Luxury 11-Day Italy Self-Drive Road Trip With Itinerary from Genoa to Milan, Venice, Arezzo, Rome, and Florence
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Escape for the holiday of a lifetime with this 11-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 Genoa, 1 night in Milan, 1 night in Venice, 1 night in Arezzo, 3 nights in Rome, and 2 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 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 Genoa, Milan, Verona, Venice, Arezzo, Rome, Florence, Siena, and Pisa 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 – Genoa - arrival day
- Genoa - Arrival day
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- piazza De Ferrari
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Your luxury holiday in Italy begins as soon as you reach the city of Genoa. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!
Genoa 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 De Ferrari 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 Genoa. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.
Discover a world of culinary delights in Genoa, 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.
Make sure to reserve a table at 7 Sensi cucina decontaminata, an iconic dining spot in Genoa. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Alla Lunga Ristorante, a popular restaurant in Genoa. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Grand Hotel Savoia, a hidden gem nestled in Genoa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Following your dinner, dive into the local bar culture at Scurreria Beer & Bagel. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to La Lepre, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Pisacane Iii provides excellent drinks and a great atmosphere, ensuring a memorable night out.
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 – Genoa and Milan
- Genoa
- Milan
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Drive 144 km, 2 hours 18 min
- San Pietro in Banchi, Genoa
- Aquarium of Genoa
- The City of Children and Young
- porto antico
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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 Milan, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Genoa.
Start by visiting Chiesa Di San Pietro In Banchi, a prime spot to begin your journey. This photogenic church is sure to impress. Next on your list is Aquarium Of Genoa, another must-visit landmark and astonishing aquarium renowned for its gorgeous features.
Porto Antico also adds charm to your journey.
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 full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Milan. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.
Begin your culinary exploration in Milan by securing a reservation at Enrico Bartolini al Mudec. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of creative cuisine. For another dining delight, visit Seta by Antonio Guida, celebrated for its delectable international and contemporary 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 Il Luogo Aimo e Nadia, a top local spot known for its tantalizing italian contemporary and modern menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.
After savoring a delicious meal, step into the vibrant nightlife at Nottingham Forest, where the evening is just getting started. In the same way, Armani/bamboo Bar offers a unique charm perfect for experiencing the local bar scene in Milan. Mag Cafe is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Raise your glass and relax after another big day of your luxury holiday in Italy!
Day 3 – Milan, Verona, and Venice
- Milan
- Verona
- Venice
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Drive 282 km, 3 hours 56 min
- Duomo di Milano
- Galleria Vittorio Emanuele II
- Sempione Park
- Verona Arena
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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 Milan and Verona. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.
Today’s well-planned self-sightseeing route offers several a romantic, a mesmerizing, a photogenic, a heritage-rich, a culturally significant, a culturally significant, a masterful, and a scenic. Whether you decide to explore Milan on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Duomo Di Milano Museum is the first of them. Spend some time admiring this history-steeped church before continuing your journey. Galleria Vittorio Emanuele Ii is your next stop. This impressive shopping mall is one of the best-rated sights in Milan.
Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Parco Sempione. This awe-inspiring park is a sight to behold.
Verona’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Milan behind. This drive usually takes around 2 hours 1 min. Verona welcomes you with a multitude of unique vacation experiences.
Begin your journey at Verona Arena and explore the majestic features.
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.
Have a memorable dining experience in Venice by booking a table at Local, renowned as a 1-star Michelin restaurant presenting an exceptional contemporary menu. For a different culinary experience in Venice, Wistèria shines as one of the top destinations, known for its delicious contemporary and venetian cuisine. This 1-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Quadri is known as a top local spot for its delicious modern cuisine in Venice. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.
After your meal, keep the night alive at a bar like Al Parlamento, known for its lively atmosphere. The Caffe Rosso is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Adagio offers an excellent atmosphere for those looking to amp up the 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.
Day 4 – Venice and Arezzo
- Venice
- Arezzo
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Drive 330 km, 3 hours 44 min
- Rialto Bridge
- Piazza San Marco
- St Mark's Basilica
- Doge's Palace
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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 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.
Discover a day packed with a charming, a breathtaking, a photogenic, a heritage-rich, a majestic, an UNESCO world heritage-designated, and a stunning in Venice. Begin your sightseeing with Rialto Bridge. This globally renowned historical landmark is one of the top attractions in the city. Proceed to Piazza San Marco, another must-visit attraction that enhances the city’s allure.
As you wander through the inviting streets of Venice, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to St Mark's Basilica. This captivating church is a traveler-favorite. Not far away, you’ll find Doge's Palace, another key site on your sightseeing itinerary.
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.
Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Arezzo.
Experience a harmony of flavors at Octavin in Arezzo by securing a reservation in advance. Known for its 1-star Michelin status, Octavin offers a delightful variety of dishes highlighting its delicious creative menu. If you're looking to mix things up, La Clandestina offers an enticing alternative with its varied menu.
Continue your evening by exploring the vibrant nightlife scene at Liquid Bar, a prime destination for a thrilling night 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.
Day 5 – 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 5 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.
Continue your road trip and head to your next destination, Vatican City, Vatican City. This car ride takes around 2 hours 32 min.
Head to Vatican Museums, a wondrous art museum in Vatican City. This spectacular chapel is a top recommendation in the area. When you’re ready to explore more, Saint Peter's Square is an excellent choice. Next, continue your sightseeing at the globally renowned St. Peter's Basilica and discover what makes this major basilica unique.
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.
In Rome, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.
Treat yourself to an extraordinary dining experience at La Pergola, a 3-star Michelin restaurant offering an incredible mediterranean and contemporary menu. Alternatively, if your taste buds call for something different, Il Pagliaccio is one of the best restaurants for creative and innovative cuisine in Rome. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Enoteca La Torre. As a top-rated establishment with 2 Michelin star, it is an ideal choice for mediterranean and creative cuisine in the city.
Round off your dining experience by visiting La Botticella Of Poggi Giovanni, a prime location for a drink. Alternatively, explore the distinctive characteristics of Almalu Trastevere, a bar catering to every mood and preference. Bar Viminale Di Pepi Maurilio likewise offers a unique atmosphere, perfect for a memorable night out.
Raise a toast to another amazing day of your luxury holiday in Vatican City, Italy and seize the opportunity to celebrate.
Day 6 – Rome
- Rome
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Drive 4 km, 54 min
- Altare della Patria
- Capitoline Hill
- Roman Forum
- Colosseum
- Circus Maximus
- Trevi Fountain
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Day 6 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’s route brings a breathtaking, a visually striking, a standout, a grand, a noteworthy, a charming, and an UNESCO world heritage-listed. The first attraction of today is Altare Della Patria. This notable monument is a culturally significant place to see in Rome. Continue your discovery at Capitoline Hill, a majestic public square with stories to tell.
As you stroll around Rome, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Roman Forum. This timeless archeological site offers a historic encounter with Rome. Colosseum is the last of our recommendations for today. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Rome.
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.
Have a fantastic dining experience at RomAntica, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Coso Ristorante offers an enticing alternative with its varied menu. Additionally, DEROMA - Farine Romane is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.
Unwind after your meal by stepping into Sant' Eustachio Caffè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Yellowsquare Rome offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffè Portofino, another top-rated bar 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.
Day 7 – Rome
- Rome
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Drive 5 km, 52 min
- Castel Sant'Angelo
- Campo de' Fiori
- Piazza Navona
- Pantheon
- largo di Torre Argentina
- Trevi Fountain
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Day 7 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.
Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Rome allows for both. Start by heading to Castel Sant'angelo. This astonishing castle provides an insightful glimpse into the city's identity. Next, discover Campo De' Fiori, a historic public square, promising a delightful encounter.
Continue your sightseeing with a visit to Piazza Navona, a wondrous public square. When you’re done, don’t forget to make a stop at the world-famous Pantheon. Round off your day at Largo Di Torre Argentina, another gem in Rome with history-steeped features to discover.
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 full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Rome. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.
Enjoy a delicious meal at Hotel de Russie, a highly-rated dining destination in Rome. If you're eager to try something different, consider La Taverna Italiana, another top spot with a tantalizing menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.
Explore the vibrant nightlife at The Apartment Bar Roma after your meal, a hub for lively evenings and memorable moments. Or, head to Hotel Hassler Roma for a great selection of flavorful drinks and a charming setting.
Raise your glass and relax after another big day of your luxury holiday in Italy!
Day 8 – Rome and Florence
- Rome
- Florence
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Drive 280 km, 3 hours 50 min
- Trevi Fountain
- Piazza di Spagna
- Spanish Steps
- piazza del Popolo
- Villa Borghese
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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 Rome. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.
Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Piazza Di Spagna. This grand public square is a highlight of any visit in the city. Then, enjoy Spanish Steps, another enchanting attraction that never fails to captivate visitors. Next, head over to Piazza Del Popolo, one of the city’s most famous attractions, known for its romantic features.
If you’re looking for more, spend time soaking in the atmosphere of Villa Borghese. This idyllic park is frequented by locals and tourists alike. To complete your memorable day, make sure to take a stroll around the area.
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.
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.
Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Gucci Osteria da Massimo Bottura, a local favorite known for its delightful italian contemporary and international cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary and international foodies seeking culinary excellence.
Cap off your dinner by heading to Manifattura, ideal for a leisurely evening with a drink in hand. Se·sto On Arno Rooftop Bar is another bar that offers an enjoyable setting. Similarly, Il Vinile 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 luxury holiday in Italy has plenty more in store for you.
Day 9 – Florence and Siena
- Florence
- Siena
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Drive 155 km, 2 hours 48 min
- piazza del Campo
- piazzale Michelangelo
- Uffizi Gallery
- Ponte Vecchio
- piazza della Signoria
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On day 9 of your stress-free luxury holiday in Italy, you will explore the surroundings of Florence. You have 1 night left in Florence, giving you enough time to explore the region.
Get ready for a day filled with a romantic, a mesmerizing, an eye-catching, a history-steeped, a grand, and a masterful in the charming city of Florence. Your adventure starts at Piazzale Michelangelo, a spectacular local hot spot. Another notable attraction to explore is Uffizi Gallery. This astonishing art gallery is known for its majestic appeal.
After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Ponte Vecchio. This history-steeped historical landmark offers a fascinating experience that many visitors find memorable. Piazza Della Signoria is also worth visiting.
When you’re ready to jump back into the car and say goodbye to Florence, you’ll hit the road in the direction of Siena. This drive usually takes around 1 hour 16 min. When you arrive, enjoy some sightseeing.
Savor the rest of your day by heading to Piazza Del Campo, a famous public square that draws visitors from near and far.
When you’ve completed everything you want to see and do, you will drive back to your luxury accommodation in Florence.
After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Florence. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.
Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.
After savoring a delicious meal, step into the vibrant nightlife at Bar 50 Rosso, where the evening is just getting started. In the same way, Bitter Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Archea Brewery is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
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 – Florence, Pisa, and Genoa
- Florence
- Pisa
- Genoa
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Drive 250 km, 3 hours 36 min
- Cathedral of Santa Maria del Fiore
- Leaning Tower of Pisa
- Piazza del Duomo, Pisa
- Campo santo
- Ponte Vecchio
- More
On day 10 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 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.
Today’s route brings a charming, a stunning, an eye-catching, a history-steeped, a stunning, a culturally significant, and an UNESCO world heritage-designated. The first attraction of today is Cathedral Of Santa Maria Del Fiore. This extraordinary church is a visually striking place to see in Florence. Continue your discovery at Central Market, a photogenic food market with stories to tell.
Fasten your seatbelt and make your way to your next stop. Pisa, 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 Florence to Pisa may take around 1 hour 18 min without traffic disruptions. Upon arrival in Pisa, we highly recommend checking out some of the top attractions.
Leaning Tower Of Pisa is a globally renowned monument we recommend making time to visit today. Discover its UNESCO world heritage-designated features before continuing your self-guided tour to Piazza Del Duomo, Pisa, a picture-perfect public square that’s well-regarded in the area. Next, stop by Campo Santo, an UNESCO world heritage-listed cemetery.
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.
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 Genoa for you, so you can check out the menus and make your reservation in advance.
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.
Raise your glass and relax after another big day of your luxury holiday in Italy!
Day 11 – Genoa - departure day
- Genoa - Departure day
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- Via Garibaldi
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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 Genoa before saying goodbye.
Make the most of your final day in Italy by visiting Genoa’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.
Make the most of what's left of your luxury vacation and head out to the stunning Via Garibaldi. This extraordinary street and attraction is rated an average of 4.6 out of 5 stars in 5,399 reviews, and is an excellent choice for your last sightseeing in Genoa.
Treat yourself to a final feast. Savor the unique flavors of Genoa one last time before you head to the airport.
You will then say farewell to Genoa 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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