Luxury Two-Week Italy Road Trip from Perugia traveling south to Siena, L'aquila, Naples, and Rome

Your luxury holiday in Italy begins as soon as you reach the city of Perugia. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Drop by the renowned Arco dei Gigli. This popular arco has been rated an average of 4.5 out of 5 stars by 148 visitors.

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

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

Esteemed as a restaurant, it features an exceptional menu.

After enjoying a fulfilling meal, continue your evening at Tommi Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Valentina offers a welcoming atmosphere for easing into the nightlife. Similarly, Caffe Dal Perugino provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to the start of your 15-day luxury vacation in Italy and look forward to more fantastic days to come!

Wake up to day 2 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Perugia. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Start your sightseeing with a visit to The Fontana Maggiore. This point of interest is rated an average of 4.7 out of 5 stars from 612 visitors.

Piazza IV Novembre is another popular attraction you could visit today. This square has a rating of 4.6 out of 5 stars from 9,189 visitors.

National Gallery is also highly recommended by travelers. This museum has a rating of 4.6 out of 5 stars from 1,294 visitors.

Rocca Paolina is an attraction you won’t want to miss. This rocca is rated an average of 4.7 out of 5 stars in 7,128 reviews.

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

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Meet Life Cafè, a well-loved spot among locals and tourists. Or, head to Maudit Pub. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Impero Siena, another top-rated place in the area.

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.

On day 3 of your luxury holiday in Italy, your road trip route will take you exploring the best of Siena and 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.

Drop by the renowned Siena Cathedral. This popular domus has been rated an average of 4.8 out of 5 stars by 21,656 visitors.

Another unforgettable place to experience is piazza del Campo. Rated 4.8 out of 5 stars by 64,175 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Tower of Mangia. This point of interest has been rated an average of 4.6 out of 5 stars in 673 reviews.

Continue your road trip and head to your next destination, Orvieto. This car ride takes around 1 hour 27 min.

Begin your sightseeing with a visit to Orvieto Cathedral. This extraordinary catholic cathedral is rated an average of 4.8 out of 5 stars by 15,057 visitors.

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

After a long day of discovering the unique quirks of Italy, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in L'aquila so you can check out the menus and make advance reservations.

Start your culinary exploration in L'aquila by securing a reservation at FØRMA contemporary restaurant. This renowned restaurant holds a Bib Gourmand award, and offers an exceptional menu of contemporary and creative cuisine.

Unwind after your meal by stepping into Art Cafè L'Aquila. This venue is celebrated for its extensive drink selections and cozy vibes.

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

Wake up to day 4 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 Naples, where you'll be staying for 4 nights. The day's itinerary unfolds with a diverse array of experiences in L'aquila and Caserta.

An excellent attraction to start your day with is Luminous fountain. This fountain is rated an average of 4.5 out of 5 stars in 6,564 reviews.

Fasten your seatbelt and make your way to your next stop. Caserta, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from L'aquila to Caserta may take around 2 hours 37 min without traffic disruptions. Upon arrival in Caserta, we highly recommend checking out some of the top attractions.

Start your sightseeing with a visit to Palace of Caserta. This mountain park is a popular stop on travelers’ itineraries in Caserta, with an average rating of 4.6 out of 5 stars by 36,840 visitors. Around 296,577 people visit this attraction every year.

Giardini Reali - Parco Reggia di Caserta is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 18,740 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Fountain of Aeolus. Visitors have rated this park an average of 4.7 out of 5 stars in 1,685 reviews.

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

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 Naples for you, so you can check out the menus and make your reservation in advance.

Experience a symphony of flavors at Il Comandante in Naples by securing a reservation in advance. Renowned for its 1-star Michelin distinction, Il Comandante delights its guests with its exceptional variety of meals showcasing delicious creative and mediterranean cuisine. For a palate-pleasing alternative, make sure to dine at ARIA, acclaimed for its delectable contemporary and modern specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Veritas, a top-rated restaurant known for its outstanding menu. Known as a top-rated , it's a top choice for campanian and contemporary cuisine in the city.

If you’re not ready to end the night just yet, Happening cocktail bar offers a perfect venue to relax and savor a drink. Similarly, Shanti Art Musik Bar is well-suited for those looking to unwind in a social setting. Gran Caffè Gambrinus is another excellent spot to enjoy a nightcap after a delightful meal.

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 5 of your luxury road trip in Italy begins and concludes in the city of Naples. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Naples, where you still have 3 nights nights remaining.

Make Castel Sant'Elmo one of your first sightseeing stops in Naples. Rated an average of 4.6 out of 5 stars by 25,314 travelers, a visit to this local attraction makes for a great introduction to the area.

Castel Nuovo is a worthwhile attraction you can visit next. This castle is a valued place of interest in the area, with an average rating of 4.4 out of 5 stars from 28,032 reviews.

Today is also the perfect opportunity to drop by San Carlo Theatre. This point of interest has been rated an average of 4.8 out of 5 stars by 7,015 visitors.

If you’re keen to explore more, head to piazza del Plebiscito. A trip to this popular square is also your opportunity to see if it lives up to the reputable 4.7 out of 5-star rating as given by 58,141 previous visitors.

Another top place to visit is Ovo Castle. This sightseeing destination enjoys an average rating of 4.6 out of 5 stars from 33,595 local and international travelers.

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

Continue your evening by exploring the vibrant nightlife scene at Archivio Storico - Cocktail Bar & Wonderfood, a prime destination for a thrilling night out. Also, don’t forget to check out Babette Pub, a bar that offers unique local touches. Likewise, Gran Caffè Cimmino provides an excellent alternative for a fun evening.

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

Day 6 of your luxury road trip in Italy begins and concludes in the city of Naples. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Naples, where you still have 2 nights nights remaining.

An excellent attraction to start your day with is Naples National Archaeological Museum. This archaeological museum typically receives around 616,878 visitors every year and is rated an average of 4.6 out of 5 stars in 27,352 reviews.

Continue your journey at Napoli Sotterranea Percorso Ufficiale. This museum is rated 4.6 out of 5 stars by 19,274 travelers from near and far.

Naples is also the home of Cappella Sansevero. This former church has an average rating of 4.7 out of 5 stars from 25,405 visitors. Each year, around 175,138 travelers visit this top sight, and today is your chance to do the same.

You can continue your self-guided sightseeing tour at Chiesa del Gesù Nuovo. Rated 4.6 out of 5 stars by 16,437 visitors, a visit to this top sight is time well spent.

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

After your meal, keep the night alive at a bar like Flanagan's Bar, known for its lively atmosphere. Parthenope Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Gianni Unica sede dal 1970 offers an excellent atmosphere for those looking to amp up the evening.

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

On day 7 of your luxury road trip in Italy, you’ll start and end your day in the city of Naples, but jump in the car to visit amazing attractions in the nearby area. After a day of sightseeing, you'll drive back to Naples, where you still have 1 night left.

When you’ve had your share of Naples, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Ravello. Your travel time is around 1 hour 10 min.

An excellent attraction to start your day with is Villa Rufolo. This point of interest is rated an average of 4.6 out of 5 stars in 16,456 reviews.

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

Start your sightseeing with a visit to Villa Cimbrone Gardens. This sightseeing destination is rated an average of 4.8 out of 5 stars from 2,202 visitors.

Fasten your seatbelt and make your way to your next stop. Amalfi, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Castiglione to Amalfi may take around 12 min without traffic disruptions. Upon arrival in Amalfi, we highly recommend checking out some of the top attractions.

Make Amalfi Coast your first stop of the day. Previous visitors have rated this coast an average of 4.7 out of 5 stars in 70,989 reviews.

When you’re done exploring the best attractions, you’ll drive back to your luxury accommodation near the city of Naples.

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

After enjoying a fulfilling meal, continue your evening at L'antiquario, ideal for those looking to unwind with a drink in a comfortable setting.

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

Wake up to day 8 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Ercolano and Pompei. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Continue your road trip and head to your next destination, Ercolano. This car ride takes around 24 min.

Begin your sightseeing with a visit to Archaeological Park of Herculaneum. This extraordinary museum is rated an average of 4.7 out of 5 stars by 9,913 visitors.

When you’re ready to jump back into the car and say goodbye to Ercolano, you’ll hit the road in the direction of Pompei. This drive usually takes around 21 min. When you arrive, enjoy some sightseeing.

A top pick for your self-guided sightseeing tour today is Amphitheatre of Pompeii. Previous visitors have rated this sightseeing destination an average of 4.7 out of 5 stars in 14,759 reviews.

Teatro Grande is a local recommendation that you also can pay a visit today. This sightseeing destination is rated an average of 4.7 out of 5 stars in 5,226 reviews.

Another attraction you won't want to miss is Archaeological Park of Pompeii. This museum is rated an average of 4.7 out of 5 stars in 49,465 reviews.

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

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

Dive into a culinary adventure like no other in Rome by booking a table at La Pergola. This popular restaurant holds , and offers an exceptional menu of mediterranean and contemporary cuisine. For another culinary dining option, venture to Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Enoteca La Torre, a top local restaurant known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Let the evening flow smoothly from dinner to drinks at La Botticella of Poggi Giovanni, a top-rated bar in the area. For other recommendations, Sant' Eustachio Caffè provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffè Portofino offers a memorable night with diverse drink options and excellent service.

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.

Day 9 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 5 nights nights remaining.

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.

Keep the evening going at The Apartment Bar Roma, a great choice for enjoying the after-dinner hours with a drink. You could also go to Hotel Hassler Roma, which offers a similarly pleasant setting and great drinks.

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.

Day 10 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 4 nights nights remaining.

Start your sightseeing with a visit to Colosseum. This roman amphitheatre is a popular stop on travelers’ itineraries in Rome, with an average rating of 4.7 out of 5 stars by 328,821 visitors. Around 7,400,000 people visit this attraction every year.

Roman Forum is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 114,450 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Pantheon. Visitors have rated this roman temple an average of 4.8 out of 5 stars in 189,682 reviews. Pantheon receives around 30,000,000 visitors every year.

Piazza Navona is another unique site you can experience today. This attraction is a square rated an average of 4.7 out of 5 stars in 158,771 reviews.

Make your way to the fantastic Castel Sant'Angelo, perhaps the most famous museum in Rome. This attraction welcomes around 918,591 visitors annually and is rated 4.7 out of 5 stars by 72,431 travelers.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Rome.

This renowned restaurant holds , and offers an exceptional menu of cuisine.

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 11 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 3 nights nights remaining.

A top pick for your self-guided sightseeing tour today is Altare della Patria. Over 1,683,070 travelers visit this attraction every year. Previous visitors have rated this architectural structure an average of 4.8 out of 5 stars in 49,843 reviews.

Largo di Torre Argentina is a local recommendation that you also can pay a visit today. This square is rated an average of 4.5 out of 5 stars in 30,433 reviews.

Another attraction you won't want to miss is Trevi Fountain. This sculpture is rated an average of 4.8 out of 5 stars in 343,494 reviews.

Piazza di Spagna is another outstanding experience in Rome. Around 113,658 travelers have rated this square an average of 4.7 out of 5 stars.

If you long for more, Spanish Steps is not far away. This monumental staircase is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.5 out of 5 stars in 57,211 reviews.

Discover a world of culinary delights in Rome, 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.

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.

Day 12 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.

Seize the day by visiting some of the best attractions in the area, like Basilica di Santa Maria Maggiore. This extraordinary major basilica has an average rating of 4.8 out of 5 stars from 27,678 visitors.

Next, make your way to Villa Borghese Pinciana. This palazzo is rated an average of 4.6 out of 5 stars in 18,513 reviews.

While in Rome, we also recommend a visit to Villa Borghese. This urban zone of rome has been rated an average of 4.6 out of 5 stars in 69,749 reviews.

If you’re keen to explore even more, then consider a visit to piazza del Popolo. With an average rating of 4.6 out of 5 stars by 89,807 travelers, this square is a highly recommended stop on your sightseeing around Rome.

Make your way to Foro Italico, perhaps the most famous sightseeing destination in Rome. This attraction is rated an average of 4.6 out of 5 stars in 25,438 reviews.

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.

With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

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

Day 13 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 for some sightseeing, make your way to Archbasilica of St. John Lateran. This much-appreciated catholic cathedral is rated 4.8 out of 5 stars in 21,370 reviews.

Next up is Orange Garden. This park has an average rating of 4.7 out of 5 stars from 17,939 visitors.

Another top sightseeing recommendation is Circus Maximus. This circus has been rated 4.4 out of 5 stars in 44,741 reviews.

Campo de' Fiori is another attraction you have the opportunity to visit today. This square has an average rating of 4.4 out of 5 stars from 51,133 reviews.

To continue your sightseeing, head over to Auditorium Parco della Musica. This sightseeing destination is rated an average of 4.6 out of 5 stars in 19,687 reviews.

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

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

On day 14 of your luxury holiday in Italy, your road trip route will take you exploring the best of Santa Maria degli Angeli. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

After soaking in Rome’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Santa Maria degli Angeli. Expect your car journey to take a minimum of 2 hours 25 min. When you arrive in Santa Maria degli Angeli, it's time to take a break from the road.

Be one of the day’s first visitors at Basilica of San Francesco d'Assisi. This papal basilica is rated an average of 4.9 out of 5 stars by 33,258 visitors.

When you’re finished at Basilica of San Francesco d'Assisi, head to Piazza del Comune. This one-of-a-kind sightseeing destination is rated an average of 4.6 out of 5 stars in 3,057 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Basilica di Santa Chiara. This minor basilica is rated an average of 4.7 out of 5 stars by 9,628 visitors.

When you’ve had your share of Santa Maria degli Angeli, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Santa Maria degli Angeli. Your travel time is around 11 min.

An excellent attraction to start your day with is Basilica of Santa Maria degli Angeli. This papal basilica is rated an average of 4.8 out of 5 stars in 19,258 reviews.

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

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Perugia.

Continue your lively evening at Caffè Fortebraccio, a perfect place for winding down or revving up the night, depending on which mood you’re in. Caffe Del Banco is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Dempsey's Perugia ensures a night out tailored to your taste.

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

Today is the last day of your 15-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 Perugia before saying goodbye.

On your last day in Italy, take time to indulge in shopping at Perugia’s popular marketplace. Thanks to your accommodation’s strategic location, the city’s bustling commercial district is only a stone’s throw away, giving you ample time to leisurely explore the area, filled with local shops.

Take time to find the perfect present, reminding you of the charms of Italy. Each store here is brimming with unique finds. These souvenirs will help you treasure your memories of Italy forever.

Make the most of what's left of your luxury vacation and head out to the stunning Etruscan Arch. This extraordinary architectural element and attraction is rated an average of 4.7 out of 5 stars in 1,190 reviews, and is an excellent choice for your last sightseeing in Perugia.

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

Treat yourself to a delicious dinner at Sangallo Palace Hotel, an excellent option for tonight's dining. Looking for something different? Osteria a Priori offers a tantalizing alternative with its diverse menu. And don’t miss La Bottega di Perugia.

You will then say farewell to Perugia 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!