Luxury 9-Day Italy Road Trip from Florence to Arezzo, Rome, and Perugia

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!

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

Start your sightseeing in the city with a visit to the fantastic Central Market. This must-see tourist destination is a popular stop on travelers’ itineraries in Florence, with an average rating of 4.4 out of 5 stars by 43,100 visitors.

Tonight you will be treated to a stay at one of best luxury hotels in Florence. 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 Florence.

For a culinary experience you will remember, have a look at the menu at Ristorante Paoli. With an average rating of 4.9 out of 5 stars by 6,031 customers, it’s truly one of the best restaurants in the whole of Florence.

If you feel like having something slightly different, check out Ristorante Oliviero 1962. This is one of the most recommended restaurants in the city. Considering its average rating of 4.7 out of 5 stars by 1,046 customers, it’s one that most guests enjoy.

Il Vezzo is another restaurant you could book a table at tonight. This fantastic restaurant is often recommended by both travelers and locals in Florence, and has an impressive average rating of 4.8 out of 5 stars by 862 customers.

As your day in Florence 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 Manifattura. This bar promises a great atmosphere for your celebrations and has an average rating of 4.7 out of 5 stars by 509 customers.

Or, why not continue your evening at Ditta Artigianale, rated an average of 4.3 out of 5 stars among 1,877 guests.

Another bar where you can have a great time tonight is Archea Brewery. This bar has an average rating of 4.7 out of 5 stars by 723 customers.

Raise a toast to the start of your 9-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 Florence. You still have 3 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 Florence. 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 piazza della Signoria. This attraction is a square and has an average rating of 4.8 out of 5 stars by 66,956 visitors.

Next up on your agenda, you’ll find the extraordinary Palazzo Vecchio. This attraction is rated an average of 4.7 out of 5 stars by 19,049 visitors.

If you, like many others, have been feeling curious about the spectacular Uffizi Gallery national museum, then you should definitely take the opportunity to visit this attraction today. Uffizi Gallery has an average rating of 4.7 out of 5 stars by 61,794 visitors and is visited by up to 2,011,219 people every year.

The outstanding Ponte Vecchio is another stop you can visit today in Florence. This deck arch bridge is a highly recommended attraction in the city. Rated at an average of 4.7 out of 5 stars by 118,099 visitors, it’s one many travelers find worthy of a visit.

Exploring new places makes you hungry. Luckily Florence 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 Florence, make sure to check out Ristorante Le Volte Firenze. This restaurant is a local favorite and has an average rating of 4.7 out of 5 stars by 536 customers.

Alternatively, another top-rated restaurant in the city is Le Cappelle Medicee. This one-of-a-kind restaurant is rated an average of 4.6 out of 5 stars by 1,574 customers.

A common recommendation among luxury travelers who have vacationed Florence before is La Giostra. This restaurant has a popular menu, deserving of an average rating of 4.4 out of 5 stars by 1,432 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.

Locale Firenze is one of the best bars in Florence and the perfect place for an after-dinner drink. This bar has an average rating of 4.6 out of 5 stars by 771 customers.

You may also want to check out Djària - American Bar. Equally popular, this bar offers a great drink list and a nice atmosphere for your celebrations. Djària - American Bar is rated an average of 4.8 out of 5 stars by 182 customers.

Alternatively, head out to Caffe San Firenze. Caffe San Firenze has an average rating of 4.3 out of 5 stars by 1,268 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.

Day 3 of your luxury road trip Italy offers you another day to explore the magnificent city of Florence. Today you will continue your luxury holiday in the best possible way - by discovering the best sights, most exciting activities, and finest restaurants in the city.

One of the best travel destinations you can visit in Florence today is the stunning Basilica di Santa Maria Novella, Firenze (FI). This archives has an average rating of 4.7 out of 5 stars in 23,075 reviews.

Next up, make your way to the spectacular Cathedral of Santa Maria del Fiore. This attraction is a church and has an average rating of 4.8 out of 5 stars by 76,359 visitors.

When you’re ready for your next sight of the day, continue to the incredible Galleria dell'Accademia. Galleria dell'Accademia gathers around 1,719,645 visitors each year. This attraction is a national museum and has an average rating of 4.6 out of 5 stars by 34,429 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit the fantastic Basilica of Santa Croce in Florence. This church and travel destination is rated an average of 4.7 out of 5 stars by 28,544 visitors.

You will be excited to learn that there are plenty of options for luxury tours and bespoke activities in Florence. Add the best tours to your luxury vacation package before or after booking.

After a long day of discovering the unique quirks of Florence, it’s an excellent idea to sit down for a lovely meal. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

According to reviews, Ristorante La Grotta Toscana is one of the absolute best places to eat in Florence. At this restaurant, you’ll enjoy a great atmosphere and a fantastic food and drinks menu. Ristorante La Grotta Toscana is rated an average of 4.4 out of 5 stars by 1,038 customers.

Alternatively, if you’re curious to try a local favorite, check out Il Granaio Ristorante. This restaurant is rated an average of 4.6 out of 5 stars by 667 customers and guarantees you a nice dining experience to end your day.

This restaurant is a top recommendation often mentioned by both travelers and locals.

If you feel like it, head out to a bar to celebrate another fantastic day in Florence and take the pulse of the city’s nightlife.

To get a drink at one of the best bars in the city, go to SE·STO on Arno Rooftop Bar. This bar has an average rating of 4.5 out of 5 stars by 1,020 customers.

If you’d like to continue your evening somewhere else, we recommend heading to The Florence Irish Pub. This bar is rated an average of 4.6 out of 5 stars by 426 customers.

A third bar where you could have a great time tonight is Il Vinile. This bar has an average rating of 4.7 out of 5 stars by 376 customers.

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

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 Florence and Bologna. You’ll stay in Arezzo 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 Florence, the incredible Pitti Palace. Each year, Pitti Palace attracts over 198,270 local and international travelers. This popular attraction is an art museum that has been rated an average of 4.6 out of 5 stars by 23,445 visitors.

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 Florence.

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

Make your way to the incredible Two Towers for some unforgettable sightseeing in Bologna. This popular attraction is a tower and has an average rating of 4.7 out of 5 stars by 25,975 visitors.

Next up, steer your step in the direction of Piazza Maggiore. This outstanding attraction has an average rating of 4.7 out of 5 stars by 64,523 travelers and is one of the most fantastic places to visit in Bologna.

Today you’ll check in at one of the most exclusive hotels in the city of Arezzo. Luxury hotels in Arezzo 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 Arezzo.

After a long day of traveling and sightseeing, we recommend you try one of the best restaurants in Arezzo, Antica Fonte. This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.6 out of 5 stars from 1,306 reviews.

Locals also recommend Trattoria Cavour 42 as one of the best restaurants to have dinner at in Arezzo. The Trattoria Cavour 42 is rated an average of 4.6 out of 5 stars by 909 customers, including locals as well as travelers.

For a slightly different culinary experience, book a table at Il Cantuccio. This popular restaurant has an average rating of 4.3 out of 5 stars by 1,027 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 Arezzo's nightlife.

If you’re not quite ready for bed yet, head off to a popular bar like Il Covo dei Briganti. 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 Trattoria Il Saraceno. Often recommended by locals, this bar is an excellent place to check out tonight. Trattoria Il Saraceno has an average rating of 4.3 out of 5 stars by 1,759 customers.

Alternatively, go to La Clandestina. Rated an average of 4.6 out of 5 stars in 277 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 Vatican City and the city of Rome. You’ll stay in Rome for 2 nights.

Your day starts in Vatican City. 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 Grande your first stop of the day. The average rating of 4.6 out of 5 stars by 14,465 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 Arezzo Cathedral. With an average rating of 4.6 out of 5 stars by 2,450 visitors, it's easy to understand why so many people visit this cathedral and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding San Francesco, Arezzo. This minor basilica has an average rating of 4.6 out of 5 stars by 2,377 visitors. Up to 20,939 travelers come to Vatican City every year to see the stunning San Francesco, Arezzo with their own eyes.

Make the most of your day in Vatican City 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 Vatican City 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 433, one of the best restaurants in Rome. This restaurant has an average rating of 4.4 out of 5 stars by 2,341 customers.

If you feel like having something else, locals also recommend Roma Sparita as one of their top choices in the city. Roma Sparita is rated an average of 4.4 out of 5 stars by 2,073 customers.

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

D’Angelo Caffè & Gastronomia - Bar Bistro Caffetteria Napoletana a Roma 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 1,054 customers.

You can also enjoy a glass or two at a popular place like Cantina e Cucina. This bar has an average rating of 4.6 out of 5 stars from 7,907 customers.

Alternatively, try Ai Tre Scalini. Ai Tre Scalini is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.4 out of 5 stars by 2,950 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 holiday, you’ll get the opportunity to experience the spectacular city of Rome. You’ll stay in Rome for 1 night, which gives you enough time to discover some of the most amazing things to see and do in the city. Start your morning with a hearty breakfast and get ready for an entire day of enjoying Rome to the fullest.

Today you will have the opportunity to visit multiple popular travel destinations in Rome. Begin your sightseeing with a visit to the outstanding Trevi Fountain. This attraction has an average rating of 4.8 out of 5 stars by 343,494 visitors.

When you’re finished at Trevi Fountain, make a stop at the wonderful Piazza di Spagna. This incredible attraction is a square, rated an average of 4.7 out of 5 stars by 113,658 visitors.

Next up, make your way to one of the best places to see according to travelers in Rome, the extraordinary Spanish Steps. This monumental staircase is rated an average of 4.5 out of 5 stars by 57,211 visitors.

As the day moves along, another attraction you will probably want to visit is the incredible piazza del Popolo. Up to 89,807 visitors have rated this square an average of 4.6 out of 5 stars.

If you’re up for one last attraction today, check out the popular Villa Borghese.

Tonight you will stay at one of the best luxury hotels in Rome. We have selected the perfect options for you to have the loveliest experience in Rome.

Treat yourself to an overnight stay at the wonderful Hotel Nord Nuova Roma, a highly recommended 3-star hotel in the city. This hotel has an average rating of 4.2 out of 5 stars by 3,325 guests and guarantees you a pleasant break from your self-drive luxury vacation.

Another excellent luxury accommodation alternative in Rome is the fantastic Grand Hotel Palatino. This 4-star hotel is the ultimate place to lay back and treat yourself to some well-deserved downtime after a busy day exploring. Grand Hotel Palatino is rated an average of 4.1 out of 5 stars by 4,826 guests.

Alternatively, check in at the outstanding NH Collection Roma Palazzo Cinquecento. This 5-star hotel is warmly recommended by previous guest and has an average rating of 4.3 out of 5 stars from 1,953 reviews to prove it. Get cozy and rest before it’s yet again time to hit the roads.

Our flexible booking system will automatically provide you with the best luxury hotel alternatives if these are not available.

After a long day of exploring, it’s time for indulging in some food. Make a reservation at one of the best restaurants in Rome.

We recommend you eat at a restaurant that locals enjoy, like the fantastic Ristorante Amedeo. This excellent restaurant has an average rating of 4.3 out of 5 stars by 1,798 customers.

Alternatively, check out the menu at La Taverna dei Fori Imperiali. Considered one of the best restaurants in Rome, it has an average rating of 4.4 out of 5 stars by 1,637 customers.

If you’re curious about more of the best restaurants in Rome, Maccheroni is one to check out. Maccheroni is rated an average of 4.3 out of 5 stars by 1,633 customers.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Rome.

Many locals go to VinAllegro to have a good time. This bar is rated an average of 4.3 out of 5 stars by 1,167 customers.

If you feel like going somewhere else, another popular option in the city is Ristorante Tema. This bar has an average rating of 4.4 out of 5 stars by 939 customers.

Bar Tornatora Rome is another great option in Rome. This bar is rated an average of 4.3 out of 5 stars by 952 customers.

Enjoy an amazing evening in Rome, and get ready for more fantastic days to come of your luxury vacation in Italy!

On day 7 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Rome and the city of Perugia. You’ll stay in Perugia for 1 night.

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

Make the amazing Roman Forum your first stop of the day. The average rating of 4.7 out of 5 stars by 114,450 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 Colosseum. With an average rating of 4.7 out of 5 stars by 328,821 visitors, it's easy to understand why so many people visit this roman amphitheatre and attraction. In fact, this welcomes around 7,400,000 visitors annually.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Pantheon. 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 the stunning Pantheon with their own eyes.

When you’re finished at the square, the perfect next stop is the popular Piazza Navona. This spectacular square and attraction 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 the fantastic Castel Sant'Angelo. This museum is a remarkable attraction with an average rating of 4.7 out of 5 stars from 72,431 visitors. Castel Sant'Angelo hosts around 918,591 visitors every year.

Make the most of your day in Rome 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 Rome today.

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

After a long day of driving and exploring, we recommend you try Al Mangiar Bene, one of the best restaurants in Perugia. This restaurant has an average rating of 4.5 out of 5 stars by 1,395 customers.

If you feel like having something else, locals also recommend La Prosciutteria Perugia as one of their top choices in the city. La Prosciutteria Perugia is rated an average of 4.6 out of 5 stars by 407 customers.

Another restaurant you could try in Perugia is Alphaville. This lovely restaurant has a fantastic menu and has been rated an average of 4.7 out of 5 stars by 325 customers.

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

Quei Bravi Ragazzi is one of the best bars you can visit in Perugia tonight. This bar is rated an average of 4.7 out of 5 stars by 543 customers.

You can also enjoy a glass or two at a popular place like Elfo Pub Perugia. This bar has an average rating of 4.6 out of 5 stars from 754 customers.

Alternatively, try Punto di Vista. Punto di Vista 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 502 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 8 of your luxury holiday in Italy, wonderful attractions await. Today you have the opportunity to discover two places in one day, the city of Santa Maria degli Angeli and the city of Santa Maria degli Angeli. You’ll stay in Florence for 1 night.

Begin your adventures of the day with a visit to the outstanding Piazza IV Novembre. This attraction is a square and has an average rating of 4.6 out of 5 stars by 9,189 visitors.

Next up, make a stop at the incredible Rocca Paolina. This rocca and travel destination has received an average rating of 4.7 out of 5 stars in 7,128 reviews.

The wonderful Carducci Gardens is another popular attraction you can explore on this day of your vacation in Santa Maria degli Angeli. This well-known attraction, and spectacular park, has an average rating of 4.5 out of 5 stars by 1,768 visitors.

Joining a top-rated tour in Santa Maria degli Angeli 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.

It’s now time to hit the road again and travel to your next destination, the city of Santa Maria degli Angeli.

Make your way to the incredible Basilica of San Francesco d'Assisi in Santa Maria degli Angeli for some sightseeing. This popular attraction is a papal basilica and has been rated an average of 4.9 out of 5 stars by 33,258 visitors.

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

After a long day of experiencing some of the most fantastic attractions and sights in Italy, we recommend you try Agricola Toscana, one of the best restaurants in Florence. This restaurant has an average rating of 4.6 out of 5 stars by 629 customers.

If you’re keen on trying something else, locals also recommend Da Lino as one of the top restaurants in the city. Da Lino is rated an average of 4.5 out of 5 stars by 681 customers.

Another of the most recommended restaurants in Florence is Casa Toscana. This restaurant has been rated an average of 4.3 out of 5 stars by 813 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 Harry's Bar Firenze. This bar is considered one of the best in Florence and is rated an average of 4.4 out of 5 stars by 421 customers.

You can also enjoy drinks at a popular bar like FUK - Cocktail bar, music & more. This bar has an average rating of 4.4 out of 5 stars by 374 customers.

Alternatively, go to La Petite. This is one of the most frequently recommended bars by locals in Florence and is rated an average of 4.4 out of 5 stars in 343 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!

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.

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 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.

Don’t end your vacation hungry. For one last meal in the city of Florence, check out the menu at Essenziale. This popular restaurant is rated an average of 4.7 out of 5 stars by 310 customers.

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!