Luxury 9-Day Italy Road Trip from Rimini traveling south to Arezzo, Rome, and Perugia

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Escape for the holiday of a lifetime with this 9-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 Rimini, 1 night in Arezzo, 4 nights in Rome, and 1 night in Perugia, 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 Rimini, Viserbella, Arezzo, Rome, Perugia, Pesaro, Gradara, and Cattolica 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 – Rimini - arrival day

  • Rimini - Arrival day
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  • Cavour Square
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Your luxury holiday in Italy begins as soon as you reach the city of Rimini. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Make Piazza Cavour your first stop of the day. Previous visitors have rated this point of interest an average of 4.5 out of 5 stars in 11,447 reviews.

Tonight, you will be treated to a stay at one of the best luxury hotels in Rimini. 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 Rimini for you so you can browse their menus in advance and make a reservation.

Make sure to book a table at Bar Lento, a popular restaurant in Rimini. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Rimini at Ristorante Lo Zodiaco Rimini, 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 Amarina. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Rimini tonight.

Keep the excitement of the evening going by visiting a bar or two. Caffè Il Borgo is an excellent place to start. You could also check out Primo Bacio Città Lounge Bar, offering a different kind of charm. A last recommendation for the day is Hobo's. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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 – Rimini, Viserbella, and Arezzo

  • Arezzo
  • Rimini
  • Viserbella
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Drive 165 km, 2 hours 31 min

  • Fountain of the four horses
  • Parco Federico Fellini
  • Italia in Miniatura
  • More

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 Arezzo, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Rimini, and Viserbella.

Kick off the day at Fountain Of The Four Horses, a top pick for today’s sightseeing. This park is rated an average of 4.6 out of 5 stars in 2,798 reviews.

Today is also your chance to visit Parco Federico Fellini. Parco Federico Fellini is a park with an average rating of 4.5 out of 5 stars from 11,076 reviews.

As you’ve unraveled the marvels of Rimini, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Viserbella may take around 15 min. Upon your arrival in Viserbella, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Seize the day by visiting some of the best attractions in the area, like Italia In Miniatura. This extraordinary miniature park has an average rating of 4.4 out of 5 stars from 20,510 visitors.

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

Prepare for an extraordinary culinary adventure in Arezzo by booking a table at Octavin, a 1-star Michelin restaurant that boasts an exceptional creative menu. If you're eager to try something different, consider La Clandestina, another top spot with a tantalizing menu.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Liquid Bar, a well-loved spot among locals and tourists.

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

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Day 3

Day 3 – Arezzo, and Rome

  • Rome
  • Arezzo
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Drive 230 km, 2 hours 48 min

  • Basilica di San Francesco
  • Santa Maria della Pieve
  • Piazza Grande
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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 Arezzo. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Journey into the unknown at San Francesco, Arezzo, a unique attraction awaiting your visit. This remarkable minor basilica has an average rating of 4.6 out of 5 stars from 2,377 reviews. Every year, San Francesco, Arezzo welcomes more than 20,939 curious visitors.

When you’re ready to continue your sightseeing, Santa Maria Della Pieve is a recommended place to visit. This church building is rated an average of 4.8 out of 5 stars in 720 reviews.

Another must-see attraction in Arezzo is Piazza Grande. Rated an average of 4.6 out of 5 stars by 14,465 travelers, this popular tourist destination in Arezzo offers an experience you will remember.

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 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.

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.

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.

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 4

Day 4 – Rome, and Vatican City

  • Rome
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Drive 11 km, 1 hour 11 min

  • Vatican Museums
  • St Peter's Basilica
  • Sistine Chapel
  • Castel Sant'Angelo
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On day 4 of your stress-free luxury holiday in Italy, you will explore the surroundings of Rome. You have 3 nights left in Rome, giving you enough time to explore the region.

Your sightseeing of the day begins at Castel Sant'angelo, a remarkable museum where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 72,431 reviews. Each year, this popular place of interest welcomes approximately 918,591 visitors.

Embrace the thrill of the open road as you wave goodbye to Rome 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 12 min. Upon reaching Vatican City, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Be one of the day’s first visitors at Vatican Museums. This art museum is rated an average of 4.6 out of 5 stars by 133,310 visitors. Attracting more than 1,612,530 yearly visitors, it’s a top sight you don’t want to miss.

When you’re finished at Vatican Museums, 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.

Beyond the above-mentioned attractions, you also have the opportunity to visit Sistine Chapel. This chapel is rated an average of 4.7 out of 5 stars by 52,083 visitors.

When you’re done exploring the best attractions, you’ll drive back to your luxury accommodation near the city of 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.

Dine in style at DEROMA - Farine Romane, a top recommendation for dinner tonight. Or, for a change of pace, La Taverna Italiana boasts a menu that's sure to impress. Also, be sure to check out Centro. Known as a local hotspot, it’s a great choice for tonight in Rome.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, The Apartment Bar Roma stands out as an excellent choice for a post-dinner cocktail. Alternatively, Hotel Hassler Roma offers an ideal atmosphere to enjoy the pleasures of the night.

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

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Day 5

Day 5 – Rome

  • Rome
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Drive 5 km, 1 hour 9 min

  • Colosseum
  • Roman Forum
  • Altar of the Fatherland
  • Pantheon
  • Piazza Navona
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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.

Make Colosseum one of your first sightseeing stops in Rome. Rated an average of 4.7 out of 5 stars by 328,821 travelers, a visit to this local attraction makes for a great introduction to the area. This roman amphitheatre attracts 7,400,000 visitors every year.

Roman Forum is a worthwhile attraction you can visit next. This square is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 114,450 reviews.

Today is also the perfect opportunity to drop by Altare Della Patria. This architectural structure has been rated an average of 4.8 out of 5 stars by 49,843 visitors. Up to 1,683,070 people travel to this site annually.

If you’re keen to explore more, head to Pantheon and find out why 30,000,000 people visit this spot every year. A trip to this popular roman temple is also your opportunity to see if it lives up to the reputable 4.8 out of 5-star rating as given by 189,682 previous visitors.

Another top place to visit is Piazza Navona. This square enjoys an average rating of 4.7 out of 5 stars from 158,771 local and international travelers.

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.

Savor the flavors at Ristorante Tema, a top pick for dinner tonight. Alternatively, Maccheroni beckons with its unique menu offerings. Also, consider RoYaL Art Cafè Roma. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

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

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Day 6

Day 6 – Rome

  • Rome
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Drive 7 km, 59 min

  • Villa Borghese
  • Piazza del Popolo
  • Spanish Steps
  • Piazza di Spagna
  • 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 1 night nights remaining.

A top pick for your self-guided sightseeing tour today is Villa Borghese. Previous visitors have rated this urban zone of rome an average of 4.6 out of 5 stars in 69,749 reviews.

Piazza Del Popolo is a local recommendation that you also can pay a visit today. This square is rated an average of 4.6 out of 5 stars in 89,807 reviews.

Another attraction you won't want to miss is Spanish Steps. This monumental staircase is rated an average of 4.5 out of 5 stars in 57,211 reviews.

Piazza Di Spagna is another outstanding experience in Rome. Around 113,658 travelers have rated this square an average of 4.7 out of 5 stars.

If you long for more, Trevi Fountain is not far away. This sculpture is a lovely addition to your itinerary. Previous visitors have rated it an average of 4.8 out of 5 stars in 343,494 reviews.

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.

Have a fantastic dining experience at Harry's Bar, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Amedeo offers an enticing alternative with its varied menu. Additionally, VinAllegro is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

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 7

Day 7 – Rome, and Perugia

  • Perugia
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Drive 174 km, 2 hours 28 min

  • Rocca Paolina
  • National Gallery
  • Piazza IV Novembre
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On day 7 of your luxury holiday in Italy, your road trip route will take you exploring the best of Perugia. The day's journey will conclude in Perugia, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Perugia. This drive usually takes around 2 hours 17 min, without any stops or traffic disruptions.

Make Rocca Paolina one of your first sightseeing stops in Perugia. Rated an average of 4.7 out of 5 stars by 7,128 travelers, a visit to this local attraction makes for a great introduction to the area.

National Gallery is a worthwhile attraction you can visit next. This museum is a valued place of interest in the area, with an average rating of 4.6 out of 5 stars from 1,294 reviews.

Today is also the perfect opportunity to drop by Piazza Iv Novembre. This square has been rated an average of 4.6 out of 5 stars by 9,189 visitors.

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

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

Savor the flavors at Ristorante Settimo Sigillo, a top pick for dinner tonight. Alternatively, Bar Pellas beckons with its unique menu offerings. Also, consider La Taverna. With its consistent customer satisfaction, it’s an excellent option for dining in Perugia tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Tommi Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Valentina offers an ideal atmosphere to enjoy the pleasures of the night. Caffe Dal Perugino is also a great option that provides a perfect setting for a relaxing evening.

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

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Day 8

Day 8 – Perugia, Pesaro, Gradara, Cattolica, and Rimini

  • Rimini
  • Pesaro
  • Gradara
  • Cattolica
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Drive 196 km, 3 hours 7 min

  • Parco Naturale Monte San Bartolo
  • Castello di Gradara
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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 Rimini, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Pesaro, Gradara, and Cattolica.

Fasten your seatbelt and make your way to your next stop. Pesaro, 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 Perugia to Pesaro may take around 2 hours 13 min without traffic disruptions. Upon arrival in Pesaro, we highly recommend checking out some of the top attractions.

An excellent attraction to start your day with is Parco Naturale Monte San Bartolo. This park is rated an average of 4.6 out of 5 stars in 12,733 reviews.

After soaking in Pesaro’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Gradara. Expect your car journey to take a minimum of 8 min. When you arrive in Gradara, it's time to take a break from the road.

When you're ready to see some sights, Gradara Castle is a great place to start. This castle is rated an average of 4.6 out of 5 stars by 22,114 visitors.

Embrace the thrill of the open road as you wave goodbye to Gradara and set your GPS to Cattolica. 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 14 min. Upon reaching Cattolica, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Begin your sightseeing with a visit to Fontana Delle Sirene. This sightseeing destination is rated an average of 4.4 out of 5 stars in 8,758 reviews.

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

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

Experience a taste of local culinary excellence while in Rimini by securing a table at Guido. An esteemed 1-star Michelin restaurant, it features an exceptional seafood, and modern menu. For an alternative taste experience, visit Abocar Due Cucine, famous for its scrumptious creative, and international dishes. This 1-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Osteria de Börg, a local favorite celebrated for its exquisite from romagna, and traditional cuisine in Rimini. Located in the heart of the city, this Bib Gourmand-awardee is an ideal pick for from romagna, and traditional cuisine lovers seeking top-notch culinary experiences.

Keep the excitement of the evening going by visiting a bar or two. Bar Capogiro is an excellent place to start. You could also check out Caffè Cavour, offering a different kind of charm. A last recommendation for the day is Bar Ilde - Il Baretto Della Buona Piadina. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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 – Rimini - departure day

  • Rimini - Departure day
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  • Arco di Augusto
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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 Rimini before saying goodbye.

Make the most of your final day in Italy by visiting Rimini’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 Arch Of Augustus. This extraordinary triumphal arch and attraction is rated an average of 4.6 out of 5 stars in 12,375 reviews, and is an excellent choice for your last sightseeing in Rimini.

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

You will then say farewell to Rimini 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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