Luxury 9-Day Italy Road Trip from Venice to Milan, Florence, Rome, and Arezzo

Wake up to day 2 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 Venice.

An excellent attraction to start your day with is Piazza San Marco. This square is rated an average of 4.7 out of 5 stars in 152,982 reviews.

Continue your journey at St Mark's Basilica. This cathedral is rated 4.7 out of 5 stars by 18,439 travelers from near and far.

Venice is also the home of Doge's Palace. This palace has an average rating of 4.7 out of 5 stars from 24,775 visitors. Each year, around 318,104 travelers visit this top sight, and today is your chance to do the same.

You can continue your self-guided sightseeing tour at Bridge Of Sighs. Rated 4.6 out of 5 stars by 18,223 visitors, a visit to this top sight is time well spent.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Milan. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Get ready for an unforgettable culinary journey in Milan by reserving a table at Enrico Bartolini al Mudec. Renowned as a 3-star Michelin restaurant, it offers an exceptional creative menu. For a different taste experience, head to Seta by Antonio Guida, recognized for its delicious international, and contemporary dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Il Luogo Aimo e Nadia, a local favorite known for its delightful italian contemporary, and modern cuisine in Milan. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary, and modern foodies seeking culinary excellence.

Keep the excitement of the evening going by visiting a bar or two. Nottingham Forest is an excellent place to start. You could also check out Armani/bamboo Bar, offering a different kind of charm. A last recommendation for the day is Mag Cafe. 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 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 Milan, and Modena. The day's journey will conclude in Florence, a city that offers you comfort and relaxation for 2 nights. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Take the opportunity to see Galleria Vittorio Emanuele Ii. This attraction has an average rating of 4.7 out of 5 stars from 91,394 visitors.

La Scala is another sightseeing hotspot in the area. This opera house has been rated an average of 4.7 out of 5 stars by 26,219 travelers.

Milan is also the home of Duomo Di Milano Museum. This art museum gets more than 341,609 visitors on an annual basis. Around 138,554 people have rated this art museum an average of 4.8 out of 5 stars.

Fasten your seatbelt and make your way to your next stop. Modena, 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 Modena may take around 1 hour 59 min without traffic disruptions. Upon arrival in Modena, we highly recommend checking out some of the top attractions.

Drop by the renowned Enzo Ferrari Park. This popular urban park has been rated an average of 4.4 out of 5 stars by 5,306 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Florence. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and 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.

Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Archea Brewery. 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.

On day 4 of your luxurious vacation in Italy, you’ll start and end your day in Florence, but spend most of the day exploring attractions outside of the city. After a long day of sightseeing, you'll drive back to Florence, where you'll stay for 1 night more.

Start your sightseeing with a visit to Cathedral Of Santa Maria Del Fiore. This church is rated an average of 4.8 out of 5 stars from 76,359 visitors.

Ponte Vecchio is another popular attraction you could visit today. This deck arch bridge has a rating of 4.7 out of 5 stars from 118,099 visitors.

Piazzale Michelangelo is also highly recommended by travelers. This square has a rating of 4.8 out of 5 stars from 77,744 visitors.

Embrace the thrill of the open road as you wave goodbye to Florence and set your GPS to Pisa. 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 1 hour 16 min. Upon reaching Pisa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Seize the day by visiting some of the best attractions in the area, like Piazza Del Duomo, Pisa. This extraordinary square has an average rating of 4.7 out of 5 stars from 104,550 visitors.

Next, make your way to Leaning Tower Of Pisa. This bell tower welcomes around 3,200,000 visitors yearly and is rated an average of 4.7 out of 5 stars in 116,882 reviews.

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

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.

Treat yourself to a wonderful meal at Trattoria Da Burde, a top-rated dining spot in Florence. If you're in the mood for something new, try Ristorante Buca Mario, another premier location with a delectable menu. You might also want to book a table at Eataly Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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

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 Tivoli may take around 3 hours 7 min. Upon your arrival in Tivoli, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Drop by the renowned Villa D'este. This popular giardino all'italiana has been rated an average of 4.7 out of 5 stars by 25,000 visitors. Based on recent data, this attraction is visited by more than 139,855 travelers every year.

After soaking in Tivoli’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Vatican City, Vatican City. Expect your car journey to take a minimum of 50 min. When you arrive in Vatican City, it's time to take a break from the road.

Journey into the unknown at Saint Peter's Square, a unique attraction awaiting your visit. This remarkable square has an average rating of 4.8 out of 5 stars from 38,954 reviews.

When you’re ready to continue your sightseeing, St. Peter's Basilica is a recommended place to visit. This major basilica is rated an average of 4.8 out of 5 stars in 131,043 reviews. Based on recent data, the attraction hosts 11,000,000 visitors per year.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Rome. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Enjoy an outstanding dining experience at La Pergola, a 3-star Michelin restaurant offering an exceptional mediterranean, and contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Il Pagliaccio, known for its delicious creative, and innovative cuisine. Another highly-recommended restaurant in Rome is Enoteca La Torre, a renowned restaurant with a 2-star Guide Michelin recognition, known for its delicious mediterranean, and creative menu.

Keep the evening going at La Botticella Of Poggi Giovanni, a great choice for enjoying the after-dinner hours with a drink. You could also go to Sant' Eustachio Caffè, which offers a similarly pleasant setting and great drinks. Another option is Caffè Portofino, which provides an inviting environment for unwinding after a busy day 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.

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 Castel Sant'angelo. This museum typically receives around 918,591 visitors every year and is rated an average of 4.7 out of 5 stars in 72,431 reviews.

Continue your journey at Piazza Navona. This square is rated 4.7 out of 5 stars by 158,771 travelers from near and far.

Rome is also the home of Pantheon. This roman temple has an average rating of 4.8 out of 5 stars from 189,682 visitors. Each year, around 30,000,000 travelers visit this top sight, and today is your chance to do the same.

You can continue your self-guided sightseeing tour at Roman Forum. Rated 4.7 out of 5 stars by 114,450 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Colosseum. With an average rating of 4.7 out of 5 stars from 328,821 reviews, it’s hard to refuse the opportunity to see this roman amphitheatre. Approximately 7,400,000 people visit this attraction every year.

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.

Don’t miss out on dining at DEROMA - Farine Romane, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Centro. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Rome this evening.

Continue your lively evening at The Apartment Bar Roma, a perfect place for winding down or revving up the night, depending on which mood you’re in. Hotel Hassler Roma is another excellent bar that offers a great selection of drinks to suit any mood.

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.

Seize the day by visiting some of the best attractions in the area, like Altare Della Patria. This extraordinary architectural structure has an average rating of 4.8 out of 5 stars from 49,843 visitors. Each year, around 1,683,070 people visit this remarkable site to admire its features and learn more about it.

Next, make your way to Trevi Fountain. This sculpture is rated an average of 4.8 out of 5 stars in 343,494 reviews.

While in Rome, we also recommend a visit to Piazza Di Spagna. This square has been rated an average of 4.7 out of 5 stars in 113,658 reviews.

If you’re keen to explore even more, then consider a visit to Piazza Del Popolo. With an average rating of 4.6 out of 5 stars by 89,807 travelers, this square is a highly recommended stop on your sightseeing around Rome.

Make your way to Villa Borghese, perhaps the most famous urban zone of rome in Rome. This attraction is rated an average of 4.6 out of 5 stars in 69,749 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Arezzo. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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 symphony of flavors at Octavin in Arezzo by securing a reservation in advance. Renowned for its 1-star Michelin distinction, Octavin delights its guests with its exceptional variety of meals showcasing delicious creative cuisine. Or, if you're feeling adventurous, why not try La Clandestina? It's another excellent option with a diverse menu.

Unwind after your meal by stepping into Liquid Bar. This venue is celebrated for its extensive drink selections and cozy vibes.

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

On day 8 of your luxury holiday in Italy, your road trip route will take you exploring the best of Bologna. The day's journey will conclude in Venice, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Embrace the thrill of the open road as you wave goodbye to Arezzo and set your GPS to Bologna. 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 5 min. Upon reaching Bologna, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Be one of the day’s first visitors at Two Towers. This tower is rated an average of 4.7 out of 5 stars by 25,975 visitors.

When you’re finished at Two Towers, head to Piazza Maggiore. This one-of-a-kind square is rated an average of 4.7 out of 5 stars in 64,523 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Fountain Of Neptune, Bologna. This fountain is rated an average of 4.7 out of 5 stars by 3,952 visitors.

If you’re keen to explore more, then consider a visit to Palazzo Re Enzo. This palazzo is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 2,072 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Venice. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

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

Have a memorable dining experience in Venice by booking a table at Local, renowned as a 1-star Michelin restaurant presenting an exceptional contemporary menu. For a different culinary experience in Venice, Wistèria shines as one of the top destinations, known for its delicious contemporary, and venetian cuisine. This 1-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, Quadri is known as a top local spot for its delicious modern cuisine in Venice. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Extend your evening after a delightful meal by visiting The Irish Pub Venezia, which offers the perfect atmosphere for a night out. Moreover, Dolce Vita Venezia is another popular option for a drink or two. Likewise, Devils Forest Pub also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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