Luxury 12-Day Italy Road Trip from Pisa traveling south to Perugia, Rome, 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!

An excellent attraction to start your day with is Knights' Square. This square is rated 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.

Following your dinner, dive into the local bar culture at JEFFER cocktails & friends. Alternatively, go to Le Parisien Wine Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Las Volta cocktailbar provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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.

Perugia’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Pisa behind. This drive usually takes around 2 hours 49 min. Perugia welcomes you with a multitude of unique vacation experiences.

A top pick for your self-guided sightseeing tour today is Leaning Tower of Pisa. Over 3,200,000 travelers visit this attraction every year. Previous visitors have rated this bell tower an average of 4.7 out of 5 stars in 116,882 reviews.

Pisa Cathedral is a local recommendation that you also can pay a visit today. This cathedral is rated an average of 4.8 out of 5 stars in 8,361 reviews.

Another attraction you won't want to miss is Piazza del Duomo, Pisa. This square is rated an average of 4.7 out of 5 stars in 104,550 reviews.

Campo santo is another outstanding experience in Pisa. Around 586 travelers have rated this cemetery an average of 4.6 out of 5 stars.

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

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 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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Tommi Bar, a well-loved spot among locals and tourists. Or, head to Valentina. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Caffe Dal Perugino, another top-rated place in the area.

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

When you’ve had your share of Perugia, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Santa Maria degli Angeli. Your travel time is around 32 min.

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

Next, make your way to Piazza del Comune. This top attraction is a point of interest with an average rating of 4.6 out of 5 stars by 3,057 visitors.

We also recommend a visit to Basilica di Santa Chiara. This minor basilica is rated 4.7 out of 5 stars by 9,628 travelers.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Santa Maria degli Angeli. This drive usually takes around 11 min, without any stops or traffic disruptions.

When you're ready to see some sights, Basilica of Santa Maria degli Angeli is a great place to start. This papal basilica is rated an average of 4.8 out of 5 stars by 19,258 visitors.

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 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.

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.

After savoring a delicious meal, step into the vibrant nightlife at La Botticella of Poggi Giovanni, where the evening is just getting started. In the same way, Sant' Eustachio Caffè offers a unique charm perfect for experiencing the local bar scene in Rome. Caffè Portofino is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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 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 4 nights nights remaining.

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.

Unwind after your meal by stepping into The Apartment Bar Roma. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Hotel Hassler Roma offers a dynamic and energetic atmosphere for a glass or two.

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 3 nights nights remaining.

Make Circus Maximus your first stop of the day. Previous visitors have rated this circus an average of 4.4 out of 5 stars in 44,741 reviews.

Next up, make a stop at Pantheon. With an average rating of 4.8 out of 5 stars by 189,682 visitors, it's easy to understand why so many people visit this roman temple every year. In fact, this attraction welcomes 30,000,000 annual visitors.

Piazza Navona is another attraction you can visit on this day of your vacation. This square has an average rating of 4.7 out of 5 stars by 158,771 visitors.

When you’re finished at Piazza Navona, the perfect next stop is Campo de' Fiori. This square is rated an average of 4.4 out of 5 stars in 51,133 reviews.

If you’re keen to explore even more, then consider a visit to Castel Sant'Angelo. This museum is a top place to visit, with a rating of 4.7 out of 5 stars from 72,431 reviews. Castel Sant'Angelo hosts around 918,591 visitors every year.

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.

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 2 nights nights remaining.

Drop by the renowned Villa Borghese. This popular urban zone of rome has been rated an average of 4.6 out of 5 stars by 69,749 visitors.

Another unforgettable place to experience is piazza del Popolo. Rated 4.6 out of 5 stars by 89,807 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Spanish Steps. This monumental staircase has been rated an average of 4.5 out of 5 stars in 57,211 reviews.

Another favorite attraction in the area is Piazza di Spagna. This square and popular place of interest enjoys a rating of 4.7 out of 5 stars from 113,658 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 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 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 largo di Torre Argentina. This square is rated an average of 4.5 out of 5 stars in 30,433 reviews.

Next up, make your way to Altare della Patria. This architectural structure has an average rating of 4.8 out of 5 stars from 49,843 reviews. Usually, around 1,683,070 people visit Altare della Patria every year.

When you’re ready for your next sight of the day, continue to Roman Forum. This square has an average rating of 4.7 out of 5 stars from 114,450 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Colosseum. This roman amphitheatre is rated an average of 4.7 out of 5 stars by 328,821 visitors. Visiting Colosseum means you'll be one of 7,400,000 people who do so every year.

If you’re keen to explore even more, then consider a visit to Basilica di Santa Maria Maggiore. This major basilica is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 27,678 visitors.

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

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

Wake up to day 8 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 Orvieto.

As you’ve unraveled the marvels of Rome, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Orvieto may take around 1 hour 38 min. Upon your arrival in Orvieto, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Begin your sightseeing with a visit to Orvieto Cathedral. This catholic cathedral is rated an average of 4.8 out of 5 stars in 15,057 reviews.

Next up, make your way to Torre del Moro Orvieto. This point of interest has an average rating of 4.5 out of 5 stars from 740 reviews.

When you’re ready for your next sight of the day, continue to Pozzo della Cava. This objet du musée d'archéologie has an average rating of 4.6 out of 5 stars from 1,403 visitors. Up to 20,336 people visit this place of interest annually.

Embrace the thrill of the open road as you wave goodbye to Rome 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 1 hour 38 min. Upon reaching Orvieto, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Seize the day by visiting some of the best attractions in the area, like Well of St. Patrick. This extraordinary sightseeing destination has an average rating of 4.5 out of 5 stars from 14,274 visitors.

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

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

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

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 9 of your luxury holiday in Italy, your road trip route will take you exploring the best of Tiro a Segno and Collestatte. 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 Tiro a Segno. This drive usually takes around 51 min, without any stops or traffic disruptions.

Journey into the unknown at Piazzale Byron, a unique attraction awaiting your visit. This remarkable sightseeing destination has an average rating of 4.7 out of 5 stars from 117 reviews.

When you’re ready to continue your sightseeing, Punto panoramico alla base delle cascate delle Marmore is a recommended place to visit. This park is rated an average of 4.7 out of 5 stars in 1,207 reviews.

Another must-see attraction in Tiro a Segno is Belvedere "Pennarossa" della Cascata delle Marmore. Rated an average of 4.8 out of 5 stars by 3,428 travelers, this popular tourist destination in Tiro a Segno offers an experience you will remember.

Fasten your seatbelt and make your way to your next stop. Collestatte, 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 Tiro a Segno to Collestatte may take around 2 min without traffic disruptions. Upon arrival in Collestatte, we highly recommend checking out some of the top attractions.

Make Parco Fluviale del Nera your first stop of the day. Previous visitors have rated this park an average of 4.7 out of 5 stars in 15,518 reviews.

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.

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. SE·STO on Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.

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

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.

Seize the day by visiting some of the best attractions in the area, like piazzale Michelangelo. This extraordinary square has an average rating of 4.8 out of 5 stars from 77,744 visitors.

Next, make your way to Uffizi Gallery. This national museum welcomes around 2,011,219 visitors yearly and is rated an average of 4.7 out of 5 stars in 61,794 reviews.

While in Florence, we also recommend a visit to Ponte Vecchio. This deck arch bridge has been rated an average of 4.7 out of 5 stars in 118,099 reviews.

If you’re keen to explore even more, then consider a visit to piazza della Signoria. With an average rating of 4.8 out of 5 stars by 66,956 travelers, this square is a highly recommended stop on your sightseeing around Florence.

Make your way to Galleria dell'Accademia, perhaps the most famous national museum in Florence. This attraction welcomes around 1,719,645 visitors annually and is rated an average of 4.6 out of 5 stars in 34,429 reviews.

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.

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

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.

After soaking in Florence’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Siena. Expect your car journey to take a minimum of 1 hour 19 min. When you arrive in Siena, it's time to take a break from the road.

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 Central Market. This sightseeing destination is rated 4.4 out of 5 stars by 43,100 travelers from near and far.

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.

Begin your sightseeing with a visit to piazza del Campo. This extraordinary square is rated an average of 4.8 out of 5 stars by 64,175 visitors.

Next, make your way to Siena Cathedral. This top attraction is a domus with an average rating of 4.8 out of 5 stars by 21,656 visitors.

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

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

Let the evening flow smoothly from dinner to drinks at Bar Mocambo, a top-rated bar in the area. For other recommendations, Tree provides a perfect setting for rounding out your night with style and great drinks. Likewise, Chupiteria offers a memorable night with diverse drink options and excellent service.

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

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.

On your last day in Italy, take time to indulge in shopping at Pisa’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 Pisa one last time before you head to the airport.

Savor the flavors at Sud, a top pick for dinner tonight. Alternatively, Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. Beckons with its unique menu offerings.

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!