Luxury One-Week Italy Road Trip from Pisa traveling west to Genoa and Milan

Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
8 days & 7 nights
Available
Jan. - Dec.
Hotel
7 nights included
Car rental
8 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Escape for the holiday of a lifetime with this 8-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 Pisa, 1 night in Genoa, and 4 nights in Milan, 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 8-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 8-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 8-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 Pisa, Genoa, Milan, and La Spezia 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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Included

Hotel, 7 nights
Rental car, 8 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Pisa - city in ItalyPisa / 2 nights
La Spezia - city in ItalyLa Spezia
High dynamic range (HDR) Aerial view of the city of Milan, Italy.Milan / 4 nights
Photo of beautiful landscape of panoramic aerial view port of Genoa in a summer day, Italy.Genoa / 1 night

Map

Attractions

photo of night panoramic view of Duomo square in Milano,Italy.Duomo di Milano Museum
photo of medieval leaning tower of pisa (Torre di pisa) at piazza dei miracoli (Piazza del duomo), Tuscany, Italy.Leaning Tower of Pisa
photo of panorama of piazza dei miracoli with leaning tower of pisa, Italy.Piazza del Duomo, Pisa
photo of one of the world's oldest shopping malls galleria vittorio emanuele II at night in milan, lombardia, Italy.Galleria Vittorio Emanuele II
Sempione Park, Municipio 1, Milan, Lombardy, ItalySempione Park
photo of Sunset view of Sforza Castle (Castello Sforzesco) in Milan, Italy. Architecture and landmarks of Milan. Night cityscape of MilanSforzesco Castle Art Library
PHOTO OF Old Port Porto Antico of Genoa (Genova) with yachts and boats with aquarium biosphere building under stormy sky. Genoa, ItalyAquarium of Genoa
photo of Piazza De Ferrari .Piazza De Ferrari
PHOTO OF New business district Milano Porta Nuova Garibaldi (Gae Aulenti) .Piazza Gae Aulenti
PHOTOPP OF Arco della Pace (Arch of Peace), Porta Sempione, Milan, Italy .Arch of Peace
photo of view of Teatro La Scala- famous opera house in Milan, Italy.La Scala
photo of view Pinacothèque de Brera - Cour intérieure, Milan,Italy.Pinacoteca di Brera
photo of view A picture showing the National Museum of Science and Technology of Milan, Italy.Museo della Scienza e della Tecnologia "Leonardo da Vinci"
photo of Milan, Italy panorama. View from Milan Cathedral. Royal Palace of Milan - Palazzo Realle and Velasca Tower in the background.Royal Palace of Milan
photo of view of MUDEC - Museum of Cultures, Milan, Italy.MUDEC - Museum of Cultures
PHOTO OF Santa Maria delle Grazie or Holy Mary of Grace is a church and Dominican convent in Milan, northern ItalySanta Maria delle Grazie Church
Basilica di Sant'Ambrogio, Municipio 1, Milan, Lombardy, ItalyBasilica di Sant'Ambrogio
photo of Porto antico
Parco Regionale Migliarino, San Rossore, Massaciuccoli, Pisa, Tuscany, ItalyParco Regionale Migliarino, San Rossore, Massaciuccoli
photo of view of Genoa Cathedral of Saint Lawrence - Italy.Genoa Cathedral
phopto of Church of Santo Stefano dei Cavalieri in Knights Square (Piazza dei Cavalieri), Pisa, Tuscany, ItalyKnights' Square
photo of Tower and cathedral, famous landmarks of Pisa, Italy .Cattedrale di Pisa
Piazza Duomo, Municipio 1, Milan, Lombardy, ItalyCathedral Square
photo of view he Santa Maria della Spina, a gothic church in Pisa, Italy.Santa Maria della Spina
Giardini Pubblici, La Spezia, Liguria, ItalyGiardini Pubblici
Technical Naval Museum of Spezia
Parco XXV Aprile, La Spezia, Liguria, ItalyParco XXV Aprile
Logge dei Banchi, Pisa, Tuscany, ItalyLogge dei Banchi

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Travel details

Flights

Round trip
Economy
Round trip
Economy
Travel dates

Include flights?

Yes
No

Travelers

Rooms

Flights

Car
Yes
No

Car

Small car

Small car

Category
small car
Transmission
People
Large bags
Medium car

Medium car

Category
Medium
Transmission
People
Large bags
Premium car

Premium car

Category
premium car
Transmission
People
Large bags

Hotels

Personalize your itinerary

Day 1

Day 1 – Pisa - arrival day

  • Pisa - Arrival day
  • More
  • Logge dei Banchi
  • More

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 Logge dei Banchi. This point of interest is a popular stop on travelers’ itineraries in Pisa, with an average rating of 4.2 out of 5 stars by 1,128 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.

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

After enjoying a fulfilling meal, continue your evening at JEFFER cocktails & friends, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Le Parisien Wine Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Las Volta cocktailbar provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to the start of your 8-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Pisa, Cascine Vecchie, and Genoa

  • Genoa
  • Pisa
  • More

Drive 171 km, 2 hours 34 min

  • Santa Maria della Spina
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Cattedrale di Pisa
  • Parco Regionale Migliarino, San Rossore, Massaciuccoli
  • 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 Pisa and Cascine Vecchie.

Seize the day by visiting some of the best attractions in the area, like Santa Maria della Spina. This extraordinary church building has an average rating of 4.5 out of 5 stars from 3,092 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.

While in Pisa, we also recommend a visit to Piazza del Duomo, Pisa. This square has been rated an average of 4.7 out of 5 stars in 104,550 reviews.

If you’re keen to explore even more, then consider a visit to Pisa Cathedral. With an average rating of 4.8 out of 5 stars by 8,361 travelers, this cathedral is a highly recommended stop on your sightseeing around Pisa.

When you arrive in Cascine Vecchie, it's time to take a break from the road.

Begin your sightseeing with a visit to Parco Regionale Migliarino, San Rossore, Massaciuccoli. This extraordinary park is rated an average of 4.4 out of 5 stars by 9,632 visitors.

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

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

Get ready for an unforgettable culinary journey in Genoa by reserving a table at The Cook. Renowned as a 1-star Michelin restaurant, it offers an exceptional modern menu. For a different taste experience, head to San Giorgio, recognized for its delicious modern and ligurian dishes. This 1-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Il Marin, a local favorite known for its delightful seafood and contemporary cuisine in Genoa. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning seafood and contemporary foodies seeking culinary excellence.

Keep the excitement of the evening going by going to a bar or two. Scurreria Beer & Bagel is an excellent place to start. You could also check out La Lepre, offering a different kind of charm.

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

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Day 3

Day 3 – Genoa and Milan

  • Milan
  • Genoa
  • More

Drive 144 km, 2 hours 17 min

  • Piazza De Ferrari
  • Genoa Cathedral
  • Aquarium of Genoa
  • Porto antico
  • 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 Genoa. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Your sightseeing of the day begins at piazza De Ferrari, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 34,312 reviews.

Next, satisfy your wanderlust at Genoa Cathedral. This cathedral has an average rating of 4.6 out of 5 stars from 8,971 travelers.

Aquarium of Genoa is another must-visit attraction. This renowned public aquarium offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.5 out of 5 stars by 62,259 travelers and attracting 1,200,000 annual visitors, 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 porto antico. This well-loved port boasts a 4.5 out of 5-star rating from 12,414 reviews.

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

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.

Experience a taste of local culinary excellence while in Milan by securing a table at Enrico Bartolini al Mudec. Esteemed as a 3-star Michelin restaurant, it features an exceptional creative menu. For an alternative taste experience, visit Seta by Antonio Guida, famous for its scrumptious international and contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Il Luogo Aimo e Nadia, a local favorite celebrated for its exquisite italian contemporary and modern cuisine in Milan. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and modern cuisine lovers seeking top-notch culinary experiences.

Cap off your dinner by heading to Nottingham Forest, ideal for a leisurely evening with a drink in hand. Armani/Bamboo Bar is another bar that offers an enjoyable setting. Similarly, Mag Cafe 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.

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Day 4

Day 4 – Milan

  • Milan
  • More

Drive 1 km, 17 min

  • La Scala
  • Galleria Vittorio Emanuele II
  • Cathedral Square
  • Duomo di Milano Museum
  • Royal Palace of Milan
  • More

Day 4 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 3 nights nights remaining.

Be one of the day’s first visitors at La Scala. This opera house is rated an average of 4.7 out of 5 stars by 26,219 visitors.

When you’re finished at La Scala, head to Galleria Vittorio Emanuele II. This one-of-a-kind commercial gallery is rated an average of 4.7 out of 5 stars in 91,394 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Cathedral Square. This point of interest is rated an average of 4.8 out of 5 stars by 7,539 visitors.

If you’re keen to explore more, then consider a visit to Duomo di Milano Museum. This art museum is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 138,554 visitors. Around 341,609 travelers visit Duomo di Milano Museum every year.

To round off your sightseeing experience, make your way to Royal Palace of Milan. This famous art museum is rated an average of 4.6 out of 5 stars by 17,538 travelers.

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Kilburn Cocktail Bar Milano, a well-loved spot among locals and tourists. Or, head to Bar Frida. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at The Friends Pub Milano, another top-rated place in the area.

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

  • Milan
  • More

Drive 9 km, 1 hour 2 min

  • Pinacoteca di Brera
  • Sforzesco Castle Art Library
  • Sempione Park
  • Arch of Peace
  • Piazza Gae Aulenti
  • More

Day 5 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 2 nights nights remaining.

Your sightseeing of the day begins at Pinacoteca di Brera, a remarkable art museum where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 26,077 reviews. Each year, this popular place of interest welcomes approximately 417 visitors.

Next, satisfy your wanderlust at Sforzesco Castle Art Library. This library has an average rating of 4.6 out of 5 stars from 68,714 travelers.

Parco Sempione is another must-visit attraction. This renowned park offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.6 out of 5 stars by 72,914 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 Arch of Peace. This well-loved monument boasts a 4.6 out of 5-star rating from 27,502 reviews.

When there’s still energy left for exploring, Piazza Gae Aulenti awaits. If you’ve been interested in experiencing a square, this is a top pick rated 4.6 out of 5 stars by 30,398 previous visitors.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to BhangraBar, known for its inviting atmosphere. Rufus Cocktail Bar is another great option if you’re looking for a place to get the night started. Similarly, Ostello Bello Grande provides a great setting to enjoy the night away.

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 6

Day 6 – Milan

  • Milan
  • More

Drive 9 km, 59 min

  • Basilica di Sant'Ambrogio
  • Museo della Scienza e della Tecnologia "Leonardo da Vinci"
  • Santa Maria delle Grazie Church
  • MUDEC - Museum of Cultures
  • More

Day 6 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 Basilica di Sant'Ambrogio. This attraction has an average rating of 4.7 out of 5 stars from 12,883 visitors.

Museo della Scienza e della Tecnologia "Leonardo da Vinci" is another sightseeing hotspot in the area. This technology museum has been rated an average of 4.5 out of 5 stars by 22,235 travelers. Up to 532,084 people visit Museo della Scienza e della Tecnologia "Leonardo da Vinci" every year.

Milan is also the home of Santa Maria delle Grazie Church. Around 13,490 people have rated this convent an average of 4.5 out of 5 stars.

Another place you’ll want to visit is MUDEC - Museum of Cultures, which hosts up to 626,650 visitors every year. With an average rating of 4.4 out of 5 stars from a total of 14,355 reviews, a visit to this ethnographic museum is a great idea.

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

With its reputation for pleasing customers, it’s a fantastic choice for tonight in Milan.

Following your dinner, dive into the local bar culture at QC Termemilano. Alternatively, go to Yguana Cafè, the perfect place for those looking to experience the best of the nightlife.

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

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Day 7

Day 7 – Milan, La Spezia, and Pisa

  • Pisa
  • La Spezia
  • More

Drive 313 km, 4 hours 1 min

  • Parco XXV Aprile
  • Giardini Pubblici
  • Technical Naval Museum of Spezia
  • More

On day 7 of your luxury holiday in Italy, your road trip route will take you exploring the best of La Spezia. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

After soaking in Milan’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: La Spezia. Expect your car journey to take a minimum of 2 hours 41 min. When you arrive in La Spezia, it's time to take a break from the road.

When you’re ready for some sightseeing, make your way to Parco XXV Aprile. This much-appreciated park is rated 4.1 out of 5 stars in 1,394 reviews.

Next up is Giardini Pubblici. This park has an average rating of 4.1 out of 5 stars from 2,364 visitors.

Another top sightseeing recommendation is Technical Naval Museum of Spezia. This museum has been rated 4.5 out of 5 stars in 1,561 reviews.

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

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

With its reputation for pleasing customers, it’s a fantastic choice for tonight in Pisa.

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

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 8

Day 8 – Pisa - departure day

  • Pisa - Departure day
  • More
  • Knights' Square
  • More

Today is the last day of your 8-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.

As you approach the end of your journey in Italy, take a moment for some retail therapy in Pisa’s celebrated shopping district. Thanks to your stay’s premier location, you can easily visit the city’s commercial hubs and wander through its diverse range of local shops without rushing.

Whether you’re on a hunt for an ideal present to give to your friends or family or looking for a personal memento to remind you of Italy, a variety of items are waiting for you. Hold onto the magic of Italy with these wonderful souvenirs, ensuring your memories never fade.

Make the most of what's left of your luxury vacation and head out to the stunning Knights' Square. This extraordinary square and attraction is rated an average of 4.5 out of 5 stars in 9,051 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!

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