Luxury 13-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, where you'll be staying for 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Start your sightseeing with a visit to Knights' Square. This square is a popular stop on travelers’ itineraries in Pisa, with an average rating 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.

Round off your dining experience by visiting JEFFER cocktails & friends, a prime location for a drink. Alternatively, explore the distinctive characteristics of Le Parisien Wine Bar, a bar catering to every mood and preference. Las Volta cocktailbar likewise offers a unique atmosphere, perfect for a memorable night out.

Raise a toast to the start of your 13-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. 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 Leaning Tower of Pisa. This bell tower is a popular stop on travelers’ itineraries in Pisa, with an average rating of 4.7 out of 5 stars by 116,882 visitors. Around 3,200,000 people visit this attraction every year.

Pisa Cathedral is another popular place of interest you can visit today. The average rating of 4.8 out of 5 stars from 8,361 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Piazza del Duomo, Pisa. Visitors have rated this square an average of 4.7 out of 5 stars in 104,550 reviews.

Campo santo is another unique site you can experience today. This attraction is a cemetery rated an average of 4.6 out of 5 stars in 586 reviews.

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

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

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant 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 savoring a delicious meal, step into the vibrant nightlife at Manifattura, where the evening is just getting started. In the same way, SE·STO on Arno Rooftop Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Archea Brewery 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.

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 2 nights nights remaining.

Begin your sightseeing with a visit to piazzale Michelangelo. This extraordinary square is rated an average of 4.8 out of 5 stars by 77,744 visitors.

Next, make your way to Basilica of Santa Croce in Florence. This top attraction is a church with an average rating of 4.7 out of 5 stars by 28,544 visitors.

We also recommend a visit to piazza della Signoria. This square is rated 4.8 out of 5 stars by 66,956 travelers.

If you’re keen to keep exploring, visit Uffizi Gallery. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 61,794 travelers. Around 2,011,219 people come to experience this place of interest every year.

Today is also your chance to spend some time at Ponte Vecchio. This deck arch bridge is rated an average of 4.7 out of 5 stars by 118,099 travelers.

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.

Esteemed as a restaurant, it features an exceptional menu.

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

Day 4 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.

An excellent attraction to start your day with is Basilica di Santa Maria Novella, Firenze (FI). This archives is rated an average of 4.7 out of 5 stars in 23,075 reviews.

Continue your journey at Central Market. This sightseeing destination is rated 4.4 out of 5 stars by 43,100 travelers from near and far.

Florence is also the home of Cathedral of Santa Maria del Fiore. This church has an average rating of 4.8 out of 5 stars from 76,359 visitors.

You can continue your self-guided sightseeing tour at Galleria dell'Accademia. A total of 1,719,645 people explore this attraction every year. Rated 4.6 out of 5 stars by 34,429 visitors, a visit to this top sight is time well spent.

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

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

Wake up to day 5 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Nazzano and Vatican City. 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, Nazzano.

Take the opportunity to see Riserva Naturale Regionale Nazzano Tevere-Farfa. This attraction has an average rating of 4.4 out of 5 stars from 2,365 visitors.

Continue your road trip and head to your next destination, Vatican City.

Drop by the renowned Saint Peter's Square. This popular square has been rated an average of 4.8 out of 5 stars by 38,954 visitors.

Another unforgettable place to experience is Sistine Chapel. Rated 4.7 out of 5 stars by 52,083 visitors, this chapel deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Vatican Museums. Hosting around 1,612,530 visitors every year, the fascinating Vatican Museums is one of the best places to visit in Vatican City. This art museum has been rated an average of 4.6 out of 5 stars in 133,310 reviews.

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.

Discover the culinary delights of Rome by securing a reservation at La Pergola. Esteemed for its , this restaurant offers a remarkable selection of mediterranean and contemporary cuisine. For an alternative dining experience, try Il Pagliaccio, renowned for its delicious creative and innovative 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 Enoteca La Torre, a highly recommended local eatery celebrated for its mouthwatering mediterranean and creative menu. With its 2-star Michelin recognition, it offers an unforgettable dining adventure.

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.

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.

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.

Drop by the renowned Trevi Fountain. This popular sculpture has been rated an average of 4.8 out of 5 stars by 343,494 visitors.

Another unforgettable place to experience is Piazza di Spagna. Rated 4.7 out of 5 stars by 113,658 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Spanish Steps. This monumental staircase has been rated an average of 4.5 out of 5 stars in 57,211 reviews.

Another favorite attraction in the area is piazza del Popolo. This square and popular place of interest enjoys a rating of 4.6 out of 5 stars from 89,807 local and international travelers.

If you’re keen to explore even more, then consider a visit to Villa Borghese. With an average rating of 4.6 out of 5 stars from 69,749 travelers, this urban zone of rome is an attraction many avid travelers highly recommend visiting while in Rome.

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.

Keep the evening going at The Apartment Bar Roma, a great choice for enjoying the after-dinner hours with a drink. You could also go to Hotel Hassler Roma, which offers a similarly pleasant setting and great drinks.

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.

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 Circus Maximus, a remarkable circus where it’s easy to get lost in exploration. This top attraction is rated an average of 4.4 out of 5 stars in 44,741 reviews.

Next, satisfy your wanderlust at Colosseum. This roman amphitheatre has an average rating of 4.7 out of 5 stars from 328,821 travelers. Given the site's popularity, it’s easy to understand why more than 7,400,000 people visit it every year.

Roman Forum is another must-visit attraction. This renowned square offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 114,450 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 Capitoline Hill. This well-loved hill boasts a 4.7 out of 5-star rating from 19,557 reviews.

When there’s still energy left for exploring, Altare della Patria awaits. If you’ve been interested in experiencing an architectural structure, this is a top pick rated 4.8 out of 5 stars by 49,843 previous visitors. Each year, approximately 1,683,070 people travel to Rome to experience it.

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

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 Arezzo, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Rome.

Kick off the day at largo di Torre Argentina, a top pick for today’s sightseeing. This square is rated an average of 4.5 out of 5 stars in 30,433 reviews.

Today is also your chance to visit Pantheon. Pantheon is a roman temple with an average rating of 4.8 out of 5 stars from 189,682 reviews. Attracting more than 30,000,000 yearly visitors, this place of interest is an attraction you don’t want to miss out on.

Piazza Navona is another top attraction we highly recommend you visit today. This square is rated an average of 4.7 out of 5 stars by 158,771 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Campo de' Fiori. This square is rated an average of 4.4 out of 5 stars by 51,133 visitors.

Lastly, don’t miss out on Castel Sant'Angelo, a famous museum in Rome. This attraction welcomes 918,591 visitors annually and is rated an average of 4.7 out of 5 stars by 72,431 travelers.

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

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

Dive into a culinary adventure like no other in Arezzo by booking a table at Octavin. This popular restaurant holds , and offers an exceptional menu of creative cuisine.

Cap off your dinner by heading to Liquid Bar, ideal for a leisurely evening with a drink in hand.

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

On day 9 of your luxury holiday in Italy, your road trip route will take you exploring the best of Bologna. 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. Bologna, 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 Arezzo to Bologna may take around 2 hours 11 min without traffic disruptions. Upon arrival in Bologna, we highly recommend checking out some of the top attractions.

When you’re ready for some sightseeing, make your way to Piazza Santo Stefano. This much-appreciated square is rated 4.8 out of 5 stars in 7,617 reviews.

Next up is Two Towers. This tower has an average rating of 4.7 out of 5 stars from 25,975 visitors.

Another top sightseeing recommendation is Piazza Maggiore. This square has been rated 4.7 out of 5 stars in 64,523 reviews.

Fountain of Neptune, Bologna is another attraction you have the opportunity to visit today. This fountain has an average rating of 4.7 out of 5 stars from 3,952 reviews.

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

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

Treat yourself to an extraordinary dining experience at Casa Perbellini 12 Apostoli, a 2-star Michelin restaurant offering an incredible creative and contemporary menu. Alternatively, if your taste buds call for something different, Il Desco is one of the best restaurants for italian contemporary cuisine in Verona. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Osteria Mondo d'Oro. As a top-rated Bib Gourmand-establishment, it is an ideal choice for italian and seasonal cuisine in the city.

Continue the enjoyment post-dinner at Archivio, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, La Segreteria Café offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Duchi Café. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Make Verona Arena your first stop of the day. Previous visitors have rated this opera house an average of 4.7 out of 5 stars in 123,818 reviews. More than 195,540 people visit this place of interest every year.

Next up, make a stop at Castelvecchio Bridge. With an average rating of 4.7 out of 5 stars by 12,156 visitors, it's easy to understand why so many people visit this arch bridge every year.

Ronchi’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Verona behind. This drive usually takes around 33 min. Ronchi welcomes you with a multitude of unique vacation experiences.

An excellent attraction to start your day with is Gardaland Resort. This amusement park is rated 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.

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.

Set out on a gastronomic journey in Milan by reserving a table at Enrico Bartolini al Mudec. Renowned for its , this restaurant presents an outstanding menu of creative cuisine. For a different taste, head over to Seta by Antonio Guida, renowned for its delectable international and contemporary dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Il Luogo Aimo e Nadia, a highly rated local gem known for its exquisite italian contemporary and 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 Milan.

Explore the vibrant nightlife at Nottingham Forest after your meal, a hub for lively evenings and memorable moments. Or, head to Armani/Bamboo Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Mag Cafe is perfect for those looking to extend their night with a touch of local flavor.

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

Day 11 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.

Take the opportunity to see Piazza Gae Aulenti. This attraction has an average rating of 4.6 out of 5 stars from 30,398 visitors.

Pinacoteca di Brera is another sightseeing hotspot in the area. This art museum has been rated an average of 4.7 out of 5 stars by 26,077 travelers. Up to 417 people visit Pinacoteca di Brera every year.

Milan is also the home of Sforzesco Castle Art Library. Around 68,714 people have rated this library an average of 4.6 out of 5 stars.

Another place you’ll want to visit is Parco Sempione. With an average rating of 4.6 out of 5 stars from a total of 72,914 reviews, a visit to this park is a great idea.

This day of your vacation in Milan is also your chance to admire Arch of Peace. This must-visit monument enjoys an average rating of 4.6 out of 5 stars from 27,502 reviews.

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.

Cap off your dinner by heading to Kilburn Cocktail Bar Milano, ideal for a leisurely evening with a drink in hand. Bar Frida is another bar that offers an enjoyable setting. Similarly, The Friends Pub Milano is also a popular place to go on a night out, perfect for relaxing and socializing.

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 12 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.

An excellent attraction to start your day with is La Scala. This opera house is rated an average of 4.7 out of 5 stars in 26,219 reviews.

Continue your journey at Galleria Vittorio Emanuele II. This commercial gallery is rated 4.7 out of 5 stars by 91,394 travelers from near and far.

Milan is also the home of Duomo di Milano Museum. This art museum has an average rating of 4.8 out of 5 stars from 138,554 visitors. Each year, around 341,609 travelers visit this top sight, and today is your chance to do the same.

After soaking in Milan’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Sarzana. Expect your car journey to take a minimum of 2 hours 39 min. When you arrive in Sarzana, it's time to take a break from the road.

Make Sarzana Cathedral Santa Maria Assunta your first stop of the day. Previous visitors have rated this church an average of 4.5 out of 5 stars in 584 reviews.

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

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

Round off your dining experience by visiting Bar Mocambo, a prime location for a drink. Alternatively, explore the distinctive characteristics of Tree, a bar catering to every mood and preference. Chupiteria 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 luxury holiday in Italy has plenty more in store for you.

Today is the last day of your 13-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.

Make the most of what's left of your luxury vacation and head out to the stunning Palazzo Gambacorti. This extraordinary palace and attraction is rated an average of 4.3 out of 5 stars in 309 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.

Have a fantastic dining experience at Sud, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. Offers an enticing alternative with its varied 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!