10-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Bologna, Florence, Siena, Perugia, and Orvieto

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Explore the best of Italy on a 10-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Rimini, Bologna, Levizzano Rangone, Florence, Pisa, Lucca, Siena, San Gimignano, Santa Maria degli Angeli, Perugia, Orvieto, and Urbino. This road trip itinerary in Italy seamlessly combines exploration with relaxation.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Rimini, 1 night in Bologna, 2 nights in Florence, 1 night in Siena, 1 night in Perugia, and 1 night in Orvieto. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Rimini, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Ponte Vecchio and Leaning Tower Of Pisa are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Del Duomo, Pisa, learn more about the unique Piazzale Michelangelo, and immerse yourself in the vibrant atmosphere of Cathedral Of Santa Maria Del Fiore.

As you hit the open road and drive through Rimini, Bologna, Levizzano Rangone, Florence, Pisa, Lucca, Siena, San Gimignano, Santa Maria degli Angeli, Perugia, Orvieto, and Urbino, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Arco di Augusto
Spiaggia liberaLa Ruota PanoramicaParco Federico FelliniFountain of the four horsesCavour SquareParco XXV Aprile
Piazza Santo StefanoTwo TowersBologna CathedralPiazza MaggioreVilla GhigiThe Levizzano Castle
piazzale MichelangeloBasilica of Santa Croce in FlorenceUffizi GalleryPonte VecchioPalazzo VecchioCathedral of Santa Maria del Fiore
Piazza del Duomo, PisaLeaning Tower of PisaWalls of LuccaSan Michele in ForoPiazza dell'AnfiteatroPorta Elisa
Fortezza MediceaBasilica of San DomenicoTower of Mangiapiazza del CampoSiena CathedralPiazza del Duomo, San Gimignano

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Day 1

Day 1

  • Rimini - Arrival day
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  • Arco di Augusto
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Welcome to Rimini, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 2 nights immersing yourself in Rimini's charm before embarking on the next leg of your journey.

Rimini 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 Arch Of Augustus, 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 Rimini. 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 Rimini, it's often a good idea to reserve a table in advance.

Enjoy a delicious meal at Giusti, a top-rated dining destination in Rimini. If you're in the mood to try something new, consider Bar Lento, another top spot with a mouthwatering menu. You might also want to secure a reservation at Amorimini. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rimini this evening.

If you’re not ready to end the night just yet, Sunflower Beach Backpacker Hostels & Bar offers a perfect venue to relax and savor a drink. Similarly, Caffè Il Borgo is well-suited for those looking to unwind in a social setting. Primo Bacio Città Lounge Bar is another excellent spot to enjoy a nightcap after a delightful meal.

Raise a toast to the start of your 10-day road trip in Italy!

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Day 2

Day 2

  • Rimini
  • More

Drive 7 km, 56 min

  • Spiaggia libera
  • La Ruota Panoramica
  • Parco Federico Fellini
  • Fountain of the four horses
  • Cavour Square
  • Parco XXV Aprile
  • More

On day 2 of your road trip, you will have an entire day to explore Rimini. You’ll stay in Rimini for 1 night and discover all the best things to see and do in the area.

Discover a day packed with fun adventures, romantic experiences, and natural wonders in Rimini. Begin your sightseeing with Spiaggia Libera. This intriguing beach is one of the top attractions in the city. Proceed to La Ruota Panoramica, another must-visit attraction.

As you wander through the inviting streets of Rimini, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Parco Federico Fellini. This locally renowned park is a traveler-favorite. Not far away, you’ll find Fountain Of The Four Horses, another key site on your sightseeing itinerary. Piazza Cavour is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Parco Xxv Aprile and uncover why it's recognized as one of the city's most increasingly popular attractions.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

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

Treat yourself to a delicious dinner at Osteria Brodo di Giuggiole, an excellent option for tonight's dining. Looking for something different? Hotel Touring offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante Lo Zodiaco Rimini. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rimini.

Continue your lively evening at Hobo's, a perfect place for winding down or revving up the night, depending on which mood you’re in. Sunflower City Backpacker is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar Capogiro ensures a night out tailored to your taste.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 3

Day 3

  • Rimini
  • Bologna
  • More

Drive 211 km, 3 hours 35 min

  • Piazza Santo Stefano
  • Two Towers
  • Bologna Cathedral
  • Piazza Maggiore
  • Villa Ghigi
  • The Levizzano Castle
  • More

On day 3 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Bologna and Levizzano Rangone. In the evening, you’ll end up in Bologna, where you will stay for 1 night.

Enjoy the perfect balance of relaxation and exploration in Rimini today. One of the most frequently visited attractions included on the itinerary is Piazza Santo Stefano. This enchanting public square will help you start your sightseeing on top. Then, take a leisurely stroll to Two Towers and learn what makes this culturally significant monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the often recommended Bologna Cathedral. After exploring the church, head to Piazza Maggiore. This top-rated public square is a highlight in Rimini. As your day continues, stop by Villa Ghigi, known for its mesmerizing features. Lastly, don’t forget to check out the beloved The Levizzano Castle. Enjoy exploring this incredible castle at your own pace.

At the end of the day, you will drive to Bologna, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

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

Enjoy a lovely meal at Ristorante Ciacco, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Ballarini is another top choice with a popular menu. You could also check for a table at Sfoglia Rina. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Bologna tonight.

After savoring a delicious meal, step into the vibrant nightlife at Bar Al Bricco D'oro, where the evening is just getting started. In the same way, Bar Freud E Squisito offers a unique charm perfect for experiencing the local bar scene in Bologna. Osteria Del Sole is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 4

Day 4

  • Bologna
  • Florence
  • More

Drive 118 km, 2 hours 20 min

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

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.

Bologna is home to plenty of attractions that offer fun adventures, romantic experiences, and breathtaking views! Start at Piazzale Michelangelo, a spectacular observation deck that is worthwhile a visit in the city. Nearby, you’ll find Basilica Of Santa Croce In Florence, enchanting visitors with its photogenic appeal. Continue your exploration at Uffizi Gallery. This art gallery is one of the city’s most astonishing spots.

Enjoy the freedom of exploring Bologna at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Ponte Vecchio. After exploring the historical landmark, head to the captivating Palazzo Vecchio. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Cathedral Of Santa Maria Del Fiore, a place of enchanting interest in Bologna.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and spend some time relaxing before you head out to tour the city.

After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.

Have a fantastic dining experience at Ristorante Oliviero 1962, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Di Poneta Novoli offers an enticing alternative with its varied menu. Additionally, Caffe San Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.

After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

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Day 5

Day 5

  • Florence
  • More

Drive 197 km, 3 hours 28 min

  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Walls of Lucca
  • San Michele in Foro
  • Piazza dell'Anfiteatro
  • Porta Elisa
  • More

On day 5 of your road trip, you’ll start and end your day in Florence, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Pisa and Lucca. You still have 1 night left in Florence.

Today’s agenda in Florence includes a public square, a monument, a historical landmark, a church and much more! Piazza Del Duomo, Pisa is must-visit public square and a great starting point for the day. Next, continue your journey to Leaning Tower Of Pisa, a wondrous monument, located just a leisurely stroll away. Next, head to Mura Di Lucca, a majestic historical landmark, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Florence. When you're ready, let your sightseeing route take you to the intriguing San Michele In Foro. If you’re looking for more, Piazza Dell'anfiteatro is also a notable attraction that is worthwhile a visit. Lastly, don’t miss Porta Elisa, a place of photogenic interest in the city.

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

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Make sure to reserve a table at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

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Day 6

Day 6

  • Florence
  • Siena
  • More

Drive 160 km, 3 hours 15 min

  • Fortezza Medicea
  • Basilica of San Domenico
  • Tower of Mangia
  • piazza del Campo
  • Siena Cathedral
  • Piazza del Duomo, San Gimignano
  • More

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Siena and San Gimignano, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Siena. You’ll stay here for 1 night.

Today’s itinerary in Florence covers several incredible sights, including a monument, a church, and a public square. Start your adventure at Fortezza Medicea (siena). This curiosity-inducing monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the stunning wonders of Basilica Of San Domenico, a must-see church in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Tower Of Mangia. This increasingly popular monument offers an enriching experience. For a change of pace, head to Piazza Del Campo, where you can take in visually striking features. Conclude your self-guided sightseeing tour with a visit to Siena Cathedral and Piazza Del Duomo. These sights offer a fulfilling end to a perfect day.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Siena. Siena offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Siena. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a delicious meal at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Following your dinner, dive into the local bar culture at Meet Life Cafè. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Maudit Pub, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Impero Siena provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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Day 7

Day 7

  • Siena
  • Perugia
  • More

Drive 159 km, 2 hours 43 min

  • Basilica of San Francesco d'Assisi
  • Piazza del Comune
  • Rocca Maggiore
  • Perugia Cathedral
  • Piazza IV Novembre
  • The Fontana Maggiore
  • More

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Santa Maria degli Angeli and Perugia. When you’re not sightseeing, take time to relax at your selected hotel in Perugia, where you’ll be staying for 1 night.

Prepare for a day full of fun adventures, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Basilica Of San Francesco D'assisi. This notable church is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Del Comune, one of the town’s best highlights.

Next, check out Rocca Maggiore, one of the most locally appreciated places to see in Siena. This castle is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Perugia Cathedral. Wander around and soak in the culturally significant atmosphere this church offers. Then, head to Piazza Iv Novembre, a top-rated public square that adds another dimension to your day. Finally, visit the worthwhile The Fontana Maggiore, the last of our attraction recommendations for today.

At the end of the day, you will drive to Perugia, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

As you explore more of Perugia, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Tommi Bar, known for its inviting atmosphere. Valentina is another great option if you’re looking for a place to get the night started. Similarly, Caffe Dal Perugino provides a great setting to enjoy the night away.

Raise your glass to another unforgettable day in Italy!

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Day 8

Day 8

  • Perugia
  • Orvieto
  • More

Drive 156 km, 3 hours 16 min

  • Well of St Patrick
  • Orvieto Cathedral
  • Orvieto subterranea
  • Torre del Moro Orvieto
  • Pozzo della Cava
  • Il Paese delle Fiabe
  • More

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Orvieto and Sant'Angelo. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Orvieto. You will spend 1 night here for some well-deserved relaxation.

Get ready to discover some of the most iconic wonders in Perugia, including a monument, a church, a cave system, a cave, an art installation and much more! Start your day at Well Of St. Patrick. This picture-perfect monument is a popular place to see in Perugia. Then, wander over to Orvieto Cathedral. If history-steeped sites excite you, this church will be right up your alley. Nearby, you’ll also find Orvieto Underground. This heritage-rich cave system is a favorite among visitors.

Perugia offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Torre Del Moro Orvieto is an intriguing spot in the village that will captivate you with its unique charm. When you’re done at the monument, don’t forget to check out the photogenic Pozzo Della Cava. Take a moment to appreciate the fascinating details of this beloved cave. Wrap up your self-guided tour of Perugia's top attractions with a visit to Il Paese Delle Fiabe.

When you’re done exploring for the day, you’ll drive to your hotel in Orvieto. Check in and spend some time relaxing before you head out to tour the town.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Orvieto. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Keep the excitement of the evening going by visiting a bar or two. Bar Duomo is an excellent place to start.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

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Day 9

Day 9

  • Orvieto
  • Rimini
  • More

Drive 245 km, 3 hours 58 min

  • Casa Natale di Raffaello
  • National Gallery of the Marche - Ducal Palace of Urbino
  • Palazzo Ducale
  • Oratorio di San Giovanni Battista
  • More

On day 9 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Urbino. In the evening, you’ll end up in Rimini, where you will stay for 1 night.

Today’s route brings family-friendly attractions, photo-friendly spots, and historic treasures. The first attraction of today is Casa Santi. This locally appreciated museum is a photogenic place to see in Orvieto. Continue your discovery at Galleria Nazionale Delle Marche, a historic museum with stories to tell.

As you stroll around Orvieto, take in the distinct atmosphere and learn what makes this town so unique. Maximize your sightseeing with a visit to Palazzo Ducale. This captivating palace offers a standout encounter with Orvieto. Next, make your way to Oratory Of St John The Baptist, Urbino to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Orvieto.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rimini. Rimini offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

Indulge in a memorable dining experience at one of Rimini's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a lovely dining experience at Amarina, a popular restaurant in Rimini. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rimini at Primo Miglio di Conti Mirco, 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 Libeccio. It’s yet another ideal choice to enhance your time in Rimini tonight.

Extend your evening after a delightful meal by visiting Caffè Cavour, which offers the perfect atmosphere for a night out. Moreover, Bar Ilde - Il Baretto Della Buona Piadina is another popular option for a drink or two. Likewise, Bar Malatesta also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 10

Day 10

  • Rimini - Departure day
  • More
  • Malatestiano Temple
  • More

Day 10 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Rimini before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

If you're up for some more sightseeing, we recommend visiting Malatestiano Temple, a standout church before you head out.

On your last day in Italy, take time to indulge in shopping at Rimini’s popular marketplace, Rimini Centro. Look for keepsakes or souvenirs to remind you of your trip. Browse boutiques to find unique and stylish fashion pieces.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Rimini.

If you're in the mood to try something new, consider Amerigo, another top spot with a mouthwatering menu.

You’ll then say farewell to Rimini. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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