Luxury One-Week Italy Self-Drive Road Trip With Itinerary from Milan traveling east to La Spezia, Arezzo, Rome, and Florence

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

Discover a day packed with a charming, an enchanting, a visually striking, a standout, an inviting, a symbolic, a detailed, and a peaceful in Milan. Begin your sightseeing with Duomo Di Milano Museum. This world-famous church is one of the top attractions in the city. Proceed to Galleria Vittorio Emanuele Ii, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Milan, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to La Scala. This well-known opera house is a traveler-favorite. Not far away, you’ll find Sforzesco Castle Art Library, another key site on your sightseeing itinerary. Conclude your day at Parco Sempione and uncover why it's recognized as one of the city's most spectacular attractions.

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

Discover a world of culinary delights in La Spezia, 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.

Enjoy a delicious meal at The Colombaio Park, a top-rated dining destination in La Spezia.

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 3 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.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Pisa. This drive usually takes around 1 hour, without any stops or traffic disruptions.

Head to Campo Santo, a beloved cemetery in Pisa. Explore its culturally significant features at your own pace before you continue your journey to your next sight, Piazza Del Duomo, Pisa. This timeless public square is a top recommendation in the area. When you’re ready to explore more, Pisa Cathedral is an excellent choice. Spend some time discovering what some claim to be the most grand church in the region. Next, continue your sightseeing at the timeless Leaning Tower Of Pisa and discover what makes this monument unique.

Cascine Vecchie welcomes you with a multitude of unique vacation experiences.

Your self-guided tour starts at Parco Regionale Migliarino, San Rossore, Massaciuccoli, a frequently visited nature reserve that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey.

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.

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

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. If you're looking to mix things up, La Clandestina offers an enticing alternative with its varied menu.

Let the evening flow smoothly from dinner to drinks at Liquid Bar, a top-rated bar in the area.

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

On day 4 of your luxury holiday in Italy, your road trip route will take you exploring the best of Vatican City. The day's journey will conclude in Rome, 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.

Immerse yourself in Vatican City’s rich culture with today's sightseeing itinerary.

Set your GPS to Vatican City, Vatican City and hit the road. Expect a journey of approximately 2 hours 32 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Vatican City beckons with new experiences!

Vatican Museums is an iconic art museum we recommend making time to visit today.

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.

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

Set out on a gastronomic journey in Rome by reserving a table at La Pergola. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of mediterranean and contemporary cuisine. For a different taste, head over to Il Pagliaccio, renowned for its delectable creative and innovative 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 Enoteca La Torre, a highly rated local gem known for its exquisite mediterranean and creative menu. With a 2-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 Rome.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, La Botticella Of Poggi Giovanni stands out as an excellent choice for a post-dinner cocktail. Alternatively, Almalu Trastevere offers an ideal atmosphere to enjoy the pleasures of the night. Bar Viminale Di Pepi Maurilio 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.

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 1 night remaining.

A blend of a breathtaking, a picture-perfect, a standout, a culturally significant, an UNESCO world heritage-designated, a culturally significant, a charming, and a masterful await you in Rome on today’s itinerary. First up is the globally renowned archeological site, Colosseum. It's a standout spot that offers a memorable visit. Afterward, continue to Roman Forum. A visit to this archeological site is an enriching experience for all.

As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Pantheon. This iconic monument is an essential stop that should not be missed. Following that, head to Piazza Navona, another must-visit site that will enhance your experience. Lastly, visit Castel Sant'angelo and learn why this castle is renowned as one of the city's most famous attractions.

Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.

Discover a world of culinary delights in Rome, 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.

Treat yourself to a wonderful meal at RomAntica, a top-rated dining spot in Rome. If you're in the mood for something new, try Coso Ristorante, another premier location with a delectable menu. You might also want to book a table at DEROMA - Farine Romane. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

Keep the excitement of the evening going by visiting a bar or two. Sant' Eustachio Caffè is an excellent place to start. You could also check out Yellowsquare Rome, offering a different kind of charm. A last recommendation for the day is Caffè Portofino. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise a toast to another amazing day of your luxury holiday in Rome, 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 Florence, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Rome.

Prepare for a day full of a breathtaking, a photogenic, a heritage-rich, a symbolic, a remarkable, a romantic, and a serene. When you’re ready, kick off your sightseeing adventure at Altare Della Patria. This popular monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Di Spagna, one of the city’s most promising highlights.

Next, check out Piazza Del Popolo, one of the most widely recognized places to see in Rome. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Villa Borghese. Wander around and soak in the mesmerizing atmosphere this park offers.

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.

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.

Experience a taste of local culinary excellence while in Florence by securing a table at Enoteca Pinchiorri. An esteemed 3-star Michelin restaurant, it features an exceptional italian contemporary menu. For an alternative taste experience, visit Santa Elisabetta, famous for its scrumptious creative and mediterranean dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Gucci Osteria da Massimo Bottura, a local favorite celebrated for its exquisite italian contemporary and international cuisine in Florence. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and international cuisine lovers seeking top-notch culinary experiences.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Il Vinile also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

Florence is brimming with adventures. Today’s wonderful stops include a public square, a historical landmark, and an art gallery. Begin your sightseeing adventure at the impressive Piazza Della Signoria. Just a short distance away is Ponte Vecchio, a history-steeped historical landmark that draws visitors from far and near.

Continue your journey to Uffizi Gallery, one of the city’s most widely recognized spots that you shouldn’t miss.

Continue your road trip and head to your next destination, Bologna. This car ride takes around 1 hour 32 min.

Piazza Maggiore is a widely recognized public square we recommend making time to visit today. Discover its enchanting features before continuing your self-guided tour.

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

Start your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Seta by Antonio Guida, celebrated for its delectable international and contemporary 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 Il Luogo Aimo e Nadia, a top local spot known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Round off your dining experience by visiting Kilburn Cocktail Bar Milano, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Frida, a bar catering to every mood and preference. The Friends Pub Milano likewise offers a unique atmosphere, perfect for a memorable night out.

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