Luxury 10-Day Italy Road Trip from Perugia to Rome, Florence, and Pisa and surrounding area

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!

Your sightseeing of the day begins at Piazza IV Novembre, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 9,189 reviews.

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

Round off your dining experience by visiting Tommi Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Valentina, a bar catering to every mood and preference. Caffe Dal Perugino likewise offers a unique atmosphere, perfect for a memorable night out.

Raise a toast to the start of your 10-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 Rome, where you'll be staying for 4 nights. The day's itinerary unfolds with a diverse array of experiences in Perugia, Rasiglia, Pissignano, and Spoleto.

A top pick for your self-guided sightseeing tour today is Rocca Paolina. Previous visitors have rated this rocca an average of 4.7 out of 5 stars in 7,128 reviews.

When you’re ready to jump back into the car and say goodbye to Perugia, you’ll hit the road in the direction of Rasiglia. This drive usually takes around 51 min. When you arrive, enjoy some sightseeing.

Kick off the day at Borgo di Rasiglia, a top pick for today’s sightseeing. This point of interest is rated an average of 4.6 out of 5 stars in 9,277 reviews.

After soaking in Rasiglia’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Pissignano. Expect your car journey to take a minimum of 34 min. When you arrive in Pissignano, it's time to take a break from the road.

Drop by the renowned Clitumnus. This popular roman deity has been rated an average of 4.3 out of 5 stars by 6,692 visitors.

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

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.

Set out on a gastronomic journey in Rome by reserving a table at La Pergola. Renowned for its , this restaurant presents an outstanding menu of mediterranean and contemporary cuisine. For a different taste, head over to Il Pagliaccio, renowned for its delectable creative and innovative dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Enoteca La Torre, a highly rated local gem known for its exquisite mediterranean and creative menu. With a 2-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Continue your lively evening at La Botticella of Poggi Giovanni, a perfect place for winding down or revving up the night, depending on which mood you’re in. Sant' Eustachio Caffè is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Portofino ensures a night out tailored to your taste.

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 3 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.

Be one of the day’s first visitors at Villa Borghese. This urban zone of rome is rated an average of 4.6 out of 5 stars by 69,749 visitors.

When you’re finished at Villa Borghese, head to piazza del Popolo. This one-of-a-kind square is rated an average of 4.6 out of 5 stars in 89,807 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Spanish Steps. This monumental staircase is rated an average of 4.5 out of 5 stars by 57,211 visitors.

If you’re keen to explore more, then consider a visit to Piazza di Spagna. This square is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 113,658 visitors.

To round off your sightseeing experience, make your way to Basilica di Santa Maria Maggiore. This famous major basilica is rated an average of 4.8 out of 5 stars by 27,678 travelers.

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.

After savoring a delicious meal, step into the vibrant nightlife at The Apartment Bar Roma, where the evening is just getting started. In the same way, Hotel Hassler Roma offers a unique charm perfect for experiencing the local bar scene in Rome.

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 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.

An excellent attraction to start your day with is Castel Sant'Angelo. This museum typically receives around 918,591 visitors every year and is rated an average of 4.7 out of 5 stars in 72,431 reviews.

Continue your journey at Piazza Navona. This square is rated 4.7 out of 5 stars by 158,771 travelers from near and far.

Rome is also the home of Campo de' Fiori. This square has an average rating of 4.4 out of 5 stars from 51,133 visitors.

You can continue your self-guided sightseeing tour at Roman Forum. Rated 4.7 out of 5 stars by 114,450 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Colosseum. With an average rating of 4.7 out of 5 stars from 328,821 reviews, it’s hard to refuse the opportunity to see this roman amphitheatre. Approximately 7,400,000 people visit this attraction every year.

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

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

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.

Drop by the renowned Circus Maximus. This popular circus has been rated an average of 4.4 out of 5 stars by 44,741 visitors.

Another unforgettable place to experience is Altare della Patria. Rated 4.8 out of 5 stars by 49,843 visitors, this architectural structure deserves a spot on today's sightseeing itinerary.

We also recommend a visit to largo di Torre Argentina. This square has been rated an average of 4.5 out of 5 stars in 30,433 reviews.

Another favorite attraction in the area is Pantheon, drawing over 30,000,000 yearly visitors. This roman temple and popular place of interest enjoys a rating of 4.8 out of 5 stars from 189,682 local and international travelers.

If you’re keen to explore even more, then consider a visit to Trevi Fountain. With an average rating of 4.8 out of 5 stars from 343,494 travelers, this sculpture is an attraction many avid travelers highly recommend visiting while 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.

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

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

A top pick for your self-guided sightseeing tour today is St. Peter's Basilica. Over 11,000,000 travelers visit this attraction every year. Previous visitors have rated this major basilica an average of 4.8 out of 5 stars in 131,043 reviews.

Sistine Chapel is a local recommendation that you also can pay a visit today. This chapel is rated an average of 4.7 out of 5 stars in 52,083 reviews.

Another attraction you won't want to miss is Saint Peter's Square. This square is rated an average of 4.8 out of 5 stars in 38,954 reviews.

Vatican Museums is another outstanding experience in Vatican City. Around 133,310 travelers have rated this art museum an average of 4.6 out of 5 stars. The attraction hosts 1,612,530 visitors annually.

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

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

Experience a taste of local culinary excellence while in Florence by securing a table at Enoteca Pinchiorri. Esteemed as a 3-star Michelin restaurant, it features an exceptional italian contemporary menu. For an alternative taste experience, visit Santa Elisabetta, famous for its scrumptious creative and mediterranean dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Gucci Osteria da Massimo Bottura, a local favorite celebrated for its exquisite italian contemporary and international cuisine in Florence. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and international cuisine lovers seeking top-notch culinary experiences.

Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, SE·STO on Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Day 7 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.

Journey into the unknown at Ponte Vecchio, a unique attraction awaiting your visit. This remarkable deck arch bridge has an average rating of 4.7 out of 5 stars from 118,099 reviews.

When you’re ready to continue your sightseeing, Uffizi Gallery is a recommended place to visit. This national museum is rated an average of 4.7 out of 5 stars in 61,794 reviews. Based on recent data, the attraction hosts 2,011,219 visitors per year.

Another must-see attraction in Florence is piazza della Signoria. Rated an average of 4.8 out of 5 stars by 66,956 travelers, this popular tourist destination in Florence offers an experience you will remember.

Basilica of Santa Croce in Florence is another popular stop on travelers' itineraries in Florence. This church promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 28,544 reviews.

Lastly, don't miss out on piazzale Michelangelo. Rated 4.8 out of 5 stars by 77,744 local and international travelers, it's a popular place to visit.

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

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

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

Start your sightseeing with a visit to Cathedral of Santa Maria del Fiore. This church is rated an average of 4.8 out of 5 stars from 76,359 visitors.

Galleria dell'Accademia is another popular attraction you could visit today. This national museum has a rating of 4.6 out of 5 stars from 34,429 visitors. Galleria dell'Accademia attracts up to 1,719,645 visitors every year.

Central Market is also highly recommended by travelers. This point of interest has a rating of 4.4 out of 5 stars from 43,100 visitors.

Basilica di Santa Maria Novella, Firenze (FI) is an attraction you won’t want to miss. This archives is rated an average of 4.7 out of 5 stars in 23,075 reviews.

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.

Round off your dining experience by visiting JEFFER cocktails & friends, a prime location for a drink. Alternatively, explore the distinctive characteristics of Le Parisien Wine Bar, a bar catering to every mood and preference. Las Volta cocktailbar likewise offers a unique atmosphere, perfect for a memorable night out.

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 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 Perugia, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Pisa and Cascine Vecchie.

Begin your sightseeing with a visit to Knights' Square. This square is rated an average of 4.5 out of 5 stars in 9,051 reviews.

Next up, make your way to Leaning Tower of Pisa. This bell tower has an average rating of 4.7 out of 5 stars from 116,882 reviews. Usually, around 3,200,000 people visit Leaning Tower of Pisa every year.

When you’re ready for your next sight of the day, continue to Piazza del Duomo, Pisa. This square has an average rating of 4.7 out of 5 stars from 104,550 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Pisa Cathedral. This cathedral is rated an average of 4.8 out of 5 stars by 8,361 visitors.

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

Journey into the unknown at Parco Regionale Migliarino, San Rossore, Massaciuccoli, a unique attraction awaiting your visit. This remarkable park has an average rating of 4.4 out of 5 stars from 9,632 reviews.

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

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

Unwind after your meal by stepping into Caffè Fortebraccio. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Caffe Del Banco offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Dempsey's Perugia, another top-rated bar in the area.

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.

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 Perugia before saying goodbye.

Maximize your last day in Italy and go on a shopping spree in Perugia’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.

Make the most of what's left of your luxury vacation and head out to the stunning Arco dei Gigli. This extraordinary arco and attraction is rated an average of 4.5 out of 5 stars in 148 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.

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!