Luxury 10-Day Italy Road Trip from Ancona traveling south to Rimini, Arezzo, and Rome

There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Catch an early flight to enjoy as much time as possible discovering Ancona.

This building is a popular stop on travelers’ itineraries in Ancona, with an average rating of 4.4 out of 5 stars by 4,023 visitors.

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

As your day in Ancona 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 Donegal Irish Pub. This bar promises a great atmosphere for your celebrations and has an average rating of 4.3 out of 5 stars by 1,118 customers.

Or, why not continue your evening at Posa bar, rated an average of 4.5 out of 5 stars among 948 guests.

Raise a toast to the start of your 10-day luxury vacation in Italy and look forward to more fantastic days to come!

On day 2 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, Ancona and the city of Rimini. You’ll stay in Rimini for 1 night.

Your day starts in Ancona.

Make the amazing Sanctuary of the Holy House of Loreto your first stop of the day. The average rating of 4.8 out of 5 stars by 19,100 visitors gives you an idea of what to expect from this church and attraction before you head there.

Next up, make a stop at the incredible Parco Naturale Regionale Gola della Rossa e di Frasassi. With an average rating of 4.6 out of 5 stars by 3,515 visitors, it's easy to understand why so many people visit this park and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Frasassi Caves. This show cave has an average rating of 4.8 out of 5 stars by 20,728 visitors.

Make the most of your day in Ancona 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 Ancona today.

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

After a long day of driving and exploring, we recommend you try La Mi Mama, one of the best restaurants in Rimini. This restaurant has an average rating of 4.4 out of 5 stars by 2,954 customers.

If you feel like having something else, locals also recommend Sabbioni Pizza & Restaurant as one of their top choices in the city. Sabbioni Pizza & Restaurant is rated an average of 4.4 out of 5 stars by 2,324 customers.

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

Bar Lento is one of the best bars you can visit in Rimini tonight. This bar is rated an average of 4.7 out of 5 stars by 516 customers.

You can also enjoy a glass or two at a popular place like Bounty. This bar has an average rating of 4.5 out of 5 stars from 11,323 customers.

Alternatively, try Bar Ilde - Il Baretto della Buona Piadina. Bar Ilde - Il Baretto della Buona Piadina 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 1,485 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 3 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Rimini and the city of Arezzo. You’ll stay in Arezzo for 2 nights.

Your day starts in Rimini. 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 Cavour your first stop of the day. The average rating of 4.5 out of 5 stars by 11,447 visitors gives you an idea of what to expect from this top-tier point of interest and attraction before you head there.

Next up, make a stop at the incredible Arch of Augustus. With an average rating of 4.6 out of 5 stars by 12,375 visitors, it's easy to understand why so many people visit this triumphal arch and attraction.

Make the most of your day in Rimini 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 Rimini today.

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

After a long day of driving and exploring, 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 feel like having something else, locals also recommend Trattoria Cavour 42 as one of their top choices in the city. Trattoria Cavour 42 is rated an average of 4.6 out of 5 stars by 909 customers.

Another restaurant you could try in Arezzo is Il Cantuccio. This lovely restaurant has a fantastic menu and has been rated an average of 4.3 out of 5 stars by 1,027 customers.

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

Il Covo dei Briganti is one of the best bars you can visit in Arezzo tonight. This bar is rated an average of 4.7 out of 5 stars by 509 customers.

You can also enjoy a glass or two at a popular place like Trattoria Il Saraceno. This bar has an average rating of 4.3 out of 5 stars from 1,759 customers.

Alternatively, try La Clandestina. La Clandestina is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.6 out of 5 stars by 277 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 4 of your luxury holiday in Italy, you will explore the surroundings of Arezzo. Arezzo is without a doubt one of the most beautiful places in Italy, and there are plenty of unique attractions for you to visit in the area.

Start your sightseeing of the day with a visit to the fantastic La Verna - Franciscan Sanctuary. This attraction is a church and has an average rating of 4.8 out of 5 stars by 7,374 visitors.

Next up on your agenda, you will find the extraordinary Arezzo Cathedral. This attraction is rated an average of 4.6 out of 5 stars by 2,450 visitors.

If you like many others have been feeling curious about the spectacular piazza Grande, then you should definitely take the opportunity to visit this attraction today. Piazza Grande is a square with an average rating of 4.6 out of 5 stars by 14,465 visitors.

The outstanding San Francesco, Arezzo is another stop you can visit on this day of your luxury holiday. Rated an average of 4.6 out of 5 stars by 2,377 visitors, it’s one that many travelers find worthy of a visit. This place of interest usually attracts more than 20,939 visitors per year.

This activity is one of many you can add to your luxury travel plan to make your road trip in Italy truly memorable.

When you’ve completed everything you want to see and do, you will drive back to your luxury accommodation in Arezzo.

After a long day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely dinner. 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 Lancia D'Oro Arezzo is one of the absolute best places to eat in the city of Arezzo. At this restaurant, you’ll enjoy a great atmosphere and a fantastic food and drinks menu. Ristorante La Lancia D'Oro Arezzo is rated an average of 4.5 out of 5 stars by 645 customers.

Alternatively, if you’re curious to try one of Arezzo-locals’ favorites, check out Antica Osteria l'Agania. This restaurant is rated an average of 4.5 out of 5 stars by 2,061 customers and guarantees you a nice dining experience to end your day.

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

If you feel like it, head out to a bar to celebrate another fantastic day in Arezzo and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate

Emilio is one of the best bars in Arezzo and the perfect place for a celebratory drink. This bar has an average rating of 4.6 out of 5 stars by 263 customers.

You may also want to check out La Nuova Tagliatella. Equally popular, this bar offers great drinks and a fantastic atmosphere. La Nuova Tagliatella is rated an average of 4.4 out of 5 stars by 275 customers.

A third bar where you could have a great time tonight is Liquid Bar. This bar has an average rating of 4.4 out of 5 stars by 231 customers.

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

On day 5 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, Vatican City and the city of Rome. You’ll stay in Rome for 4 nights.

Your day starts in Vatican City.

Make the amazing Vatican Museums your first stop of the day. The average rating of 4.6 out of 5 stars by 133,310 visitors gives you an idea of what to expect from this art museum and attraction before you head there. More than 1,612,530 people visit this attraction every year.

Next up, make a stop at the incredible 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 and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Saint Peter's Square. This square has an average rating of 4.8 out of 5 stars by 38,954 visitors.

When you’re finished at the major basilica, the perfect next stop is the popular St. Peter's Basilica. This spectacular major basilica and attraction is rated an average of 4.8 out of 5 stars in 131,043 reviews. St. Peter's Basilica attracts about 11,000,000 visitors annually.

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 3 nights, 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 Pantheon. This incredible attraction is a roman temple, rated an average of 4.8 out of 5 stars by 189,682 visitors. Up to 30,000,000 people visit this fantastic attraction every year.

Next up, make your way to one of the best places to see according to travelers in Rome, the extraordinary Piazza Navona. This square is rated an average of 4.7 out of 5 stars by 158,771 visitors.

As the day moves along, another attraction you will probably want to visit is the incredible Campo de' Fiori. Up to 51,133 visitors have rated this square an average of 4.4 out of 5 stars.

If you’re up for one last attraction today, check out the popular Castel Sant'Angelo. This attraction is a museum, rated an average 4.7 out of 5 stars among 72,431 visitors and attracts around 918,591 visits each year.

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 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 Circus Maximus. This attraction is a circus and has an average rating of 4.4 out of 5 stars by 44,741 visitors.

Next up on your agenda, you’ll find the extraordinary Colosseum, which is a roman amphitheatre that gets around 7,400,000 visits every year. This attraction is rated an average of 4.7 out of 5 stars by 328,821 visitors.

If you, like many others, have been feeling curious about the spectacular Roman Forum square, then you should definitely take the opportunity to visit this attraction today.

The outstanding Altare della Patria is another stop you can visit today in Rome. This architectural structure is a highly recommended attraction in the city. Rated at an average of 4.8 out of 5 stars by 49,843 visitors, it’s one many travelers find worthy of a visit. This place of interest usually attracts more than 1,683,070 visitors per year.

If you want to experience even more of Rome, then consider a visit to the incredible largo di Torre Argentina. Largo di Torre Argentina is a square and popular attraction most travelers enjoy. More than 30,433 people have rated this attraction an average of 4.5 out of 5 stars.

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 Coso Ristorante. This restaurant is a local favorite and has an average rating of 4.3 out of 5 stars by 1,275 customers.

Alternatively, another top-rated restaurant in the city is Pierluigi. This one-of-a-kind restaurant is rated an average of 4.3 out of 5 stars by 1,123 customers.

A common recommendation among luxury travelers who have vacationed Rome before is Ristorante Ad Hoc. This restaurant has a popular menu, deserving of an average rating of 4.6 out of 5 stars by 752 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.

La Botticella of Poggi Giovanni is one of the best bars in Rome and the perfect place for an after-dinner drink. This bar has an average rating of 4.7 out of 5 stars by 655 customers.

You may also want to check out Tigelleria Romana - Bistrot & Cafè. Equally popular, this bar offers a great drink list and a nice atmosphere for your celebrations. Tigelleria Romana - Bistrot & Cafè is rated an average of 4.3 out of 5 stars by 792 customers.

Alternatively, head out to La Licata. La Licata has an average rating of 4.5 out of 5 stars by 2,067 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 8 of your luxury road trip Italy offers you another day to explore the magnificent city of Rome. 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 Rome today is the stunning Villa Borghese. This urban zone of rome has an average rating of 4.6 out of 5 stars in 69,749 reviews.

Next up, make your way to the spectacular piazza del Popolo. This attraction is a square and has an average rating of 4.6 out of 5 stars by 89,807 visitors.

When you’re ready for your next sight of the day, continue to the incredible Spanish Steps. This attraction is a monumental staircase and has an average rating of 4.5 out of 5 stars by 57,211 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit the fantastic Piazza di Spagna. This square and travel destination is rated an average of 4.7 out of 5 stars by 113,658 visitors.

If you’re keen to explore even more, then consider a visit to the outstanding Basilica di Santa Maria Maggiore. This major basilica is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 27,678 visitors.

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

After a long day of discovering the unique quirks of Rome, 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, Antica Pesa is one of the absolute best places to eat in Rome. At this restaurant, you’ll enjoy a great atmosphere and a fantastic food and drinks menu. Antica Pesa is rated an average of 4.4 out of 5 stars by 858 customers.

Alternatively, if you’re curious to try a local favorite, check out Hostaria Isidoro. This restaurant is rated an average of 4.3 out of 5 stars by 909 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 Rome and take the pulse of the city’s nightlife.

To get a drink at one of the best bars in the city, go to Cappuccino Bar. This bar has an average rating of 4.7 out of 5 stars by 272 customers.

If you’d like to continue your evening somewhere else, we recommend heading to Wine Bar All Brothers. This bar is rated an average of 4.4 out of 5 stars by 308 customers.

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

On day 9 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, Teramo and the city of Ancona. You’ll stay in Ancona for 1 night.

Your day starts in Teramo.

Make the amazing Belvedere your first stop of the day. The average rating of 4.5 out of 5 stars by 985 visitors gives you an idea of what to expect from this best-rated sightseeing destination and attraction before you head there.

Next up, make a stop at the incredible Duomo of Saint Flavian. With an average rating of 4.5 out of 5 stars by 279 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 Santuario Maria Santissima dello Splendore. This shrine has an average rating of 4.7 out of 5 stars by 1,055 visitors.

Make the most of your day in Teramo 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 Teramo today.

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

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

Bàgolo Caffetteria is one of the best bars you can visit in Ancona tonight. This bar is rated an average of 4.5 out of 5 stars by 423 customers.

You can also enjoy a glass or two at a popular place like Old Fashioned. This bar has an average rating of 4.4 out of 5 stars from 170 customers.

Alternatively, try Mixer Bar. Mixer Bar 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 123 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 10-day luxury holiday in Italy and it’s soon time to start your journey home. This is your chance to get one last glimpse of Ancona 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 Passetto. This extraordinary best-rated sightseeing destination and attraction is rated an average of 4.5 out of 5 stars in 2,797 reviews, and is an excellent choice for your last sightseeing in Ancona.

Don’t end your vacation hungry.

You will then say farewell to Ancona 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!