Luxury 9-Day Italy Road Trip from Pisa traveling north to Genoa, Milan, Venice, 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!

Drop by the renowned Knights' Square. This popular square has been 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 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.

Continue your lively evening at JEFFER cocktails & friends, a perfect place for winding down or revving up the night, depending on which mood you’re in. Le Parisien Wine Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Las Volta cocktailbar ensures a night out tailored to your taste.

Raise a toast to the start of your 9-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 and Cascine Vecchie. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Journey into the unknown at Leaning Tower of Pisa, a unique attraction awaiting your visit. This remarkable bell tower has an average rating of 4.7 out of 5 stars from 116,882 reviews. Every year, Leaning Tower of Pisa welcomes more than 3,200,000 curious visitors.

When you’re ready to continue your sightseeing, Pisa Cathedral is a recommended place to visit. This cathedral is rated an average of 4.8 out of 5 stars in 8,361 reviews.

Another must-see attraction in Pisa is Piazza del Duomo, Pisa. Rated an average of 4.7 out of 5 stars by 104,550 travelers, this popular tourist destination in Pisa offers an experience you will remember.

Battistero di San Giovanni is another popular stop on travelers' itineraries in Pisa. This church promises memorable moments of exploring. Other travelers have rated this attraction 4.6 out of 5 stars in 1,894 reviews.

Fasten your seatbelt and make your way to your next stop. Cascine Vecchie, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Upon arrival in Cascine Vecchie, we highly recommend checking out some of the top attractions.

Journey into the unknown at Parco Regionale Migliarino, San Rossore, Massaciuccoli, a unique attraction awaiting your visit. This remarkable park has an average rating of 4.4 out of 5 stars from 9,632 reviews.

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

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

Start your culinary exploration in Genoa by securing a reservation at The Cook. This renowned restaurant holds , and offers an exceptional menu of modern cuisine. For another dining delight, visit San Giorgio, celebrated for its delectable modern and ligurian 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 Il Marin, a top local spot known for its tantalizing seafood and contemporary menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Following your dinner, dive into the local bar culture at Scurreria Beer & Bagel. Alternatively, go to La Lepre, the perfect place for those looking to experience the best of the nightlife.

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

Begin your sightseeing with a visit to piazza De Ferrari. This extraordinary square is rated an average of 4.6 out of 5 stars by 34,312 visitors.

Next, make your way to Via Garibaldi. This top attraction is a sightseeing destination with an average rating of 4.6 out of 5 stars by 5,399 visitors.

We also recommend a visit to Aquarium of Genoa. Hosting 1,200,000 visitors every year, Aquarium of Genoa is one of the most popular places to visit in Genoa. This public aquarium is rated 4.5 out of 5 stars by 62,259 travelers.

Continue your road trip and head to your next destination, Monza. This car ride takes around 2 hours 9 min.

Start your sightseeing with a visit to Monza Circuit. This motorsport racing track is a popular stop on travelers’ itineraries in Monza, with an average rating of 4.6 out of 5 stars by 14,877 visitors.

Monza Park is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 34,629 reviews gives you an idea of other visitors’ experience at this attraction.

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

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

Enjoy an outstanding dining experience at Enrico Bartolini al Mudec, a 3-star Michelin restaurant offering an exceptional creative menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Seta by Antonio Guida, known for its delicious international and contemporary cuisine. Another highly-recommended restaurant in Milan is Il Luogo Aimo e Nadia, a renowned restaurant , known for its delicious italian contemporary and modern menu.

Cap off your dinner by heading to Nottingham Forest, ideal for a leisurely evening with a drink in hand. Armani/Bamboo Bar is another bar that offers an enjoyable setting. Similarly, Mag Cafe 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 Genoa, Italy and seize the opportunity to celebrate.

Day 4 of your luxury road trip in Italy begins and concludes in the city of Milan. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Milan, where you still have 1 night nights remaining.

When you're ready to see some sights, Parco Sempione is a great place to start. This park is rated an average of 4.6 out of 5 stars by 72,914 visitors.

Another popular attraction you can visit today is Sforzesco Castle Art Library. This library has an average rating of 4.6 out of 5 stars from 68,714 travelers.

We also recommend a stop at La Scala. The opera house has been rated an average of 4.7 out of 5 stars by 26,219 visitors.

If you're keen to explore more, consider visiting Galleria Vittorio Emanuele II. This commercial gallery is a popular attraction with an average rating of 4.7 out of 5 stars from 91,394 reviews.

Duomo di Milano Museum is another easily accessible place to visit on this day of your trip. Stop by this art museum, rated 4.8 out of 5 stars in 138,554 reviews, to discover more of what makes it unique. This attraction gets 341,609 visitors every year.

Discover a world of culinary delights in Milan, 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.

Keep the excitement of the evening going by going to a bar or two. Kilburn Cocktail Bar Milano is an excellent place to start. You could also check out Bar Frida, offering a different kind of charm. A last recommendation for the day is The Friends Pub Milano. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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 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 Venice, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Valeggio sul Mincio and Verona.

When you’ve had your share of Milan, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Valeggio sul Mincio. Your travel time is around 2 hours 3 min.

Journey into the unknown at Parco Giardino Sigurtà, a unique attraction awaiting your visit. This remarkable park has an average rating of 4.6 out of 5 stars from 27,387 reviews.

When you’re ready to jump back into the car and say goodbye to Valeggio sul Mincio, you’ll hit the road in the direction of Verona. This drive usually takes around 48 min. When you arrive, enjoy some sightseeing.

When you’re ready for some sightseeing, make your way to Castelvecchio Bridge. This much-appreciated arch bridge is rated 4.7 out of 5 stars in 12,156 reviews.

Next up is Castelvecchio Museum. This art museum has an average rating of 4.6 out of 5 stars from 13,854 visitors. As one of the top places to visit in the town, Castelvecchio Museum welcomes 35,031 visitors annually.

Another top sightseeing recommendation is Verona Arena. This opera house has been rated 4.7 out of 5 stars in 123,818 reviews. Every year, 195,540 travelers include this attraction on their travel itinerary.

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

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

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.

Keep the evening going at Al Parlamento, a great choice for enjoying the after-dinner hours with a drink. You could also go to Adagio, which offers a similarly pleasant setting and great drinks. Another option is Il Mercante, which provides an inviting environment for unwinding after a busy day out.

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

Wake up to day 6 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Venice. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Seize the day by visiting some of the best attractions in the area, like Rialto Bridge. This extraordinary stone bridge has an average rating of 4.7 out of 5 stars from 141,666 visitors.

Next, make your way to Palazzo Contarini del Bovolo. This sightseeing destination is rated an average of 4.5 out of 5 stars in 11,745 reviews.

While in Venice, we also recommend a visit to Piazza San Marco. This square has been rated an average of 4.7 out of 5 stars in 152,982 reviews.

If you’re keen to explore even more, then consider a visit to Doge's Palace. This attraction gets around 318,104 yearly visitors. With an average rating of 4.7 out of 5 stars by 24,775 travelers, this palace is a highly recommended stop on your sightseeing around Venice.

Make your way to Bridge of Sighs, perhaps the most famous footbridge in Venice. This attraction is rated an average of 4.6 out of 5 stars in 18,223 reviews.

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

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

Experience a symphony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enoteca Pinchiorri delights its guests with its exceptional variety of meals showcasing delicious italian contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Santa Elisabetta, acclaimed for its delectable creative and mediterranean 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 Gucci Osteria da Massimo Bottura, a top-rated restaurant known for its outstanding menu. Known as a top-rated , it's a top choice for italian contemporary and international cuisine in the city.

After enjoying a fulfilling meal, continue your evening at Manifattura, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, SE·STO on Arno Rooftop Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Archea Brewery provides an excellent environment for a relaxed and enjoyable 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.

On day 7 of your stress-free luxury holiday in Italy, you will explore the surroundings of Florence. You have 1 night left in Florence, giving you enough time to explore the region.

Take the opportunity to see piazzale Michelangelo. This attraction has an average rating of 4.8 out of 5 stars from 77,744 visitors.

Galleria dell'Accademia is another sightseeing hotspot in the area. This national museum has been rated an average of 4.6 out of 5 stars by 34,429 travelers. Up to 1,719,645 people visit Galleria dell'Accademia every year.

Florence is also the home of Central Market. Around 43,100 people have rated this point of interest an average of 4.4 out of 5 stars.

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 Florence to Siena may take around 1 hour 16 min without traffic disruptions. Upon arrival in Siena, we highly recommend checking out some of the top attractions.

Be one of the day’s first visitors at piazza del Campo. This square is rated an average of 4.8 out of 5 stars by 64,175 visitors.

When you’re finished at piazza del Campo, head to Siena Cathedral. This one-of-a-kind domus is rated an average of 4.8 out of 5 stars in 21,656 reviews.

When you’re done exploring the best attractions, you’ll drive back to your luxury accommodation near the city of Florence.

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

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

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.

On day 8 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.

Start your sightseeing with a visit to piazza della Signoria. This square is rated an average of 4.8 out of 5 stars from 66,956 visitors.

Uffizi Gallery is another popular attraction you could visit today. This national museum has a rating of 4.7 out of 5 stars from 61,794 visitors. Uffizi Gallery attracts up to 2,011,219 visitors every year.

Ponte Vecchio is also highly recommended by travelers. This deck arch bridge has a rating of 4.7 out of 5 stars from 118,099 visitors.

Cathedral of Santa Maria del Fiore is an attraction you won’t want to miss. This church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

Another attraction you have the opportunity to visit today is Piazza della Repubblica. This square has received an average rating of 4.6 out of 5 stars from 22,356 travelers.

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

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

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

If you’re not ready to end the night just yet, Bar Mocambo offers a perfect venue to relax and savor a drink. Similarly, Tree is well-suited for those looking to unwind in a social setting. Chupiteria 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.

Today is the last day of your 9-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.

As you approach the end of your journey in Italy, take a moment for some retail therapy in Pisa’s celebrated shopping district. Thanks to your stay’s premier location, you can easily visit the city’s commercial hubs and wander through its diverse range of local shops without rushing.

Whether you’re on a hunt for an ideal present to give to your friends or family or looking for a personal memento to remind you of Italy, a variety of items are waiting for you. Hold onto the magic of Italy with these wonderful souvenirs, ensuring your memories never fade.

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.

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!