Luxury 11-Day Italy Road Trip from Rome traveling west to Florence, Pisa, Milan, Verona, Venice, and Arezzo
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Summary
Description
Experience travel that redefines comfort and elegance with this 11-day luxury road trip in Italy. Witness Italy's awe-inspiring scenery, delight in the finest culinary offerings, and enjoy the ultimate comfort in top-tier accommodations.
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 4 nights in Rome, 1 night in Florence, 1 night in Pisa, 1 night in Milan, 1 night in Verona, 1 night in Venice, and 1 night in Arezzo, 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 Rome, Florence, Pisa, Genoa, Milan, Verona, Venice, and Arezzo 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 – Rome - arrival day
- Rome - Arrival day
- More
- Altare della Patria
- More
Your luxury holiday in Italy begins as soon as you reach the city of Rome. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!
Make Altare della Patria one of your first sightseeing stops in Rome. Rated an average of 4.8 out of 5 stars by 49,843 travelers, a visit to this local attraction makes for a great introduction to the area. This architectural structure attracts 1,683,070 visitors every year.
Tonight, you will be treated to a stay at one of the best luxury hotels in Rome. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.
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.
Get ready for an unforgettable culinary journey in Rome by reserving a table at La Pergola. Renowned as a 3-star Michelin restaurant, it offers an exceptional mediterranean and contemporary menu. For a different taste experience, head to Il Pagliaccio, recognized for its delicious creative and innovative dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Enoteca La Torre, a local favorite known for its delightful mediterranean and creative cuisine in Rome. Nestled in the heart of the city, this restaurant with 2 Michelin star is an ideal choice for discerning mediterranean and creative foodies seeking culinary excellence.
After your delicious meal, get a taste of the vibrant nightlife with a visit to La Botticella of Poggi Giovanni, known for its inviting atmosphere. Sant' Eustachio Caffè is another great option if you’re looking for a place to get the night started. Similarly, Caffè Portofino provides a great setting to enjoy the night away.
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 – Rome
- Rome
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Drive 18 km, 1 hour 17 min
- Foro Italico
- Roman Forum
- Colosseum
- Circus Maximus
- Orange Garden
- More
Day 2 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 nights remaining.
A top pick for your self-guided sightseeing tour today is Foro Italico. Previous visitors have rated this point of interest an average of 4.6 out of 5 stars in 25,438 reviews.
Roman Forum is a local recommendation that you also can pay a visit today. This square is rated an average of 4.7 out of 5 stars in 114,450 reviews.
Another attraction you won't want to miss is Colosseum. This roman amphitheatre is rated an average of 4.7 out of 5 stars in 328,821 reviews. Every year, around 7,400,000 travelers visit this site to discover its unique features.
Circus Maximus is another outstanding experience in Rome. Around 44,741 travelers have rated this circus an average of 4.4 out of 5 stars.
If you long for more, Orange Garden is not far away. This park is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.7 out of 5 stars in 17,939 reviews.
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.
Continue the enjoyment post-dinner at The Apartment Bar Roma, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Hotel Hassler Roma 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.
Day 3 – Rome
- Rome
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Drive 12 km, 1 hour
- Basilica di Santa Maria Maggiore
- Campo de' Fiori
- Pantheon
- Piazza navona
- Castel Sant'Angelo
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Day 3 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 nights remaining.
Make Basilica di Santa Maria Maggiore your first stop of the day. Previous visitors have rated this major basilica an average of 4.8 out of 5 stars in 27,678 reviews.
Next up, make a stop at Campo de' Fiori. With an average rating of 4.4 out of 5 stars by 51,133 visitors, it's easy to understand why so many people visit this square every year.
Pantheon is another attraction you can visit on this day of your vacation. This roman temple has an average rating of 4.8 out of 5 stars by 189,682 visitors. Up to 30,000,000 travelers come to Rome every year to see Pantheon with their own eyes.
When you’re finished at Pantheon, the perfect next stop is Piazza Navona. This square is rated an average of 4.7 out of 5 stars in 158,771 reviews.
If you’re keen to explore even more, then consider a visit to Castel Sant'Angelo. This museum is a top place to visit, with a rating of 4.7 out of 5 stars from 72,431 reviews. Castel Sant'Angelo hosts around 918,591 visitors every year.
Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Rome.
Raise your glass and relax after another big day of your luxury holiday in Italy!
Day 4 – Rome and Florence
- Florence
- Rome
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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 4 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.
Take the opportunity to see Trevi Fountain. This attraction has an average rating of 4.8 out of 5 stars from 343,494 visitors.
Piazza di Spagna is another sightseeing hotspot in the area. This square has been rated an average of 4.7 out of 5 stars by 113,658 travelers.
Rome is also the home of Spanish Steps. Around 57,211 people have rated this monumental staircase an average of 4.5 out of 5 stars.
Another place you’ll want to visit is piazza del Popolo. With an average rating of 4.6 out of 5 stars from a total of 89,807 reviews, a visit to this square is a great idea.
This day of your vacation in Rome is also your chance to admire Villa Borghese. This must-visit urban zone of rome enjoys an average rating of 4.6 out of 5 stars from 69,749 reviews.
Relax and unwind in style as you spend the night at one of the top luxury hotels in in Florence.
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 Florence so you can check out the menus and make advance reservations.
Enjoy an outstanding dining experience at Enoteca Pinchiorri, a 3-star Michelin restaurant offering an exceptional italian contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Santa Elisabetta, known for its delicious creative and mediterranean cuisine. Another highly-recommended restaurant in Florence is Gucci Osteria da Massimo Bottura, a renowned restaurant , known for its delicious italian contemporary and international menu.
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, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.
Raise your glass and relax after another big day of your luxury holiday in Italy!
Day 5 – Florence and Pisa
- Pisa
- Florence
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Drive 88 km, 1 hour 56 min
- Piazza della Signoria
- Cathedral of Santa Maria del Fiore
- Ponte Vecchio
- Uffizi Gallery
- Piazzale Michelangelo
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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 Pisa, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Florence.
When you’re ready for some sightseeing, make your way to piazza della Signoria. This much-appreciated square is rated 4.8 out of 5 stars in 66,956 reviews.
Next up is Cathedral of Santa Maria del Fiore. This church has an average rating of 4.8 out of 5 stars from 76,359 visitors.
Another top sightseeing recommendation is Ponte Vecchio. This deck arch bridge has been rated 4.7 out of 5 stars in 118,099 reviews.
Uffizi Gallery is another attraction you have the opportunity to visit today. This national museum has an average rating of 4.7 out of 5 stars from 61,794 reviews. This popular attraction gets 2,011,219 visits every year.
To continue your sightseeing, head over to piazzale Michelangelo. This square is rated an average of 4.8 out of 5 stars in 77,744 reviews.
Relax and unwind in style as you spend the night at one of the top luxury hotels in in Pisa.
Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Pisa.
After enjoying a fulfilling meal, continue your evening at JEFFER cocktails & friends, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Le Parisien Wine Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Las Volta cocktailbar provides an excellent environment for a relaxed and enjoyable evening.
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 6 – Pisa, Genoa, and Milan
- Milan
- Pisa
- Genoa
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Drive 302 km, 3 hours 59 min
- Leaning Tower of Pisa
- Piazza del Duomo, Pisa
- Cattedrale di Pisa
- Priaruggia
- More
On day 6 of your luxury holiday in Italy, your road trip route will take you exploring the best of Pisa and Genoa. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.
Be one of the day’s first visitors at Leaning Tower of Pisa. This bell tower is rated an average of 4.7 out of 5 stars by 116,882 visitors. Attracting more than 3,200,000 yearly visitors, it’s a top sight you don’t want to miss.
When you’re finished at Leaning Tower of Pisa, head to 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 Pisa Cathedral. This cathedral is rated an average of 4.8 out of 5 stars by 8,361 visitors.
When you’re ready to jump back into the car and say goodbye to Pisa, you’ll hit the road in the direction of Genoa. This drive usually takes around 1 hour 43 min. When you arrive, enjoy some sightseeing.
Your sightseeing of the day begins at Spiaggia Pubblica di Priaruggia, a remarkable point of interest where it’s easy to get lost in exploration. This top attraction is rated an average of 4.3 out of 5 stars in 2,161 reviews.
Relax and unwind in style as you spend the night at one of the top luxury hotels in in Milan.
Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Milan.
Experience a taste of local culinary excellence while in Milan by securing a table at Enrico Bartolini al Mudec. Esteemed as a 3-star Michelin restaurant, it features an exceptional creative menu. For an alternative taste experience, visit Seta by Antonio Guida, famous for its scrumptious international and contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Il Luogo Aimo e Nadia, a local favorite celebrated for its exquisite italian contemporary and modern cuisine in Milan. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and modern cuisine lovers seeking top-notch culinary experiences.
Keep the evening going at Nottingham Forest, a great choice for enjoying the after-dinner hours with a drink. You could also go to Armani/Bamboo Bar, which offers a similarly pleasant setting and great drinks. Another option is Mag Cafe, which provides an inviting environment for unwinding after a busy day out.
Raise a toast to another amazing day of your luxury holiday in Pisa, Italy and seize the opportunity to celebrate.
Day 7 – Milan and Verona
- Verona
- Milan
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Drive 170 km, 2 hours 30 min
- Duomo di Milano Museum
- Galleria Vittorio Emanuele II
- La Scala
- Sforzesco Castle Art Library
- Sempione Park
- More
Wake up to day 7 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Milan. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.
Your sightseeing of the day begins at Duomo di Milano Museum, a remarkable art museum where it’s easy to get lost in exploration. This top attraction is rated an average of 4.8 out of 5 stars in 138,554 reviews. Each year, this popular place of interest welcomes approximately 341,609 visitors.
Next, satisfy your wanderlust at Galleria Vittorio Emanuele II. This commercial gallery has an average rating of 4.7 out of 5 stars from 91,394 travelers.
La Scala is another must-visit attraction. This renowned opera house offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 26,219 travelers, it's one of the more popular places to see in the area.
Beyond the above-mentioned sites, you also have the opportunity to visit Sforzesco Castle Art Library. This well-loved library boasts a 4.6 out of 5-star rating from 68,714 reviews.
When there’s still energy left for exploring, Parco Sempione awaits. If you’ve been interested in experiencing a park, this is a top pick rated 4.6 out of 5 stars by 72,914 previous visitors.
Relax and unwind in style as you spend the night at one of the top luxury hotels in in Verona.
After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Verona. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.
Set out on a gastronomic journey in Verona by reserving a table at Casa Perbellini 12 Apostoli. Renowned for its , this restaurant presents an outstanding menu of creative and contemporary cuisine. For a different taste, head over to Il Desco, renowned for its delectable italian contemporary dishes. This distinguished 1-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Osteria Mondo d'Oro, a highly rated local gem known for its exquisite italian and seasonal menu. With a Bib Gourmand 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 Verona.
Extend your evening after a delightful meal by visiting Archivio, which offers the perfect atmosphere for a night out. Moreover, La Segreteria Café is another popular option for a drink or two. Likewise, Duchi Café 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.
Day 8 – Verona, Ronchi, and Venice
- Venice
- Verona
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Drive 165 km, 2 hours 22 min
- Verona Arena
- Ponte Scaligero
- Gardaland Resort
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Wake up to day 8 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 Verona and Ronchi.
Begin your sightseeing with a visit to Verona Arena. This extraordinary opera house is rated an average of 4.7 out of 5 stars by 123,818 visitors. Each year, around 195,540 people visit this site to learn more about it.
Next, make your way to Castelvecchio Bridge. This top attraction is an arch bridge with an average rating of 4.7 out of 5 stars by 12,156 visitors.
Continue your road trip and head to your next destination, Ronchi. This car ride takes around 33 min.
Take the opportunity to see Gardaland Resort. This attraction has an average rating of 4.4 out of 5 stars from 99,291 visitors.
Relax and unwind in style as you spend the night at one of the top luxury hotels in in Venice.
Discover a world of culinary delights in Venice, 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.
Get ready for an unforgettable culinary journey in Venice by reserving a table at Local. Renowned as a 1-star Michelin restaurant, it offers an exceptional contemporary menu. For a different taste experience, head to Wistèria, recognized for its delicious contemporary and venetian dishes. This 1-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Quadri, a local favorite known for its delightful modern cuisine in Venice. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning modern foodies seeking culinary excellence.
After savoring a delicious meal, step into the vibrant nightlife at Al Parlamento, where the evening is just getting started. In the same way, Adagio offers a unique charm perfect for experiencing the local bar scene in Venice. Il Mercante is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.
Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.
Day 9 – Venice and Arezzo
- Arezzo
- Venice
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Drive 331 km, 3 hours 45 min
- Rialto Bridge
- Piazza San Marco
- Saint Mark's Basilica
- Doge's Palace
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On day 9 of your luxury holiday in Italy, your road trip route will take you exploring the best of Venice. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.
Begin your sightseeing with a visit to Rialto Bridge. This stone bridge is rated an average of 4.7 out of 5 stars in 141,666 reviews.
Next up, make your way to Piazza San Marco. This square has an average rating of 4.7 out of 5 stars from 152,982 reviews.
When you’re ready for your next sight of the day, continue to St Mark's Basilica. This cathedral has an average rating of 4.7 out of 5 stars from 18,439 visitors.
Beyond the above-mentioned attractions, you also have the opportunity to visit Doge's Palace. This palace is rated an average of 4.7 out of 5 stars by 24,775 visitors. Visiting Doge's Palace means you'll be one of 318,104 people who do so every year.
Relax and unwind in style as you spend the night at one of the top luxury hotels in in Arezzo.
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 Arezzo for you so you can browse their menus in advance and make a reservation.
Treat yourself to an extraordinary dining experience at Octavin, a 1-star Michelin restaurant offering an incredible creative menu. As a top-rated it is an ideal choice in the city.
If you’re not ready to end the night just yet, Liquid Bar offers a perfect venue to relax and savor a drink.
Raise your glass and relax after another big day of your luxury holiday in Italy!
Day 10 – Arezzo, Vatican City, and Rome
- Rome
- More
Drive 228 km, 3 hours 15 min
- Vatican Museums
- Saint Peter's Square
- Sistine Chapel
- St Peter's Basilica
- 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 Vatican City. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.
Upon reaching Vatican City, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.
Drop by the renowned Vatican Museums. This popular art museum has been rated an average of 4.6 out of 5 stars by 133,310 visitors. Based on recent data, this attraction is visited by more than 1,612,530 travelers every year.
Another unforgettable place to experience is Saint Peter's Square. Rated 4.8 out of 5 stars by 38,954 visitors, this square deserves a spot on today's sightseeing itinerary.
We also recommend a visit to Sistine Chapel. This chapel has been rated an average of 4.7 out of 5 stars in 52,083 reviews.
Another favorite attraction in the area is St. Peter's Basilica, drawing over 11,000,000 yearly visitors. This major basilica and popular place of interest enjoys a rating of 4.8 out of 5 stars from 131,043 local and international travelers.
Relax and unwind in style as you spend the night at one of the top luxury hotels in in Rome.
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.
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 11 – Rome - departure day
- Rome - Departure day
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- Largo di Torre Argentina
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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 Rome before saying goodbye.
Make the most of your final day in Italy by visiting Rome’s iconic markets and shopping establishments. Your stay’s proximity to the city’s retail haven invites an unhurried and unforgettable exploration of its variety of stores and establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy. Take home a piece of Italy with these souvenirs, keeping your adventures close.
Make the most of what's left of your luxury vacation and head out to the stunning largo di Torre Argentina. This extraordinary square and attraction is rated an average of 4.5 out of 5 stars in 30,433 reviews, and is an excellent choice for your last sightseeing in Rome.
Treat yourself to a final feast. Savor the unique flavors of Rome one last time before you head to the airport.
If you're in the mood to try something new, consider Bono Bottega Nostrana - Piazza Di Spagna, another top spot with a mouthwatering menu.
You will then say farewell to Rome 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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