Luxury 12-Day Italy Road Trip from Pisa to Florence, Rome, Arezzo, Verona, and Milan 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!

Make Knights' Square your first stop of the day. Previous visitors have rated this square 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.

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

Explore the vibrant nightlife at JEFFER cocktails & friends after your meal, a hub for lively evenings and memorable moments. Or, head to Le Parisien Wine Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Las Volta cocktailbar is perfect for those looking to extend their night with a touch of local flavor.

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 and Cascine Vecchie. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Drop by the renowned Palazzo Blu. This popular art museum has been rated an average of 4.5 out of 5 stars by 4,244 visitors. Based on recent data, this attraction is visited by more than 37,457 travelers every year.

Another unforgettable place to experience is Leaning Tower of Pisa. Rated 4.7 out of 5 stars by 116,882 visitors, this bell tower deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Piazza del Duomo, Pisa. This square has been rated an average of 4.7 out of 5 stars in 104,550 reviews.

Another favorite attraction in the area is Pisa Cathedral. This cathedral and popular place of interest enjoys a rating of 4.8 out of 5 stars from 8,361 local and international travelers.

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.

Make Parco Regionale Migliarino, San Rossore, Massaciuccoli one of your first sightseeing stops in Cascine Vecchie. Rated an average of 4.4 out of 5 stars by 9,632 travelers, a visit to this local attraction makes for a great introduction to the area.

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

Treat yourself to an extraordinary dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an incredible italian contemporary menu. Alternatively, if your taste buds call for something different, Santa Elisabetta is one of the best restaurants for creative and mediterranean cuisine in Florence. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Gucci Osteria da Massimo Bottura. As a top-rated it is an ideal choice for italian contemporary and international cuisine in the city.

After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. SE·STO on Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery 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 3 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.

Drop by the renowned Cathedral of Santa Maria del Fiore. This popular church has been rated an average of 4.8 out of 5 stars by 76,359 visitors.

Another unforgettable place to experience is piazza della Signoria. Rated 4.8 out of 5 stars by 66,956 visitors, this square deserves a spot on today's sightseeing itinerary.

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.

Another favorite attraction in the area is Uffizi Gallery, drawing over 2,011,219 yearly visitors. This national museum and popular place of interest enjoys a rating of 4.7 out of 5 stars from 61,794 local and international travelers.

If you’re keen to explore even more, then consider a visit to piazzale Michelangelo. With an average rating of 4.8 out of 5 stars from 77,744 travelers, this square is an attraction many avid travelers highly recommend visiting while in 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.

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

On day 4 of your luxury holiday in Italy, your road trip route will take you exploring the best of Nazzano and 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.

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

Make Riserva Naturale Regionale Nazzano Tevere-Farfa one of your first sightseeing stops in Nazzano. Rated an average of 4.4 out of 5 stars by 2,365 travelers, a visit to this local attraction makes for a great introduction to the area.

When you arrive in Vatican City, it's time to take a break from the road.

Begin your sightseeing with a visit to Saint Peter's Square. This extraordinary square is rated an average of 4.8 out of 5 stars by 38,954 visitors.

Next, make your way to St. Peter's Basilica. This top attraction is a major basilica with an average rating of 4.8 out of 5 stars by 131,043 visitors. St. Peter's Basilica welcomes 11,000,000 yearly visitors.

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

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

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.

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.

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

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 2 nights nights remaining.

Start your sightseeing with a visit to Basilica di Santa Maria Maggiore. This major basilica is a popular stop on travelers’ itineraries in Rome, with an average rating of 4.8 out of 5 stars by 27,678 visitors.

Colosseum is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 328,821 reviews gives you an idea of other visitors’ experience at this attraction. It’s estimated that around 7,400,000 people visit this roman amphitheatre every year.

If it’s still bright and early, make your way to Roman Forum. Visitors have rated this square an average of 4.7 out of 5 stars in 114,450 reviews.

Altare della Patria, boasting an annual visitor count of up to 1,683,070 people, is another unique site you can experience today. This attraction is an architectural structure rated an average of 4.8 out of 5 stars in 49,843 reviews.

Make your way to the fantastic largo di Torre Argentina, perhaps the most famous square in Rome. This attraction is rated 4.5 out of 5 stars by 30,433 travelers.

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

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

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 1 night nights remaining.

An excellent attraction to start your day with is Circus Maximus. This circus is rated an average of 4.4 out of 5 stars in 44,741 reviews.

Continue your journey at Pantheon. This roman temple is rated 4.8 out of 5 stars by 189,682 travelers from near and far. Approximately 30,000,000 people come to this place of interest every year to enjoy a unique experience in Rome.

Rome is also the home of Piazza Navona. This square has an average rating of 4.7 out of 5 stars from 158,771 visitors.

You can continue your self-guided sightseeing tour at Campo de' Fiori. Rated 4.4 out of 5 stars by 51,133 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Castel Sant'Angelo. With an average rating of 4.7 out of 5 stars from 72,431 reviews, it’s hard to refuse the opportunity to see this museum. Approximately 918,591 people visit this attraction every year.

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.

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 7 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 Rome.

When you're ready to see some sights, Trevi Fountain is a great place to start. This sculpture is rated an average of 4.8 out of 5 stars by 343,494 visitors.

Another popular attraction you can visit today is Piazza di Spagna. This square has an average rating of 4.7 out of 5 stars from 113,658 travelers.

We also recommend a stop at Spanish Steps. The monumental staircase has been rated an average of 4.5 out of 5 stars by 57,211 visitors.

If you're keen to explore more, consider visiting piazza del Popolo. This square is a popular attraction with an average rating of 4.6 out of 5 stars from 89,807 reviews.

Villa Borghese is another easily accessible place to visit on this day of your trip. Stop by this urban zone of rome, rated 4.6 out of 5 stars in 69,749 reviews, to discover more of what makes it unique.

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

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

Enjoy an outstanding dining experience at Octavin, a 1-star Michelin restaurant offering an exceptional creative menu.

Continue the enjoyment post-dinner at Liquid Bar, a cherished local gathering spot renowned for its welcoming atmosphere.

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 8 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Bologna. 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, Bologna. This car ride takes around 2 hours 11 min.

Journey into the unknown at Piazza Santo Stefano, a unique attraction awaiting your visit. This remarkable square has an average rating of 4.8 out of 5 stars from 7,617 reviews.

When you’re ready to continue your sightseeing, Two Towers is a recommended place to visit. This tower is rated an average of 4.7 out of 5 stars in 25,975 reviews.

Another must-see attraction in Bologna is Piazza Maggiore. Rated an average of 4.7 out of 5 stars by 64,523 travelers, this popular tourist destination in Bologna offers an experience you will remember.

Fountain of Neptune, Bologna is another popular stop on travelers' itineraries in Bologna. This fountain promises memorable moments of exploring. Other travelers have rated this attraction 4.7 out of 5 stars in 3,952 reviews.

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

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

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.

Continue your evening by exploring the vibrant nightlife scene at Archivio, a prime destination for a thrilling night out. Also, don’t forget to check out La Segreteria Café, a bar that offers unique local touches. Likewise, Duchi Café provides an excellent alternative for a fun 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.

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

When you’re ready for some sightseeing, make your way to Verona Arena. This much-appreciated opera house is rated 4.7 out of 5 stars in 123,818 reviews. Each year, 195,540 people visit this site to admire its unique features.

Set your GPS to Valeggio sul Mincio and hit the road. Expect a journey of approximately 50 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Valeggio sul Mincio beckons with new experiences!

When you're ready to see some sights, Parco Giardino Sigurtà is a great place to start. This park is rated an average of 4.6 out of 5 stars by 27,387 visitors.

Set your GPS to Ronchi and hit the road. Expect a journey of approximately 31 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Ronchi beckons with new experiences!

Make Gardaland Resort your first stop of the day. Previous visitors have rated this amusement park an average of 4.4 out of 5 stars in 99,291 reviews.

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

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.

Dive into a culinary adventure like no other in Milan by booking a table at Enrico Bartolini al Mudec. This popular restaurant holds , and offers an exceptional menu of creative cuisine. For another culinary dining option, venture to Seta by Antonio Guida, celebrated for its delectable international and contemporary menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Il Luogo Aimo e Nadia, a top local restaurant known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

After enjoying a fulfilling meal, continue your evening at Nottingham Forest, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Armani/Bamboo Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Mag Cafe provides an excellent environment for a relaxed and enjoyable evening.

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

Day 10 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.

Seize the day by visiting some of the best attractions in the area, like Duomo di Milano Museum. This extraordinary art museum has an average rating of 4.8 out of 5 stars from 138,554 visitors. Each year, around 341,609 people visit this remarkable site to admire its features and learn more about it.

Next, make your way to Galleria Vittorio Emanuele II. This commercial gallery is rated an average of 4.7 out of 5 stars in 91,394 reviews.

While in Milan, we also recommend a visit to La Scala. This opera house has been rated an average of 4.7 out of 5 stars in 26,219 reviews.

If you’re keen to explore even more, then consider a visit to Pinacoteca di Brera. This attraction gets around 417 yearly visitors. With an average rating of 4.7 out of 5 stars by 26,077 travelers, this art museum is a highly recommended stop on your sightseeing around Milan.

Make your way to Piazza Gae Aulenti, perhaps the most famous square in Milan. This attraction is rated an average of 4.6 out of 5 stars in 30,398 reviews.

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.

Esteemed as a restaurant, it features an exceptional menu.

Explore the vibrant nightlife at Kilburn Cocktail Bar Milano after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Frida for a great selection of flavorful drinks and a charming setting. Furthermore, The Friends Pub Milano is perfect for those looking to extend their night with a touch of local flavor.

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

Take the opportunity to see Sforzesco Castle Art Library. This attraction has an average rating of 4.6 out of 5 stars from 68,714 visitors.

Parco Sempione is another sightseeing hotspot in the area. This park has been rated an average of 4.6 out of 5 stars by 72,914 travelers.

Milan is also the home of Arch of Peace. Around 27,502 people have rated this monument an average of 4.6 out of 5 stars.

Continue your road trip and head to your next destination, Sarzana. This car ride takes around 2 hours 46 min.

Drop by the renowned Sarzana Cathedral Santa Maria Assunta. This popular church has been rated an average of 4.5 out of 5 stars by 584 visitors.

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.

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

As your final day in Italy unfolds, don’t miss the chance for a last-minute shopping spree in Pisa’s best shopping location. Your accommodation’s convenient location near the city’s shopping area offers the luxury of time, so you don’t have to limit yourself from leisurely strolling its streets amidst a collection of establishments.

Look for the perfect gift for your loved ones back home, or buy yourself a little keepsake to remind you of Italy. Keep the spirit of your trip to Italy alive with these special souvenirs.

Make the most of what's left of your luxury vacation and head out to the stunning “Tuttomondo” (Keith Haring). This extraordinary sightseeing destination and attraction is rated an average of 4.6 out of 5 stars in 1,937 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.

Treat yourself to a delightful dinner at Sud, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. ? It's another excellent option with a diverse 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!