Luxury 10-Day Italy Road Trip from Pisa to Perugia, Rome, 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!

Make Knights' Square your first stop of the day. Previous visitors have rated this square an average of 4.5 out of 5 stars in 9,051 reviews.

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.

Discover a world of culinary delights in Pisa, 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.

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at JEFFER cocktails & friends, a well-loved spot among locals and tourists. Or, head to Le Parisien Wine Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Las Volta cocktailbar, another top-rated place in the area.

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 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.

Set your GPS to Perugia and hit the road. Expect a journey of approximately 2 hours 49 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Perugia beckons with new experiences!

An excellent attraction to start your day with is Leaning Tower of Pisa. This bell tower typically receives around 3,200,000 visitors every year and is rated an average of 4.7 out of 5 stars in 116,882 reviews.

Continue your journey at Piazza del Duomo, Pisa. This square is rated 4.7 out of 5 stars by 104,550 travelers from near and far.

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

Cascine Vecchie welcomes you with a multitude of unique vacation experiences.

Start your sightseeing with a visit to Parco Regionale Migliarino, San Rossore, Massaciuccoli. This park is rated an average of 4.4 out of 5 stars from 9,632 visitors.

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

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

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Tommi Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Valentina offers an ideal atmosphere to enjoy the pleasures of the night. Caffe Dal Perugino is also a great option that provides a perfect setting for a relaxing 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.

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

When you’re ready to jump back into the car and say goodbye to Santa Maria degli Angeli, you’ll hit the road in the direction of Orvieto. This drive usually takes around 1 hour 16 min. When you arrive, enjoy some sightseeing.

Your sightseeing of the day begins at Orvieto Cathedral, a remarkable catholic cathedral where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 15,057 reviews.

Set your GPS to Santa Maria degli Angeli and hit the road. Expect a journey of approximately 32 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Santa Maria degli Angeli beckons with new experiences!

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.

Embrace the thrill of the open road as you wave goodbye to Santa Maria degli Angeli 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 9 min. Upon reaching Santa Maria degli Angeli, 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 Basilica of Santa Maria degli Angeli. Previous visitors have rated this papal basilica 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 Rome.

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

Experience a harmony of flavors at La Pergola in Rome by securing a reservation in advance. Known for its 3-star Michelin status, La Pergola offers a delightful variety of dishes highlighting its delicious mediterranean and contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Il Pagliaccio, a highly recommended restaurant known for its enticing creative and innovative 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 Enoteca La Torre, a highly acclaimed restaurant celebrated for its exceptional mediterranean and creative menu.

If you’re not ready to end the night just yet, La Botticella of Poggi Giovanni offers a perfect venue to relax and savor a drink. Similarly, Sant' Eustachio Caffè is well-suited for those looking to unwind in a social setting. Caffè Portofino is another excellent spot to enjoy a nightcap after a delightful meal.

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 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.

Take the opportunity to see Trevi Fountain. This attraction has an average rating of 4.8 out of 5 stars from 343,494 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 Castel Sant'Angelo. This must-visit museum enjoys an average rating of 4.7 out of 5 stars from 72,431 reviews. Approximately 918,591 people travel to Rome every year to see this attraction with their own eyes.

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

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at The Apartment Bar Roma, a well-loved spot among locals and tourists. Or, head to Hotel Hassler Roma. This bar boasts a welcoming environment that is perfect for winding down.

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 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 2 nights nights remaining.

Make largo di Torre Argentina one of your first sightseeing stops in Rome. Rated an average of 4.5 out of 5 stars by 30,433 travelers, a visit to this local attraction makes for a great introduction to the area.

Altare della Patria is a worthwhile attraction you can visit next. This architectural structure is a valued place of interest in the area, with an average rating of 4.8 out of 5 stars from 49,843 reviews. Up to 1,683,070 travelers visit this site every year to make their time in Rome special.

Today is also the perfect opportunity to drop by Roman Forum. This square has been rated an average of 4.7 out of 5 stars by 114,450 visitors.

If you’re keen to explore more, head to Colosseum and find out why 7,400,000 people visit this spot every year. A trip to this popular roman amphitheatre is also your opportunity to see if it lives up to the reputable 4.7 out of 5-star rating as given by 328,821 previous visitors.

Another top place to visit is Circus Maximus. This circus enjoys an average rating of 4.4 out of 5 stars from 44,741 local and international 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.

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 6 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.

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

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

Wake up to day 7 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Vatican City. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Fasten your seatbelt and make your way to your next stop. Vatican City, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Upon arrival in Vatican City, we highly recommend checking out some of the top attractions.

Kick off the day at St. Peter's Basilica, a top pick for today’s sightseeing. Attracting approximately 11,000,000 visits every year, this attraction is a must-see. This major basilica is rated an average of 4.8 out of 5 stars in 131,043 reviews.

Today is also your chance to visit Sistine Chapel. Sistine Chapel is a chapel with an average rating of 4.7 out of 5 stars from 52,083 reviews.

Saint Peter's Square is another top attraction we highly recommend you visit today. This square is rated an average of 4.8 out of 5 stars by 38,954 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Vatican Museums. This art museum is rated an average of 4.6 out of 5 stars by 133,310 visitors. Visiting Vatican Museums means you'll be one of 1,612,530 people who do so every year.

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

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

Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Gucci Osteria da Massimo Bottura, a local favorite known for its delightful italian contemporary and international cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary and international foodies seeking culinary excellence.

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

Day 8 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.

Start your sightseeing with a visit to Ponte Vecchio. This deck arch bridge is a popular stop on travelers’ itineraries in Florence, with an average rating of 4.7 out of 5 stars by 118,099 visitors.

Uffizi Gallery is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 61,794 reviews gives you an idea of other visitors’ experience at this attraction. It’s estimated that around 2,011,219 people visit this national museum every year.

If it’s still bright and early, make your way to piazza della Signoria. Visitors have rated this square an average of 4.8 out of 5 stars in 66,956 reviews.

Basilica of Santa Croce in Florence is another unique site you can experience today. This attraction is a church rated an average of 4.7 out of 5 stars in 28,544 reviews.

Make your way to the fantastic piazzale Michelangelo, perhaps the most famous square in Florence. This attraction is rated 4.8 out of 5 stars by 77,744 travelers.

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

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

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Siena. Your travel time is around 1 hour 19 min.

When you're ready to see some sights, Cathedral of Santa Maria del Fiore is a great place to start. This church is rated an average of 4.8 out of 5 stars by 76,359 visitors.

Another popular attraction you can visit today is Galleria dell'Accademia. This national museum has an average rating of 4.6 out of 5 stars from 34,429 travelers. Every year, 1,719,645 travelers come to experience this site to make the most of their time in Florence.

We also recommend a stop at Central Market. The point of interest has been rated an average of 4.4 out of 5 stars by 43,100 visitors.

When you’re ready to jump back into the car and say goodbye to Florence, you’ll hit the road in the direction of Siena. This drive usually takes around 1 hour 19 min. When you arrive, enjoy some sightseeing.

Make piazza del Campo your first stop of the day. Previous visitors have rated this square an average of 4.8 out of 5 stars in 64,175 reviews.

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

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

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

Continue your evening by exploring the vibrant nightlife scene at Bar Mocambo, a prime destination for a thrilling night out. Also, don’t forget to check out Tree, a bar that offers unique local touches. Likewise, Chupiteria provides an excellent alternative for a fun evening.

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

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 Pisa before saying goodbye.

As your final day in Italy unfolds, don’t miss the chance for a last-minute shopping spree in Pisa’s best shopping location. Your accommodation’s convenient location near the city’s shopping area offers the luxury of time, so you don’t have to limit yourself from leisurely strolling its streets amidst a collection of establishments.

Look for the perfect gift for your loved ones back home, or buy yourself a little keepsake to remind you of Italy. Keep the spirit of your trip to Italy alive with these special souvenirs.

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

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

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!