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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Driver’s age is 30 - 65
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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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Your road trip adventure in Italy begins as soon as you reach Rimini and pick up your car. You’ll stay in Rimini for 2 nights and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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 highly-rated dining destination in Rimini. If you're eager to try something different, consider Bar Lento, another top spot with a tantalizing menu. You might also want to secure a reservation at Amorimini. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rimini this evening.

Let the evening flow smoothly from dinner to drinks at Sunflower Beach Backpacker Hostels & Bar, a top-rated bar in the area. For other recommendations, Caffè Il Borgo provides a perfect setting for rounding out your night with style and great drinks. Likewise, Primo Bacio Città Lounge Bar offers a memorable night with diverse drink options and excellent service.

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 across Italy promises a magnificent time exploring Rimini. You have 1 night left in Rimini. Take the opportunity to experience more of the best attractions and activities in the city.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and natural wonders. Whether you decide to explore Rimini on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Spiaggia Libera is the first of them. Spend some time admiring this instagrammable beach before continuing your journey. La Ruota Panoramica is your next stop. This increasingly popular observation deck is one of the best-rated sights in Rimini.

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 Parco Federico Fellini. This visually striking park is a sight to behold. To round off your sightseeing experience, visit Fountain Of The Four Horses and Piazza Cavour. If time allows, end your day with Parco Xxv Aprile, a peaceful park that offers a memorable conclusion to your exploration.

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.

Experience shopping bliss at Rimini as you explore Le Befane Shopping Centre. Take a leisurely stroll through unique and shops, where local treasures are waiting to be found. Beyond shopping, Le Befane Shopping Centre offers more options, including restaurants, unique attractions, key services, and vibrant events.

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

Make sure to reserve a table at Osteria Brodo di Giuggiole, 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 Hotel Touring, 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 Ristorante Lo Zodiaco Rimini, a hidden gem nestled in Rimini. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

If you’re not ready to end the night just yet, Hobo's offers a perfect venue to relax and savor a drink. Similarly, Sunflower City Backpacker is well-suited for those looking to unwind in a social setting. Bar Capogiro is another excellent spot to enjoy a nightcap after a delightful meal.

Get a good night's sleep and look forward to another great day on the road 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.

Set out on a day brimming with family-friendly attractions, romantic experiences, and scenic views. Start at the up-and-coming Piazza Santo Stefano, a romantic public square in Rimini. Next, go to Two Towers.

After visiting Piazza Santo Stefano and Two Towers, have a stroll along Rimini's streets and take in the local charm. Continue your sightseeing by heading to Bologna Cathedral. This awe-inspiring church offers a unique experience. Piazza Maggiore is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Villa Ghigi, one of the most mesmerizing places to visit in Rimini. If you still have some time left for sightseeing, we also recommend stopping by The Levizzano Castle.

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.

As you explore more of Bologna, 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 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.

Unwind after your meal by stepping into Bar Al Bricco D'oro. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bar Freud E Squisito offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Osteria Del Sole, another top-rated bar in the area.

Relax and recharge in preparation for another adventurous 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

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.

Prepare for a day full of family-friendly attractions, romantic experiences, and breathtaking views. When you’re ready, kick off your sightseeing adventure at Piazzale Michelangelo. This spectacular observation deck is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Basilica Of Santa Croce In Florence, one of the city’s best highlights.

Next, check out Uffizi Gallery, one of the most impressive places to see in Bologna. This art gallery is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Ponte Vecchio. Wander around and soak in the culturally significant atmosphere this historical landmark offers. Then, head to Palazzo Vecchio, a top-rated palace that adds another dimension to your day. Finally, visit the top-rated Cathedral Of Santa Maria Del Fiore, the last of our attraction recommendations for today.

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

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

Treat yourself to a delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Continue your evening by exploring the vibrant nightlife scene at Manifattura, a prime destination for a thrilling night out. Also, don’t forget to check out Se·sto On Arno Rooftop Bar, a bar that offers unique local touches. Likewise, Il Vinile provides an excellent alternative for a fun evening.

Savor another day of unforgettable experiences 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

At the end of the day, you'll drive back to Florence, where you'll stay for 1 night more.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most globally renowned attractions included on the itinerary is Piazza Del Duomo, Pisa. This picture-perfect public square will help you start your sightseeing on top. Then, take a leisurely stroll to Leaning Tower Of Pisa and learn what makes this picture-perfect monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the locally appreciated Mura Di Lucca. After exploring the historical landmark, head to San Michele In Foro. This increasingly popular church is a highlight in Florence. As your day continues, stop by Piazza Dell'anfiteatro, known for its awe-inspiring features. Lastly, don’t forget to check out the underrated Porta Elisa. Enjoy exploring this incredible monument at your own pace.

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 lovely dining experience at Ditta Artigianale, a popular restaurant in Florence. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Florence at Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

Keep the evening going at Bar 50 Rosso, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bitter Bar, which offers a similarly pleasant setting and great drinks. Another option is Archea Brewery, which provides an inviting environment for unwinding after a busy day out.

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

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and San Gimignano. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 1 night.

Today’s agenda in Florence includes a monument, a church, and a public square. Fortezza Medicea (siena) is must-visit monument and a great starting point for the day. Next, continue your journey to Basilica Of San Domenico, an underrated church, located just a leisurely stroll away. Next, head to Tower Of Mangia, a historic monument, 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 extraordinary Piazza Del Campo. If you’re looking for more, Siena Cathedral is also a popular attraction that is worthwhile a visit. Lastly, don’t miss Piazza Del Duomo, a place of visually striking interest in the city.

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

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.

Dine in style at Enoteca I Terzi, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Tar-Tufo boasts a menu that's sure to impress. Also, be sure to check out Antica Trattoria Papei. Known as a local hotspot, it’s a great choice for tonight in Siena.

After enjoying a fulfilling meal, continue your evening at Meet Life Cafè, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Maudit Pub offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Impero Siena provides an excellent environment for a relaxed and enjoyable evening.

Celebrate another amazing day of your road trip adventure 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

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Santa Maria degli Angeli and Perugia. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Perugia. You will spend 1 night here for some well-deserved relaxation.

Savor the day by visiting some of the best places to see in Siena, including a church, a public square, a castle, a monument and much more! Start your adventure at Basilica Of San Francesco D'assisi. This locally renowned church is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Del Comune located in Siena for another exciting encounter.

Next, immerse yourself in the setting of Rocca Maggiore. Its enchanting features will captivate you. After the castle, continue your tour of the town with a visit to Perugia Cathedral. Visitors usually appreciate the standout features of this church. Next up is Piazza Iv Novembre, a highly recommended public square. For a change of pace, head to The Fontana Maggiore. As one of the most increasingly popular attractions in Siena, this monument is the perfect place to end your self-guided sightseeing tour.

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.

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

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

Round off your dining experience by visiting Tommi Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Valentina, a bar catering to every mood and preference. Caffe Dal Perugino likewise offers a unique atmosphere, perfect for a memorable night out.

Get a good night's sleep and look forward to another great day on the road 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

Dive into day 8 of your remarkable road trip in Italy. Today you will explore Orvieto and Sant'Angelo, 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 Orvieto. You’ll stay here for 1 night.

Bring your curiosity for today’s adventure around Perugia. Some of the village’s most loved attractions await! Well Of St. Patrick is the perfect place to start. This monument is one of the most interesting places to visit in Perugia. Next, head to Orvieto Cathedral, a popular church, known for its enchanting features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Orvieto Underground. This photogenic cave system is a highly recommended experience. Nearby, you'll also find Torre Del Moro Orvieto and Pozzo Della Cava. Visit these for an interesting touch to your journey. Finish the day with a visit to Il Paese Delle Fiabe, an instagrammable art installation in Perugia.

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

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

Explore the vibrant nightlife at Bar Duomo after your meal, a hub for lively evenings and memorable moments.

Say good night to Orvieto and look forward to another great 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.

Immerse yourself in Orvieto’s rich culture with today's sightseeing itinerary. Start your journey at Casa Santi. This visually striking museum is sure to ignite your curiosity. Next, dive into the respected features of Galleria Nazionale Delle Marche, a must-visit museum in the town.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Palazzo Ducale, a well-known palace. For a change of scene, check out Oratory Of St John The Baptist, Urbino, known for its monumental features.

When you’re done exploring for the day, you’ll drive to your hotel in Rimini. 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 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.

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.

To truly maximize your evening out, consider visiting Caffè Cavour after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Ilde - Il Baretto Della Buona Piadina, another bar with an inviting ambiance. Similarly, Bar Malatesta also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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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 monumental church before you head out.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Rimini's best shopping area, Rimini Factory Outlet. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

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

Treat yourself to a delicious dinner at Ristorante Laura "Darsena Rimini", an excellent option for tonight's dining. Looking for something different? Amerigo offers a tantalizing alternative with its diverse menu. And don’t miss Sabbioni Pizza & Restaurant.

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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