Luxury 11-Day Italy Self-Drive Road Trip With Itinerary from Naples traveling west to Viterbo, Florence, Arezzo, and Rome
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Description
Set off on the ultimate travel extravagance with this 11-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 3 nights in Naples, 1 night in Viterbo, 2 nights in Florence, 1 night in Arezzo, and 3 nights in Rome, 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 11-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 11-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 11-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 Naples, Tivoli, Viterbo, Siena, Florence, Pisa, Arezzo, and Rome 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 – Naples - arrival day
- Naples - Arrival day
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- piazza del Plebiscito
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Your luxury holiday in Italy begins as soon as you reach the city of Naples. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!
Naples is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Piazza Del Plebiscito or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.
Tonight, you will be treated to a stay at one of the best luxury hotels in Naples. 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 Naples.
Treat yourself to a delightful dinner at L'Oca Nera Irish Pub, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Mimì alla Ferrovia? It's another excellent option with a diverse menu. Consider reserving a table at Spuzzulè Winebar as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Naples.
Extend your evening after a delightful meal by visiting Happening Cocktail Bar, which offers the perfect atmosphere for a night out. Moreover, Shanti Art Musik Bar is another popular option for a drink or two. Likewise, Gran Caffè Gambrinus also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.
Raise a toast to the start of your 11-day luxury vacation in Italy and look forward to more fantastic days to come!
Day 2 – Naples
- Naples
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Drive 12 km, 1 hour 16 min
- Castel Sant'Elmo
- Cappella Sansevero
- Napoli Sotterranea Percorso Ufficiale
- piazza del Plebiscito
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Day 2 of your luxury road trip in Italy begins and concludes in the city of Naples. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Naples, where you still have 1 night remaining.
Naples is home to plenty of attractions that offer an awe-inspiring, an instagrammable, a respected, a symbolic, an inviting, and a remarkable! Start at Castel Sant'elmo, an interesting castle that is worthwhile a visit in the city. Nearby, you’ll find Chiesa Del Gesù Nuovo, enchanting visitors with its heritage-rich appeal. Continue your exploration at Cappella Sansevero. This museum is one of the city’s most notable spots.
Enjoy the freedom of exploring Naples at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Napoli Sotterranea Percorso Ufficiale.
Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.
Discover a world of culinary delights in Naples, 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 Il Comandante in Naples by securing a reservation in advance. Known for its 1-star Michelin status, Il Comandante offers a delightful variety of dishes highlighting its delicious creative and mediterranean menu. If you're seeking an alternative culinary experience, be sure to explore ARIA, a highly recommended restaurant known for its enticing contemporary and modern cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Veritas, a highly acclaimed restaurant celebrated for its exceptional campanian and contemporary menu.
Keep the excitement of the evening going by visiting a bar or two. Archivio Storico - Cocktail Bar & Wonderfood is an excellent place to start. You could also check out Archeobar, offering a different kind of charm. A last recommendation for the day is Babette Pub. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Raise your glass and relax after another big day of your luxury holiday in Italy!
Day 3 – Naples, Tivoli, and Viterbo
- Naples
- Tivoli
- Viterbo
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Drive 321 km, 3 hours 58 min
- Castel Nuovo
- Naples National Archaeological Museum
- Hadrian's Villa
- piazza del Plebiscito
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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 Viterbo, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Naples and Tivoli.
Start by visiting Castel Nuovo, a prime spot to begin your journey. This culturally significant castle is sure to impress. Next on your list is Naples National Archaeological Museum, another must-visit landmark and locally renowned museum renowned for its detailed features.
When you’ve had your share of Naples, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Tivoli. Your travel time is around 2 hours 12 min.
Your self-guided tour starts at Hadrian's Villa, a frequently visited archeological site that is sure to impress. Take in the surroundings and enjoy the freedom of exploring before you continue your journey.
Relax and unwind in style as you spend the night at one of the top luxury hotels in Viterbo. 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 Viterbo.
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 4 – Viterbo, Siena, and Florence
- Viterbo
- Siena
- Florence
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Drive 251 km, 3 hours 46 min
- piazza del Campo
- Pubblico Palace
- Siena Cathedral
- Fortezza Medicea
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Wake up to day 4 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Siena. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.
Set your GPS to Siena and hit the road. Expect a journey of approximately 2 hours 4 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Siena beckons with new experiences!
Head to Piazza Del Campo, a widely recognized public square in Siena. Explore its enchanting features at your own pace before you continue your journey to your next sight, Pubblico Palace. This worthwhile palace is a top recommendation in the area. When you’re ready to explore more, Siena Cathedral is an excellent choice. Spend some time discovering what some claim to be the most romantic church in the region. Next, continue your sightseeing at the underrated Fortezza Medicea (siena) and discover what makes this monument unique.
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.
Start your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.
Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Il Vinile. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.
Raise your glass and relax after another big day of your luxury holiday in Italy!
Day 5 – Florence
- Florence
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Drive 11 km, 57 min
- Cathedral of Santa Maria del Fiore
- Galleria dell'Accademia
- David
- piazzale Michelangelo
- Ponte Vecchio
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Day 5 of your luxury road trip in Italy begins and concludes in the city of Florence. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Florence, where you still have 1 night remaining.
Just a short distance away is Cathedral Of Santa Maria Del Fiore, a romantic church that draws visitors from far and near.
Continue your journey to Galleria Dell'accademia, one of the city’s most popular spots that you shouldn’t miss. Another great site to visit is the popular David. Last up on today’s itinerary is an observation deck. Make your way to Piazzale Michelangelo for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of Florence.
Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.
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 Florence. Savor the local cuisine and relax as you recount the day's experiences.
Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.
If you’re not ready to end the night just yet, Bar 50 Rosso offers a perfect venue to relax and savor a drink. Similarly, Bitter Bar is well-suited for those looking to unwind in a social setting. Archea Brewery is another excellent spot to enjoy a nightcap after a delightful meal.
Raise a toast to another amazing day of your luxury holiday in Florence, Italy and seize the opportunity to celebrate.
Day 6 – Florence, Pisa, and Arezzo
- Florence
- Pisa
- Arezzo
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Drive 258 km, 3 hours 20 min
- piazza della Signoria
- Uffizi Gallery
- Ponte Vecchio
- Leaning Tower of Pisa
- Piazza del Duomo, Pisa
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On day 6 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence and Pisa. The day's journey will conclude in Arezzo, 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.
Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Piazza Della Signoria. This romantic public square is sure to ignite your curiosity. Next, dive into the history-steeped features of Uffizi Gallery, a must-visit art gallery in the city.
After soaking in Florence’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Pisa. Expect your car journey to take a minimum of 1 hour 13 min. When you arrive in Pisa, it's time to take a break from the road.
Leaning Tower Of Pisa is a wondrous monument we recommend making time to visit today. Discover its culturally significant features before continuing your self-guided tour to Piazza Del Duomo, Pisa, a picture-perfect public square that’s well-regarded in the area.
Relax and unwind in style as you spend the night at one of the top luxury hotels in Arezzo. 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 Arezzo so you can check out the menus and make advance reservations.
Dive into a culinary adventure like no other in Arezzo by booking a table at Octavin. This popular restaurant holds 1 Michelin star and offers an exceptional menu of creative cuisine. If you're in the mood to try something new, consider La Clandestina, another top spot with a mouthwatering menu.
Following your dinner, dive into the local bar culture at Liquid Bar. Enjoy this evening's relaxed ambiance with delightful drinks.
Raise a toast to another amazing day of your luxury holiday in Florence, Italy and seize the opportunity to celebrate.
Day 7 – Arezzo, Vatican City, and Rome
- Arezzo
- Rome
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Drive 227 km, 2 hours 52 min
- Vatican Museums
- Sistine Chapel
- Saint Peter's Square
- St Peter's Basilica
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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 Rome, where you'll be staying for 3 nights. The day's itinerary unfolds with a diverse array of experiences in Vatican City.
Bring your curiosity for today’s adventure around Vatican City. Some of the city’s most loved attractions await.
Embrace the thrill of the open road as you wave goodbye to Arezzo and set your GPS to Vatican City, Vatican City. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 2 hours 32 min. Upon reaching Vatican City, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.
Next, visit Saint Peter's Square, a captivating square that offers a unique experience. Be sure to also explore St. Peter's Basilica, a nearby major basilica, which is highly recommended by other travelers.
Relax and unwind in style as you spend the night at one of the top luxury hotels in Rome. 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 Rome. Savor the local cuisine and relax as you recount the day's experiences.
Set out on a gastronomic journey in Rome by reserving a table at La Pergola. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of mediterranean and contemporary cuisine. For a different taste, head over to Il Pagliaccio, renowned for its delectable creative and innovative 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 Enoteca La Torre, a highly rated local gem known for its exquisite mediterranean and creative menu. With a 2-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 Rome.
Extend your evening after a delightful meal by visiting La Botticella Of Poggi Giovanni, which offers the perfect atmosphere for a night out. Moreover, Almalu Trastevere is another popular option for a drink or two. Likewise, Bar Viminale Di Pepi Maurilio 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 stress-free luxury holiday in Italy has plenty more in store for you.
Day 8 – Rome
- Rome
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Drive 6 km, 1 hour 19 min
- Circus Maximus
- Colosseum
- Roman Forum
- Altare della Patria
- Trevi Fountain
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Day 8 of your luxury road trip in Italy begins and concludes in the city of Rome. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Rome, where you still have 2 nights remaining.
Today, you'll explore some of the most beautiful places in Rome, including an archeological site and a monument. Start your day with a visit to Circus Maximus. This captivating archeological site is a must-visit in the city. When you’re ready for your next discovery, continue to Colosseum, which may be one of the most breathtaking places you will experience today.
One of the best things about exploring Rome on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Roman Forum, one of the city’s most world-famous archeological site. If you’re up for more discoveries, don’t forget to reserve some time for Altare Della Patria and Trevi Fountain.
Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.
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 Rome so you can check out the menus and make advance reservations.
Enjoy a lovely meal at RomAntica, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Coso Ristorante is another top choice with a popular menu. You could also check for a table at DEROMA - Farine Romane. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.
Explore the vibrant nightlife at Sant' Eustachio Caffè after your meal, a hub for lively evenings and memorable moments. Or, head to Yellowsquare Rome for a great selection of flavorful drinks and a charming setting. Furthermore, Caffè Portofino 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.
Day 9 – Rome
- Rome
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Drive 12 km, 1 hour
- Villa Borghese
- piazza del Popolo
- Spanish Steps
- Piazza di Spagna
- Basilica di Santa Maria Maggiore
- Trevi Fountain
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Day 9 of your luxury road trip in Italy begins and concludes in the city of Rome. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Rome, where you still have 1 night remaining.
Prepare for a day full of a charming, a peaceful, an awe-inspiring, an instagrammable, a historic, a noteworthy, a symbolic, a sacred, and an UNESCO world heritage-listed. When you’re ready, kick off your sightseeing adventure at Villa Borghese. This impressive park is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Del Popolo, one of the city’s most promising highlights.
Next, check out Spanish Steps, one of the most extraordinary places to see in Rome. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Di Spagna. Wander around and soak in the culturally significant atmosphere this public square offers. Finally, take the path to the well-known Basilica Di Santa Maria Maggiore, the last of our attraction recommendations for today.
Italy is the perfect setting for a unique luxury experience. Add an exclusive tour or activity to your plans for the day to enhance your road trip experience.
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 Rome for you, so you can check out the menus and make your reservation in advance.
Don’t miss out on dining at Hotel de Russie, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.
Extend your evening after a delightful meal by visiting The Apartment Bar Roma, which offers the perfect atmosphere for a night out. Moreover, Hotel Hassler Roma is another popular option for a drink or two.
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 10 – Rome and Naples
- Rome
- Naples
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Drive 234 km, 3 hours 25 min
- largo di Torre Argentina
- Pantheon
- Piazza Navona
- Campo de' Fiori
- Castel Sant'Angelo
- Trevi Fountain
- More
Wake up to day 10 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Rome. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.
Today, you'll explore some of the most beautiful places in Rome, including an archeological site, a monument, a public square, a castle and much more! Start your day with a visit to Largo Di Torre Argentina. This well-known archeological site is a must-visit in the city. When you’re ready for your next discovery, continue to Pantheon, which may be one of the most photogenic places you will experience today.
One of the best things about exploring Rome on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Piazza Navona, one of the city’s most iconic public square. If you’re up for more discoveries, don’t forget to reserve some time for Campo De' Fiori and Castel Sant'angelo.
Relax and unwind in style as you spend the night at one of the top luxury hotels in Naples. 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 Naples.
Enjoy a delicious meal at Opera Restaurant, a top-rated dining destination in Naples. If you're in the mood to try something new, consider Trattoria San Ferdinando, another top spot with a mouthwatering menu. You might also want to secure a reservation at Anonymous Trattoria Gourmet. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Naples this evening.
Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Gran Caffè Cimmino stands out as an excellent choice for a post-dinner cocktail. Alternatively, Flanagan's Bar offers an ideal atmosphere to enjoy the pleasures of the night. Bar Napoli 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 11 – Naples - departure day
- Naples - Departure day
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- Ovo Castle
- piazza del Plebiscito
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Today is the last day of your 11-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 Naples before saying goodbye.
As your final day in Italy unfolds, enjoy a last-minute shopping spree in Naples's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.
Make the most of what's left of your luxury vacation and head out to the stunning Ovo Castle. This extraordinary castle and attraction is rated an average of 4.6 out of 5 stars in 33,595 reviews, and is an excellent choice for your last sightseeing in Naples.
Treat yourself to a final feast. Savor the unique flavors of Naples one last time before you head to the airport.
If you're eager to try something different, consider Osteria Il Gobbetto, another top spot with a tantalizing menu.
You will then say farewell to Naples 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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