Relaxed 14-Day Italy Road Trip from Rimini to Venice, Bologna, and Arezzo

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Explore Italy and discover its unique charm on this 14-day relaxed road trip through Rimini, Viserbella, Venice, Lido, Bologna, Arezzo, Sansepolcro, Pocaia, Pratovecchio, Badia Prataglia, Terranuova Bracciolini, Cortona, Urbino, Pesaro, and Gradara. Delight in a stress-free journey that focuses on exploration through the country's most captivating landscapes.

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 Rimini, Viserbella, Venice, Lido, Bologna, Arezzo, Sansepolcro, Pocaia, Pratovecchio, Badia Prataglia, Terranuova Bracciolini, Cortona, Urbino, Pesaro, and Gradara. Make yourself at home at top-rated hotels and stay 2 nights in Rimini, 4 nights in Venice, 2 nights in Bologna, and 5 nights in Arezzo. 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 Rimini, you’ll collect your rental car of choice. From there, you’ll begin your 14-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 Piazza San Marco. Another highlight of this self-drive tour is the captivating Rialto Bridge.

Traveling leisurely through Italy means you could spend as much time as you want at the magnificent Piazza Maggiore. 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 13 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 14 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 14-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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Day 1

Day 1 – Rimini - arrival day

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

Take the opportunity to see Arch Of Augustus. This attraction has an average rating of 4.6 out of 5 stars from 12,375 visitors.

As afternoon approaches, head to your chosen hotel in Rimini. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

When you're hungry and ready to take a break from your laid-back adventure, treat yourself to a delicious meal at one of the best restaurants in Rimini.

Savor the flavors at Bar Lento, a top pick for dinner tonight. Alternatively, Ristorante Lo Zodiaco Rimini beckons with its unique menu offerings. Also, consider Amarina. With its consistent customer satisfaction, it’s an excellent option for dining in Rimini tonight.

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.

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

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Day 2

Day 2 – Rimini, Viserbella, and Venice

  • Venice
  • Rimini
  • Viserbella
  • More

Drive 265 km, 3 hours 4 min

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

Make Parco Federico Fellini your first stop of the day. Previous visitors have rated this park an average of 4.5 out of 5 stars in 11,076 reviews.

Next up, make a stop at Fountain Of The Four Horses. With an average rating of 4.6 out of 5 stars by 2,798 visitors, it's easy to understand why so many people visit this park every year.

Set your GPS to Viserbella and hit the road. Expect a journey of approximately 14 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Viserbella beckons with new experiences!

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.

In the city of Venice, 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.

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 Venice, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Prepare for an extraordinary culinary adventure in Venice by booking a table at Local, a 1-star Michelin restaurant that boasts an exceptional contemporary menu. For a different flavor experience, head to Wistèria, renowned for its delectable contemporary, and venetian dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Quadri, a local gem known for its delightful modern cuisine in Venice. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

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.

Continue your evening by exploring the vibrant nightlife scene at Al Parlamento, a prime destination for a thrilling night out. Also, don’t forget to check out Adagio, a bar that offers unique local touches. Likewise, Il Mercante provides an excellent alternative for a fun evening.

Grab yourself a drink and savor every moment of your relaxed road trip experience in Italy!

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Day 3

Day 3 – Venice

  • Venice
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Drive 2 km, 32 min

  • St. Mark's Square
  • St Mark's Campanile
  • Saint Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • More

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

Start your sightseeing with a visit to Piazza San Marco. This square is a popular stop on travelers’ itineraries in Venice, with an average rating of 4.7 out of 5 stars by 152,982 visitors.

St Mark's Campanile is another popular place of interest you can visit today. The average rating of 4.7 out of 5 stars from 3,884 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to St Mark's Basilica. Visitors have rated this cathedral an average of 4.7 out of 5 stars in 18,439 reviews.

Doge's Palace, boasting an annual visitor count of up to 318,104 people, is another unique site you can experience today. This attraction is a palace rated an average of 4.7 out of 5 stars in 24,775 reviews.

Make your way to the fantastic Bridge Of Sighs, perhaps the most famous footbridge in Venice. This attraction is rated 4.6 out of 5 stars by 18,223 travelers.

Exploring one unique site after another provides you the much-needed variety during your leisurely self-drive tour across Italy. But to satisfy your curiosity or need for adventure, we recommend you add excursions in today’s agenda. You have a great selection of popular activities to choose from in Italy.

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

Have a fantastic dining experience at Cantina Do Spade, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria Al Gazzettino offers an enticing alternative with its varied menu. Additionally, Trattoria Bar Pontini is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Venice.

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at The Irish Pub Venezia, a well-loved spot among locals and tourists. Or, head to Dolce Vita Venezia. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Devils Forest Pub, another top-rated place in the area.

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

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Day 4

Day 4 – Venice, and Lido

  • Venice
  • Lido
  • More

Drive 6 km, 1 hour 24 min

  • Giardini della Biennale
  • Venetian Arsenal
  • Rialto Bridge
  • More

Day 4 of your relaxed road trip through Italy means 24 hours of making the best memories in Lido. You’ll go sightseeing at famous attractions in Lido. In the evening, you will experience one of the most popular dining spots in the town. So buckle up and prepare to be blown away by Lido!

Seize the day by visiting some of the best attractions in the area, like Venetian Arsenal. This extraordinary naval arsenal has an average rating of 4.6 out of 5 stars from 8,749 visitors.

Next, make your way to Rialto Bridge. This stone bridge is rated an average of 4.7 out of 5 stars in 141,666 reviews.

Get a dose of thrill, excitement, and inspiration on day 4 of your unhurried and relaxed road trip in Italy. Check out the tours and tickets you can add to your Lido itinerary and feel all the emotions in this wonderful town.

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 Venice, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Dine in style at La Palanca, a top recommendation for dinner tonight. Or, for a change of pace, Farini boasts a menu that's sure to impress. Also, be sure to check out Trattoria Dona Onesta. Known as a local hotspot, it’s a great choice for tonight in Venice.

Before calling it a day, visit one of the best bars in Venice. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Following your dinner, dive into the local bar culture at Bar Al Vecio Calice. Enjoy this evening's relaxed ambiance with delightful drinks.

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

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Day 5

Day 5 – Venice

  • Venice
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Drive 4 km, 1 hour 4 min

  • Ca' Pesaro International Gallery of Modern Art
  • Grand Canal
  • Palazzo Contarini del Bovolo
  • Teatro La Fenice
  • Grassi Palace
  • More

On day 5 of your leisurely self-drive tour across Italy, you’ll go deep into Venice, 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 Venice, and meet locals along the way!

Begin your sightseeing with a visit to Ca' Pesaro International Gallery Of Modern Art. This extraordinary museum is rated an average of 4.5 out of 5 stars by 2,185 visitors.

Next, make your way to Grand Canal. This top attraction is a sightseeing destination with an average rating of 4.8 out of 5 stars by 3,806 visitors.

We also recommend a visit to Palazzo Contarini Del Bovolo. This point of interest is rated 4.5 out of 5 stars by 11,745 travelers.

If you’re keen to keep exploring, visit Teatro La Fenice. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 10,677 travelers.

Today is also your chance to spend some time at Grassi Palace. This museum is rated an average of 4.5 out of 5 stars by 2,160 travelers.

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.

Exploring the food culture in Venice 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.

Make sure to reserve a table at Pizzeria Birreria Barbanera, an iconic dining spot in Venice. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Irish Pub Santa Lucia, a popular restaurant in Venice. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Rio Novo, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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 6

Day 6 – Venice, and Bologna

  • Bologna
  • Venice
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Drive 161 km, 2 hours 29 min

  • Gallerie dell'Accademia
  • Peggy Guggenheim Collection
  • Basilica di Santa Maria della Salute
  • Punta della Dogana - Pinault Collection
  • More

Day 6 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the city of Venice and drive in the direction of the city of Bologna for some laid-back sightseeing. You’ll end your day in the city of Bologna, where you’ll stay for 2 nights.

Start your sightseeing with a visit to Gallerie Dell'accademia. This art museum is rated an average of 4.5 out of 5 stars from 7,950 visitors. Gallerie Dell'accademia welcomes around 210,149 visitors every year.

Peggy Guggenheim Collection is another popular attraction you could visit today. This art museum has a rating of 4.6 out of 5 stars from 10,128 visitors. Peggy Guggenheim Collection attracts up to 92,922 visitors every year.

Santa Maria Della Salute is also highly recommended by travelers. This votive church has a rating of 4.7 out of 5 stars from 8,681 visitors.

Punta Della Dogana - Pinault Collection is an attraction you won’t want to miss. This museum is rated an average of 4.6 out of 5 stars in 2,371 reviews.

Continue your laid-back road trip exploration of the best attractions in Italy at Bologna. 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.

Get ready for an unforgettable culinary journey in Bologna by reserving a table at Ahimè. Renowned as a Bib Gourmand restaurant, it offers an exceptional country cooking menu. For a different taste experience, head to I Portici, recognized for its delicious creative, and contemporary dishes. This 1-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Trattoria di Via Serra, a local favorite known for its delightful emilian cuisine in Bologna. Nestled in the heart of the city, this Bib Gourmand awardee is an ideal choice for discerning emilian foodies seeking culinary excellence.

If you feel like it, head out to a bar to celebrate another fantastic day in Bologna and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

After enjoying a fulfilling meal, continue your evening at Bar Freud E Squisito, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Osteria Del Sole offers a welcoming atmosphere for easing into the nightlife. Similarly, Macondo - Cocktail Bar provides an excellent environment for a relaxed and enjoyable evening.

Toast to another unforgettable and relaxing road trip adventure in Italy!

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Day 7

Day 7 – Bologna

  • Bologna
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Drive 1 km, 21 min

  • Cattedrale Metropolitana di San Pietro
  • Palazzo Re Enzo
  • Fontana del Nettuno
  • Piazza Maggiore
  • More

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

When you're ready to see some sights, Bologna Cathedral is a great place to start. This catholic cathedral is rated an average of 4.6 out of 5 stars by 3,852 visitors.

Another popular attraction you can visit today is Palazzo Re Enzo. This palazzo has an average rating of 4.6 out of 5 stars from 2,072 travelers.

We also recommend a stop at Fountain Of Neptune, Bologna. The fountain has been rated an average of 4.7 out of 5 stars by 3,952 visitors.

If you're keen to explore more, consider visiting Piazza Maggiore. This square is a popular attraction with an average rating of 4.7 out of 5 stars from 64,523 reviews.

Basilica Of San Domenico is another easily accessible place to visit on this day of your trip. Stop by this church, rated 4.7 out of 5 stars in 3,380 reviews, to discover more of what makes it unique.

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

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 Ristorante Enoteca da Lucia, an excellent option for tonight's dining. Looking for something different? Victoria Station offers a tantalizing alternative with its diverse menu. And don’t miss Trattoria da Me. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Bologna.

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

Continue your evening by exploring the vibrant nightlife scene at Bar Senza Nome, a prime destination for a thrilling night out. Also, don’t forget to check out Bar Maurizio, a bar that offers unique local touches. Likewise, Brewdog Bar Bologna provides an excellent alternative for a fun evening.

A leisurely self-drive holiday in Bologna can’t get any better than this! Toast to another amazing day in Italy!

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Day 8

Day 8 – Bologna, and Arezzo

  • Arezzo
  • Bologna
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Drive 188 km, 2 hours 35 min

  • Two Towers
  • Piazza Santo Stefano
  • Arco Del Meloncello
  • Museo Ducati
  • More

Day 8 of your self-drive tour in Italy is your opportunity to see and experience the diversity of the country. You’ll stay in Arezzo for 5 nights. Along the route of your relaxed road trip, you can get a glimpse of the locals’ way of life and visit some of the most amazing locations in Italy.

Be one of the day’s first visitors at Two Towers. This tower is rated an average of 4.7 out of 5 stars by 25,975 visitors.

When you’re finished at Two Towers, head to Piazza Santo Stefano. This one-of-a-kind square is rated an average of 4.8 out of 5 stars in 7,617 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Villa Ghigi. This park is rated an average of 4.7 out of 5 stars by 2,035 visitors.

If you’re keen to explore more, then consider a visit to Arco Del Meloncello. This arch is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 3,755 visitors.

To round off your sightseeing experience, make your way to Ducati Museum. This famous industry museum welcomes around 7,600 visitors annually and is rated an average of 4.5 out of 5 stars by 4,028 travelers.

You’ll be staying at the incredible city of Arezzo in this laid-back road trip in Italy. You'll stay here for 5 nights.

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

Experience a harmony of flavors at Octavin in Arezzo by securing a reservation in advance. Known for its 1-star Michelin status, Octavin offers a delightful variety of dishes highlighting its delicious creative menu. If you're looking to mix things up, La Clandestina offers an enticing alternative with its varied menu.

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.

Following your dinner, dive into the local bar culture at Liquid Bar. Enjoy this evening's relaxed ambiance with delightful drinks.

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

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Day 9

Day 9 – Arezzo, Sansepolcro, and Pocaia

  • Arezzo
  • Sansepolcro
  • Pocaia
  • More

Drive 82 km, 1 hour 58 min

  • Roman Amphitheatre of Arezzo
  • Piazza Grande
  • The Medici Fortress Park
  • More

On day 9 of your relaxed road trip, you’ll start your self-paced adventure in Arezzo and visit amazing attractions in Sansepolcro, Pocaia, and Arezzo destinations, just outside of the city. You still have 4 nights left in Arezzo. This means today is also another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Be one of the day’s first visitors at Roman Amphitheatre Of Arezzo. This archaeological site is rated an average of 4.4 out of 5 stars by 518 visitors.

When you’re finished at Roman Amphitheatre Of Arezzo, head to Piazza Grande. This one-of-a-kind square is rated an average of 4.6 out of 5 stars in 14,465 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit The Medici Fortress Park. This park is rated an average of 4.5 out of 5 stars by 1,117 visitors.

After soaking in Arezzo’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Sansepolcro. Expect your car journey to take a minimum of 39 min. When you arrive in Sansepolcro, it's time to take a break from the road.

Be one of the day’s first visitors at Aboca Museum. This museum is rated an average of 4.7 out of 5 stars by 1,068 visitors.

Fasten your seatbelt and make your way to your next stop. Pocaia, 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 Sansepolcro to Pocaia may take around 19 min without traffic disruptions. Upon arrival in Pocaia, we highly recommend checking out some of the top attractions.

Begin your sightseeing with a visit to Civic Museum Madonna Del Parto. This museum is rated an average of 4.5 out of 5 stars in 789 reviews.

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

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

Dine in style at La Nuova Tagliatella, a top recommendation for dinner tonight. Or, for a change of pace, i 3 bicchieri boasts a menu that's sure to impress. Also, be sure to check out Il Cantuccio. Known as a local hotspot, it’s a great choice for tonight in Arezzo.

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

Toast to another unforgettable and relaxing road trip adventure in Italy!

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Day 10

Day 10 – Arezzo, Pratovecchio, Badia Prataglia, and La Verna

  • Arezzo
  • Pratovecchio
  • Badia Prataglia
  • More

Drive 150 km, 3 hours 37 min

  • La Verna - Franciscan Sanctuary
  • More

Your laid-back and relaxed road trip in Italy continues on day 10, 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 Pratovecchio and beyond. With 3 nights left in Arezzo, you’ll have enough time to eat and unwind at popular restaurants and bars in the village.

As you’ve unraveled the marvels of Arezzo, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Pratovecchio may take around 58 min. Upon your arrival in Pratovecchio, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Kick off the day at Romena Castle, a top pick for today’s sightseeing. This sightseeing destination is rated an average of 4.4 out of 5 stars in 965 reviews.

Today is also your chance to visit San Pietro A Romena. San Pietro A Romena is a church with an average rating of 4.8 out of 5 stars from 1,089 reviews.

Badia Prataglia’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Pratovecchio behind. This drive usually takes around 33 min. Badia Prataglia welcomes you with a multitude of unique vacation experiences.

An excellent attraction to start your day with is Parco Nazionale Foreste Casentinesi, Centro Visite. This park is rated an average of 4.7 out of 5 stars in 838 reviews.

Set your GPS to La Verna and hit the road. Expect a journey of approximately 42 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. La Verna beckons with new experiences!

Kick off the day at La Verna - Franciscan Sanctuary, a top pick for today’s sightseeing. This church is rated an average of 4.8 out of 5 stars in 7,374 reviews.

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

Exploring the food culture in Arezzo 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.

Treat yourself to a wonderful meal at Emilio, a top-rated dining spot in Arezzo. If you're in the mood for something new, try Trattoria Il Saraceno, another premier location with a delectable menu. You might also want to book a table at Ristorante La Lancia D'Oro Arezzo. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Arezzo.

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

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

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Day 11

Day 11 – Arezzo

  • Arezzo
  • More

Drive 2 km, 30 min

  • Casa Vasari
  • Arezzo Cathedral
  • Basilica di San Francesco
  • More

Day 11 of your relaxed road trip through Italy means 24 hours of making the best memories in Arezzo. You’ll go sightseeing at famous attractions in Arezzo. 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 Arezzo!

Journey into the unknown at Casa Vasari, a unique attraction awaiting your visit. This remarkable building has an average rating of 4.5 out of 5 stars from 871 reviews.

When you’re ready to continue your sightseeing, San Domenico is a recommended place to visit. This church is rated an average of 4.6 out of 5 stars in 704 reviews.

Another must-see attraction in Arezzo is Arezzo Cathedral. Rated an average of 4.6 out of 5 stars by 2,450 travelers, this popular tourist destination in Arezzo offers an experience you will remember.

San Francesco, Arezzo is another popular stop on travelers' itineraries in Arezzo. This minor basilica promises memorable moments of exploring. Other travelers have rated this attraction 4.6 out of 5 stars in 2,377 reviews. Each year, approximately 20,939 people travel to visit San Francesco, Arezzo.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Arezzo. There are so many fun and eye-opening activities to try out in Arezzo 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 Arezzo 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 Arezzo, explore the city like a local by trying out the best restaurants in the area.

Don’t miss out on dining at Antica Osteria l'Agania, a top-rated dining destination in Arezzo. If you're in the mood to try something new, consider Ristorante LaPieve, another top spot with a mouthwatering menu. You might also want to secure a reservation at Teorema del Gusto. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Arezzo 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.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Italy!

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Day 12

Day 12 – Arezzo, Terranuova Bracciolini, and Cortona

  • Arezzo
  • Terranuova Bracciolini
  • Cortona
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Drive 109 km, 2 hours 45 min

On day 12 of your relaxed road trip across Italy, you’ll explore the area around Terranuova Bracciolini, where you’ll be staying for another 1 night. With so many fun and inspiring experiences to offer, a tour of Terranuova Bracciolini will make you fall even more in love with the city and uniqueness of Italy.

Terranuova Bracciolini’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Arezzo behind. This drive usually takes around 32 min. Terranuova Bracciolini welcomes you with a multitude of unique vacation experiences.

A top pick for your self-guided sightseeing tour today is Valle Dell'inferno E Bandella. Previous visitors have rated this park an average of 4.2 out of 5 stars in 1,137 reviews.

After soaking in Terranuova Bracciolini’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Cortona. Expect your car journey to take a minimum of 1 hour 1 min. When you arrive in Cortona, it's time to take a break from the road.

Start your sightseeing with a visit to Parterre. This park is a popular stop on travelers’ itineraries in Cortona, with an average rating of 4.5 out of 5 stars by 793 visitors.

Basilica Of Saint Margaret Of Cortona is another popular place of interest you can visit today. The average rating of 4.6 out of 5 stars from 985 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Hermitage "le Celle". Visitors have rated this place of worship an average of 4.8 out of 5 stars in 2,292 reviews.

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

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 Le Cattive Abitudini Home made food, a top-rated dining destination in Arezzo. If you're in the mood to try something new, consider Brasserie Del Vicolo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Cavour 42. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Arezzo this evening.

If you feel like it, head out to a bar to celebrate another fantastic day in Arezzo and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Cherish every minute of your relaxed road trip vacation across Italy.

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Day 13

Day 13 – Arezzo, Urbino, Pesaro, Fiorenzuola di Focara, Gradara, and Rimini

  • Rimini
  • Urbino
  • Pesaro
  • Gradara
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Drive 191 km, 3 hours 58 min

  • Palazzo Ducale di Urbino
  • Big Sphere A Pomodoro
  • Parco Naturale Monte San Bartolo
  • Castello di Gradara
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Day 13 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience more than one place in one day. You will start your day by exploring some of the best sights in the town of Urbino. By the end of the day, you’ll drive in the direction of the city of Rimini, where you’ll stay at a top-rated hotel of your choice for 1 night.

Fasten your seatbelt and make your way to your next stop. Urbino, 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 Urbino may take around 2 hours 1 min without traffic disruptions. Upon arrival in Urbino, we highly recommend checking out some of the top attractions.

Begin your sightseeing with a visit to Palazzo Ducale. This palace is rated an average of 4.6 out of 5 stars in 10,806 reviews.

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 Urbino to Pesaro may take around 48 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 Big Sphere A. Pomodoro. This sightseeing destination is rated an average of 4.5 out of 5 stars in 5,652 reviews.

Continue your journey at Parco Naturale Monte San Bartolo. This park is rated 4.6 out of 5 stars by 12,733 travelers from near and far.

Admire the views and listen to some good music as you drive in the direction of Fiorenzuola di Focara.

Begin your sightseeing with a visit to Fiorenzuola Di Focara. This point of interest is rated an average of 4.7 out of 5 stars in 1,374 reviews.

After a day of exploration, relax at one of the top hotels or accommodations in Rimini. Staying in the city enhances your laid-back road trip experience in Italy by offering a comfortable and welcoming environment to recharge in this charming destination.

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

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

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 Rimini. The bars in Rimini make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Round off your dining experience by visiting Bar Capogiro, a prime location for a drink. Alternatively, explore the distinctive characteristics of Caffè Cavour, a bar catering to every mood and preference. Bar Ilde - Il Baretto Della Buona Piadina likewise offers a unique atmosphere, perfect for a memorable night out.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Italy!

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Day 14

Day 14 – Rimini - departure day

  • Rimini - Departure day
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  • Cavour Square
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Day 14 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 Rimini.

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.

If you'd rather pass the time visiting some attractions, this is your chance to go to places you may not have had the chance to explore yet.

One fantastic attraction you could visit on your last day in Rimini is the remarkable Piazza Cavour. This point of interest and popular place of interest has an average rating of 4.5 out of 5 stars from 11,447 visitors.

Unwind and look back at the past 14 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Rimini or just grab something light to keep you going.

If you're in the mood for something new, try In The Courtyard Center Gourmet Pizza, another premier location with a delectable menu.

Give yourself enough time to wave goodbye to Rimini and begin your journey home. The unforgettable experiences you’ve collected along your 14-day relaxed road trip in Italy is a story you will tell for the rest of your life.

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