Luxury 14-Day Italy Road Trip from Perugia traveling south to Viterbo, Naples, Province of Salerno, Rome, Siena, and Pisa

Your luxury holiday in Italy begins as soon as you reach the city of Perugia, where you'll be staying for 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Drop by the renowned Piazza IV Novembre. This popular square has been rated an average of 4.6 out of 5 stars by 9,189 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.

Explore the vibrant nightlife at Tommi Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Valentina for a great selection of flavorful drinks and a charming setting. Furthermore, Caffe Dal Perugino is perfect for those looking to extend their night with a touch of local flavor.

Raise a toast to the start of your 14-day luxury vacation in Italy and look forward to more fantastic days to come!

Wake up to day 2 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 Viterbo, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Rasiglia and Perugia.

Fasten your seatbelt and make your way to your next stop. Rasiglia, 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 Perugia to Rasiglia may take around 49 min without traffic disruptions. Upon arrival in Rasiglia, we highly recommend checking out some of the top attractions.

Make Borgo di Rasiglia your first stop of the day. Previous visitors have rated this sightseeing destination an average of 4.6 out of 5 stars in 9,277 reviews.

Rasiglia’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Perugia behind. This drive usually takes around 49 min. Rasiglia welcomes you with a multitude of unique vacation experiences.

When you’re ready for some sightseeing, make your way to Rocca Paolina. This much-appreciated rocca is rated 4.7 out of 5 stars in 7,128 reviews.

Next up is Carducci Gardens. This park has an average rating of 4.5 out of 5 stars from 1,768 visitors.

Another top sightseeing recommendation is Porta Marzia. This city gate has been rated 4.6 out of 5 stars in 119 reviews.

Chiesa di San Michele Arcangelo is another attraction you have the opportunity to visit today. This church has an average rating of 4.8 out of 5 stars from 926 reviews.

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

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

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.

Wake up to day 3 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Caserta and San Leucio-complex. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

After soaking in Viterbo’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Caserta. Expect your car journey to take a minimum of 2 hours 53 min. When you arrive in Caserta, it's time to take a break from the road.

Be one of the day’s first visitors at Palace of Caserta. This mountain park is rated an average of 4.6 out of 5 stars by 36,840 visitors. Attracting more than 296,577 yearly visitors, it’s a top sight you don’t want to miss.

When you’re finished at Palace of Caserta, head to Giardini Reali - Parco Reggia di Caserta. This one-of-a-kind sightseeing destination is rated an average of 4.7 out of 5 stars in 18,740 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Cathedral of Saint Michael Archangel. This church is rated an average of 4.4 out of 5 stars by 535 visitors.

Admire the views and listen to some good music as you drive in the direction of San Leucio-complex.

Kick off the day at English Garden, a top pick for today’s sightseeing. This park is rated an average of 4.5 out of 5 stars in 1,618 reviews.

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

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

Experience a taste of local culinary excellence while in Naples by securing a table at Il Comandante. Esteemed as a 1-star Michelin restaurant, it features an exceptional creative and mediterranean menu. For an alternative taste experience, visit ARIA, famous for its scrumptious contemporary and modern dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Veritas, a local favorite celebrated for its exquisite campanian and contemporary cuisine in Naples. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for campanian and contemporary cuisine lovers seeking top-notch culinary experiences.

Continue your evening by exploring the vibrant nightlife scene at Happening cocktail bar, a prime destination for a thrilling night out. Also, don’t forget to check out Shanti Art Musik Bar, a bar that offers unique local touches. Likewise, Gran Caffè Gambrinus provides an excellent alternative for a fun evening.

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 4 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 1 night nights remaining.

An excellent attraction to start your day with is Castel Sant'Elmo. This castle is rated an average of 4.6 out of 5 stars in 25,314 reviews.

Continue your journey at Chiesa del Gesù Nuovo. This church is rated 4.6 out of 5 stars by 16,437 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 Napoli Sotterranea Percorso Ufficiale. Rated 4.6 out of 5 stars by 19,274 visitors, a visit to this top sight is time well spent.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Archivio Storico - Cocktail Bar & Wonderfood, known for its inviting atmosphere. Babette Pub is another great option if you’re looking for a place to get the night started. Similarly, Gran Caffè Cimmino provides a great setting to enjoy the night away.

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

On day 5 of your luxury holiday in Italy, your road trip route will take you exploring the best of Naples and Amalfi. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

When you’re ready to jump back into the car and say goodbye to Naples, you’ll hit the road in the direction of Amalfi. This drive usually takes around 1 hour 30 min. When you arrive, enjoy some sightseeing.

Start your sightseeing with a visit to Royal Palace of Naples. This royal palace is rated an average of 4.6 out of 5 stars from 8,290 visitors. Royal Palace of Naples welcomes around 68,461 visitors every year.

Piazza del Plebiscito is another popular attraction you could visit today. This square has a rating of 4.7 out of 5 stars from 58,141 visitors.

Ovo Castle is also highly recommended by travelers. This sightseeing destination has a rating of 4.6 out of 5 stars from 33,595 visitors.

Naples National Archaeological Museum is an attraction you won’t want to miss. Around 616,878 people visit this place every year. This archaeological museum is rated an average of 4.6 out of 5 stars in 27,352 reviews.

Set your GPS to Amalfi and hit the road. Expect a journey of approximately 1 hour 30 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Amalfi beckons with new experiences!

Be one of the day’s first visitors at Amalfi Coast. This coast is rated an average of 4.7 out of 5 stars by 70,989 visitors.

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

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

Enjoy an outstanding dining experience at Re Maurì, a 1-star Michelin restaurant offering an exceptional creative menu.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Hilton Bar e Gastronomia, a well-loved spot among locals and tourists. Or, head to The Black Monday speakeasy TBM. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Dòmo i' vinaino Wine Bar - Enogastronomia, another top-rated place in the area.

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

Wake up to day 6 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 Rome, where you'll be staying for 4 nights. The day's itinerary unfolds with a diverse array of experiences in Pompei and Vatican City.

As you’ve unraveled the marvels of Province of Salerno, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Pompei may take around 39 min. Upon your arrival in Pompei, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Seize the day by visiting some of the best attractions in the area, like Archaeological Park of Pompeii. This extraordinary museum has an average rating of 4.7 out of 5 stars from 49,465 visitors.

Next, make your way to Amphitheatre of Pompeii. This sightseeing destination is rated an average of 4.7 out of 5 stars in 14,759 reviews.

Upon reaching Vatican City, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Start your sightseeing with a visit to Saint Peter's Square. This square is rated an average of 4.8 out of 5 stars from 38,954 visitors.

St. Peter's Basilica is another popular attraction you could visit today. This major basilica has a rating of 4.8 out of 5 stars from 131,043 visitors. St. Peter's Basilica attracts up to 11,000,000 visitors every year.

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

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.

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.

Keep the excitement of the evening going by going to a bar or two. La Botticella of Poggi Giovanni is an excellent place to start. You could also check out Sant' Eustachio Caffè, offering a different kind of charm. A last recommendation for the day is Caffè Portofino. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Day 7 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.

Start your sightseeing with a visit to Basilica di Santa Maria Maggiore. This major basilica is rated an average of 4.8 out of 5 stars from 27,678 visitors.

Colosseum is another popular attraction you could visit today. This roman amphitheatre has a rating of 4.7 out of 5 stars from 328,821 visitors. Colosseum attracts up to 7,400,000 visitors every year.

Roman Forum is also highly recommended by travelers. This square has a rating of 4.7 out of 5 stars from 114,450 visitors.

Altare della Patria is an attraction you won’t want to miss. Around 1,683,070 people visit this place every year. This architectural structure is rated an average of 4.8 out of 5 stars in 49,843 reviews.

Another attraction you have the opportunity to visit today is Trevi Fountain. This sculpture has received an average rating of 4.8 out of 5 stars from 343,494 travelers.

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.

To truly maximize your evening out, consider visiting The Apartment Bar Roma after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Hotel Hassler Roma, another bar with an inviting ambiance.

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 8 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.

Start your sightseeing with a visit to Villa Borghese. This urban zone of rome is a popular stop on travelers’ itineraries in Rome, with an average rating of 4.6 out of 5 stars by 69,749 visitors.

Piazza del Popolo is another popular place of interest you can visit today. The average rating of 4.6 out of 5 stars from 89,807 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Spanish Steps. Visitors have rated this monumental staircase an average of 4.5 out of 5 stars in 57,211 reviews.

Piazza di Spagna is another unique site you can experience today. This attraction is a square rated an average of 4.7 out of 5 stars in 113,658 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.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Rome for you, so you can check out the menus and make your reservation in advance.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.

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 1 night nights remaining.

Begin your sightseeing with a visit to Belvedere del Gianicolo. This extraordinary point of interest is rated an average of 4.6 out of 5 stars by 18,731 visitors.

Next, make your way to Orange Garden. This top attraction is a park with an average rating of 4.7 out of 5 stars by 17,939 visitors.

We also recommend a visit to Circus Maximus. This circus is rated 4.4 out of 5 stars by 44,741 travelers.

If you’re keen to keep exploring, visit Baths of Caracalla. This highly recommended sightseeing destination has received an average rating of 4.6 out of 5 stars from 17,918 travelers. Around 55,440 people come to experience this place of interest every year.

Today is also your chance to spend some time at Archbasilica of St. John Lateran. This catholic cathedral is rated an average of 4.8 out of 5 stars by 21,370 travelers.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Rome. Savor the local cuisine and relax as you recount the day's experiences.

Esteemed as a restaurant, it features an exceptional menu.

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.

Wake up to day 10 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Rome. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Siena’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Rome behind. This drive usually takes around 2 hours 34 min. Siena welcomes you with a multitude of unique vacation experiences.

Take the opportunity to see largo di Torre Argentina. This attraction has an average rating of 4.5 out of 5 stars from 30,433 visitors.

Pantheon is another sightseeing hotspot in the area. This roman temple has been rated an average of 4.8 out of 5 stars by 189,682 travelers. Up to 30,000,000 people visit Pantheon every year.

Rome is also the home of Piazza Navona. Around 158,771 people have rated this square an average of 4.7 out of 5 stars.

Another place you’ll want to visit is Campo de' Fiori. With an average rating of 4.4 out of 5 stars from a total of 51,133 reviews, a visit to this square is a great idea.

This day of your vacation in Rome is also your chance to admire Foro Italico. This must-visit point of interest enjoys an average rating of 4.6 out of 5 stars from 25,438 reviews.

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

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

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

If you’re not ready to end the night just yet, Meet Life Cafè offers a perfect venue to relax and savor a drink. Similarly, Maudit Pub is well-suited for those looking to unwind in a social setting. Bar Impero Siena 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 stress-free luxury holiday in Italy has plenty more in store for you.

On day 11 of your luxury holiday in Italy, your road trip route will take you exploring the best of Siena and Livorno. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

When you’ve had your share of Siena, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Livorno. Your travel time is around 1 hour 55 min.

When you’re ready for some sightseeing, make your way to piazza del Campo. This much-appreciated square is rated 4.8 out of 5 stars in 64,175 reviews.

Next up is Siena Cathedral. This domus has an average rating of 4.8 out of 5 stars from 21,656 visitors.

Another top sightseeing recommendation is Basilica of San Domenico. This minor basilica has been rated 4.6 out of 5 stars in 3,290 reviews.

Fortezza Medicea (Siena) is another attraction you have the opportunity to visit today. This fortress has an average rating of 4.5 out of 5 stars from 9,835 reviews.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Livorno. This drive usually takes around 1 hour 55 min, without any stops or traffic disruptions.

Start your sightseeing with a visit to Terrazza Mascagni. This seafront is a popular stop on travelers’ itineraries in Livorno, with an average rating of 4.6 out of 5 stars by 21,838 visitors.

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

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

Continue your lively evening at JEFFER cocktails & friends, a perfect place for winding down or revving up the night, depending on which mood you’re in. Le Parisien Wine Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Las Volta cocktailbar ensures a night out tailored to your taste.

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 12 of your luxury road trip in Italy begins and concludes in the city of Pisa. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Pisa, where you still have 1 night nights remaining.

Make Pisa Cathedral one of your first sightseeing stops in Pisa. Rated an average of 4.8 out of 5 stars by 8,361 travelers, a visit to this local attraction makes for a great introduction to the area.

Piazza del Duomo, Pisa is a worthwhile attraction you can visit next. This square is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 104,550 reviews.

Today is also the perfect opportunity to drop by Leaning Tower of Pisa. This bell tower has been rated an average of 4.7 out of 5 stars by 116,882 visitors. Up to 3,200,000 people travel to this site annually.

If you’re keen to explore more, head to Knights' Square. A trip to this popular square is also your opportunity to see if it lives up to the reputable 4.5 out of 5-star rating as given by 9,051 previous visitors.

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

As a top-rated it is an ideal choice in the city.

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

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

Wake up to day 13 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 Perugia, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Santa Maria degli Angeli and Lucca.

Embrace the thrill of the open road as you wave goodbye to Lucca and set your GPS to Santa Maria degli Angeli. 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 2 hours 46 min. Upon reaching Santa Maria degli Angeli, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Begin your sightseeing with a visit to Basilica of San Francesco d'Assisi. This papal basilica is rated an average of 4.9 out of 5 stars in 33,258 reviews.

When you’re ready to jump back into the car and say goodbye to Pisa, you’ll hit the road in the direction of Lucca. This drive usually takes around 37 min. When you arrive, enjoy some sightseeing.

Make St Martin Cathedral one of your first sightseeing stops in Lucca. Rated an average of 4.6 out of 5 stars by 9,163 travelers, a visit to this local attraction makes for a great introduction to the area.

Guinigi Tower is a worthwhile attraction you can visit next. This tour is a valued place of interest in the area, with an average rating of 4.6 out of 5 stars from 8,656 reviews.

Today is also the perfect opportunity to drop by Piazza dell'Anfiteatro. This square has been rated an average of 4.6 out of 5 stars by 24,190 visitors.

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

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 Perugia so you can check out the menus and make advance reservations.

As a top-rated it is an ideal choice in the city.

Continue the enjoyment post-dinner at Caffè Fortebraccio, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Caffe Del Banco offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Dempsey's Perugia. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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.

Today is the last day of your 14-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.

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

If you're in the mood to try something new, consider Osteria a Priori, another top spot with a mouthwatering menu.

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!