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

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Experience the freedom of the open road in Italy as you embark on an unforgettable 10-day road trip! This experience caters to every traveler, featuring destinations like Rimini, Bologna, Levizzano Rangone, Florence, Pisa, Lucca, Siena, San Gimignano, Santa Maria degli Angeli, Perugia, Orvieto, and Urbino.

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.

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.

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.

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

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Sunflower Beach Backpacker Hostels & Bar, a well-loved spot among locals and tourists. Or, head to Caffè Il Borgo. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Primo Bacio Città Lounge Bar, another top-rated place in the area.

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

Day 2 of your road trip will take you to the best attractions Rimini has to offer. Cherish the 1 night you have left in Rimini by discovering the best things there are to see and do in the city.

Enjoy the perfect balance of relaxation and exploration in Rimini today. One of the most locally appreciated attractions included on the itinerary is Spiaggia Libera. This romantic beach will help you start your sightseeing on top. Then, take a leisurely stroll to La Ruota Panoramica and learn what makes this visually striking observation deck unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the captivating Parco Federico Fellini. After exploring the park, head to Fountain Of The Four Horses. This often recommended monument is a highlight in Rimini. As your day continues, stop by Piazza Cavour, known for its visually striking features. Lastly, don’t forget to check out the worthwhile Parco Xxv Aprile. Enjoy exploring this incredible park at your own pace.

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.

Elevate your experience in Rimini with a visit to the city's premier shopping location, Rimini Centro. Explore unique boutique shops and uncover hidden gems along the way. For a cultural touch, look for artisan crafts that perfectly capture the charm of Italy. After shopping, enjoy nearby attractions or simply people-watch and capture memorable photos.

As you explore more of Rimini, 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.

Enjoy a lovely meal at Osteria Brodo di Giuggiole, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Hotel Touring is another top choice with a popular menu. You could also check for a table at Ristorante Lo Zodiaco Rimini. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rimini tonight.

Explore the vibrant nightlife at Hobo's after your meal, a hub for lively evenings and memorable moments. Or, head to Sunflower City Backpacker for a great selection of flavorful drinks and a charming setting. Furthermore, Bar Capogiro is perfect for those looking to extend their night with a touch of local flavor.

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.

Immerse yourself in Rimini’s rich culture with today's sightseeing itinerary. Start your journey at Piazza Santo Stefano. This enchanting public square is sure to ignite your curiosity. Next, dive into the instagrammable features of Two Towers, a must-visit monument in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Bologna Cathedral, an underrated church. For a change of scene, check out Piazza Maggiore, known for its culturally significant features. We also recommend visiting Villa Ghigi. This park is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to The Levizzano Castle, yet another beloved attraction in Rimini.

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

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

Treat yourself to a delicious dinner at Ristorante Ciacco, an excellent option for tonight's dining. Looking for something different? Ristorante Ballarini offers a tantalizing alternative with its diverse menu. And don’t miss Sfoglia Rina. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Bologna.

Extend your evening after a delightful meal by visiting Bar Al Bricco D'oro, which offers the perfect atmosphere for a night out. Moreover, Bar Freud E Squisito is another popular option for a drink or two. Likewise, Osteria Del Sole also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise your glass to another unforgettable day 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

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

Enjoy the perfect balance of relaxation and exploration in Bologna today. One of the most astonishing attractions included on the itinerary is Piazzale Michelangelo. This history-steeped observation deck will help you start your sightseeing on top. Then, take a leisurely stroll to Basilica Of Santa Croce In Florence and learn what makes this photogenic church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the famous Uffizi Gallery. After exploring the art gallery, head to Ponte Vecchio. This timeless historical landmark is a highlight in Bologna. As your day continues, stop by Palazzo Vecchio, known for its history-steeped features. Lastly, don’t forget to check out the top-rated Cathedral Of Santa Maria Del Fiore. Enjoy exploring this incredible church at your own pace.

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.

As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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.

Dine in style at Ristorante Oliviero 1962, a top recommendation for dinner tonight. Or, for a change of pace, Di Poneta Novoli boasts a menu that's sure to impress. Also, be sure to check out Caffe San Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for a memorable night out.

Raise your glass and celebrate another amazing day of your road trip 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, where you'll stay for 1 night more.

Today’s well-planned self-sightseeing route offers several fun adventures, scenic views, and picturesque spots. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Piazza Del Duomo, Pisa is the first of them. Spend some time admiring this breathtaking public square before continuing your journey. Leaning Tower Of Pisa is your next stop. This iconic monument is one of the best-rated sights in Florence.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Mura Di Lucca. This enchanting historical landmark is a sight to behold. To round off your sightseeing experience, visit San Michele In Foro and Piazza Dell'anfiteatro. If time allows, end your day with Porta Elisa, a photogenic monument that offers a memorable conclusion to your exploration.

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

As dinnertime approaches, it's time to head out for a bite to eat in Florence. 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 delicious meal at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar 50 Rosso stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bitter Bar offers an ideal atmosphere to enjoy the pleasures of the night. Archea Brewery is also a great option that provides a perfect setting for a relaxing evening.

Celebrate another amazing day of your road trip adventure 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

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Siena and San Gimignano. At the end of the day, you will enjoy the comforts of a top-rated hotel in Siena, which will be your home away from home for 1 night.

Today, you'll explore some of the most beautiful places in Florence, including a monument, a church, and a public square. Start your day with a visit to Fortezza Medicea (siena). This underrated monument is a must-visit in the city. When you’re ready for your next discovery, continue to Basilica Of San Domenico, which may be one of the most stunning places you will experience today.

One of the best things about exploring Florence 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 Tower Of Mangia, an increasingly popular monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Del Campo and Siena Cathedral. End your day with a visit to Piazza Del Duomo, an intriguing public square that’s sure to leave a lasting impression.

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

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

Enjoy a lovely dining experience at Enoteca I Terzi, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Ristorante Tar-Tufo, 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 Antica Trattoria Papei. It’s yet another ideal choice to enhance your time in Siena tonight.

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.

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 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

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Santa Maria degli Angeli and Perugia, 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 Perugia. You’ll stay here for 1 night.

Get ready for a day filled with fun adventures, scenic views, and picturesque spots in the charming town of Siena. Your adventure starts at Basilica Of San Francesco D'assisi, a well-known local hot spot. Another notable attraction to explore is Piazza Del Comune. This underrated public square is known for its breathtaking appeal.

After soaking in the highlights of these sights, take some time to wander Siena's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Rocca Maggiore. This enchanting castle offers a fascinating experience that many visitors find memorable. Perugia Cathedral is also worth visiting, along with Piazza Iv Novembre. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at The Fontana Maggiore. This curiosity-inducing monument provides a fitting finale to your sightseeing.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Perugia. Perugia 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 Perugia's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy a delicious meal at Ristorante Settimo Sigillo, a highly-rated dining destination in Perugia. If you're eager to try something different, consider Caffè Baglioni, another top spot with a tantalizing menu. You might also want to secure a reservation at Bar Pellas. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Perugia this evening.

Keep the excitement of the evening going by visiting a bar or two. Tommi Bar is an excellent place to start. You could also check out Valentina, offering a different kind of charm. A last recommendation for the day is Caffe Dal Perugino. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

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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

On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Orvieto and Sant'Angelo. When you’re not sightseeing, take time to relax at your selected hotel in Orvieto, where you’ll be staying for 1 night.

Today's adventure in Perugia promises more breathtaking discoveries and enriching experiences! Begin at Well Of St. Patrick. This standout monument is a highlight of any visit in the village. Then, enjoy Orvieto Cathedral, another enchanting attraction that never fails to captivate visitors. Next, head over to Orvieto Underground, one of the village’s most worthwhile attractions, known for its standout features.

If you’re looking for more, spend time soaking in the atmosphere of Torre Del Moro Orvieto. This picture-perfect monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Pozzo Della Cava, a beloved cave, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Il Paese Delle Fiabe before you head back to your hotel.

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.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Duomo, known for its inviting atmosphere.

Head back to your accommodation in Orvieto and get some rest in preparation for another magical day 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 itinerary in Orvieto covers several incredible sights, including a museum, a palace, and a church. Start your adventure at Casa Santi. This worthwhile museum is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the UNESCO world heritage-designated wonders of Galleria Nazionale Delle Marche, a must-see museum in the town.

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 Palazzo Ducale. This interesting palace offers an enriching experience. For a change of pace, head to Oratory Of St John The Baptist, Urbino, where you can take in eye-catching features. These sights offer a fulfilling end to a perfect day.

At the end of the day, you will drive to Rimini, 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 Rimini, 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.

Have a fantastic dining experience at Amarina, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Primo Miglio di Conti Mirco offers an enticing alternative with its varied menu. Additionally, Libeccio is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rimini.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Caffè Cavour stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Ilde - Il Baretto Della Buona Piadina offers an ideal atmosphere to enjoy the pleasures of the night. Bar Malatesta is also a great option that provides a perfect setting for a relaxing evening.

Take some time to reflect on your day and savor another beautiful night 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 photogenic church before you head out.

Maximize your last day in Italy and go on a shopping spree in Rimini’s shopping center, the lively Le Befane Shopping Centre. Browse for souvenirs to remind you of your wonderful journey in Italy.

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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