Luxury 11-Day Italy Road Trip from Pisa traveling south to Arezzo, Naples, Rome, and Florence

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

Seize the day by visiting some of the best attractions in the area, like Knights' Square. This extraordinary square has an average rating of 4.5 out of 5 stars from 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.

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

Make Leaning Tower of Pisa your first stop of the day. Previous visitors have rated this bell tower an average of 4.7 out of 5 stars in 116,882 reviews. More than 3,200,000 people visit this place of interest every year.

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.

Battistero di San Giovanni is another attraction you can visit on this day of your vacation. This church has an average rating of 4.6 out of 5 stars by 1,894 visitors.

When you’re finished at Battistero di San Giovanni, the perfect next stop is Pisa Cathedral. This cathedral is rated an average of 4.8 out of 5 stars in 8,361 reviews.

Set your GPS to Cascine Vecchie and hit the road. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Cascine Vecchie beckons with new experiences!

Start your sightseeing with a visit to Parco Regionale Migliarino, San Rossore, Massaciuccoli. This park is a popular stop on travelers’ itineraries in Cascine Vecchie, with an average rating of 4.4 out of 5 stars by 9,632 visitors.

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

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

Experience a symphony of flavors at Octavin in Arezzo by securing a reservation in advance. Renowned for its 1-star Michelin distinction, Octavin delights its guests with its exceptional variety of meals showcasing delicious creative cuisine.

Following your dinner, dive into the local bar culture at Liquid Bar.

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

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Caserta. This drive usually takes around 3 hours 51 min, without any stops or traffic disruptions.

Take the opportunity to see Fountain of Aeolus. This attraction has an average rating of 4.7 out of 5 stars from 1,685 visitors.

Giardini Reali - Parco Reggia di Caserta is another sightseeing hotspot in the area. This sightseeing destination has been rated an average of 4.7 out of 5 stars by 18,740 travelers.

Caserta is also the home of Palace of Caserta. This mountain park gets more than 296,577 visitors on an annual basis. Around 36,840 people have rated this mountain park an average of 4.6 out of 5 stars.

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

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 Naples for you, so you can check out the menus and make your reservation in advance.

Begin your culinary exploration in Naples by securing a reservation at Il Comandante. This renowned restaurant offers an exceptional menu of creative and mediterranean cuisine. For another dining delight, visit ARIA, celebrated for its delectable contemporary and modern menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Veritas, a top local spot known for its tantalizing campanian and contemporary menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Cap off your dinner by heading to Happening cocktail bar, ideal for a leisurely evening with a drink in hand. Shanti Art Musik Bar is another bar that offers an enjoyable setting. Similarly, Gran Caffè Gambrinus is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Day 4 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.

A top pick for your self-guided sightseeing tour today is Ovo Castle. Previous visitors have rated this point of interest an average of 4.6 out of 5 stars in 33,595 reviews.

Piazza del Plebiscito is a local recommendation that you also can pay a visit today. This square is rated an average of 4.7 out of 5 stars in 58,141 reviews.

Another attraction you won't want to miss is San Carlo Theatre. This point of interest is rated an average of 4.8 out of 5 stars in 7,015 reviews.

Naples National Archaeological Museum is another outstanding experience in Naples. Around 27,352 travelers have rated this archaeological museum an average of 4.6 out of 5 stars. The attraction hosts 616,878 visitors annually.

If you long for more, Cappella Sansevero is not far away. This former church is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.7 out of 5 stars in 25,405 reviews.

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.

After your meal, keep the night alive at a bar like Archivio Storico - Cocktail Bar & Wonderfood, known for its lively atmosphere. Babette Pub is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Gran Caffè Cimmino offers an excellent atmosphere for those looking to amp up the 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 5 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.

Set your GPS to Vatican City and hit the road. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Vatican City beckons with new experiences!

Seize the day by visiting some of the best attractions in the area, like St. Peter's Basilica. This extraordinary major basilica has an average rating of 4.8 out of 5 stars from 131,043 visitors. Each year, around 11,000,000 people visit this remarkable site to admire its features and learn more about it.

Next, make your way to Sistine Chapel. This chapel is rated an average of 4.7 out of 5 stars in 52,083 reviews.

While in Vatican City, we also recommend a visit to Saint Peter's Square. This square has been rated an average of 4.8 out of 5 stars in 38,954 reviews.

If you’re keen to explore even more, then consider a visit to Vatican Museums. This attraction gets around 1,612,530 yearly visitors. With an average rating of 4.6 out of 5 stars by 133,310 travelers, this art museum is a highly recommended stop on your sightseeing around Vatican City.

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

Enjoy an outstanding dining experience at La Pergola, a 3-star Michelin restaurant offering an exceptional mediterranean and contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Il Pagliaccio, known for its delicious creative and innovative cuisine. Another highly-recommended restaurant in Rome is Enoteca La Torre, a renowned restaurant , known for its delicious mediterranean and creative menu.

After your meal, keep the night alive at a bar like La Botticella of Poggi Giovanni, known for its lively atmosphere. Sant' Eustachio Caffè is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffè Portofino offers an excellent atmosphere for those looking to amp up the evening.

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 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.

Journey into the unknown at Trevi Fountain, a unique attraction awaiting your visit. This remarkable sculpture has an average rating of 4.8 out of 5 stars from 343,494 reviews.

When you’re ready to continue your sightseeing, Altare della Patria is a recommended place to visit. This architectural structure is rated an average of 4.8 out of 5 stars in 49,843 reviews. Based on recent data, the attraction hosts 1,683,070 visitors per year.

Another must-see attraction in Rome is Roman Forum. Rated an average of 4.7 out of 5 stars by 114,450 travelers, this popular tourist destination in Rome offers an experience you will remember.

Colosseum is another popular stop on travelers' itineraries in Rome. This roman amphitheatre promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 328,821 reviews. Each year, approximately 7,400,000 people travel to visit Colosseum.

Lastly, don't miss out on Basilica di Santa Maria Maggiore. Rated 4.8 out of 5 stars by 27,678 local and international travelers, it's a popular place to visit.

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.

Following your dinner, dive into the local bar culture at The Apartment Bar Roma. Alternatively, go to Hotel Hassler Roma, the perfect place for those looking to experience the best of the nightlife.

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

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.

Your sightseeing of the day begins at Villa Borghese, a remarkable urban zone of rome where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 69,749 reviews.

Next, satisfy your wanderlust at piazza del Popolo. This square has an average rating of 4.6 out of 5 stars from 89,807 travelers.

Spanish Steps is another must-visit attraction. This renowned monumental staircase offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.5 out of 5 stars by 57,211 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 Piazza di Spagna. This well-loved square boasts a 4.7 out of 5-star rating from 113,658 reviews.

When there’s still energy left for exploring, Castel Sant'Angelo awaits. If you’ve been interested in experiencing a museum, this is a top pick rated 4.7 out of 5 stars by 72,431 previous visitors. Each year, approximately 918,591 people travel to Rome to experience it.

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.

Esteemed as a restaurant, it features an exceptional menu.

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 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 Rome and Siena.

Kick off the day at Pantheon, a top pick for today’s sightseeing. Attracting approximately 30,000,000 visits every year, this attraction is a must-see. This roman temple is rated an average of 4.8 out of 5 stars in 189,682 reviews.

Today is also your chance to visit Piazza Navona. Piazza Navona is a square with an average rating of 4.7 out of 5 stars from 158,771 reviews.

Campo de' Fiori is another top attraction we highly recommend you visit today. This square is rated an average of 4.4 out of 5 stars by 51,133 visitors.

After soaking in Rome’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 2 hours 45 min. When you arrive in Siena, it's time to take a break from the road.

When you’re ready for some sightseeing, make your way to piazza del Campo. This much-appreciated square is rated 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 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.

Start your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds , and 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 enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to SE·STO on Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Archea Brewery, another top-rated place in the area.

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

Day 9 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.

Make piazzale Michelangelo one of your first sightseeing stops in Florence. Rated an average of 4.8 out of 5 stars by 77,744 travelers, a visit to this local attraction makes for a great introduction to the area.

Basilica of Santa Croce in Florence is a worthwhile attraction you can visit next. This church is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 28,544 reviews.

Today is also the perfect opportunity to drop by piazza della Signoria. This square has been rated an average of 4.8 out of 5 stars by 66,956 visitors.

If you’re keen to explore more, head to Uffizi Gallery and find out why 2,011,219 people visit this spot every year. A trip to this popular national museum is also your opportunity to see if it lives up to the reputable 4.7 out of 5-star rating as given by 61,794 previous visitors.

Another top place to visit is Ponte Vecchio. This deck arch bridge enjoys an average rating of 4.7 out of 5 stars from 118,099 local and international travelers.

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

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 10 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.

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.

If you're keen to explore more, consider visiting Basilica di Santa Maria Novella, Firenze (FI). This archives is a popular attraction with an average rating of 4.7 out of 5 stars from 23,075 reviews.

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

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.

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.

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 11-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.

Make the most of what's left of your luxury vacation and head out to the stunning Logge dei Banchi. This extraordinary point of interest and attraction is rated an average of 4.2 out of 5 stars in 1,128 reviews, and is an excellent choice for your last sightseeing in Pisa.

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

If you're eager to try something different, consider Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. , another top spot with a tantalizing 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!