Luxury 12-Day Italy Road Trip from Pisa traveling east to Arezzo, Rome, Perugia, Florence, Venice, and Verona

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!

Kick off the day at Knights' Square, a top pick for today’s sightseeing. 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.

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.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to JEFFER cocktails & friends, known for its inviting atmosphere. Le Parisien Wine Bar is another great option if you’re looking for a place to get the night started. Similarly, Las Volta cocktailbar provides a great setting to enjoy the night away.

Raise a toast to the start of your 12-day luxury vacation in Italy and look forward to more fantastic days to come!

Wake up to day 2 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Pisa. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

When you’ve had your share of Pisa, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Arezzo. Your travel time is around 1 hour 54 min.

When you’re ready for some sightseeing, make your way to Leaning Tower of Pisa. This much-appreciated bell tower is rated 4.7 out of 5 stars in 116,882 reviews. Each year, 3,200,000 people visit this site to admire its unique features.

Next up is Piazza del Duomo, Pisa. This square has an average rating of 4.7 out of 5 stars from 104,550 visitors.

Another top sightseeing recommendation is Pisa Cathedral. This cathedral has been rated 4.8 out of 5 stars in 8,361 reviews.

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.

Prepare for an extraordinary culinary adventure in Arezzo by booking a table at Octavin, a 1-star Michelin restaurant that boasts an exceptional creative menu.

If you’re not ready to end the night just yet, Liquid Bar offers a perfect venue to relax and savor a drink.

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 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.

Your sightseeing of the day begins at Vatican Museums, a remarkable art museum where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 133,310 reviews. Each year, this popular place of interest welcomes approximately 1,612,530 visitors.

Next, satisfy your wanderlust at Sistine Chapel. This chapel has an average rating of 4.7 out of 5 stars from 52,083 travelers.

Saint Peter's Square is another must-visit attraction. This renowned square offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.8 out of 5 stars by 38,954 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 St. Peter's Basilica. This well-loved major basilica boasts a 4.8 out of 5-star rating from 131,043 reviews. In a single year, approximately 11,000,000 visitors add this sightseeing spot to their travel itineraries.

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.

Experience a symphony of flavors at La Pergola in Rome by securing a reservation in advance. Renowned for its 3-star Michelin distinction, La Pergola delights its guests with its exceptional variety of meals showcasing delicious mediterranean and contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Il Pagliaccio, acclaimed for its delectable creative and innovative specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Enoteca La Torre, a top-rated restaurant known for its outstanding menu. Known as a top-rated , it's a top choice for mediterranean and creative cuisine in the city.

Let the evening flow smoothly from dinner to drinks at La Botticella of Poggi Giovanni, a top-rated bar in the area. For other recommendations, Sant' Eustachio Caffè provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffè Portofino offers a memorable night with diverse drink options and excellent service.

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

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.

Begin your sightseeing with a visit to Trevi Fountain. This extraordinary sculpture is rated an average of 4.8 out of 5 stars by 343,494 visitors.

Next, make your way to Altare della Patria. This top attraction is an architectural structure with an average rating of 4.8 out of 5 stars by 49,843 visitors. Altare della Patria welcomes 1,683,070 yearly visitors.

We also recommend a visit to Roman Forum. This square is rated 4.7 out of 5 stars by 114,450 travelers.

If you’re keen to keep exploring, visit Colosseum. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 328,821 travelers. Around 7,400,000 people come to experience this place of interest every year.

Today is also your chance to spend some time at Circus Maximus. This circus is rated an average of 4.4 out of 5 stars by 44,741 travelers.

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.

After your meal, keep the night alive at a bar like The Apartment Bar Roma, known for its lively atmosphere. Hotel Hassler Roma is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance.

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

Wake up to day 6 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 Rome.

Embrace the thrill of the open road as you wave goodbye to Rome 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 17 min. Upon reaching Perugia, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

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.

Pantheon is a worthwhile attraction you can visit next. This roman temple is a valued place of interest in the area, with an average rating of 4.8 out of 5 stars from 189,682 reviews. Up to 30,000,000 travelers visit this site every year to make their time in Rome special.

Today is also the perfect opportunity to drop by Piazza Navona. This square has been rated an average of 4.7 out of 5 stars by 158,771 visitors.

If you’re keen to explore more, head to Campo de' Fiori. A trip to this popular square is also your opportunity to see if it lives up to the reputable 4.4 out of 5-star rating as given by 51,133 previous visitors.

Another top place to visit is Castel Sant'Angelo. This museum enjoys an average rating of 4.7 out of 5 stars from 72,431 local and international travelers. Approximately 918,591 people visit this attraction every year.

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

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

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

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

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 Siena and Santa Maria degli Angeli. 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. Siena, 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 Santa Maria degli Angeli to Siena may take around 1 hour 38 min without traffic disruptions. Upon arrival in Siena, we highly recommend checking out some of the top attractions.

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

Siena Cathedral is another popular attraction you could visit today. This domus has a rating of 4.8 out of 5 stars from 21,656 visitors.

Fortezza Medicea (Siena) is also highly recommended by travelers. This fortress has a rating of 4.5 out of 5 stars from 9,835 visitors.

Continue your road trip and head to your next destination, Santa Maria degli Angeli. This car ride takes around 32 min.

Be one of the day’s first visitors at Basilica of San Francesco d'Assisi. This papal basilica is rated an average of 4.9 out of 5 stars by 33,258 visitors.

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.

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 your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. SE·STO on Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

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 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.

Kick off the day at Ponte Vecchio, a top pick for today’s sightseeing. This deck arch bridge is rated an average of 4.7 out of 5 stars in 118,099 reviews.

Today is also your chance to visit Uffizi Gallery. Uffizi Gallery is a national museum with an average rating of 4.7 out of 5 stars from 61,794 reviews. Attracting more than 2,011,219 yearly visitors, this place of interest is an attraction you don’t want to miss out on.

Piazza della Signoria is another top attraction we highly recommend you visit today. This square is rated an average of 4.8 out of 5 stars by 66,956 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Basilica of Santa Croce in Florence. This church is rated an average of 4.7 out of 5 stars by 28,544 visitors.

Lastly, don’t miss out on piazzale Michelangelo, a famous square in Florence. This attraction is rated an average of 4.8 out of 5 stars by 77,744 travelers.

Discover a world of culinary delights in Florence, 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.

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

On day 9 of your luxury holiday in Italy, your road trip route will take you exploring the best of Padua and Florence. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

As you’ve unraveled the marvels of Florence, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Padua may take around 2 hours 33 min. Upon your arrival in Padua, you’ll be greeted with the opportunity to do some sightseeing and exploring.

When you're ready to see some sights, prato della Valle is a great place to start. This square is rated an average of 4.6 out of 5 stars by 47,576 visitors.

Another popular attraction you can visit today is The Basilica of St. Anthony. This church has an average rating of 4.8 out of 5 stars from 38,852 travelers.

When you’re ready to jump back into the car and say goodbye to Florence, you’ll hit the road in the direction of Padua. This drive usually takes around 2 hours 33 min. When you arrive, enjoy some sightseeing.

Journey into the unknown at Cathedral of Santa Maria del Fiore, a unique attraction awaiting your visit. This remarkable church has an average rating of 4.8 out of 5 stars from 76,359 reviews.

When you’re ready to continue your sightseeing, Central Market is a recommended place to visit. This sightseeing destination is rated an average of 4.4 out of 5 stars in 43,100 reviews.

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

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

Set out on a gastronomic journey in Venice by reserving a table at Local. Renowned for its , this restaurant presents an outstanding menu of contemporary cuisine. For a different taste, head over to Wistèria, renowned for its delectable contemporary and venetian dishes. This distinguished 1-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Quadri, a highly rated local gem known for its exquisite modern menu. With a 1-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 Venice.

After savoring a delicious meal, step into the vibrant nightlife at Al Parlamento, where the evening is just getting started. In the same way, Adagio offers a unique charm perfect for experiencing the local bar scene in Venice. Il Mercante 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 luxury holiday in Italy has plenty more in store for you.

Wake up to day 10 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 Verona, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Venice.

Set your GPS to Verona and hit the road. Expect a journey of approximately 1 hour 24 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Verona beckons with new experiences!

Begin your sightseeing with a visit to Rialto Bridge. This stone bridge is rated an average of 4.7 out of 5 stars in 141,666 reviews.

Next up, make your way to Piazza San Marco. This square has an average rating of 4.7 out of 5 stars from 152,982 reviews.

When you’re ready for your next sight of the day, continue to St Mark's Basilica. This cathedral has an average rating of 4.7 out of 5 stars from 18,439 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Doge's Palace. This palace is rated an average of 4.7 out of 5 stars by 24,775 visitors. Visiting Doge's Palace means you'll be one of 318,104 people who do so every year.

If you’re keen to explore even more, then consider a visit to Bridge of Sighs. This footbridge is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 18,223 visitors.

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

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

Experience a harmony of flavors at Casa Perbellini 12 Apostoli in Verona by securing a reservation in advance. Known for its 2-star Michelin status, Casa Perbellini 12 Apostoli offers a delightful variety of dishes highlighting its delicious creative and contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Il Desco, a highly recommended restaurant known for its enticing italian contemporary cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Osteria Mondo d'Oro, a highly acclaimed restaurant celebrated for its exceptional italian and seasonal menu.

Round off your dining experience by visiting Archivio, a prime location for a drink. Alternatively, explore the distinctive characteristics of La Segreteria Café, a bar catering to every mood and preference. Duchi Café likewise offers a unique atmosphere, perfect for a memorable night out.

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 11 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Verona and Bologna. 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 Bologna. This drive usually takes around 1 hour 48 min, without any stops or traffic disruptions.

Drop by the renowned Verona Arena. This popular opera house has been rated an average of 4.7 out of 5 stars by 123,818 visitors. Based on recent data, this attraction is visited by more than 195,540 travelers every year.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Bologna. This drive usually takes around 1 hour 48 min, without any stops or traffic disruptions.

When you’re ready for some sightseeing, make your way to Two Towers. This much-appreciated tower is rated 4.7 out of 5 stars in 25,975 reviews.

Next up is Piazza Maggiore. This square has an average rating of 4.7 out of 5 stars from 64,523 visitors.

Another top sightseeing recommendation is Fountain of Neptune, Bologna. This fountain has been rated 4.7 out of 5 stars in 3,952 reviews.

Arco del Meloncello is another attraction you have the opportunity to visit today. This arch has an average rating of 4.6 out of 5 stars from 3,755 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 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.

Following your dinner, dive into the local bar culture at Bar Mocambo. Alternatively, go to Tree, the perfect place for those looking to experience the best of the nightlife. Similarly, Chupiteria provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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.

Make the most of your final day in Italy by visiting Pisa’s iconic markets and shopping establishments. Your stay’s proximity to the city’s retail haven invites an unhurried and unforgettable exploration of its variety of stores and establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy. Take home a piece of Italy with these souvenirs, keeping your adventures close.

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!