One-Week Relaxed Italy Self-Drive Road Trip With Itinerary from Perugia to Florence

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Photo of Christmas in Assisi, Saint Francis Basilica with the Christmas Crib. Province of Perugia, Umbria, Italy.
Photo of Aerial view of Perugia from Rocca Paolina, Italy.
Photo of Panoramic view of the Saint Francis Basilica in Assisi, in the Province of Perugia, in the Umbria region of Italy.
photo of view of Sunset panorama view of Italian town Perugia.
photo of view of   Perugia beautiful historical center from Appia Street
photo of view  ofPerugia, Italy town skyline in the morning.
photo  of view  of Perugia, Italy on the medieval Aqueduct Street in the morning.
photo of view of Perugia, Italy. View of Chiesa di San Michele Arcangelo 5th century church known for its circular shape
photo of view of Religious Architecture of The Basilica of Saint Francis of Assisi (Basilica di San Francesco d’Assisi) in Umbria, Perugia Province, Italy. (Part I).
photo of view of  Porta Sole, one of the oldest access point to Perugia, Italy.
photo  of view  ofcourtyard of the convent of San Domenico in Perugia, Italy.
photo  of view of Basilica of San Domenico in Perugia, Umbria, Italy.
photo  of view of Perugia, Italy on the medieval Aqueduct Street in the morning.
photo of view of A glimpse of the ancient Basilica of San Francesco, Assisi, Perugia, Italy
Aerial view of the Cattedrale di Santa Maria del Fiore in Florence, Italy, overlooking the city
Photo of Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, Italy.
Photo of Woman enjoys beautiful view on famous Duomo cathedral in Florence, standing on empty cathedral square during morning time.
Photo of Summer street cafe on Piazza della Repubblica in Florence, Toscana province, Italy.
Photo of Giotto's Campanile - An aerial dusk view of Giotto's Campanile and the historical Old Town of Florence, as seen from the top of Brunelleschi's Dome of the Florence Cathedral. Florence, Tuscany, Italy.
Photo of Ponte Vecchio, old bridge over Arno River, Florence, Tuscany, Italy.
Photo of The Colossus of the Apennines, majestic stone sculpture by Giambologna located in the park of Villa Demidoff in Florence, Italy.
Photo of Fountain of Neptune in Florence in early morning.
Photo of Sunset view of Florence, Ponte Vecchio, Palazzo Vecchio and Florence Duomo, Italy. Architecture and landmark of Florence. Cityscape of Florence.
Vintage carousel and tourists in Piazza della Repubblica (Republic Square) and the arch in honor of the first king of united Italy on background in Florence, Italy.
Photo of Arches of the Vasari Corridor (Corridoio Vasariano) in Florence, Tuscany, Italy. View of the Lungarno degli Archibusieri.
cheerful senior woman cycling with her electric mountain bike above downtown of Florence with stunning view over the old city, Tuscany, Italy
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photo of view of Florence,Italy.
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Uncover the beauty of Italy on this 8-day relaxed road trip, journeying through Perugia, Santa Maria degli Angeli, Foligno, Siena, Florence, Pisa, Lucca, and Castellina in Chianti. Unwind at your leisure on this self-drive vacation, discovering hidden gems and immersing yourself in the serene exploration.

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, Santa Maria degli Angeli, Foligno, Siena, Florence, Pisa, Lucca, and Castellina in Chianti. Make yourself at home at top-rated hotels and stay 4 nights in Perugia and 3 nights in Florence. 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 8-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 Ponte Vecchio. Another highlight of this self-drive tour is the captivating Leaning Tower Of Pisa.

Traveling leisurely through Italy means you could spend as much time as you want at the magnificent Piazza Del Duomo, Pisa. With this travel plan, you could also soak in the atmosphere of the memorable Piazzale Michelangelo. Get close to the spectacular Cathedral Of Santa Maria Del Fiore and the wonderful Piazza Del Campo. 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 7 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 8 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 8-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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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Etruscan Arch
Basilica of Santa Maria degli AngeliFrontone GardensConvent of San DomenicoNational Archaeological Museum of UmbriaRocca PaolinaCarducci Gardens
Basilica of San Francesco d'AssisiPiazza del ComuneCathedral of San RufinoRocca MaggiorePorta Romana
Pubblico PalaceTower of Mangiapiazza del CampoSiena CathedralFortezza Medicea
Cathedral of Santa Maria del FiorePalazzo VecchioPonte VecchioUffizi GalleryBasilica of Santa Croce in Florencepiazzale Michelangelo
Piazza del Duomo, PisaLeaning Tower of PisaPiazza dell'AnfiteatroGuinigi TowerWalls of Lucca
Tumulo di MontecalvarioRocca di Castellina in ChiantiCastello di Brolio
Piazza IV Novembre

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Day 1

Day 1

  • Perugia - Arrival day
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  • Etruscan Arch
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Your relaxed road trip through Italy starts when you reach the incredible city of Perugia, where you'll stay for 3 nights. 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 Etruscan Arch, 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.

Enjoy a lovely dining experience at Ristorante Settimo Sigillo, a popular restaurant in Perugia. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Perugia at Caffè Baglioni, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Bar Pellas. It’s yet another ideal choice to enhance your time in Perugia tonight.

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

After your meal, keep the night alive at a bar like Tommi Bar, known for its lively atmosphere. Valentina is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffe Dal Perugino offers an excellent atmosphere for those looking to amp up the evening.

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
  • More

Drive 44 km, 1 hour 14 min

  • Basilica of Santa Maria degli Angeli
  • Frontone Gardens
  • Convent of San Domenico
  • National Archaeological Museum of Umbria
  • Rocca Paolina
  • Carducci Gardens
  • More

Your laid-back and relaxed road trip in Italy continues on day 2, allowing you to create more unforgettable memories. Today’s travel plan offers you the chance to have a more in-depth understanding of Italy and its people by visiting the offerings and top attractions of Perugia and beyond. With 2 nights left in Perugia, you’ll have enough time to eat and unwind at popular restaurants and bars in the city.

Today’s agenda in Perugia includes a church, a park, a museum, a historical landmark and much more! Basilica Of Santa Maria Degli Angeli is must-visit church and a great starting point for the day. Next, continue your journey to Frontone Gardens, a frequently visited park, located just a leisurely stroll away. Next, head to Convent Of San Domenico, a photogenic church, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Perugia. When you're ready, let your sightseeing route take you to the underrated National Archaeological Museum Of Umbria. If you’re looking for more, Rocca Paolina is also a worthwhile attraction that is worthwhile a visit. Lastly, don’t miss Carducci Gardens, a place of instagrammable interest in the village.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Perugia.

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 lovely meal at La Taverna, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante del Sole is another top choice with a popular menu. You could also check for a table at Al Mangiar Bene. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Perugia tonight.

Experience the amazing nightlife in Perugia and unwind at the coolest bars in the city.

Keep the excitement of the evening going by visiting a bar or two. Caffè Fortebraccio is an excellent place to start. You could also check out Caffe Del Banco, offering a different kind of charm. A last recommendation for the day is Dempsey's Perugia. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

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Day 3

Day 3

  • Perugia
  • More

Drive 84 km, 2 hours 4 min

  • Basilica of San Francesco d'Assisi
  • Piazza del Comune
  • Cathedral of San Rufino
  • Rocca Maggiore
  • Porta Romana
  • More

On day 3 of your relaxed road trip, you’ll start your self-paced adventure in Perugia and visit amazing attractions in Santa Maria degli Angeli and Foligno destinations, just outside of the city. You still have 1 night left in Perugia. This means today is also another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Today, you'll explore some of the most beautiful places in Perugia, including a church, a public square, a castle, a monument and much more! 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 romantic places you will experience today.

One of the best things about exploring Perugia 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 Cathedral Of San Rufino, an underrated church in the town. If you’re up for more discoveries, don’t forget to reserve some time for Rocca Maggiore and Porta Romana.

When you’re done exploring for the day, you’ll return to Perugia and your accommodation.

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

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

After dinner, it’s time to fall in love with the amazing nightlife in Perugia and unwind at some of the best bars in the city.

Round off your dining experience by visiting Il Birrino, a prime location for a drink. Alternatively, explore the distinctive characteristics of Quei Bravi Ragazzi, a bar catering to every mood and preference. Lo Chalet - Lounge Bar likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 4

Day 4

  • Perugia
  • Florence
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Drive 180 km, 3 hours 4 min

  • Pubblico Palace
  • Tower of Mangia
  • piazza del Campo
  • Siena Cathedral
  • Fortezza Medicea
  • More

Day 4 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!

Today’s route brings family-friendly attractions, scenic views, and picturesque spots. The first attraction of today is Pubblico Palace. This curiosity-inducing palace is a breathtaking place to see in Perugia. Continue your discovery at Tower Of Mangia, a picture-perfect monument with stories to tell.

As you stroll around Perugia, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Piazza Del Campo. This extraordinary public square offers a visually striking encounter with Perugia. Next, make your way to Siena Cathedral to add another highlight to your day. After that, visit Fortezza Medicea (siena), an underrated monument that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Perugia.

You’ll be staying at the incredible city of Florence in this laid-back road trip in Italy. You'll stay here for 3 nights.

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 Florence, 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 Ristorante Oliviero 1962, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Di Poneta Novoli, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Il Vinile ensures a night out tailored to your taste.

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

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Day 5

Day 5

  • Florence
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Drive 8 km, 1 hour 3 min

  • Cathedral of Santa Maria del Fiore
  • Palazzo Vecchio
  • Ponte Vecchio
  • Uffizi Gallery
  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
  • More

On day 5 of your leisurely self-drive tour across Italy, you’ll go deep into Florence, where you'll stay for 2 nights, 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 Florence, and meet locals along the way!

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most widely recognized attractions included on the itinerary is Cathedral Of Santa Maria Del Fiore. This enchanting church will help you start your sightseeing on top. Then, take a leisurely stroll to Palazzo Vecchio and learn what makes this enchanting palace unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the globally renowned Ponte Vecchio. After exploring the historical landmark, head to Uffizi Gallery. This spectacular art gallery is a highlight in Florence. As your day continues, stop by Basilica Of Santa Croce In Florence, known for its heritage-rich features. Lastly, don’t forget to check out the impressive Piazzale Michelangelo. Enjoy exploring this incredible observation deck at your own pace.

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

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

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

After dinner, it’s time to fall in love with the amazing nightlife in Florence and unwind at some of the best bars in the city.

Continue your evening by exploring the vibrant nightlife scene at Bar 50 Rosso, a prime destination for a thrilling night out. Also, don’t forget to check out Bitter Bar, a bar that offers unique local touches. Likewise, Archea Brewery provides an excellent alternative for a fun evening.

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

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Day 6

Day 6

  • Florence
  • More

Drive 196 km, 3 hours 17 min

  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Piazza dell'Anfiteatro
  • Guinigi Tower
  • Walls of Lucca
  • More

On day 6 of your relaxed road trip across Italy, you’ll explore the area around Florence, where you’ll be staying for another 1 night. With so many fun and inspiring experiences to offer, a tour of Florence will make you fall even more in love with the city and uniqueness of Italy.

Savor the day by visiting some of the best places to see in Florence, including a public square, a monument, and a historical landmark. Start your adventure at Piazza Del Duomo, Pisa. This iconic public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Leaning Tower Of Pisa located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Piazza Dell'anfiteatro. Its visually striking features will captivate you. After the public square, continue your tour of the city with a visit to Guinigi Tower. Visitors usually appreciate the romantic features of this monument. Next up is Mura Di Lucca, a highly recommended historical landmark.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.

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 Florence, explore the city like a local by trying out the best restaurants in the area.

Treat yourself to a wonderful meal at Ristorante Buca Mario, a top-rated dining spot in Florence. If you're in the mood for something new, try Agricola Toscana, another premier location with a delectable menu. You might also want to book a table at Eataly Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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.

Unwind after your meal by stepping into Gosh*. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Quelo Bar, another top-rated bar in the area.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Italy!

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Day 7

Day 7

  • Florence
  • Perugia
  • More

Drive 183 km, 3 hours 11 min

  • Tumulo di Montecalvario
  • Rocca di Castellina in Chianti
  • Castello di Brolio
  • More

Day 7 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the village of Castellina in Chianti and drive in the direction of the hamlet of San Regolo for some laid-back sightseeing. You’ll end your day in the city of Perugia, where you’ll stay for 1 night.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most often recommended attractions included on the itinerary is Tumulo Di Montecalvario. This symbolic archeological site will help you start your sightseeing on top. Then, take a leisurely stroll to Rocca Di Castellina In Chianti and learn what makes this romantic castle unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the often recommended Castello Di Brolio.

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

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.

Treat yourself to a delicious dinner at Alphaville, an excellent option for tonight's dining. Looking for something different? Osteria a Priori offers a tantalizing alternative with its diverse menu. And don’t miss La Bottega di Perugia. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Perugia.

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 Punto Di Vista, ideal for a leisurely evening with a drink in hand.

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 8

Day 8

  • Perugia - Departure day
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  • Piazza IV Novembre
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Day 8 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.

On your last day in Italy, take time to indulge in shopping at Perugia’s popular marketplace. Look for keepsakes or souvenirs to remind you of your trip.

If you're up for some more sightseeing, begin at Piazza Iv Novembre. This increasingly popular public square is a popular place to see in the city.

Unwind and look back at the past 8 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.

Have a fantastic dining experience at Ristorante IL CANTINONE Perugia, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Locanda Del Bartoccio offers an enticing alternative with its varied menu.

Give yourself enough time to wave goodbye to Perugia and begin your journey home. The unforgettable experiences you’ve collected along your 8-day relaxed road trip in Italy is a story you will tell for the rest of your life.

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