Luxury 14-Day Italy Road Trip from Perugia traveling north to Rimini, Venice, Verona, Milan, Turin, Genoa, Pisa, and Florence

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Escape for the holiday of a lifetime with this 14-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 Perugia, 1 night in Rimini, 1 night in Venice, 1 night in Verona, 2 nights in Milan, 1 night in Turin, 1 night in Genoa, 1 night in Pisa, and 3 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 14-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 14-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 14-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 Perugia, Castiglione del Lago, Rimini, Bologna, Padua, Venice, Verona, Sirmione, Milan, Turin, Cavoretto, Genoa, Corniglia, Pisa, Lucca, Florence, Siena, and Santa Maria degli Angeli 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 – Perugia - arrival day

  • Perugia - Arrival day
  • More
  • Piazza IV Novembre
  • More

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

A top pick for your self-guided sightseeing tour today is Piazza Iv Novembre. Previous visitors have rated this square an average of 4.6 out of 5 stars in 9,189 reviews.

Tonight, you will be treated to a stay at one of the best luxury hotels in Perugia. 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 Perugia so you can check out the menus and make advance reservations.

Treat yourself to a wonderful meal at Ristorante Settimo Sigillo, a top-rated dining spot in Perugia. If you're in the mood for something new, try Bar Pellas, another premier location with a delectable menu. You might also want to book a table at La Taverna. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Perugia.

Round off your dining experience by visiting Tommi Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Valentina, a bar catering to every mood and preference. Caffe Dal Perugino likewise offers a unique atmosphere, perfect for a memorable night out.

Raise a toast to the start of your 14-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Perugia, Castiglione del Lago, and Rimini

  • Rimini
  • Perugia
  • Castiglione del Lago
  • More

Drive 254 km, 3 hours 41 min

  • Porta Marzia
  • Carducci Gardens
  • Rocca Paolina
  • More

Wake up to day 2 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Perugia, and Castiglione del Lago. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Your sightseeing of the day begins at Porta Marzia, a remarkable city gate where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 119 reviews.

Next, satisfy your wanderlust at Carducci Gardens. This park has an average rating of 4.5 out of 5 stars from 1,768 travelers.

Rocca Paolina is another must-visit attraction. This renowned rocca offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 7,128 travelers, it's one of the more popular places to see in the area.

As you’ve unraveled the marvels of Perugia, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Castiglione del Lago may take around 40 min. Upon your arrival in Castiglione del Lago, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Drop by the renowned Palazzo Ducale (castiglione Del Lago). This popular palace has been rated an average of 4.4 out of 5 stars by 1,484 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Rimini. 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 Rimini for you so you can browse their menus in advance and make a reservation.

Dive into a culinary adventure like no other in Rimini by booking a table at Guido. This popular restaurant holds 1 Michelin star and offers an exceptional menu of seafood, and modern cuisine. For another culinary dining option, venture to Abocar Due Cucine, celebrated for its delectable creative, and international menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Osteria de Börg, a top local restaurant known for its tantalizing from romagna, and traditional menu. With a Bib Gourmand recognition, it promises an exceptional dining experience not to be missed.

After enjoying a fulfilling meal, continue your evening at Caffè Il Borgo, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Primo Bacio Città Lounge Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Hobo's provides an excellent environment for a relaxed and enjoyable 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 3

Day 3 – Rimini, Bologna, Padua, and Venice

  • Venice
  • Bologna
  • Padua
  • More

Drive 280 km, 4 hours 2 min

  • Two Towers
  • Piazza Maggiore
  • Prato della Valle
  • The Basilica of St Anthony
  • More

Wake up to day 3 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 Venice, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Bologna, and Padua.

Fasten your seatbelt and make your way to your next stop. Bologna, 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 Rimini to Bologna may take around 1 hour 36 min without traffic disruptions. Upon arrival in Bologna, we highly recommend checking out some of the top attractions.

Begin your sightseeing with a visit to Two Towers. This extraordinary tower is rated an average of 4.7 out of 5 stars by 25,975 visitors.

Next, make your way to Piazza Maggiore. This top attraction is a square with an average rating of 4.7 out of 5 stars by 64,523 visitors.

When you’ve had your share of Bologna, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Padua. Your travel time is around 1 hour 30 min.

Make Prato Della Valle your first stop of the day. Previous visitors have rated this square an average of 4.6 out of 5 stars in 47,576 reviews.

Next up, make a stop at The Basilica Of St. Anthony. With an average rating of 4.8 out of 5 stars by 38,852 visitors, it's easy to understand why so many people visit this church every year.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Venice. 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 Venice so you can check out the menus and make advance reservations.

Experience a taste of local culinary excellence while in Venice by securing a table at Local. An esteemed 1-star Michelin restaurant, it features an exceptional contemporary menu. For an alternative taste experience, visit Wistèria, famous for its scrumptious contemporary, and venetian dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Quadri, a local favorite celebrated for its exquisite modern cuisine in Venice. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for modern cuisine lovers seeking top-notch culinary experiences.

Continue your lively evening at Al Parlamento, a perfect place for winding down or revving up the night, depending on which mood you’re in. Adagio is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Il Mercante ensures a night out tailored to your taste.

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 – Venice, and Verona

  • Verona
  • Venice
  • More

Drive 122 km, 1 hour 39 min

  • Rialto Bridge
  • St. Mark's Square
  • Saint Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • More

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

Seize the day by visiting some of the best attractions in the area, like Rialto Bridge. This extraordinary stone bridge has an average rating of 4.7 out of 5 stars from 141,666 visitors.

Next, make your way to Piazza San Marco. This square is rated an average of 4.7 out of 5 stars in 152,982 reviews.

While in Venice, we also recommend a visit to St Mark's Basilica. This cathedral has been rated an average of 4.7 out of 5 stars in 18,439 reviews.

If you’re keen to explore even more, then consider a visit to Doge's Palace. This attraction gets around 318,104 yearly visitors. With an average rating of 4.7 out of 5 stars by 24,775 travelers, this palace is a highly recommended stop on your sightseeing around Venice.

Make your way to Bridge Of Sighs, perhaps the most famous footbridge in Venice. This attraction is rated an average of 4.6 out of 5 stars in 18,223 reviews.

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

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.

Treat yourself to an extraordinary dining experience at Casa Perbellini 12 Apostoli, a 2-star Michelin restaurant offering an incredible creative, and contemporary menu. Alternatively, if your taste buds call for something different, Il Desco is one of the best restaurants for italian contemporary cuisine in Verona. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Osteria Mondo d'Oro. As a top-rated establishment with a Bib Gourmand status, it is an ideal choice for italian, and seasonal cuisine in the city.

Unwind after your meal by stepping into Archivio. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, La Segreteria Café offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Duchi Café, another top-rated bar in the area.

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

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Day 5

Day 5 – Verona, Sirmione, and Milan

  • Milan
  • Verona
  • Sirmione
  • More

Drive 176 km, 3 hours 17 min

  • Castelvecchio Museum
  • Ponte Scaligero
  • Verona Arena
  • Archaeological site of Grotte di Catullo
  • Castello di Sirmione
  • More

Wake up to day 5 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Verona, and Sirmione. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Drop by the renowned Castelvecchio Museum. This popular art museum has been rated an average of 4.6 out of 5 stars by 13,854 visitors. Based on recent data, this attraction is visited by more than 35,031 travelers every year.

Another unforgettable place to experience is Castelvecchio Bridge. Rated 4.7 out of 5 stars by 12,156 visitors, this arch bridge deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Verona Arena. Hosting around 195,540 visitors every year, the fascinating Verona Arena is one of the best places to visit in Verona. This opera house has been rated an average of 4.7 out of 5 stars in 123,818 reviews.

After soaking in Verona’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Sirmione. Expect your car journey to take a minimum of 51 min. When you arrive in Sirmione, it's time to take a break from the road.

Start your sightseeing with a visit to Archaeological Site Of Grotte Di Catullo. This museum is rated an average of 4.5 out of 5 stars from 14,593 visitors.

Scaliger Castle is another popular attraction you could visit today. This point of interest has a rating of 4.6 out of 5 stars from 54,592 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.

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.

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.

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

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 6 km, 55 min

  • Duomo di Milano
  • Galleria Vittorio Emanuele II
  • Teatro alla Scala
  • Pinacoteca di Brera
  • Piazza Gae Aulenti
  • 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.

An excellent attraction to start your day with is Duomo Di Milano Museum. This art museum typically receives around 341,609 visitors every year and is rated an average of 4.8 out of 5 stars in 138,554 reviews.

Continue your journey at Galleria Vittorio Emanuele Ii. This commercial gallery is rated 4.7 out of 5 stars by 91,394 travelers from near and far.

Milan is also the home of La Scala. This opera house has an average rating of 4.7 out of 5 stars from 26,219 visitors.

You can continue your self-guided sightseeing tour at Pinacoteca Di Brera. A total of 417 people explore this attraction every year. Rated 4.7 out of 5 stars by 26,077 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Piazza Gae Aulenti. With an average rating of 4.6 out of 5 stars from 30,398 reviews, it’s hard to refuse the opportunity to see this square.

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

Treat yourself to a delightful dinner at Nero 9, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante la Brisa? It's another excellent option with a diverse menu. Consider reserving a table at UNAHOTELS Cusani Milano as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Milan.

Cap off your dinner by heading to Kilburn Cocktail Bar Milano, ideal for a leisurely evening with a drink in hand. Bar Frida is another bar that offers an enjoyable setting. Similarly, The Friends Pub Milano 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 7

Day 7 – Milan, and Turin

  • Turin
  • Milan
  • More

Drive 146 km, 2 hours 43 min

  • Sforzesco Castle
  • Sempione Park
  • Arco della Pace
  • Triennale di Milano
  • Leonardo da Vinci Museum of Science and Technology
  • More

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

A top pick for your self-guided sightseeing tour today is Sforzesco Castle Art Library. Previous visitors have rated this library an average of 4.6 out of 5 stars in 68,714 reviews.

Parco Sempione is a local recommendation that you also can pay a visit today. This park is rated an average of 4.6 out of 5 stars in 72,914 reviews.

Another attraction you won't want to miss is Arch Of Peace. This monument is rated an average of 4.6 out of 5 stars in 27,502 reviews.

Triennale Di Milano is another outstanding experience in Milan. Around 6,956 travelers have rated this art museum an average of 4.5 out of 5 stars. The attraction hosts 180,067 visitors annually.

If you long for more, Museo Della Scienza E Della Tecnologia "leonardo Da Vinci" is not far away. This technology museum is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.5 out of 5 stars in 22,235 reviews.

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

Enjoy an outstanding dining experience at Unforgettable, a 1-star Michelin restaurant offering an exceptional innovative, and italian contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 1-star Michelin-awardee, Piano 35, known for its delicious italian contemporary, and piedmontese cuisine. Another highly-recommended restaurant in Turin is Vintage 1997, a renowned restaurant with a 1-star Guide Michelin recognition, known for its delicious italian, and classic menu.

Round off your dining experience by visiting Oinos Vini - Wine Bar - Caffetteria, a prime location for a drink. Alternatively, explore the distinctive characteristics of Carpe Diem, a bar catering to every mood and preference. Piper Pub likewise offers a unique atmosphere, perfect for a memorable night out.

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 8

Day 8 – Turin, Cavoretto, and Genoa

  • Genoa
  • Turin
  • Cavoretto
  • More

Drive 173 km, 2 hours 25 min

  • Egyptian Museum
  • Mole Antonelliana
  • Parco del Valentino
  • Museo Nazionale dell'Automobile
  • More

On day 8 of your luxury holiday in Italy, your road trip route will take you exploring the best of Turin, and Cavoretto. The day's journey will conclude in Genoa, 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.

Start your sightseeing with a visit to Egyptian Museum. This museum is a popular stop on travelers’ itineraries in Turin, with an average rating of 4.7 out of 5 stars by 48,123 visitors.

Mole Antonelliana is another popular place of interest you can visit today. The average rating of 4.6 out of 5 stars from 45,724 reviews gives you an idea of other visitors’ experience at this attraction. It’s estimated that around 237,000 people visit this tower every year.

If it’s still bright and early, make your way to Parco Del Valentino. Visitors have rated this garden an average of 4.6 out of 5 stars in 42,752 reviews.

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. Keep in mind that your travel time from Turin to Cavoretto may take around 8 min without traffic disruptions. Upon arrival in Cavoretto, we highly recommend checking out some of the top attractions.

Take the opportunity to see Museo Nazionale Dell'automobile. This attraction has an average rating of 4.7 out of 5 stars from 16,522 visitors.

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.

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

Discover the culinary delights of Genoa by securing a reservation at The Cook. Esteemed for its 1-star Guide Michelin recognition, this restaurant offers a remarkable selection of modern cuisine. For an alternative dining experience, try San Giorgio, renowned for its delicious modern, and ligurian dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Il Marin, a highly recommended local eatery celebrated for its mouthwatering seafood, and contemporary menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Continue the enjoyment post-dinner at Scurreria Beer & Bagel, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, La Lepre offers a vibrant space for indulging in well-crafted drinks and engaging conversation.

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 9

Day 9 – Genoa, Corniglia, and Pisa

  • Pisa
  • Genoa
  • Corniglia
  • More

Drive 219 km, 3 hours 37 min

  • Piazza De Ferrari
  • Aquarium of Genoa
  • Porto Antico
  • Cinque Terre National Park
  • More

Wake up to day 9 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Genoa, and Corniglia. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Make Piazza De Ferrari one of your first sightseeing stops in Genoa. Rated an average of 4.6 out of 5 stars by 34,312 travelers, a visit to this local attraction makes for a great introduction to the area.

Aquarium Of Genoa is a worthwhile attraction you can visit next. This public aquarium is a valued place of interest in the area, with an average rating of 4.5 out of 5 stars from 62,259 reviews. Up to 1,200,000 travelers visit this site every year to make their time in Genoa special.

Today is also the perfect opportunity to drop by Porto Antico. This port has been rated an average of 4.5 out of 5 stars by 12,414 visitors.

When you’re ready to jump back into the car and say goodbye to Genoa, you’ll hit the road in the direction of Corniglia. This drive usually takes around 1 hour 42 min. When you arrive, enjoy some sightseeing.

A top pick for your self-guided sightseeing tour today is Cinque Terre National Park. Previous visitors have rated this park an average of 4.7 out of 5 stars in 43,526 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Pisa. 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 Pisa for you, so you can check out the menus and make your reservation in advance.

Dine in style at Ristorante Capodimonte Pisa, a top recommendation for dinner tonight. Or, for a change of pace, Baribaldi Pisa boasts a menu that's sure to impress. Also, be sure to check out Restaurant -Pizzeria Il Mio Capriccio. Known as a local hotspot, it’s a great choice for tonight in Pisa.

Keep the evening going at Jeffer Cocktails & Friends, a great choice for enjoying the after-dinner hours with a drink. You could also go to Le Parisien Wine Bar, which offers a similarly pleasant setting and great drinks. Another option is Las Volta Cocktailbar, which provides an inviting environment for unwinding after a busy day out.

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 10

Day 10 – Pisa, Lucca, and Florence

  • Florence
  • Pisa
  • Lucca
  • More

Drive 115 km, 2 hours 18 min

  • Piazza dei Cavalieri
  • Piazza del Duomo
  • Leaning Tower of Pisa
  • Piazza Napoleone
  • Piazza dell'Anfiteatro
  • More

Wake up to day 10 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 3 nights. The day's itinerary unfolds with a diverse array of experiences in Pisa, and Lucca.

Be one of the day’s first visitors at Knights' Square. This square is rated an average of 4.5 out of 5 stars by 9,051 visitors.

When you’re finished at Knights' Square, head to Piazza Del Duomo, Pisa. This one-of-a-kind square is rated an average of 4.7 out of 5 stars in 104,550 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Leaning Tower Of Pisa. This bell tower is rated an average of 4.7 out of 5 stars by 116,882 visitors. Visiting Leaning Tower Of Pisa means you'll be one of 3,200,000 people who do so every year.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Lucca. This drive usually takes around 30 min, without any stops or traffic disruptions.

Make Piazza Napoleone one of your first sightseeing stops in Lucca. Rated an average of 4.4 out of 5 stars by 10,756 travelers, a visit to this local attraction makes for a great introduction to the area.

Piazza Dell'anfiteatro is a worthwhile attraction you can visit next. This square is a valued place of interest in the area, with an average rating of 4.6 out of 5 stars from 24,190 reviews.

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.

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

Set out on a gastronomic journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of italian contemporary cuisine. For a different taste, head over to Santa Elisabetta, renowned for its delectable creative, and mediterranean 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 Gucci Osteria da Massimo Bottura, a highly rated local gem known for its exquisite italian contemporary, and international menu. With a 1-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 Florence.

To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day 11

Day 11 – Florence

  • Florence
  • More

Drive 4 km, 1 hour 5 min

  • Piazzale Michelangelo
  • Basilica of Santa Croce in Florence
  • Piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
  • More

Day 11 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 2 nights nights remaining.

Seize the day by visiting some of the best attractions in the area, like Piazzale Michelangelo. This extraordinary square has an average rating of 4.8 out of 5 stars from 77,744 visitors.

Next, make your way to Basilica Of Santa Croce In Florence. This church is rated an average of 4.7 out of 5 stars in 28,544 reviews.

While in Florence, we also recommend a visit to Piazza Della Signoria. This square has been rated an average of 4.8 out of 5 stars in 66,956 reviews.

If you’re keen to explore even more, then consider a visit to Uffizi Gallery. This attraction gets around 2,011,219 yearly visitors. With an average rating of 4.7 out of 5 stars by 61,794 travelers, this national museum is a highly recommended stop on your sightseeing around Florence.

Make your way to Ponte Vecchio, perhaps the most famous deck arch bridge in Florence. This attraction is rated an average of 4.7 out of 5 stars in 118,099 reviews.

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

Treat yourself to a delicious dinner at Trattoria Da Burde, an excellent option for tonight's dining. Looking for something different? Ristorante Buca Mario offers a tantalizing alternative with its diverse menu. And don’t miss Eataly Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

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 12

Day 12 – Florence

  • Florence
  • More

Drive 3 km, 49 min

  • Accademia Gallery
  • Cathedral of Santa Maria del Fiore
  • Basilica of Santa Maria Novella
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Day 12 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 nights remaining.

Make Galleria Dell'accademia one of your first sightseeing stops in Florence. Rated an average of 4.6 out of 5 stars by 34,429 travelers, a visit to this local attraction makes for a great introduction to the area. This national museum attracts 1,719,645 visitors every year.

Cathedral Of Santa Maria Del Fiore is a worthwhile attraction you can visit next. This church is a valued place of interest in the area, with an average rating of 4.8 out of 5 stars from 76,359 reviews.

Today is also the perfect opportunity to drop by Central Market. This point of interest has been rated an average of 4.4 out of 5 stars by 43,100 visitors.

If you’re keen to explore more, head to Basilica Di Santa Maria Novella, Firenze (fi). A trip to this popular archives is also your opportunity to see if it lives up to the reputable 4.7 out of 5-star rating as given by 23,075 previous visitors.

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.

Enjoy a delicious meal at Tijuana, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Djària - American Bar, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Buca Niccolini. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Florence this evening.

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

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Day 13

Day 13 – Florence, Siena, Santa Maria degli Angeli, and Perugia

  • Perugia
  • Siena
  • Assisi
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Drive 225 km, 3 hours 21 min

  • Duomo di Siena
  • Piazza del Campo
  • Tower of Mangia
  • Basilica of San Francesco d'Assisi
  • More

On day 13 of your luxury holiday in Italy, your road trip route will take you exploring the best of Siena, and Santa Maria degli Angeli. The day's journey will conclude in Perugia, 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.

Set your GPS to Siena and hit the road. Expect a journey of approximately 1 hour 12 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Siena beckons with new experiences!

A top pick for your self-guided sightseeing tour today is Siena Cathedral. Previous visitors have rated this domus an average of 4.8 out of 5 stars in 21,656 reviews.

Piazza Del Campo is a local recommendation that you also can pay a visit today. This square is rated an average of 4.8 out of 5 stars in 64,175 reviews.

Another attraction you won't want to miss is Tower Of Mangia. This point of interest is rated an average of 4.6 out of 5 stars in 673 reviews.

Santa Maria degli Angeli’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Siena behind. This drive usually takes around 1 hour 33 min. Santa Maria degli Angeli welcomes you with a multitude of unique vacation experiences.

Seize the day by visiting some of the best attractions in the area, like Basilica Of San Francesco D'assisi. This extraordinary papal basilica has an average rating of 4.9 out of 5 stars from 33,258 visitors.

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

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Perugia. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

Enjoy a delicious meal at Ristorante del Sole, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Al Mangiar Bene, another top spot with a mouthwatering menu. You might also want to secure a reservation at Elfo Pub Perugia. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Perugia this evening.

Extend your evening after a delightful meal by visiting Caffè Fortebraccio, which offers the perfect atmosphere for a night out. Moreover, Caffe Del Banco is another popular option for a drink or two. Likewise, Dempsey's Perugia 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 luxury holiday in Italy has plenty more in store for you.

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Day 14

Day 14 – Perugia - departure day

  • Perugia - Departure day
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  • Etruscan Arch
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Today is the last day of your 14-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 Perugia before saying goodbye.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

Make the most of what's left of your luxury vacation and head out to the stunning Etruscan Arch. This extraordinary architectural element and attraction is rated an average of 4.7 out of 5 stars in 1,190 reviews, and is an excellent choice for your last sightseeing in Perugia.

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

You will then say farewell to Perugia 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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