Luxury 6-Day Italy Self-Drive Road Trip With Itinerary from Milan to Genoa and Florence

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Description

Escape for the holiday of a lifetime with this 6-day luxury road trip in Italy!

Italy offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Italy. With this perfectly planned vacation itinerary, you will stay 2 nights in Milan, 1 night in Genoa, and 2 nights in Florence, experiencing the ultimate luxury vacation in Italy.

Finding the perfect luxury lodging is going to make your vacation in Italy feel truly special. The home for your 6-day luxury holiday will be only the most exclusive 5-star hotels in Italy. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Upon arriving in Italy, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 6-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in Italy.

Throughout your exclusive vacation in Italy, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Italy. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Italy.

This exclusive travel plan is designed to include everything you need to have the best vacation in Italy. By booking this luxury holiday package, you can avoid spending hours researching and planning your 6-day road trip in Italy. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Italy before and after booking. Our flexible trip planning means you will be able to explore Milan, Genoa, Pisa, Florence, and Bologna at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Italy.

The best flights, activities, tours, and hotels in Italy fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Italy today!

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Day 1

Day 1 – Milan - arrival day

  • Milan - Arrival day
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  • Arch of Peace
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Your luxury holiday in Italy begins as soon as you reach the city of Milan, where you'll be staying for 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Milan is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Arch Of Peace or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Tonight, you will be treated to a stay at one of the best luxury hotels in Milan. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

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

Make sure to book a table at Hotel Morfeo Milano, a popular restaurant in Milan. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Milan at Contraste, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is UNAHOTELS Galles Milano. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Milan tonight.

If you’re not ready to end the night just yet, Nottingham Forest offers a perfect venue to relax and savor a drink. Similarly, Armani/bamboo Bar is well-suited for those looking to unwind in a social setting. Mag Cafe is another excellent spot to enjoy a nightcap after a delightful meal.

Raise a toast to the start of your 6-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Milan and Genoa

  • Milan
  • Genoa
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Drive 149 km, 2 hours 31 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • La Scala
  • Castello Sforzesco
  • Sempione Park
  • More

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

Start by visiting Duomo Di Milano Museum, a prime spot to begin your journey. This inviting church is sure to impress. Next on your list is Galleria Vittorio Emanuele Ii, another must-visit landmark and extraordinary shopping mall renowned for its visually striking features.

While exploring and sightseeing, take time to savor the ambiance of Milan by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to La Scala. This picture-perfect opera house is a remarkable attraction that offers a unique experience. Sforzesco Castle Art Library also adds charm to your journey, and Parco Sempione wraps up your day with its serene appeal.

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

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

Experience a harmony of flavors at The Cook in Genoa by securing a reservation in advance. Known for its 1-star Michelin status, The Cook offers a delightful variety of dishes highlighting its delicious modern menu. If you're seeking an alternative culinary experience, be sure to explore San Giorgio, a highly recommended restaurant known for its enticing modern and ligurian 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 Il Marin, a highly acclaimed restaurant celebrated for its exceptional seafood and contemporary menu.

To truly maximize your evening out, consider visiting Scurreria Beer & Bagel after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to La Lepre, another bar with an inviting ambiance. Similarly, Bar Pisacane Iii also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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.

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Day 3

Day 3 – Genoa, Pisa, and Florence

  • Genoa
  • Pisa
  • Florence
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Drive 282 km, 3 hours 47 min

  • piazza De Ferrari
  • Aquarium of Genoa
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
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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 Genoa and Pisa. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

A blend of a romantic, a gorgeous, a visually striking, a standout, and a majestic await you in Genoa on today’s itinerary. First up is the interesting public square, Piazza De Ferrari. It's a standout spot that offers a memorable visit. Afterward, continue to Aquarium Of Genoa. A visit to this aquarium is an enriching experience for all.

Fasten your seatbelt and make your way to your next stop. Pisa, 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 Genoa to Pisa may take around 2 hours 5 min without traffic disruptions. Upon arrival in Pisa, we highly recommend checking out some of the top attractions.

Begin your journey at Leaning Tower Of Pisa and explore the historic features. Next, make your way to Piazza Del Duomo, Pisa, another highlight in the city.

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.

Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Gucci Osteria da Massimo Bottura, a local favorite known for its delightful italian contemporary and international cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary and international foodies seeking culinary excellence.

Unwind after your meal by stepping into Manifattura. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Se·sto On Arno Rooftop Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Il Vinile, another top-rated bar in the area.

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.

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Day 4

Day 4 – Florence

  • Florence
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Drive 5 km, 1 hour 20 min

  • piazzale Michelangelo
  • Uffizi Gallery
  • Ponte Vecchio
  • piazza della Signoria
  • Galleria dell'Accademia
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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 remaining.

Savor the day by visiting some of the best places to see in Florence, including an observation deck, an art gallery, a historical landmark, a public square and much more! Start your adventure at Piazzale Michelangelo. This widely recognized observation deck is a must-visit for travelers looking for a unique holiday experience. Make your way to Uffizi Gallery located in Florence for an enchanting atmosphere.

Next, immerse yourself in the setting of Ponte Vecchio. Its enchanting features will captivate you. After the historical landmark, continue your tour of the city with a visit to Piazza Della Signoria. This public square has a grand appeal. For a change of pace, head to Galleria Dell'accademia. As one of the most well-known attractions in Florence, this art gallery is an excellent place to end your self-guided tour.

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

Make sure to reserve a table at Ditta Artigianale, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Trattoria Da Burde, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

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.

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Day 5

Day 5 – Florence, Bologna, and Milan

  • Florence
  • Bologna
  • Milan
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Drive 319 km, 4 hours 14 min

  • Cathedral of Santa Maria del Fiore
  • Piazza Maggiore
  • Ponte Vecchio
  • More

On day 5 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence and Bologna. The day's journey will conclude in Milan, 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.

Florence is brimming with adventures. Today’s wonderful stops include a church and a food market. Begin your sightseeing adventure at the impressive Cathedral Of Santa Maria Del Fiore. Just a short distance away is Central Market, a picture-perfect food market that draws visitors from far and near.

After soaking in Florence’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Bologna. Expect your car journey to take a minimum of 1 hour 29 min. When you arrive in Bologna, it's time to take a break from the road.

Your self-guided tour starts at Piazza Maggiore, a famous public square 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 Milan. 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 Milan.

Prepare for an extraordinary culinary adventure in Milan by booking a table at Enrico Bartolini al Mudec, a 3-star Michelin restaurant that boasts an exceptional creative menu. For a different flavor experience, head to Seta by Antonio Guida, renowned for its delectable international and contemporary dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Il Luogo Aimo e Nadia, a local gem known for its delightful italian contemporary and modern cuisine in Milan. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

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

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

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Day 6

Day 6 – Milan - departure day

  • Milan - Departure day
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  • Piazza Gae Aulenti
  • Duomo di Milano
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Today is the last day of your 6-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 Milan before saying goodbye.

Maximize your last day in Italy and go on a shopping spree in Milan’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.

Make the most of what's left of your luxury vacation and head out to the stunning Piazza Gae Aulenti. This extraordinary public square and attraction is rated an average of 4.6 out of 5 stars in 30,398 reviews, and is an excellent choice for your last sightseeing in Milan.

Treat yourself to a final feast. Savor the unique flavors of Milan one last time before you head to the airport.

Dine in style at Bice Restaurant, a top recommendation for dinner tonight. Or, for a change of pace, Alto Ristorante boasts a menu that's sure to impress.

You will then say farewell to Milan 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!

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