Luxury 9-Day Italy Road Trip from Genoa traveling east to Florence, Rome, and Siena

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Experience travel that redefines comfort and elegance with this 9-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 2 nights in Genoa, 2 nights in Florence, 3 nights in Rome, and 1 night in Siena, experiencing the ultimate luxury vacation in Italy.

Finding the perfect luxury lodging is going to make your vacation in Italy feel truly special. The home for your 9-day luxury holiday will be only the most exclusive 5-star hotels in Italy. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Upon arriving in Italy, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 9-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in Italy.

Throughout your exclusive vacation in Italy, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Italy. Here you can find unique souvenirs to preserve the memory of your luxury holiday in Italy.

This exclusive travel plan is designed to include everything you need to have the best vacation in Italy. By booking this luxury holiday package, you can avoid spending hours researching and planning your 9-day road trip in Italy. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Italy before and after booking. Our flexible trip planning means you will be able to explore Genoa, Florence, Nazzano, Rome, Pescia Fiorentina, Ansedonia, Grosseto, 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

Day 1 – Genoa - arrival day

  • Genoa - Arrival day
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  • Piazza De Ferrari
  • More

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!

A top pick for your self-guided sightseeing tour today is Piazza De Ferrari. Previous visitors have rated this square an average of 4.6 out of 5 stars in 34,312 reviews.

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.

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 Genoa for you so you can browse their menus in advance and make a reservation.

Make sure to reserve a table at Trattoria Vegia Zena, 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 Trattoria delle Grazie, 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 Manhattan Bar, a hidden gem nestled in Genoa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Let the evening flow smoothly from dinner to drinks at Scurreria Beer & Bagel, a top-rated bar in the area. For other recommendations, La Lepre provides a perfect setting for rounding out your night with style and great drinks.

Raise a toast to the start of your 9-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Genoa, and Florence

  • Florence
  • Genoa
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Drive 254 km, 3 hours 38 min

  • Porto Antico
  • Via Garibaldi
  • Aquarium of Genoa
  • 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 Genoa. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Be one of the day’s first visitors at Porto Antico. This port is rated an average of 4.5 out of 5 stars by 12,414 visitors.

When you’re finished at Porto Antico, head to Via Garibaldi. This one-of-a-kind point of interest is rated an average of 4.6 out of 5 stars in 5,399 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Aquarium Of Genoa. This public aquarium is rated an average of 4.5 out of 5 stars by 62,259 visitors. Visiting Aquarium Of Genoa means you'll be one of 1,200,000 people who do so every year.

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 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.

Experience a taste of local culinary excellence while in Florence by securing a table at Enoteca Pinchiorri. An esteemed 3-star Michelin restaurant, it features an exceptional italian contemporary menu. For an alternative taste experience, visit Santa Elisabetta, famous for its scrumptious creative, and mediterranean dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Gucci Osteria da Massimo Bottura, a local favorite celebrated for its exquisite italian contemporary, and international cuisine in Florence. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary, and international cuisine lovers seeking top-notch culinary experiences.

If you’re not ready to end the night just yet, Manifattura offers a perfect venue to relax and savor a drink. Similarly, Se·sto On Arno Rooftop 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.

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 3

Day 3 – Florence

  • Florence
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Drive 7 km, 56 min

  • Cathedral of Santa Maria del Fiore
  • Piazza della Signoria
  • Ponte Vecchio
  • Uffizi Gallery
  • Piazzale Michelangelo
  • More

Day 3 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.

Start your sightseeing with a visit to Cathedral Of Santa Maria Del Fiore. This church is a popular stop on travelers’ itineraries in Florence, with an average rating of 4.8 out of 5 stars by 76,359 visitors.

Piazza Della Signoria is another popular place of interest you can visit today. The average rating of 4.8 out of 5 stars from 66,956 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Ponte Vecchio. Visitors have rated this deck arch bridge an average of 4.7 out of 5 stars in 118,099 reviews.

Uffizi Gallery, boasting an annual visitor count of up to 2,011,219 people, is another unique site you can experience today. This attraction is a national museum rated an average of 4.7 out of 5 stars in 61,794 reviews.

Make your way to the fantastic Piazzale Michelangelo, perhaps the most famous square in Florence. This attraction is rated 4.8 out of 5 stars by 77,744 travelers.

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.

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

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Day 4

Day 4 – Florence, Nazzano, Vatican City, and Rome

  • Rome
  • Nazzano
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Drive 290 km, 3 hours 55 min

  • Saint Peter's Square
  • St Peter's Basilica
  • More

On day 4 of your luxury holiday in Italy, your road trip route will take you exploring the best of Nazzano, and Vatican City. The day's journey will conclude in Rome, a city that offers you comfort and relaxation for 3 nights. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

When you’ve had your share of Florence, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Nazzano. Your travel time is around 2 hours 42 min.

Make Riserva Naturale Regionale Nazzano Tevere-farfa your first stop of the day. Previous visitors have rated this park an average of 4.4 out of 5 stars in 2,365 reviews.

When you’re ready to jump back into the car and say goodbye to Nazzano, you’ll hit the road in the direction of Vatican City, Vatican City. Witness the landscapes transform as you cross the border to Vatican City. This drive usually takes around 51 min. When you arrive, enjoy some sightseeing.

Be one of the day’s first visitors at Saint Peter's Square. This square is rated an average of 4.8 out of 5 stars by 38,954 visitors.

When you’re finished at Saint Peter's Square, head to St. Peter's Basilica. This one-of-a-kind major basilica is rated an average of 4.8 out of 5 stars in 131,043 reviews. Every year, approximately 11,000,000 travelers come here to experience the major basilica for themselves.

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.

Discover a world of culinary delights in Rome, 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.

Discover the culinary delights of Rome by securing a reservation at La Pergola. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of mediterranean, and contemporary cuisine. For an alternative dining experience, try Il Pagliaccio, renowned for its delicious creative, and innovative dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Enoteca La Torre, a highly recommended local eatery celebrated for its mouthwatering mediterranean, and creative menu. With its 2-star Michelin recognition, it offers an unforgettable dining adventure.

Continue your lively evening at La Botticella Of Poggi Giovanni, a perfect place for winding down or revving up the night, depending on which mood you’re in. Sant' Eustachio Caffè is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Portofino ensures a night out tailored to your taste.

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 5

Day 5 – Rome

  • Rome
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Drive 9 km, 1 hour 11 min

  • Colosseum
  • Roman Forum
  • Pantheon
  • Piazza Navona
  • Castel Sant'Angelo
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Day 5 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.

Kick off the day at Colosseum, a top pick for today’s sightseeing. Attracting approximately 7,400,000 visits every year, this attraction is a must-see. This roman amphitheatre is rated an average of 4.7 out of 5 stars in 328,821 reviews.

Today is also your chance to visit Roman Forum. Roman Forum is a square with an average rating of 4.7 out of 5 stars from 114,450 reviews.

Pantheon is another top attraction we highly recommend you visit today. This roman temple is rated an average of 4.8 out of 5 stars by 189,682 visitors. In a single year, this roman temple hosts approximately 30,000,000 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Piazza Navona. This square is rated an average of 4.7 out of 5 stars by 158,771 visitors.

Lastly, don’t miss out on Castel Sant'angelo, a famous museum in Rome. This attraction welcomes 918,591 visitors annually and is rated an average of 4.7 out of 5 stars by 72,431 travelers.

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

Make sure to reserve a table at DEROMA - Farine Romane, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of La Taverna Italiana, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Centro, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

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Day 6

Day 6 – Rome

  • Rome
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Drive 7 km, 1 hour 1 min

  • Villa Borghese
  • Piazza del Popolo
  • Piazza di Spagna
  • Trevi Fountain
  • Altar of the Fatherland
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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 1 night nights remaining.

When you're ready to see some sights, Villa Borghese is a great place to start. This urban zone of rome is rated an average of 4.6 out of 5 stars by 69,749 visitors.

Another popular attraction you can visit today is Piazza Del Popolo. This square has an average rating of 4.6 out of 5 stars from 89,807 travelers.

We also recommend a stop at Piazza Di Spagna. The square has been rated an average of 4.7 out of 5 stars by 113,658 visitors.

If you're keen to explore more, consider visiting Trevi Fountain. This sculpture is a popular attraction with an average rating of 4.8 out of 5 stars from 343,494 reviews.

Altare Della Patria is another easily accessible place to visit on this day of your trip. Stop by this architectural structure, rated 4.8 out of 5 stars in 49,843 reviews, to discover more of what makes it unique. This attraction gets 1,683,070 visitors every year.

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 lovely meal at Ristorante Tema, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Maccheroni is another top choice with a popular menu. You could also check for a table at RoYaL Art Cafè Roma. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

Raise a toast to another amazing day of your luxury holiday in Rome, Italy and seize the opportunity to celebrate.

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Day 7

Day 7 – Rome, Pescia Fiorentina, Ansedonia, Grosseto, and Siena

  • Siena
  • Pescia Fiorentina
  • Ansedonia
  • Grosseto
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Drive 261 km, 3 hours 37 min

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 Siena, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Pescia Fiorentina, Ansedonia, and Grosseto.

Fasten your seatbelt and make your way to your next stop. Pescia Fiorentina, 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 Rome to Pescia Fiorentina may take around 1 hour 35 min without traffic disruptions. Upon arrival in Pescia Fiorentina, we highly recommend checking out some of the top attractions.

Drop by the renowned The Tarot Garden. This popular museum has been rated an average of 4.6 out of 5 stars by 8,321 visitors.

Embrace the thrill of the open road as you wave goodbye to Pescia Fiorentina and set your GPS to Ansedonia. 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 16 min. Upon reaching Ansedonia, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

When you're ready to see some sights, Spacco Della Regina is a great place to start. This sightseeing destination is rated an average of 4.2 out of 5 stars by 921 visitors.

Set your GPS to Grosseto and hit the road. Expect a journey of approximately 39 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Grosseto beckons with new experiences!

Kick off the day at River Park Ombrone Silvano Signori, a top pick for today’s sightseeing. This park is rated an average of 4.3 out of 5 stars in 626 reviews.

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

Make sure to book a table at Antica Trattoria Papei, a popular restaurant in Siena. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Siena at Osteria Quattro Venti, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Osteria da Divo. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Siena tonight.

Continue your evening by exploring the vibrant nightlife scene at Meet Life Cafè, a prime destination for a thrilling night out. Also, don’t forget to check out Maudit Pub, a bar that offers unique local touches. Likewise, Bar Impero Siena provides an excellent alternative for a fun evening.

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

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Day 8

Day 8 – Siena, Pisa, and Genoa

  • Genoa
  • Siena
  • Pisa
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Drive 286 km, 3 hours 57 min

  • Piazza del Campo
  • Duomo di Siena
  • Giardino Scotto
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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 Siena, and Pisa. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Begin your sightseeing with a visit to Piazza Del Campo. This square is rated an average of 4.8 out of 5 stars in 64,175 reviews.

Next up, make your way to Opera Delle Metropolitana. This museum has an average rating of 4.2 out of 5 stars from 879 reviews.

When you’re ready for your next sight of the day, continue to Siena Cathedral. This domus has an average rating of 4.8 out of 5 stars from 21,656 visitors.

Continue your road trip and head to your next destination, Pisa. This car ride takes around 1 hour 43 min.

Kick off the day at Cittadella Nuova, a top pick for today’s sightseeing. This fortress is rated an average of 4.4 out of 5 stars in 3,114 reviews.

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 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 Genoa for you so you can browse their menus in advance and make a reservation.

Experience a symphony of flavors at The Cook in Genoa by securing a reservation in advance. Renowned for its 1-star Michelin distinction, The Cook delights its guests with its exceptional variety of meals showcasing delicious modern cuisine. For a palate-pleasing alternative, make sure to dine at San Giorgio, acclaimed for its delectable modern, and ligurian specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Il Marin, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for seafood, and contemporary cuisine in the city.

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 9

Day 9 – Genoa - departure day

  • Genoa - Departure day
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  • Piazza Corvetto
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Today is the last day of your 9-day luxury holiday in Italy and it’s soon time to start your journey home. This is your chance to get one last glimpse of Genoa 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 Piazza Corvetto. This extraordinary sightseeing destination and attraction is rated an average of 4.2 out of 5 stars in 3,380 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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