Relaxed 11-Day Italy Self-Drive Road Trip With Itinerary from Perugia to Rome and Siena

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Discover Italy stress-free with this 11-day relaxed road trip, winding through Perugia, Rome, Siena, and Santa Maria degli Angeli. Enjoy a relaxing self-drive holiday through stunning landscapes and calm adventures.

This self-drive package allows you to travel through picture-perfect landscapes in Italy at a relaxed pace. Get a dose of comfort, fun, and recreation in Perugia, Rome, Siena, and Santa Maria degli Angeli. Make yourself at home at top-rated hotels and stay 2 nights in Perugia, 4 nights in Rome, and 4 nights in Siena. Finally, taste the local food and enjoy a refreshing drink at the most popular restaurants and bars along your road trip route in Italy.

Freedom of choice is key to a relaxing road trip in Italy. For your self-drive vacation, we’ll offer you a selection of the best rental vehicles with CDW insurance. Upon arrival in Perugia, you’ll collect your rental car of choice. From there, you’ll begin your 11-day journey across Italy and discover its unique culture, history, and diverse scenery.

Experience the essence of leisurely self-drive exploration across Italy with our handpicked selection of accommodations. From relaxed stays at renowned 5-star hotels offering magnificent views to comfortable 3-star options that cater to budget-conscious travelers, we ensure your journey is optimized for relaxation and comfort. Discover the perfect place to stay and unwind as you embark on a laid-back adventure in Italy.

We’ll introduce you to some of the best travel destinations in Italy. This relaxed road trip features the stunning Trevi Fountain. Another highlight of this self-drive tour is the captivating Colosseum.

Traveling leisurely through Italy means you could spend as much time as you want at the magnificent Pantheon. With this travel plan, you could also soak in the atmosphere of the memorable Piazza Navona. Get close to the spectacular St. Peter's Basilica and the wonderful Roman Forum. You’ll have plenty of time to take in each attraction's unique features, learn its unique history, and appreciate it to the fullest.

Enjoy strolling through Italy's shopping hotspots near your accommodation. Visit shops, discover the locals’ way of life, or try various specialties. Don't forget to bring home a piece of the country that will remind you of your relaxing vacation in Italy.

Between sightseeing, you can make the most of your downtime and join a popular tour in Italy. This relaxed road trip also gives you plenty of time to stroll through Italy's shopping hotspots. Through these experiences, you'll have plenty of opportunities to discover the locals’ way of life and soak in the rich cultural heritage of the Italy.

This self-drive vacation package includes everything you need for a stress-free, easy road trip through Italy. You’ll have a cozy place to stay for 10 nights, with a selection of top-rated breakfast and restaurant options nearby. We'll also provide you with the best rental car you can use throughout the 11 days of your self-drive road trip in Italy. On top of all that, you also have the option to add flights to your travel plan and personalize each day of your itinerary by adding tours and tickets.

This self-drive package includes 24/7 travel support and a step-by-step guide. You can access the guide at any point of your journey through our mobile app, where you can also keep and organize your travel documents.

Spend an amazing 11-day vacation in Italy and get to know more about this fantastic destination. Choose your travel dates and plan a laid-back and relaxed road trip in Italy today!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Piazza IV Novembre
Carducci GardensPorta MarziaRocca Paolina
Trevi FountainPiazza di SpagnaSpanish Stepspiazza del PopoloVilla Borghese
Circus MaximusColosseumRoman ForumCapitoline HillAltare della Patria
Campo de' Fiorilargo di Torre ArgentinaPantheonPiazza NavonaCastel Sant'Angelo
St Peter's Basilica

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Day 1

Day 1

  • Perugia - Arrival day
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  • Piazza IV Novembre
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Your relaxed road trip through Italy starts when you reach the incredible city of Perugia, where you'll stay for 1 night. You'll pick up your rental car in Perugia and begin your adventure in Italy.

Perugia is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Piazza Iv Novembre, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Perugia. Make yourself at home and enjoy some downtime before heading out again.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Perugia, it's often a good idea to reserve a table in advance.

Don’t miss out on dining at Ristorante Settimo Sigillo, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Caffè Baglioni, another top spot with a mouthwatering menu. You might also want to secure a reservation at Bar Pellas. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Perugia this evening.

As the day is coming to an end, stop at some of Perugia’s best bars to celebrate this day of your slow-paced adventure in Italy.

Unwind after your meal by stepping into Tommi Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Valentina offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffe Dal Perugino, another top-rated bar in the area.

Raise a toast as you look back into the highlights of today’s laid-back and relaxed road trip adventure in Italy. Enjoy your first taste of Perugia as you soak in the city’s unique vibe.

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Day 2

Day 2

  • Perugia
  • Rome
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Drive 184 km, 2 hours 33 min

  • Carducci Gardens
  • Porta Marzia
  • Rocca Paolina
  • More

Day 2 of your relaxed road trip across the beautiful country of Italy will take you on a self-paced journey to more than one incredible place in one day. See some of the best attractions in Italy, taste the most delectable foods and exquisite drinks, and make incredible memories as you go!

A blend of fun adventures, romantic experiences, and scenic views await you in Perugia on today’s itinerary. First up is the locally appreciated park, Carducci Gardens. Afterward, continue to Porta Marzia.

As you explore Perugia’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Rocca Paolina. This often recommended historical landmark is an essential stop that should not be missed.

Continue your laid-back road trip exploration of the best attractions in Italy at Rome. Select from top hotels and accommodations in the city to recharge and rejuvenate.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Rome.

Experience a symphony of flavors at La Pergola in Rome by securing a reservation in advance. Renowned for its 3-star Michelin distinction, La Pergola delights its guests with its exceptional variety of meals showcasing delicious mediterranean and contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Il Pagliaccio, acclaimed for its delectable creative and innovative specialties. This local 2-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Enoteca La Torre, a top-rated restaurant known for its outstanding menu. Known as a top-rated 2-star Michelin establishment, it's a top choice for mediterranean and creative cuisine in the city.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Rome.

Keep the excitement of the evening going by visiting a bar or two. La Botticella Of Poggi Giovanni is an excellent place to start. You could also check out Almalu Trastevere, offering a different kind of charm. A last recommendation for the day is Bar Viminale Di Pepi Maurilio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Italy!

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Day 3

Day 3

  • Rome
  • More

Drive 8 km, 1 hour 2 min

  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • piazza del Popolo
  • Villa Borghese
  • More

Day 3 introduces you to many popular attractions and activities in Rome, further proving that leisurely self-drive tours in Italy are extraordinary.

Set out on a day brimming with family-friendly attractions, romantic experiences, and breathtaking views. Start at the world-famous Trevi Fountain, a romantic monument in Rome. Next, go to Piazza Di Spagna.

After visiting Trevi Fountain and Piazza Di Spagna, take time to explore Rome's streets and absorb its charm. Continue your sightseeing by heading to Spanish Steps. This symbolic public square offers a unique experience. Piazza Del Popolo is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Villa Borghese, one of the most serene places to visit in Rome.

Italy makes the perfect setting for a calming but fun exploration. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

Exploring new places makes you hungry. Luckily, Rome has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Treat yourself to a delicious dinner at RomAntica, an excellent option for tonight's dining. Looking for something different? Coso Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss DEROMA - Farine Romane. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

Cap off your dinner by heading to Sant' Eustachio Caffè, ideal for a leisurely evening with a drink in hand. Yellowsquare Rome is another bar that offers an enjoyable setting. Similarly, Caffè Portofino is also a popular place to go on a night out, perfect for relaxing and socializing.

Savor the rest of the night and celebrate another incredible relaxed road trip adventure in the magical Rome!

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Day 4

Day 4

  • Rome
  • More

Drive 4 km, 54 min

  • Circus Maximus
  • Colosseum
  • Roman Forum
  • Capitoline Hill
  • Altare della Patria
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Day 4 of your relaxed road trip through Italy means 24 hours of making the best memories in Rome. You’ll go sightseeing at famous attractions in Rome. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Rome!

Enjoy the perfect balance of relaxation and exploration in Rome today. One of the most captivating attractions included on the itinerary is Circus Maximus. This instagrammable archeological site will help you start your sightseeing on top. Then, take a leisurely stroll to Colosseum and learn what makes this UNESCO world heritage-designated archeological site unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the timeless Roman Forum. After exploring the archeological site, head to Capitoline Hill. This popular public square is a highlight in Rome. Lastly, don’t forget to check out the captivating Altare Della Patria. Enjoy exploring this incredible monument at your own pace.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Rome. There are so many fun and eye-opening activities to try out in Rome that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Rome to find the best options for you!

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Rome.

Enjoy a delicious meal at Hotel de Russie, a highly-rated dining destination in Rome. If you're eager to try something different, consider La Taverna Italiana, another top spot with a tantalizing menu. You might also want to secure a reservation at The Parrot Bar. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

As the day is coming to an end, stop at some of Rome’s best bars to celebrate this day of your slow-paced adventure in Italy.

Round off your dining experience by visiting The Apartment Bar Roma, a prime location for a drink. Alternatively, explore the distinctive characteristics of Hotel Hassler Roma, a bar catering to every mood and preference.

Look back at an amazing day filled with adventure in Italy. And don’t forget to get some rest so you can continue your relaxed holiday in Italy tomorrow with new energy.

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Day 5

Day 5

  • Rome
  • More

Drive 8 km, 58 min

  • Campo de' Fiori
  • largo di Torre Argentina
  • Pantheon
  • Piazza Navona
  • Castel Sant'Angelo
  • More

On day 5 of your leisurely self-drive tour across Italy, you’ll go deep into Rome, where you'll stay for 1 night, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Rome, and meet locals along the way!

Rome is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and photo-friendly spots! Start at Campo De' Fiori, an impressive public square that is worthwhile a visit in the city. Nearby, you’ll find Largo Di Torre Argentina, enchanting visitors with its eye-catching appeal. Continue your exploration at Pantheon. This monument is one of the city’s most world-famous spots.

Enjoy the freedom of exploring Rome at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Piazza Navona. After exploring the public square, head to the spectacular Castel Sant'angelo. This castle will wrap up today’s self-guided sightseeing tour in the city.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Rome offers a wide selection of experiences for every traveler.

Exploring the food culture in Rome offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

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

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

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Day 6

Day 6

  • Rome
  • Siena
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Drive 242 km, 2 hours 57 min

  • St Peter's Basilica
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On day 6 of your laid-back and relaxed road trip adventure, you’ll have the chance to visit more than one remarkable area in Italy. Since this self-drive tour offers freedom and flexibility, you can decide how much time you want to spend in each place to enjoy the memorable travel destinations in Italy.

In the city of Siena, you’ll find plenty of stay options that will accommodate your need for rest and relaxation after spending your day on the road. Our top recommendations perfectly complement your relaxed road trip vacation in Italy.

Exploring new places makes you hungry. Luckily, Siena has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight. Alternatively, Ristorante Tar-Tufo beckons with its unique menu offerings. Also, consider Antica Trattoria Papei. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

Keep the evening going at Meet Life Cafè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Maudit Pub, which offers a similarly pleasant setting and great drinks. Another option is Bar Impero Siena, which provides an inviting environment for unwinding after a busy day out.

Raise your glass and relax after another big day of your leisurely paced road trip in Italy!

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Day 7

Day 7

  • Siena
  • More

Drive 1 km, 23 min

  • Pinacoteca Nazionale
  • Musei dell’Accademia dei Fisiocritici
  • Orto Botanico dell'Università di Siena
  • More

Day 7 introduces you to many popular attractions and activities in Siena, further proving that leisurely self-drive tours in Italy are extraordinary.

Today’s route brings fun adventures, photo-friendly spots, and historic treasures. The first attraction of today is Pinacoteca Nazionale. This underrated art gallery is a respected place to see in Siena. Continue your discovery at Musei Dell’accademia Dei Fisiocritici, an eye-catching museum with stories to tell.

As you stroll around Siena, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Orto Botanico Dell'università Di Siena. This intriguing botanical garden offers a mesmerizing encounter with Siena.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Siena, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Make sure to reserve a table at Osteria Quattro Venti, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Fischi per Fiaschi, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Osteria da Divo, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Siena. The bars in Siena make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Extend your evening after a delightful meal by visiting Charlie Mixology Bar Di Aldinucci Riccardo, which offers the perfect atmosphere for a night out. Moreover, Bar Pinacoteca is another popular option for a drink or two. Likewise, San Paolo Pub also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Free your mind of worries as you enjoy the taste of freedom on your laid-back, relaxed road trip adventure across Italy.

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Day 8

Day 8

  • Siena
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Drive 0.9 km, 14 min

  • Siena Cathedral
  • piazza del Campo
  • Pubblico Palace
  • More

Day 8 of your relaxed road trip through Italy means 24 hours of making the best memories in Siena. You’ll go sightseeing at famous attractions in Siena. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Siena!

Bring your curiosity for today’s adventure around Siena. Some of the city’s most loved attractions await. Siena Cathedral is the perfect place to start. This church is one of the most interesting places to visit in Siena. Next, head to Piazza Del Campo, an impressive public square, known for its respected features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Pubblico Palace. This UNESCO world heritage-designated palace offers a unique experience that is highly recommended.

Italy makes the perfect setting for a calming but fun exploration. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Enjoy a delicious meal at Ristorante San Desiderio, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Osteria Le Logge, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Taverna Di Cecco. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

Soak in the unique atmosphere of Siena as you commemorate this day of your relaxed road trip through Italy with a toast. Cheers to a memorable leisurely self-drive holiday in Italy!

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Day 9

Day 9

  • Siena
  • More

Drive 1 km, 19 min

  • Palazzo Salimbeni
  • Santuario di Santa Caterina
  • Basilica of San Domenico
  • More

On day 9 of your leisurely self-drive tour across Italy, you’ll go deep into Siena, where you'll stay for 1 night, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Siena, and meet locals along the way!

Siena is brimming with adventures. Today’s wonderful stops include a palace and a church. Begin your sightseeing adventure at the increasingly popular Palazzo Salimbeni. Just a short distance away is Santuario Di Santa Caterina, a culturally significant church that draws visitors from far and near.

Continue your journey to Basilica Of San Domenico, one of the city’s most intriguing spots that you shouldn’t miss.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Siena. There are so many fun and eye-opening activities to try out in Siena that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Siena to find the best options for you!

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Siena, explore the city like a local by trying out the best restaurants in the area.

Don’t miss out on dining at Bar Pasticceria Nannini Toselli, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Gallo Nero, another top spot with a mouthwatering menu. You might also want to secure a reservation at Bar osteria enea. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Hang out and unwind at some of the top bars in Siena.

Raise your glass and relax after another big day of your leisurely paced road trip in Italy!

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Day 10

Day 10

  • Siena
  • Perugia
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Drive 155 km, 2 hours 31 min

  • Basilica of San Francesco d'Assisi
  • Piazza del Comune
  • Basilica di Santa Chiara
  • Basilica of Santa Maria degli Angeli
  • More

Day 10 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the town of Santa Maria degli Angeli and drive in the direction of the village of Santa Maria degli Angeli for some laid-back sightseeing. You’ll end your day in the city of Perugia, where you’ll stay for 1 night.

Today, you'll explore some of the most beautiful places in Siena, including a church and a public square. Start your day with a visit to Basilica Of San Francesco D'assisi. This captivating church is a must-visit in the town. When you’re ready for your next discovery, continue to Piazza Del Comune, which may be one of the most culturally significant places you will experience today.

One of the best things about exploring Siena on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Basilica Di Santa Chiara, an increasingly popular church in the town. If you’re up for more discoveries, don’t forget to reserve some time for Basilica Of Santa Maria Degli Angeli.

You’ll be staying at the incredible city of Perugia in this laid-back road trip in Italy. You'll stay here for 1 night.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Perugia, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Enjoy a delicious meal at La Taverna, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Ristorante del Sole, another top spot with a mouthwatering menu. You might also want to secure a reservation at Al Mangiar Bene. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Perugia this evening.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Caffè Fortebraccio, known for its inviting atmosphere. Caffe Del Banco is another great option if you’re looking for a place to get the night started. Similarly, Dempsey's Perugia provides a great setting to enjoy the night away.

Savor the rest of the night and celebrate another incredible relaxed road trip adventure in the magical Perugia!

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Day 11

Day 11

  • Perugia - Departure day
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  • Etruscan Arch
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Day 11 of your relaxed road trip in Italy is your departure day. If you have a flight to catch, you’ll drop off your rental car well in advance before your departure. Choose a late flight to enjoy a stress-free last day in Perugia.

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

If you're up for some more sightseeing, we recommend visiting Etruscan Arch, a picture-perfect historical landmark before you head out.

Unwind and look back at the past 11 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Perugia or just grab something light to keep you going.

If you're eager to try something different, consider Elfo Pub Perugia, another top spot with a tantalizing menu.

Give yourself enough time to wave goodbye to Perugia and begin your journey home. The unforgettable experiences you’ve collected along your 11-day relaxed road trip in Italy is a story you will tell for the rest of your life.

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