation will be conveniently located close to several of the best attractions in the city.

Start your sightseeing of the day with a visit to the fantastic Villa Borghese. This attraction is an urban zone of rome and has an average rating of 4.6 out of 5 stars by 69,749 visitors.

Next up on your agenda, you’ll find the extraordinary piazza del Popolo. This attraction is rated an average of 4.6 out of 5 stars by 89,807 visitors.

If you, like many others, have been feeling curious about the spectacular Castel Sant'Angelo museum, then you should definitely take the opportunity to visit this attraction today. Castel Sant'Angelo has an average rating of 4.7 out of 5 stars by 72,431 visitors and is visited by up to 918,591 people every year.

The outstanding Roman Forum is another stop you can visit today in Rome. This square is a highly recommended attraction in the city. Rated at an average of 4.7 out of 5 stars by 114,450 visitors, it’s one many travelers find worthy of a visit.

If you want to experience even more of Rome, then consider a visit to the incredible Colosseum. Colosseum is a roman amphitheatre and popular attraction most travelers enjoy. More than 328,821 people have rated this attraction an average of 4.7 out of 5 stars. If you decide to visit this roman amphitheatre, you’ll be one of 7,400,000 people who do so every year.

Exploring new places makes you hungry. Luckily Rome has multiple restaurants that offer fantastic dining experiences you’ll appreciate after a long day of sightseeing.

If you’re curious about the best restaurant in Rome, make sure to check out Ristorante Amedeo. This restaurant is a local favorite and has an average rating of 4.3 out of 5 stars by 1,798 customers.

Alternatively, another top-rated restaurant in the city is La Taverna dei Fori Imperiali. This one-of-a-kind restaurant is rated an average of 4.4 out of 5 stars by 1,637 customers.

A common recommendation among luxury travelers who have vacationed Rome before is Maccheroni. This restaurant has a popular menu, deserving of an average rating of 4.3 out of 5 stars by 1,633 customers.

If you’re not yet ready to head back to your hotel, check out some of the bars in the area and experience the local nightlife.

VinAllegro is one of the best bars in Rome and the perfect place for an after-dinner drink. This bar has an average rating of 4.3 out of 5 stars by 1,167 customers.

You may also want to check out Ristorante Tema. Equally popular, this bar offers a great drink list and a nice atmosphere for your celebrations. Ristorante Tema is rated an average of 4.4 out of 5 stars by 939 customers.

Alternatively, head out to Bar Tornatora Rome. Bar Tornatora Rome has an average rating of 4.3 out of 5 stars by 952 customers and is a top choice among travelers as well as locals.

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.

On day 3 of your luxury holiday in Italy, wonderful attractions await. Today you have the opportunity to discover two places in one day, the city of Rome and Vatican. You’ll stay in Arezzo for 1 night.

Begin your adventures of the day with a visit to the outstanding Pantheon. This attraction is a roman temple and has an average rating of 4.8 out of 5 stars by 189,682 visitors. As one of the top sights in the area, it’s estimated that up to 30,000,000 people visit Pantheon every year.

Next up, make a stop at the incredible Trevi Fountain. This sculpture and travel destination has received an average rating of 4.8 out of 5 stars in 343,494 reviews.

The wonderful Piazza di Spagna is another popular attraction you can explore on this day of your vacation in Rome. This well-known attraction, and spectacular square, has an average rating of 4.7 out of 5 stars by 113,658 visitors.

Joining a top-rated tour in Rome is another excellent way to spend your luxury holiday in Italy. The best tours in this destination will take you on a discovery of some of Italy’s most well-known attractions and best-kept secrets.

Make your way to the incredible Saint Peter's Square in Vatican for some sightseeing. This popular attraction is a square and has been rated an average of 4.8 out of 5 stars by 38,954 visitors.

Another unforgettable travel destination you’ll want to pay a visit in Vatican is the outstanding St. Peter's Basilica. This top attraction leaves more than 11,000,000 visitors totally mesmerized every year. Rated 4.8 out of 5 stars by 131,043 visitors, this remarkable major basilica and attraction definitely deserves a spot on travelers' bucket lists in Italy.

For the night, you’ll have the choice of the best luxury hotels and places to stay in the city of Arezzo.

After a long day of experiencing some of the most fantastic attractions and sights in Italy, we recommend you try Antica Fonte, one of the best restaurants in Arezzo. This restaurant has an average rating of 4.6 out of 5 stars by 1,306 customers.

If you’re keen on trying something else, locals also recommend Trattoria Cavour 42 as one of the top restaurants in the city. Trattoria Cavour 42 is rated an average of 4.6 out of 5 stars by 909 customers.

Another of the most recommended restaurants in Arezzo is Il Cantuccio. This restaurant has been rated an average of 4.3 out of 5 stars by 1,027 customers.

After dinner, you can enjoy some downtime at your hotel or head out to a bar for a couple of drinks.

If you’re not yet ready to call it a day, pop into the top-rated Il Covo dei Briganti. This bar is considered one of the best in Arezzo and is rated an average of 4.7 out of 5 stars by 509 customers.

You can also enjoy drinks at a popular bar like Trattoria Il Saraceno. This bar has an average rating of 4.3 out of 5 stars by 1,759 customers.

Alternatively, go to La Clandestina. This is one of the most frequently recommended bars by locals in Arezzo and is rated an average of 4.6 out of 5 stars in 277 reviews.

Go over your photos from the day, raise a toast, and rest your tired legs. A new adventurous day of your luxury road trip in Italy awaits!

Get ready for day 4 of your luxury vacation in Italy. On this day of your exciting road trip holiday, you will have the most wonderful time discovering Pisa and Pisa. You’ll stay in Florence for 1 night. Enjoy a flexible travel itinerary and choose how much time you want to spend at each destination.

Start your day with one of travelers’ favorite attractions in Pisa, the incredible piazza Grande. This popular attraction is a square that has been rated an average of 4.6 out of 5 stars by 14,465 visitors.

Today we also recommend you visit the amazing Arezzo Cathedral, an outstanding cathedral in Pisa. Around 2,450 travelers have rated this attraction an average of 4.6 out of 5 stars.

Another of the best travel destinations you can visit in Pisa is the astonishing San Francesco, Arezzo. Attracting more than 20,939 visitors annually, it's clear that the incredible San Francesco, Arezzo is one of the top sights of the area. This attraction is a minor basilica and has been rated an average of 4.6 out of 5 stars in 2,377 reviews.

To experience the local culture, see the best attractions, and meet new people at the same time, add a tour or activity to your luxury holiday package in Italy. As a luxury traveler, you will choose among only the best experiences available to you on this day of your exclusive road trip vacation in Pisa.

It’s now time to get back on the road and continue to the next destination of your day, the city of Pisa.

Make your way to the incredible Knights' Square for some unforgettable sightseeing in Pisa. This popular attraction is a square and has an average rating of 4.5 out of 5 stars by 9,051 visitors.

Next up, steer your step in the direction of Piazza del Duomo, Pisa. This outstanding attraction has an average rating of 4.7 out of 5 stars by 104,550 travelers and is one of the most fantastic places to visit in Pisa.

When you’re ready to leave Piazza del Duomo, Pisa, stop by the remarkable Leaning Tower of Pisa. Hosting around 3,200,000 visitors every year, the magnificent Leaning Tower of Pisa is one of the most popular places to visit in Pisa. This bell tower attraction is rated an average of 4.7 out of 5 stars by 116,882 visitors.

Today you’ll check in at one of the most exclusive hotels in the city of Florence. Luxury hotels in Florence offer fantastic facilities and wonderful rooms. In combination with staff that is generous with both their time and recommendations, you’re guaranteed a pleasant

Stay in Florence.

After a long day of traveling and sightseeing, we recommend you try one of the best restaurants in Florence, Ristorante Paoli. This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.9 out of 5 stars from 6,031 reviews.

Locals also recommend Ristorante Oliviero 1962 as one of the best restaurants to have dinner at in Florence. The Ristorante Oliviero 1962 is rated an average of 4.7 out of 5 stars by 1,046 customers, including locals as well as travelers.

For a slightly different culinary experience, book a table at Il Vezzo. This popular restaurant has an average rating of 4.8 out of 5 stars by 862 customers.

Depending on your plans for tomorrow, you might want to head back to your hotel for some relaxation. If not, this is your chance to take the temperature of Florence's nightlife.

If you’re not quite ready for bed yet, head off to a popular bar like Manifattura. This bar is rated an average of 4.7 out of 5 stars from 509 customers.

Another place you could go for some drinks is the top-rated Ditta Artigianale. Often recommended by locals, this bar is an excellent place to check out tonight. Ditta Artigianale has an average rating of 4.3 out of 5 stars by 1,877 customers.

Alternatively, go to Archea Brewery. Rated an average of 4.7 out of 5 stars in 723 reviews, it’s one worth checking out if you’re in the party mood.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a good night’s sleep at your lovely hotel and get ready for another fun day to come.

On day 5 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Florence and the city of Siena. You’ll stay in Siena for 1 night.

Your day starts in Florence. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing piazza della Signoria your first stop of the day. The average rating of 4.8 out of 5 stars by 66,956 visitors gives you an idea of what to expect from this square and attraction before you head there.

Next up, make a stop at the incredible Cathedral of Santa Maria del Fiore. With an average rating of 4.8 out of 5 stars by 76,359 visitors, it's easy to understand why so many people visit this church and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Ponte Vecchio. This deck arch bridge has an average rating of 4.7 out of 5 stars by 118,099 visitors.

When you’re finished at the national museum, the perfect next stop is the popular Uffizi Gallery. This spectacular national museum and attraction is rated an average of 4.7 out of 5 stars in 61,794 reviews. Uffizi Gallery attracts about 2,011,219 visitors annually.

If you’re keen to explore even more, then consider a visit to the fantastic piazzale Michelangelo. This square is a remarkable attraction with an average rating of 4.8 out of 5 stars from 77,744 visitors.

Make the most of your day in Florence by joining exclusive tours and activities that take your luxury holiday in Italy to the next level. This is only one of many experiences you can include in your luxury travel package in Italy. So make sure to check out the other options too, to find the best way to spend your time in Florence today.

By the end of the day, you will drive to the city of Siena, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Osteria degli Svitati, one of the best restaurants in Siena. This restaurant has an average rating of 4.7 out of 5 stars by 911 customers.

If you feel like having something else, locals also recommend Osteria Il Carroccio as one of their top choices in the city. Osteria Il Carroccio is rated an average of 4.7 out of 5 stars by 895 customers.

Another restaurant you could try in Siena is Antica Trattoria Papei. This lovely restaurant has a fantastic menu and has been rated an average of 4.3 out of 5 stars by 3,761 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

La Taverna di San Giuseppe is one of the best bars you can visit in Siena tonight. This bar is rated an average of 4.7 out of 5 stars by 1,767 customers.

You can also enjoy a glass or two at a popular place like Ristorante Gallo Nero. This bar has an average rating of 4.4 out of 5 stars from 829 customers.

Alternatively, try San Paolo Pub. San Paolo Pub is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.3 out of 5 stars by 704 customers.

Raise a glass in celebration of your fantastic luxury holiday in Italy! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

On day 6 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Siena and the city of Rome. You’ll stay in Rome for 1 night.

Your day starts in Siena. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing piazza del Campo your first stop of the day. The average rating of 4.8 out of 5 stars by 64,175 visitors gives you an idea of what to expect from this square and attraction before you head there.

Next up, make a stop at the incredible Siena Cathedral. With an average rating of 4.8 out of 5 stars by 21,656 visitors, it's easy to understand why so many people visit this domus and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Fortezza Medicea (Siena). This fortress has an average rating of 4.5 out of 5 stars by 9,835 visitors.

Make the most of your day in Siena by joining exclusive tours and activities that take your luxury holiday in Italy to the next level. This is only one of many experiences you can include in your luxury travel package in Italy. So make sure to check out the other options too, to find the best way to spend your time in Siena today.

By the end of the day, you will drive to the city of Rome, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Coso Ristorante, one of the best restaurants in Rome. This restaurant has an average rating of 4.3 out of 5 stars by 1,275 customers.

If you feel like having something else, locals also recommend Pierluigi as one of their top choices in the city. Pierluigi is rated an average of 4.3 out of 5 stars by 1,123 customers.

Another restaurant you could try in Rome is Ristorante Ad Hoc. This lovely restaurant has a fantastic menu and has been rated an average of 4.6 out of 5 stars by 752 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

La Botticella of Poggi Giovanni is one of the best bars you can visit in Rome tonight. This bar is rated an average of 4.7 out of 5 stars by 655 customers.

You can also enjoy a glass or two at a popular place like Tigelleria Romana - Bistrot & Cafè. This bar has an average rating of 4.3 out of 5 stars from 792 customers.

Alternatively, try La Licata. La Licata is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.5 out of 5 stars by 2,067 customers.

Raise a glass in celebration of your fantastic luxury holiday in Italy! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

Today is the last day of your 7-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.

Catch a later flight to enjoy some extra time for exploring. If you have a late departure, we recommend doing some last-minute shopping or sightseeing.

Make the most of what’s left of your luxury vacation in Italy by heading out to the stunning Altare della Patria. This extraordinary architectural structure and attraction is rated an average of 4.8 out of 5 stars in 49,843 reviews, and is an excellent choice for your last sightseeing in Rome.

Don’t end your vacation hungry. For one last meal in the city of Rome, check out the menu at Antica Pesa. This popular restaurant is rated an average of 4.4 out of 5 stars by 858 customers.

Alternatively, another recommendation is Hostaria Isidoro. This restaurant is a popular choice among travelers as well as locals and has an average rating of 4.3 out of 5 stars by 909 customers.

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!