Luxury 9-Day Italy Road Trip from Pisa traveling west to La Spezia, Turin, Milan, and Verona
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Set off on the ultimate travel extravagance with this 9-day luxury road trip across Italy. Every aspect of your journey is crafted to provide a sophisticated and comfortable experience. Enjoy a holiday where luxury unfolds at every turn in each stop of your adventure 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 La Spezia, 1 night in Turin, 3 nights in Milan, and 1 night in Verona, 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 9-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 9-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 9-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, La Spezia, Genoa, Turin, Cavoretto, Milan, Monza, Sirmione, Valeggio sul Mincio, and Verona 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 – Pisa - arrival day
- Pisa - Arrival day
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- “Tuttomondo” (Keith Haring)
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Your luxury holiday in Italy begins as soon as you reach the city of Pisa. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!
An excellent attraction to start your day with is “Tuttomondo” (Keith Haring). This point of interest is rated an average of 4.6 out of 5 stars in 1,937 reviews.
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.
After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Pisa. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.
Esteemed as a restaurant, it features an exceptional menu.
Explore the vibrant nightlife at JEFFER cocktails & friends after your meal, a hub for lively evenings and memorable moments. Or, head to Le Parisien Wine Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Las Volta cocktailbar is perfect for those looking to extend their night with a touch of local flavor.
Raise a toast to the start of your 9-day luxury vacation in Italy and look forward to more fantastic days to come!
Day 2 – Pisa, Cascine Vecchie, and La Spezia
- La Spezia
- Pisa
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Drive 91 km, 1 hour 41 min
- Leaning Tower of Pisa
- Parco Regionale Migliarino, San Rossore, Massaciuccoli
- Battistero di San Giovanni
- Piazza del Duomo, Pisa
- Cattedrale di Pisa
- 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 Pisa and Cascine Vecchie.
Be one of the day’s first visitors at Leaning Tower of Pisa. This bell tower is rated an average of 4.7 out of 5 stars by 116,882 visitors. Attracting more than 3,200,000 yearly visitors, it’s a top sight you don’t want to miss.
When you’re finished at Leaning Tower of Pisa, head to Battistero di San Giovanni. This one-of-a-kind church is rated an average of 4.6 out of 5 stars in 1,894 reviews.
Beyond the above-mentioned attractions, you also have the opportunity to visit Piazza del Duomo, Pisa. This square is rated an average of 4.7 out of 5 stars by 104,550 visitors.
If you’re keen to explore more, then consider a visit to Pisa Cathedral. This cathedral is a much-appreciated attraction with an average rating of 4.8 out of 5 stars from 8,361 visitors.
Upon your arrival in Cascine Vecchie, you’ll be greeted with the opportunity to do some sightseeing and exploring.
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 La Spezia.
Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in La Spezia.
As a top-rated it is an ideal choice in the city.
Raise your glass and relax after another big day of your luxury holiday in Italy!
Day 3 – La Spezia, Genoa, and Turin
- Turin
- Genoa
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Drive 280 km, 3 hours 57 min
- Piazza Corvetto
- Piazza De Ferrari
- Porto antico
- Aquarium of Genoa
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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. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.
Genoa’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of La Spezia behind. This drive usually takes around 1 hour 25 min. Genoa welcomes you with a multitude of unique vacation experiences.
When you’re ready for some sightseeing, make your way to Piazza Corvetto. This much-appreciated sightseeing destination is rated 4.2 out of 5 stars in 3,380 reviews.
Next up is piazza De Ferrari. This square has an average rating of 4.6 out of 5 stars from 34,312 visitors.
Another top sightseeing recommendation is porto antico. This port has been rated 4.5 out of 5 stars in 12,414 reviews.
Aquarium of Genoa is another attraction you have the opportunity to visit today. This public aquarium has an average rating of 4.5 out of 5 stars from 62,259 reviews. This popular attraction gets 1,200,000 visits every year.
Relax and unwind in style as you spend the night at one of the top luxury hotels in in Turin.
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 Turin for you so you can browse their menus in advance and make a reservation.
Begin your culinary exploration in Turin by securing a reservation at Unforgettable. This renowned restaurant offers an exceptional menu of innovative and italian contemporary cuisine. For another dining delight, visit Piano 35, celebrated for its delectable italian contemporary and piedmontese menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Vintage 1997, a top local spot known for its tantalizing italian and classic menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.
Following your dinner, dive into the local bar culture at OINOS Vini - Wine Bar - Caffetteria. Alternatively, go to Carpe Diem, the perfect place for those looking to experience the best of the nightlife. Similarly, Piper Pub provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Raise a toast to another amazing day of your luxury holiday in Genoa, Italy and seize the opportunity to celebrate.
Day 4 – Turin, Cavoretto, and Milan
- Milan
- Turin
- Cavoretto
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Drive 155 km, 2 hours 33 min
- Egyptian Museum
- Mole Antonelliana
- Parco del Valentino
- Museo Nazionale dell'Automobile
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On day 4 of your luxury holiday in Italy, your road trip route will take you exploring the best of Turin and Cavoretto. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.
Begin your sightseeing with a visit to Egyptian Museum. This museum is rated an average of 4.7 out of 5 stars in 48,123 reviews.
Next up, make your way to Mole Antonelliana. This tower has an average rating of 4.6 out of 5 stars from 45,724 reviews. Usually, around 237,000 people visit Mole Antonelliana every year.
When you’re ready for your next sight of the day, continue to Parco del Valentino. This garden has an average rating of 4.6 out of 5 stars from 42,752 visitors.
Fasten your seatbelt and make your way to your next stop. Cavoretto, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Upon arrival in Cavoretto, we highly recommend checking out some of the top attractions.
A top pick for your self-guided sightseeing tour today is Museo Nazionale dell'Automobile. Previous visitors have rated this museum an average of 4.7 out of 5 stars in 16,522 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 culinary experience with a visit to some of the most celebrated bars in the area. For instance, Nottingham Forest stands out as an excellent choice for a post-dinner cocktail. Alternatively, Armani/Bamboo Bar offers an ideal atmosphere to enjoy the pleasures of the night. Mag Cafe 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 – Milan and Monza
- Milan
- Monza
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Drive 49 km, 1 hour 57 min
- Monza Park
- Museo della Scienza e della Tecnologia "Leonardo da Vinci"
- Sforzesco Castle Art Library
- Sempione Park
- Arch of Peace
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On day 5 of your luxurious vacation in Italy, you’ll start and end your day in Milan, but spend most of the day exploring attractions outside of the city. After a long day of sightseeing, you'll drive back to Milan, where you'll stay for 2 nights more.
Start your sightseeing with a visit to Museo della Scienza e della Tecnologia "Leonardo da Vinci". This technology museum is a popular stop on travelers’ itineraries in Milan, with an average rating of 4.5 out of 5 stars by 22,235 visitors. Around 532,084 people visit this attraction every year.
Sforzesco Castle Art Library is another popular place of interest you can visit today. The average rating of 4.6 out of 5 stars from 68,714 reviews gives you an idea of other visitors’ experience at this attraction.
If it’s still bright and early, make your way to Parco Sempione. Visitors have rated this park an average of 4.6 out of 5 stars in 72,914 reviews.
Arch of Peace is another unique site you can experience today. This attraction is a monument rated an average of 4.6 out of 5 stars in 27,502 reviews.
As you’ve unraveled the marvels of Milan, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Monza may take around 39 min. Upon your arrival in Monza, you’ll be greeted with the opportunity to do some sightseeing and exploring.
A top pick for your self-guided sightseeing tour today is Monza Park. Previous visitors have rated this park an average of 4.7 out of 5 stars in 34,629 reviews.
When you’re done exploring the best attractions, you’ll drive back to your luxury accommodation near the city of Milan.
Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Milan.
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.
Day 6 – Milan
- Milan
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Drive 6 km, 55 min
- Duomo di Milano Museum
- Galleria Vittorio Emanuele II
- La Scala
- Pinacoteca di Brera
- Piazza Gae Aulenti
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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.
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 Pinacoteca di Brera. This art museum is rated an average of 4.7 out of 5 stars in 26,077 reviews. Pinacoteca di Brera attracts approximately 417 visitors annually.
If you’re keen to explore even more, then consider a visit to Piazza Gae Aulenti. This square is a top place to visit, with a rating of 4.6 out of 5 stars from 30,398 reviews.
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 Milan for you so you can browse their menus in advance and make a reservation.
Continue your evening by exploring the vibrant nightlife scene at BhangraBar, a prime destination for a thrilling night out. Also, don’t forget to check out Rufus Cocktail Bar, a bar that offers unique local touches. Likewise, Ostello Bello Grande provides an excellent alternative for a fun evening.
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 7 – Milan, Sirmione, Ronchi, Valeggio sul Mincio, and Verona
- Verona
- Sirmione
- Valeggio sul Mincio
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Drive 193 km, 3 hours 35 min
- Castello di Sirmione
- Gardaland Resort
- Parco Giardino Sigurtà
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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 Verona, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Sirmione, Ronchi, and Valeggio sul Mincio.
Set your GPS to Sirmione and hit the road. Expect a journey of approximately 1 hour 50 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Sirmione beckons with new experiences!
Drop by the renowned Scaliger Castle. This popular sightseeing destination has been rated an average of 4.6 out of 5 stars by 54,592 visitors.
Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Ronchi. This drive usually takes around 28 min, without any stops or traffic disruptions.
Make Gardaland Resort your first stop of the day. Previous visitors have rated this amusement park an average of 4.4 out of 5 stars in 99,291 reviews.
Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Valeggio sul Mincio. This drive usually takes around 29 min, without any stops or traffic disruptions.
When you’re ready for some sightseeing, make your way to Parco Giardino Sigurtà. This much-appreciated park is rated 4.6 out of 5 stars in 27,387 reviews.
Relax and unwind in style as you spend the night at one of the top luxury hotels in in Verona.
Discover a world of culinary delights in Verona, 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 an outstanding dining experience at Casa Perbellini 12 Apostoli, a 2-star Michelin restaurant offering an exceptional creative and contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 1-star Michelin-awardee, Il Desco, known for its delicious italian contemporary cuisine. Another highly-recommended restaurant in Verona is Osteria Mondo d'Oro, a renowned Bib Gourmand restaurant , known for its delicious italian and seasonal menu.
Keep the excitement of the evening going by going to a bar or two. Archivio is an excellent place to start. You could also check out La Segreteria Café, offering a different kind of charm. A last recommendation for the day is Duchi Café. 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 stress-free luxury holiday in Italy has plenty more in store for you.
Day 8 – Verona and Pisa
- Pisa
- Verona
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Drive 302 km, 3 hours 46 min
- Castelvecchio Museum
- Ponte Scaligero
- Verona Arena
- Piazza delle Erbe
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Wake up to day 8 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Verona. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.
When you’re ready for some sightseeing, make your way to Castelvecchio Museum. This much-appreciated art museum is rated 4.6 out of 5 stars in 13,854 reviews. Each year, 35,031 people visit this site to admire its unique features.
Next up is Castelvecchio Bridge. This arch bridge has an average rating of 4.7 out of 5 stars from 12,156 visitors.
Another top sightseeing recommendation is Verona Arena. This opera house has been rated 4.7 out of 5 stars in 123,818 reviews. Every year, 195,540 travelers include this attraction on their travel itinerary.
Piazza delle Erbe is another attraction you have the opportunity to visit today. This square has an average rating of 4.7 out of 5 stars from 11,777 reviews.
Relax and unwind in style as you spend the night at one of the top luxury hotels in in Pisa.
After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Pisa. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.
Extend your evening after a delightful meal by visiting Bar Mocambo, which offers the perfect atmosphere for a night out. Moreover, Tree is another popular option for a drink or two. Likewise, Chupiteria also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
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.
Day 9 – Pisa - departure day
- Pisa - Departure day
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- Knights' Square
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Today is the last day of your 9-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.
On your last day in Italy, take time to indulge in shopping at Pisa’s popular marketplace. Thanks to your accommodation’s strategic location, the city’s bustling commercial district is only a stone’s throw away, giving you ample time to leisurely explore the area, filled with local shops.
Take time to find the perfect present, reminding you of the charms of Italy. Each store here is brimming with unique finds. These souvenirs will help you treasure your memories of Italy forever.
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.
If you're in the mood to try something new, consider Kiste' - La Pizza Artigianale. It's the second restaurant coming from the tower. , another top spot with a mouthwatering 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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