Luxury 12-Day Italy Road Trip from Pisa to Perugia, Rome, Naples, Viterbo, and Florence

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

When you're ready to see some sights, Knights' Square is a great place to start. This square is rated an average of 4.5 out of 5 stars by 9,051 visitors.

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

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.

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

After your meal, keep the night alive at a bar like JEFFER cocktails & friends, known for its lively atmosphere. Le Parisien Wine Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Las Volta cocktailbar offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast to the start of your 12-day luxury vacation in Italy and look forward to more fantastic days to come!

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Pisa and Cascine Vecchie. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

As you’ve unraveled the marvels of Pisa, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Perugia may take around 2 hours 49 min. Upon your arrival in Perugia, you’ll be greeted with the opportunity to do some sightseeing and exploring.

When you’re ready for some sightseeing, make your way to Leaning Tower of Pisa. This much-appreciated bell tower is rated 4.7 out of 5 stars in 116,882 reviews. Each year, 3,200,000 people visit this site to admire its unique features.

Next up is Pisa Cathedral. This cathedral has an average rating of 4.8 out of 5 stars from 8,361 visitors.

Another top sightseeing recommendation is Piazza del Duomo, Pisa. This square has been rated 4.7 out of 5 stars in 104,550 reviews.

Campo santo is another attraction you have the opportunity to visit today. This cemetery has an average rating of 4.6 out of 5 stars from 586 reviews.

Continue your road trip and head to your next destination, Cascine Vecchie.

Kick off the day at Parco Regionale Migliarino, San Rossore, Massaciuccoli, a top pick for today’s sightseeing. This park is rated an average of 4.4 out of 5 stars in 9,632 reviews.

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

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 Perugia. Savor the local cuisine and relax as you recount the day's experiences.

Keep the excitement of the evening going by going to a bar or two. Tommi Bar is an excellent place to start. You could also check out Valentina, offering a different kind of charm. A last recommendation for the day is Caffe Dal Perugino. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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 3 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 3 nights. The day's itinerary unfolds with a diverse array of experiences in Vatican City.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Vatican City.

Drop by the renowned Vatican Museums. This popular art museum has been rated an average of 4.6 out of 5 stars by 133,310 visitors. Based on recent data, this attraction is visited by more than 1,612,530 travelers every year.

Another unforgettable place to experience is Saint Peter's Square. Rated 4.8 out of 5 stars by 38,954 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Sistine Chapel. This chapel has been rated an average of 4.7 out of 5 stars in 52,083 reviews.

Another favorite attraction in the area is St. Peter's Basilica, drawing over 11,000,000 yearly visitors. This major basilica and popular place of interest enjoys a rating of 4.8 out of 5 stars from 131,043 local and international travelers.

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

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

Experience a taste of local culinary excellence while in Rome by securing a table at La Pergola. Esteemed as a 3-star Michelin restaurant, it features an exceptional mediterranean and contemporary menu. For an alternative taste experience, visit Il Pagliaccio, famous for its scrumptious creative and innovative dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Enoteca La Torre, a local favorite celebrated for its exquisite mediterranean and creative cuisine in Rome. Located in the heart of the city, this 2-star Michelin restaurant is an ideal pick for mediterranean and creative cuisine lovers seeking top-notch culinary experiences.

Explore the vibrant nightlife at La Botticella of Poggi Giovanni after your meal, a hub for lively evenings and memorable moments. Or, head to Sant' Eustachio Caffè for a great selection of flavorful drinks and a charming setting. Furthermore, Caffè Portofino is perfect for those looking to extend their night with a touch of local flavor.

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

Day 4 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.

Your sightseeing of the day begins at Trevi Fountain, a remarkable sculpture where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 343,494 reviews.

Next, satisfy your wanderlust at Altare della Patria. This architectural structure has an average rating of 4.8 out of 5 stars from 49,843 travelers. Given the site's popularity, it’s easy to understand why more than 1,683,070 people visit it every year.

Roman Forum is another must-visit attraction. This renowned square offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 114,450 travelers, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit Colosseum. This well-loved roman amphitheatre boasts a 4.7 out of 5-star rating from 328,821 reviews. In a single year, approximately 7,400,000 visitors add this sightseeing spot to their travel itineraries.

When there’s still energy left for exploring, Circus Maximus awaits. If you’ve been interested in experiencing a circus, this is a top pick rated 4.4 out of 5 stars by 44,741 previous visitors.

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

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.

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

Day 5 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.

An excellent attraction to start your day with is Villa Borghese. This urban zone of rome is rated an average of 4.6 out of 5 stars in 69,749 reviews.

Continue your journey at piazza del Popolo. This square is rated 4.6 out of 5 stars by 89,807 travelers from near and far.

Rome is also the home of Spanish Steps. This monumental staircase has an average rating of 4.5 out of 5 stars from 57,211 visitors.

You can continue your self-guided sightseeing tour at Piazza di Spagna. Rated 4.7 out of 5 stars by 113,658 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Basilica di Santa Maria Maggiore. With an average rating of 4.8 out of 5 stars from 27,678 reviews, it’s hard to refuse the opportunity to see this major basilica.

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.

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.

Wake up to day 6 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.

Naples’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 40 min. Naples welcomes you with a multitude of unique vacation experiences.

Start your sightseeing with a visit to largo di Torre Argentina. This square is rated an average of 4.5 out of 5 stars from 30,433 visitors.

Pantheon is another popular attraction you could visit today. This roman temple has a rating of 4.8 out of 5 stars from 189,682 visitors. Pantheon attracts up to 30,000,000 visitors every year.

Piazza Navona is also highly recommended by travelers. This square has a rating of 4.7 out of 5 stars from 158,771 visitors.

Campo de' Fiori is an attraction you won’t want to miss. This square is rated an average of 4.4 out of 5 stars in 51,133 reviews.

Another attraction you have the opportunity to visit today is Castel Sant'Angelo. This museum has received an average rating of 4.7 out of 5 stars from 72,431 travelers. This local favorite gets around 918,591 visitors each year.

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.

Treat yourself to an extraordinary dining experience at Il Comandante, a 1-star Michelin restaurant offering an incredible creative and mediterranean menu. Alternatively, if your taste buds call for something different, ARIA is one of the best restaurants for contemporary and modern cuisine in Naples. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Veritas. As a top-rated it is an ideal 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 7 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.

Seize the day by visiting some of the best attractions in the area, like Castel Nuovo. This extraordinary castle has an average rating of 4.4 out of 5 stars from 28,032 visitors.

Next, make your way to Cappella Sansevero. This former church welcomes around 175,138 visitors yearly and is rated an average of 4.7 out of 5 stars in 25,405 reviews.

While in Naples, we also recommend a visit to Napoli Sotterranea Percorso Ufficiale. This museum has been rated an average of 4.6 out of 5 stars in 19,274 reviews.

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

Cap off your dinner by heading to Archivio Storico - Cocktail Bar & Wonderfood, ideal for a leisurely evening with a drink in hand. Babette Pub is another bar that offers an enjoyable setting. Similarly, Gran Caffè Cimmino is also a popular place to go on a night out, perfect for relaxing and socializing.

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

On day 8 of your luxury holiday in Italy, your road trip route will take you exploring the best of Naples and Tivoli. 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 Naples’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Tivoli. Expect your car journey to take a minimum of 2 hours 12 min. When you arrive in Tivoli, it's time to take a break from the road.

Start your sightseeing with a visit to piazza del Plebiscito. This square is a popular stop on travelers’ itineraries in Naples, with an average rating of 4.7 out of 5 stars by 58,141 visitors.

Ovo Castle is another popular place of interest you can visit today. The average rating of 4.6 out of 5 stars from 33,595 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Naples National Archaeological Museum. Visitors have rated this archaeological museum an average of 4.6 out of 5 stars in 27,352 reviews. Naples National Archaeological Museum receives around 616,878 visitors every year.

Set your GPS to Tivoli and hit the road. Expect a journey of approximately 2 hours 12 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Tivoli beckons with new experiences!

Make Hadrian's Villa one of your first sightseeing stops in Tivoli. Rated an average of 4.6 out of 5 stars by 9,813 travelers, a visit to this local attraction makes for a great introduction to the area. This archaeological site attracts 77,557 visitors every year.

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

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

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.

Wake up to day 9 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 Florence, where you'll be staying for 2 nights. The day's itinerary unfolds with a diverse array of experiences in Orvieto.

Set your GPS to Orvieto and hit the road. Expect a journey of approximately 53 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Orvieto beckons with new experiences!

Seize the day by visiting some of the best attractions in the area, like Orvieto Cathedral. This extraordinary catholic cathedral has an average rating of 4.8 out of 5 stars from 15,057 visitors.

Next, make your way to Orvieto Underground. This archaeological site welcomes around 37,000 visitors yearly and is rated an average of 4.6 out of 5 stars in 1,517 reviews.

Embrace the thrill of the open road as you wave goodbye to Viterbo and set your GPS to Orvieto. 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 53 min. Upon reaching Orvieto, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Drop by the renowned Well of St. Patrick. This popular sightseeing destination has been rated an average of 4.5 out of 5 stars by 14,274 visitors.

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

Discover a world of culinary delights in Florence, 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.

Experience a harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative and mediterranean cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Gucci Osteria da Massimo Bottura, a highly acclaimed restaurant celebrated for its exceptional italian contemporary and international menu.

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to SE·STO on Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.

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

Day 10 of your luxury road trip in Italy begins and concludes in the city of Florence. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Florence, where you still have 1 night nights remaining.

Kick off the day at piazzale Michelangelo, a top pick for today’s sightseeing. This square is rated an average of 4.8 out of 5 stars in 77,744 reviews.

Today is also your chance to visit Basilica of Santa Croce in Florence. Basilica of Santa Croce in Florence is a church with an average rating of 4.7 out of 5 stars from 28,544 reviews.

Piazza della Signoria is another top attraction we highly recommend you visit today. This square is rated an average of 4.8 out of 5 stars by 66,956 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Uffizi Gallery. This national museum is rated an average of 4.7 out of 5 stars by 61,794 visitors. Visiting Uffizi Gallery means you'll be one of 2,011,219 people who do so every year.

Lastly, don’t miss out on Ponte Vecchio, a famous deck arch bridge in Florence. This attraction is rated an average of 4.7 out of 5 stars by 118,099 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 Florence.

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

Wake up to day 11 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Florence and Siena. 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, Siena. This car ride takes around 1 hour 19 min.

An excellent attraction to start your day with is Cathedral of Santa Maria del Fiore. This church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

Continue your journey at Galleria dell'Accademia. This national museum is rated 4.6 out of 5 stars by 34,429 travelers from near and far. Approximately 1,719,645 people come to this place of interest every year to enjoy a unique experience in Florence.

Florence is also the home of Central Market. This sightseeing destination has an average rating of 4.4 out of 5 stars from 43,100 visitors.

Fasten your seatbelt and make your way to your next stop. Siena, 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 Florence to Siena may take around 1 hour 19 min without traffic disruptions. Upon arrival in Siena, we highly recommend checking out some of the top attractions.

Seize the day by visiting some of the best attractions in the area, like piazza del Campo. This extraordinary square has an average rating of 4.8 out of 5 stars from 64,175 visitors.

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

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

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

After savoring a delicious meal, step into the vibrant nightlife at Bar Mocambo, where the evening is just getting started. In the same way, Tree offers a unique charm perfect for experiencing the local bar scene in Pisa. Chupiteria is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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 12-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 Pisa before saying goodbye.

Maximize your last day in Italy and go on a shopping spree in Pisa’s shopping center. This bustling commercial district is conveniently located near your lodging, granting you leisure time to roam and explore its assortment of establishments.

If you love the adrenaline rush of hunting for the best offers and deals in Italy, you’re in for a treat. A variety of goods and gifts await your discovery. Bring a bit of Italy home with you through these charming souvenirs.

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

If you're in the mood to try something new, consider Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. , another top spot with a mouthwatering menu.

You will then say farewell to Pisa 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!