Luxury 6-Day Italy Road Trip from Pisa to Perugia, Rome, and Arezzo

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

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

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, JEFFER cocktails & friends stands out as an excellent choice for a post-dinner cocktail. Alternatively, Le Parisien Wine Bar offers an ideal atmosphere to enjoy the pleasures of the night. Las Volta cocktailbar is also a great option that provides a perfect setting for a relaxing evening.

Raise a toast to the start of your 6-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.

Embrace the thrill of the open road as you wave goodbye to Pisa and set your GPS to Perugia. 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 49 min. Upon reaching Perugia, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Make Cittadella Nuova your first stop of the day. Previous visitors have rated this fortress an average of 4.4 out of 5 stars in 3,114 reviews.

Next up, make a stop at Piazza del Duomo, Pisa. With an average rating of 4.7 out of 5 stars by 104,550 visitors, it's easy to understand why so many people visit this square every year.

Pisa Cathedral is another attraction you can visit on this day of your vacation. This cathedral has an average rating of 4.8 out of 5 stars by 8,361 visitors.

When you’re finished at Pisa Cathedral, the perfect next stop is Leaning Tower of Pisa. This bell tower is rated an average of 4.7 out of 5 stars in 116,882 reviews. Leaning Tower of Pisa attracts approximately 3,200,000 visitors annually.

When you arrive in Cascine Vecchie, it's time to take a break from the road.

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.

In Perugia, 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 Tommi Bar, known for its inviting atmosphere. Valentina is another great option if you’re looking for a place to get the night started. Similarly, Caffe Dal Perugino provides a great setting to enjoy the night away.

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

On day 3 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.

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

When you’re ready for some sightseeing, make your way to Vatican Museums. This much-appreciated art museum is rated 4.6 out of 5 stars in 133,310 reviews. Each year, 1,612,530 people visit this site to admire its unique features.

Next up is Saint Peter's Square. This square has an average rating of 4.8 out of 5 stars from 38,954 visitors.

Another top sightseeing recommendation is Sistine Chapel. This chapel has been rated 4.7 out of 5 stars in 52,083 reviews.

St. Peter's Basilica is another attraction you have the opportunity to visit today. This major basilica has an average rating of 4.8 out of 5 stars from 131,043 reviews. This popular attraction gets 11,000,000 visits every year.

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

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots 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 the enjoyment post-dinner at La Botticella of Poggi Giovanni, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Sant' Eustachio Caffè offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Caffè Portofino. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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 4 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.

After soaking in Rome’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Arezzo. Expect your car journey to take a minimum of 2 hours 26 min. When you arrive in Arezzo, it's time to take a break from the road.

Be one of the day’s first visitors at Roman Forum. This square is rated an average of 4.7 out of 5 stars by 114,450 visitors.

When you’re finished at Roman Forum, head to Colosseum. This one-of-a-kind roman amphitheatre is rated an average of 4.7 out of 5 stars in 328,821 reviews. Every year, approximately 7,400,000 travelers come here to experience the roman amphitheatre for themselves.

Beyond the above-mentioned attractions, you also have the opportunity to visit Trevi Fountain. This sculpture is rated an average of 4.8 out of 5 stars by 343,494 visitors.

If you’re keen to explore more, then consider a visit to Pantheon. This roman temple is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 189,682 visitors. Around 30,000,000 travelers visit Pantheon every year.

To round off your sightseeing experience, make your way to Piazza Navona. This famous square is rated an average of 4.7 out of 5 stars by 158,771 travelers.

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

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

Begin your culinary exploration in Arezzo by securing a reservation at Octavin. This renowned restaurant offers an exceptional menu of creative cuisine.

Continue your lively evening at Liquid Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in.

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 5 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 Lucca and Siena.

Lucca’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Siena behind. This drive usually takes around 1 hour 45 min. Lucca welcomes you with a multitude of unique vacation experiences.

Journey into the unknown at St Martin Cathedral, a unique attraction awaiting your visit. This remarkable church has an average rating of 4.6 out of 5 stars from 9,163 reviews.

When you’re ready to continue your sightseeing, Piazza dell'Anfiteatro is a recommended place to visit. This square is rated an average of 4.6 out of 5 stars in 24,190 reviews.

When you’ve had your share of Arezzo, 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 4 min.

A top pick for your self-guided sightseeing tour today is piazza del Campo. Previous visitors have rated this square an average of 4.8 out of 5 stars in 64,175 reviews.

Siena Cathedral is a local recommendation that you also can pay a visit today. This domus is rated an average of 4.8 out of 5 stars in 21,656 reviews.

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

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar Mocambo stands out as an excellent choice for a post-dinner cocktail. Alternatively, Tree offers an ideal atmosphere to enjoy the pleasures of the night. Chupiteria 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 stress-free luxury holiday in Italy has plenty more in store for you.

Today is the last day of your 6-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.

Esteemed as a restaurant, it features an exceptional menu. If you're in the mood for something new, try Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. , another premier location with a delectable 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!