Luxury One-Week Italy Road Trip from Rimini traveling south to Perugia, Rome, Arezzo, and Florence

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Escape for the holiday of a lifetime with this 8-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 Perugia, 2 nights in Rome, 1 night in Arezzo, and 1 night 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 8-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 8-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 8-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, Perugia, Rome, Arezzo, Pisa, Lucca, and Florence 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!

Be one of the day’s first visitors at Piazza Cavour. This sightseeing destination is rated an average of 4.5 out of 5 stars by 11,447 visitors.

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.

Discover a world of culinary delights in Rimini, 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.

Dine in style at Bar Lento, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Lo Zodiaco Rimini boasts a menu that's sure to impress. Also, be sure to check out Amarina. Known as a local hotspot, it’s a great choice for tonight in Rimini.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Caffè Il Borgo, known for its inviting atmosphere. Primo Bacio Città Lounge Bar is another great option if you’re looking for a place to get the night started. Similarly, Hobo's provides a great setting to enjoy the night away.

Raise a toast to the start of your 8-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Rimini, and Perugia

  • Perugia
  • Rimini
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Drive 185 km, 2 hours 55 min

  • Arco di Augusto
  • Malatestiano Temple
  • Parco Federico Fellini
  • Spiaggia libera
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On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Rimini. 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.

Make Arch Of Augustus one of your first sightseeing stops in Rimini. Rated an average of 4.6 out of 5 stars by 12,375 travelers, a visit to this local attraction makes for a great introduction to the area.

Malatestiano Temple is a worthwhile attraction you can visit next. This church is a valued place of interest in the area, with an average rating of 4.6 out of 5 stars from 3,284 reviews.

Today is also the perfect opportunity to drop by Parco Federico Fellini. This park has been rated an average of 4.5 out of 5 stars by 11,076 visitors.

If you’re keen to explore more, head to La Ruota Panoramica. A trip to this popular sightseeing destination is also your opportunity to see if it lives up to the reputable 4.4 out of 5-star rating as given by 4,242 previous visitors.

Another top place to visit is Spiaggia Libera. This sightseeing destination enjoys an average rating of 4.3 out of 5 stars from 4,793 local and international travelers.

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.

Discover a world of culinary delights in Perugia, 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.

Treat yourself to a wonderful meal at Ristorante Settimo Sigillo, a top-rated dining spot in Perugia. If you're in the mood for something new, try Bar Pellas, another premier location with a delectable menu. You might also want to book a table at La Taverna. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Perugia.

Round off your dining experience by visiting Tommi Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Valentina, a bar catering to every mood and preference. Caffe Dal Perugino likewise offers a unique atmosphere, perfect for a memorable night out.

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 – Perugia, Vatican City, and Rome

  • Rome
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Drive 184 km, 3 hours

  • Vatican Museums
  • Saint Peter's Square
  • Sistine Chapel
  • St Peter's Basilica
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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 Vatican City. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Set your GPS to Vatican City, Vatican City and hit the road. Expect a journey of approximately 2 hours 17 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Vatican City beckons with new experiences!

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

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.

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

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Day 4

Day 4 – Rome

  • Rome
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Drive 9 km, 1 hour 9 min

  • Piazza di Spagna
  • Trevi Fountain
  • Pantheon
  • Piazza Navona
  • Castel Sant'Angelo
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Day 4 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.

Begin your sightseeing with a visit to Piazza Di Spagna. This square is rated an average of 4.7 out of 5 stars in 113,658 reviews.

Next up, make your way to Trevi Fountain. This sculpture has an average rating of 4.8 out of 5 stars from 343,494 reviews.

When you’re ready for your next sight of the day, continue to Pantheon. This roman temple has an average rating of 4.8 out of 5 stars from 189,682 visitors. Up to 30,000,000 people visit this place of interest annually.

Beyond the above-mentioned attractions, 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.

If you’re keen to explore even more, then consider a visit to Castel Sant'angelo. This museum is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 72,431 visitors. Approximately 918,591 travelers visit Castel Sant'angelo 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 delicious meal at DEROMA - Farine Romane, 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 Centro. With a reputation for consistently satisfied customers, it’s an excellent choice to enhance your stay in Rome this evening.

After your meal, keep the night alive at a bar like The Apartment Bar Roma, known for its lively atmosphere. Hotel Hassler Roma is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance.

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 5

Day 5 – Rome, and Arezzo

  • Arezzo
  • Rome
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Drive 226 km, 3 hours 22 min

  • Altar of the Fatherland
  • Roman Forum
  • Colosseum
  • Piazza del Popolo
  • Villa Borghese
  • More

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

An excellent attraction to start your day with is Altare Della Patria. This architectural structure typically receives around 1,683,070 visitors every year and is rated an average of 4.8 out of 5 stars in 49,843 reviews.

Continue your journey at Roman Forum. This square is rated 4.7 out of 5 stars by 114,450 travelers from near and far.

Rome is also the home of Colosseum. This roman amphitheatre has an average rating of 4.7 out of 5 stars from 328,821 visitors. Each year, around 7,400,000 travelers visit this top sight, and today is your chance to do the same.

You can continue your self-guided sightseeing tour at Piazza Del Popolo. Rated 4.6 out of 5 stars by 89,807 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Villa Borghese. With an average rating of 4.6 out of 5 stars from 69,749 reviews, it’s hard to refuse the opportunity to see this urban zone of rome.

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.

Begin your culinary exploration in Arezzo by securing a reservation at Octavin. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of creative cuisine. Or, for a change of pace, La Clandestina boasts a menu that's sure to impress.

Unwind after your meal by stepping into Liquid Bar. This venue is celebrated for its extensive drink selections and cozy vibes.

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 6

Day 6 – Arezzo, Pisa, Lucca, and Florence

  • Florence
  • Pisa
  • Lucca
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Drive 273 km, 3 hours 49 min

  • Leaning Tower of Pisa
  • Piazza del Duomo
  • Cattedrale di Pisa
  • Piazza dell'Anfiteatro
  • More

On day 6 of your luxury holiday in Italy, your road trip route will take you exploring the best of Pisa, and Lucca. The day's journey will conclude in Florence, 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.

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 Arezzo to Pisa may take around 1 hour 56 min without traffic disruptions. Upon arrival in Pisa, we highly recommend checking out some of the top attractions.

Start your sightseeing with a visit to Leaning Tower Of Pisa. This bell tower is a popular stop on travelers’ itineraries in Pisa, with an average rating of 4.7 out of 5 stars by 116,882 visitors. Around 3,200,000 people visit this attraction every year.

Piazza Del Duomo, Pisa is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 104,550 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Pisa Cathedral. Visitors have rated this cathedral an average of 4.8 out of 5 stars in 8,361 reviews.

Lucca’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Pisa behind. This drive usually takes around 31 min. Lucca welcomes you with a multitude of unique vacation experiences.

Your sightseeing of the day begins at Piazza Dell'anfiteatro, a remarkable square where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 24,190 reviews.

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.

Discover the culinary delights of Florence by securing a reservation at Enoteca Pinchiorri. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of italian contemporary cuisine. For an alternative dining experience, try Santa Elisabetta, renowned for its delicious creative, and mediterranean 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 Gucci Osteria da Massimo Bottura, a highly recommended local eatery celebrated for its mouthwatering italian contemporary, and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Archea Brewery provides an excellent alternative for a fun 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.

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Day 7

Day 7 – Florence, and Rimini

  • Rimini
  • Florence
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Drive 233 km, 3 hours 2 min

  • Piazza della Signoria
  • Uffizi Gallery
  • Ponte Vecchio
  • Cathedral of Santa Maria del Fiore
  • Piazzale Michelangelo
  • 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 Florence. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Make Piazza Della Signoria your first stop of the day. Previous visitors have rated this square an average of 4.8 out of 5 stars in 66,956 reviews.

Next up, make a stop at Uffizi Gallery. With an average rating of 4.7 out of 5 stars by 61,794 visitors, it's easy to understand why so many people visit this national museum every year. In fact, this attraction welcomes 2,011,219 annual visitors.

Ponte Vecchio is another attraction you can visit on this day of your vacation. This deck arch bridge has an average rating of 4.7 out of 5 stars by 118,099 visitors.

When you’re finished at Ponte Vecchio, the perfect next stop is Cathedral Of Santa Maria Del Fiore. This church is rated an average of 4.8 out of 5 stars in 76,359 reviews.

If you’re keen to explore even more, then consider a visit to Piazzale Michelangelo. This square is a top place to visit, with a rating of 4.8 out of 5 stars from 77,744 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.

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

Experience a symphony of flavors at Guido in Rimini by securing a reservation in advance. Renowned for its 1-star Michelin distinction, Guido delights its guests with its exceptional variety of meals showcasing delicious seafood, and modern cuisine. For a palate-pleasing alternative, make sure to dine at Abocar Due Cucine, acclaimed for its delectable creative, and international 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 Osteria de Börg, a top-rated restaurant known for its outstanding menu. Known as a top-rated Bib Gourmand-establishment, it's a top choice for from romagna, and traditional cuisine in the city.

After savoring a delicious meal, step into the vibrant nightlife at Bar Capogiro, where the evening is just getting started. In the same way, Caffè Cavour offers a unique charm perfect for experiencing the local bar scene in Rimini. Bar Ilde - Il Baretto Della Buona Piadina 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.

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Day 8

Day 8 – Rimini - departure day

  • Rimini - Departure day
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  • Porta Montanara
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Today is the last day of your 8-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.

Maximize your last day in Italy and go on a shopping spree in Rimini’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.

Make the most of what's left of your luxury vacation and head out to the stunning Porta Montanara. This extraordinary city gate and attraction is rated an average of 4.5 out of 5 stars in 1,038 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.

Have a fantastic dining experience at Sabbioni Pizza & Restaurant, a highly recommended choice for tonight's dinner. If you're looking to mix things up, In The Courtyard Center Gourmet Pizza offers an enticing alternative with its varied menu.

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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