Luxury 10-Day Italy Road Trip from Pisa to La Spezia, Milan, Venice, Arezzo, Rome, and Florence and surrounding area

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!

Be one of the day’s first visitors at Knights' Square. 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 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.

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

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 10-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.

After soaking in Pisa’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: La Spezia. Expect your car journey to take a minimum of 1 hour 6 min. When you arrive in La Spezia, it's time to take a break from the road.

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 Angelo Caduto. This sightseeing destination has an average rating of 4.5 out of 5 stars from 150 visitors.

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

Piazza del Duomo, Pisa is another attraction you have the opportunity to visit today. This square has an average rating of 4.7 out of 5 stars from 104,550 reviews.

Admire the views and listen to some good music as you drive in the direction of Cascine Vecchie.

Begin 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 in 9,632 reviews.

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

In La Spezia, 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 3 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 Milan, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Genoa and Corniglia.

When you’ve had your share of Corniglia, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Genoa. Your travel time is around 1 hour 40 min.

Start your sightseeing with a visit to piazza De Ferrari. This square is a popular stop on travelers’ itineraries in Genoa, with an average rating of 4.6 out of 5 stars by 34,312 visitors.

Via Garibaldi is another popular place of interest you can visit today. The average rating of 4.6 out of 5 stars from 5,399 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Aquarium of Genoa. Visitors have rated this public aquarium an average of 4.5 out of 5 stars in 62,259 reviews. Aquarium of Genoa receives around 1,200,000 visitors every year.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Corniglia. This drive usually takes around 35 min, without any stops or traffic disruptions.

Kick off the day at Cinque Terre National Park, a top pick for today’s sightseeing. This park is rated an average of 4.7 out of 5 stars in 43,526 reviews.

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

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

Experience a symphony of flavors at Enrico Bartolini al Mudec in Milan by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enrico Bartolini al Mudec delights its guests with its exceptional variety of meals showcasing delicious creative cuisine. For a palate-pleasing alternative, make sure to dine at Seta by Antonio Guida, acclaimed for its delectable international and contemporary 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 Il Luogo Aimo e Nadia, a top-rated restaurant known for its outstanding menu. Known as a top-rated , it's a top choice for italian contemporary and modern cuisine in the city.

Round off your dining experience by visiting Nottingham Forest, a prime location for a drink. Alternatively, explore the distinctive characteristics of Armani/Bamboo Bar, a bar catering to every mood and preference. Mag Cafe likewise offers a unique atmosphere, perfect for a memorable night out.

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 4 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Verona and Milan. 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. Verona, 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 Milan to Verona may take around 2 hours without traffic disruptions. Upon arrival in Verona, we highly recommend checking out some of the top attractions.

Be one of the day’s first visitors at Verona Arena. This opera house is rated an average of 4.7 out of 5 stars by 123,818 visitors. Attracting more than 195,540 yearly visitors, it’s a top sight you don’t want to miss.

Fasten your seatbelt and make your way to your next stop. Verona, 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 Milan to Verona may take around 2 hours without traffic disruptions. Upon arrival in Verona, we highly recommend checking out some of the top attractions.

Be one of the day’s first visitors at Duomo di Milano Museum. This art museum is rated an average of 4.8 out of 5 stars by 138,554 visitors. Attracting more than 341,609 yearly visitors, it’s a top sight you don’t want to miss.

When you’re finished at Duomo di Milano Museum, head to Galleria Vittorio Emanuele II. This one-of-a-kind commercial gallery is rated an average of 4.7 out of 5 stars in 91,394 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Sforzesco Castle Art Library. This library is rated an average of 4.6 out of 5 stars by 68,714 visitors.

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

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

Dive into a culinary adventure like no other in Venice by booking a table at Local. This popular restaurant holds , and offers an exceptional menu of contemporary cuisine. For another culinary dining option, venture to Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Quadri, a top local restaurant known for its tantalizing modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Al Parlamento stands out as an excellent choice for a post-dinner cocktail. Alternatively, Adagio offers an ideal atmosphere to enjoy the pleasures of the night. Il Mercante 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 5 of your luxury holiday in Italy, your road trip route will take you exploring the best of Venice. 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 Arezzo. This drive usually takes around 3 hours 31 min, without any stops or traffic disruptions.

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.

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

Discover a world of culinary delights in Arezzo, 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 harmony of flavors at Octavin in Arezzo by securing a reservation in advance. Known for its 1-star Michelin status, Octavin offers a delightful variety of dishes highlighting its delicious creative menu.

Keep the excitement of the evening going by going to a bar or two. Liquid Bar is an excellent place to start.

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

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 Rome, where you'll be staying for 2 nights. The day's itinerary unfolds with a diverse array of experiences in Vatican City.

Drop by the renowned Vatican Museums. This popular art museum has been rated an average of 4.6 out of 5 stars by 133,310 visitors. Based on recent data, this attraction is visited by more than 1,612,530 travelers every year.

Another unforgettable place to experience is Saint Peter's Square. Rated 4.8 out of 5 stars by 38,954 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Sistine Chapel. This chapel has been rated an average of 4.7 out of 5 stars in 52,083 reviews.

Another favorite attraction in the area is St. Peter's Basilica, drawing over 11,000,000 yearly visitors. This major basilica and popular place of interest enjoys a rating of 4.8 out of 5 stars from 131,043 local and international travelers.

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

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.

Have a memorable dining experience in Rome by booking a table at La Pergola, renowned as a 3-star Michelin restaurant presenting an exceptional mediterranean and contemporary menu. For a different culinary experience, Il Pagliaccio shines as one of the top destinations known for its delicious creative and innovative cuisine in Rome. This 2-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Enoteca La Torre is known as a top local spot for its delicious mediterranean and creative cuisine in Rome. This 2-star Michelin awardee is a highly recommended choice for an unforgettable meal.

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.

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

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.

Make Colosseum one of your first sightseeing stops in Rome. Rated an average of 4.7 out of 5 stars by 328,821 travelers, a visit to this local attraction makes for a great introduction to the area. This roman amphitheatre attracts 7,400,000 visitors every year.

Roman Forum is a worthwhile attraction you can visit next. This square is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 114,450 reviews.

Today is also the perfect opportunity to drop by Pantheon. This roman temple has been rated an average of 4.8 out of 5 stars by 189,682 visitors. Up to 30,000,000 people travel to this site annually.

If you’re keen to explore more, head to Piazza Navona. A trip to this popular square is also your opportunity to see if it lives up to the reputable 4.7 out of 5-star rating as given by 158,771 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.

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

Continue your evening by exploring the vibrant nightlife scene at The Apartment Bar Roma, a prime destination for a thrilling night out. Also, don’t forget to check out Hotel Hassler Roma, a bar that offers unique local touches.

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 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.

Continue your road trip and head to your next destination, Florence. This car ride takes around 3 hours 4 min.

Make Altare della Patria your first stop of the day. Previous visitors have rated this architectural structure an average of 4.8 out of 5 stars in 49,843 reviews. More than 1,683,070 people visit this place of interest every year.

Next up, make a stop at Trevi Fountain. With an average rating of 4.8 out of 5 stars by 343,494 visitors, it's easy to understand why so many people visit this sculpture every year.

Piazza di Spagna 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 113,658 visitors.

When you’re finished at Piazza di Spagna, the perfect next stop is piazza del Popolo. This square is rated an average of 4.6 out of 5 stars in 89,807 reviews.

If you’re keen to explore even more, then consider a visit to Villa Borghese. This urban zone of rome is a top place to visit, with a rating of 4.6 out of 5 stars from 69,749 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.

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its , this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative and mediterranean dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, SE·STO on Arno Rooftop Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.

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 9 of your luxury holiday in Italy, your road trip route will take you exploring the best of 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 Pisa may take around 1 hour 13 min. Upon your arrival in Pisa, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Journey into the unknown at piazza della Signoria, a unique attraction awaiting your visit. This remarkable square has an average rating of 4.8 out of 5 stars from 66,956 reviews.

When you’re ready to continue your sightseeing, Cathedral of Santa Maria del Fiore is a recommended place to visit. This church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

Another must-see attraction in Florence is Ponte Vecchio. Rated an average of 4.7 out of 5 stars by 118,099 travelers, this popular tourist destination in Florence offers an experience you will remember.

Uffizi Gallery is another popular stop on travelers' itineraries in Florence. This national museum promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 61,794 reviews. Each year, approximately 2,011,219 people travel to visit Uffizi Gallery.

Lastly, don't miss out on piazzale Michelangelo. Rated 4.8 out of 5 stars by 77,744 local and international travelers, it's a popular place to visit.

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.

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

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.

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.

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.

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.

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!