Luxury 5-Day Italy Road Trip from Milan traveling east to La Spezia, and Florence

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Description

Experience travel that redefines comfort and elegance with this 5-day luxury road trip in Italy. Witness Italy's awe-inspiring scenery, delight in the finest culinary offerings, and enjoy the ultimate comfort in top-tier accommodations.

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 La Spezia, and 1 night 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 5-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 5-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 5-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, La Spezia, Corniglia, 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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  • Piazza Gae Aulenti
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Your luxury holiday in Italy begins as soon as you reach the city of Milan. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Start your sightseeing with a visit to Piazza Gae Aulenti. This square is rated an average of 4.6 out of 5 stars from 30,398 visitors.

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.

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.

Make sure to book a table at Contraste, 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 Radisson Blu Hotel Milan, 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 Bice Restaurant. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Milan tonight.

Keep the evening going at Nottingham Forest, a great choice for enjoying the after-dinner hours with a drink. You could also go to Armani/bamboo Bar, which offers a similarly pleasant setting and great drinks. Another option is Mag Cafe, which provides an inviting environment for unwinding after a busy day out.

Raise a toast to the start of your 5-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Milan, and La Spezia

  • La Spezia
  • Milan
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Drive 226 km, 3 hours 20 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 La Spezia, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Milan.

Make Duomo Di Milano Museum your first stop of the day. Previous visitors have rated this art museum an average of 4.8 out of 5 stars in 138,554 reviews. More than 341,609 people visit this place of interest every year.

Next up, make a stop at Galleria Vittorio Emanuele Ii. With an average rating of 4.7 out of 5 stars by 91,394 visitors, it's easy to understand why so many people visit this commercial gallery every year.

La Scala is another attraction you can visit on this day of your vacation. This opera house has an average rating of 4.7 out of 5 stars by 26,219 visitors.

When you’re finished at La Scala, the perfect next stop is Sforzesco Castle Art Library. This library is rated an average of 4.6 out of 5 stars in 68,714 reviews.

If you’re keen to explore even more, then consider a visit to Parco Sempione. This park is a top place to visit, with a rating of 4.6 out of 5 stars from 72,914 reviews.

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.

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

Savor the flavors at The Colombaio Park, a top pick for dinner tonight.

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.

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Day 3

Day 3 – La Spezia, Corniglia, Pisa, and Florence

  • Florence
  • La Spezia
  • Corniglia
  • Pisa
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Drive 221 km, 3 hours 41 min

  • Giardini Pubblici
  • Cinque Terre National Park
  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • More

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 La Spezia, Corniglia, and Pisa. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Start your sightseeing with a visit to Giardini Pubblici. This park is a popular stop on travelers’ itineraries in La Spezia, with an average rating of 4.1 out of 5 stars by 2,364 visitors.

As you’ve unraveled the marvels of La Spezia, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Corniglia may take around 34 min. Upon your arrival in Corniglia, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Begin your sightseeing with a visit to Cinque Terre National Park. This extraordinary park is rated an average of 4.7 out of 5 stars by 43,526 visitors.

When you’re ready to jump back into the car and say goodbye to Corniglia, you’ll hit the road in the direction of Pisa. This drive usually takes around 1 hour 30 min. When you arrive, enjoy some sightseeing.

Begin your sightseeing with a visit to Pisa Cathedral. This extraordinary cathedral is rated an average of 4.8 out of 5 stars by 8,361 visitors.

Next, make your way to Piazza Del Duomo, Pisa. This top attraction is a square with an average rating of 4.7 out of 5 stars by 104,550 visitors.

We also recommend a visit to Leaning Tower Of Pisa. Hosting 3,200,000 visitors every year, Leaning Tower Of Pisa is one of the most popular places to visit in Pisa. This bell tower is rated 4.7 out of 5 stars by 116,882 travelers.

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 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.

Experience a symphony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Renowned for its 3-star Michelin distinction, Enoteca Pinchiorri delights its guests with its exceptional variety of meals showcasing delicious italian contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Santa Elisabetta, acclaimed for its delectable creative, and mediterranean 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 Gucci Osteria da Massimo Bottura, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for italian contemporary, and international cuisine in the city.

Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery 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 La Spezia, Italy and seize the opportunity to celebrate.

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Day 4

Day 4 – Florence, Bologna, and Milan

  • Milan
  • Florence
  • Bologna
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Drive 331 km, 4 hours 14 min

  • piazza della Signoria
  • Ponte Vecchio
  • Uffizi Gallery
  • Piazza Maggiore
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On day 4 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.

Your sightseeing of the day begins at Piazza Della Signoria, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 66,956 reviews.

Next, satisfy your wanderlust at Ponte Vecchio. This deck arch bridge has an average rating of 4.7 out of 5 stars from 118,099 travelers.

Uffizi Gallery is another must-visit attraction. This renowned national museum offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 61,794 travelers and attracting 2,011,219 annual visitors, it's one of the more popular places to see in the area.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Bologna. Your travel time is around 1 hour 32 min.

Be one of the day’s first visitors at Piazza Maggiore. This square is rated an average of 4.7 out of 5 stars by 64,523 visitors.

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.

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.

Experience a harmony of flavors at Enrico Bartolini al Mudec in Milan by securing a reservation in advance. Known for its 3-star Michelin status, Enrico Bartolini al Mudec offers a delightful variety of dishes highlighting its delicious creative menu. If you're seeking an alternative culinary experience, be sure to explore Seta by Antonio Guida, a highly recommended restaurant known for its enticing international, and contemporary cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Il Luogo Aimo e Nadia, a highly acclaimed restaurant celebrated for its exceptional italian contemporary, and modern menu.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Kilburn Cocktail Bar Milano stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Frida offers an ideal atmosphere to enjoy the pleasures of the night. The Friends Pub Milano is also a great option that provides a perfect setting for a relaxing 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.

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Day 5

Day 5 – Milan - departure day

  • Milan - Departure day
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  • Arch of Peace
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Today is the last day of your 5-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 Arch Of Peace. This extraordinary monument and attraction is rated an average of 4.6 out of 5 stars in 27,502 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.

If you're in the mood to try something new, consider Palazzo Parigi Hotel & Grand Spa Milano, another top spot with a mouthwatering menu.

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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