10-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Bologna, Florence, Siena, Perugia, and Orvieto
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Description
Escape the ordinary with this exciting 10-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!
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!
Itinerary summary
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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 lovely dining experience at Giusti, 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 Bar Lento, 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 Amorimini. It’s yet another ideal choice to enhance your time in Rimini tonight.
After your meal, keep the night alive at a bar like Sunflower Beach Backpacker Hostels & Bar, known for its lively atmosphere. Caffè Il Borgo is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Primo Bacio Città Lounge Bar offers an excellent atmosphere for those looking to amp up the evening.
Raise a toast to the start of your 10-day road trip in Italy!
Day 2
- Rimini
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Drive 7 km, 56 min
- Spiaggia libera
- La Ruota Panoramica
- Parco Federico Fellini
- Fountain of the four horses
- Cavour Square
- Parco XXV Aprile
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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.
Set out on a day brimming with fun adventures, romantic experiences, and natural wonders. Start at the curiosity-inducing Spiaggia Libera, an eye-catching beach in Rimini. Next, go to La Ruota Panoramica.
After visiting Spiaggia Libera and La Ruota Panoramica, take time to explore Rimini's streets and absorb its charm. Continue your sightseeing by heading to Parco Federico Fellini. This romantic park offers a unique experience. Fountain Of The Four Horses is another noteworthy stop. End your self-guided sightseeing tour on top with a visit to Piazza Cavour, one of the most romantic places to visit in Rimini.
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.
After a day of adventure, treat yourself to an exquisite dinner at one of Rimini's best restaurants.
Enjoy a delicious meal at Osteria Brodo di Giuggiole, a top-rated dining destination in Rimini. If you're in the mood to try something new, consider Hotel Touring, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Lo Zodiaco Rimini. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rimini this evening.
Unwind after your meal by stepping into Hobo's. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Sunflower City Backpacker offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Capogiro, another top-rated bar in the area.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 3
- Rimini
- Bologna
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Drive 211 km, 3 hours 35 min
- Piazza Santo Stefano
- Two Towers
- Bologna Cathedral
- Piazza Maggiore
- Villa Ghigi
- The Levizzano Castle
- More
Dive into day 3 of your remarkable road trip in Italy. Today you will explore Bologna and Levizzano Rangone, 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 Bologna. You’ll stay here for 1 night.
Today's adventure in Rimini promises more breathtaking discoveries and enriching experiences! Begin at Piazza Santo Stefano. This enchanting public square is a highlight of any visit in the city. Then, enjoy Two Towers, another picture-perfect attraction that never fails to captivate visitors. Next, head over to Bologna Cathedral, one of the city’s most curiosity-inducing attractions, known for its breathtaking features.
If you’re looking for more, spend time soaking in the atmosphere of Piazza Maggiore. This romantic public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Villa Ghigi, an up-and-coming park, and take a stroll around the area.
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.
Indulge in a memorable dining experience at one of Bologna's most popular restaurants, and connect with friendly locals for an authentic adventure.
Savor the flavors at Ristorante Ciacco, a top pick for dinner tonight. Alternatively, Ristorante Ballarini beckons with its unique menu offerings. Also, consider Sfoglia Rina. With its consistent customer satisfaction, it’s an excellent option for dining in Bologna tonight.
Keep the evening going at Bar Al Bricco D'oro, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Freud E Squisito, which offers a similarly pleasant setting and great drinks. Another option is Osteria Del Sole, which provides an inviting environment for unwinding after a busy day out.
Say good night to Bologna and look forward to another great day of your road trip in Italy!
Day 4
- Bologna
- Florence
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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
On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 2 nights.
Today’s itinerary in Bologna covers several incredible sights, including an observation deck, a church, an art gallery, a historical landmark, a palace and much more! Start your adventure at Piazzale Michelangelo. This extraordinary observation deck is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the heritage-rich wonders of Basilica Of Santa Croce In Florence, 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 Uffizi Gallery. This widely recognized art gallery offers an enriching experience. For a change of pace, head to Ponte Vecchio, where you can take in visually striking features. Conclude your self-guided sightseeing tour with a visit to Palazzo Vecchio and Palazzo Vecchio. These sights offer a fulfilling end to a perfect day.
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.
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.
To truly maximize your evening out, consider visiting Manifattura after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Se·sto On Arno Rooftop Bar, another bar with an inviting ambiance. Similarly, Il Vinile also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.
Savor another day of unforgettable experiences in Italy!
Day 5
- Florence
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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.
A blend of fun adventures, scenic views, and photo-friendly spots await you in Florence on today’s itinerary. First up is the globally renowned public square, Piazza Del Duomo, Pisa. Afterward, continue to Leaning Tower Of Pisa, a monument every traveler should visit.
As you explore Florence’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Mura Di Lucca. This beloved historical landmark is an essential stop. Following that, head to San Michele In Foro, another must-visit site that will enhance your experience. Don’t forget to stop by Piazza Dell'anfiteatro, a captivating public square in the city. Finally, end your day with a visit to Porta Elisa, a respected monument that offers the perfect conclusion to your sightseeing of the day.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
After a day of adventure, treat yourself to an exquisite dinner at one of Florence's best restaurants.
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.
Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.
Take some time to reflect on your day and savor another beautiful night in Italy.
Day 6
- Florence
- Siena
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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 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 Siena and San Gimignano. In the evening, you’ll end up in Siena, where you will stay for 1 night.
Get ready for an exciting day in Florence. Today’s sightseeing agenda includes a monument, a church, and a public square. Begin your adventure at Fortezza Medicea (siena). This is a frequently visited monument you should not miss. Another must-see is Basilica Of San Domenico, an underrated church in Florence.
When you’re ready for the next sight, head to Tower Of Mangia. From there, take a leisurely stroll to Piazza Del Campo, another of the city’s astonishing attractions. We recommend continuing your self-guided tour at Siena Cathedral, a visually striking place of interest in the city. If time allows, add Piazza Del Duomo to your itinerary. This worthwhile public square offers the perfect finishing touch to your day in Florence.
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.
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.
Treat yourself to a delightful dinner at Enoteca I Terzi, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Tar-Tufo? It's another excellent option with a diverse menu. Consider reserving a table at Antica Trattoria Papei as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Siena.
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.
Head back to your accommodation in Siena and get some rest in preparation for another magical day of your road trip in Italy!
Day 7
- Siena
- Perugia
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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.
Brace yourself for today’s incredible lineup of attractions in Siena, featuring fun adventures, breathtaking views, and picturesque spots. Start at Basilica Of San Francesco D'assisi, a notable church in the town. Then, head to Piazza Del Comune and soak in the ambiance of this visually striking public square.
There are many interesting places to see in Siena and when you are ready for more, go to Rocca Maggiore. This is one of the town’s most underrated spots. After exploring the castle, visit the beloved Perugia Cathedral. Before wrapping up your self-guided sightseeing tour, head to the locally appreciated Piazza Iv Novembre, a locally appreciated public square in the town.
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 dinnertime approaches, it's time to head out for a bite to eat in Perugia. 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 Ristorante Settimo Sigillo, a popular restaurant in Perugia. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Perugia at Caffè Baglioni, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Bar Pellas. It’s yet another ideal choice to enhance your time in Perugia tonight.
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.
Relax and recharge in preparation for another adventurous day in Italy!
Day 8
- Perugia
- Orvieto
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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
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Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Orvieto and Sant'Angelo. At the end of the day, you will enjoy the comforts of a top-rated hotel in Orvieto, which will be your home away from home for 1 night.
Perugia is home to plenty of attractions that offer family-friendly attractions, breathtaking views, and photo-friendly spots! Start at Well Of St. Patrick, a captivating monument that is worthwhile a visit in the village. Nearby, you’ll find Orvieto Cathedral, enchanting visitors with its romantic appeal. Continue your exploration at Orvieto Underground. This cave system is one of the village’s most curiosity-inducing spots.
Enjoy the freedom of exploring Perugia at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Torre Del Moro Orvieto. After exploring the monument, head to the up-and-coming Pozzo Della Cava. This cave will wrap up today’s self-guided sightseeing tour in the village.
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 explore more of Orvieto, 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.
After enjoying a fulfilling meal, continue your evening at Bar Duomo, ideal for those looking to unwind with a drink in a comfortable setting.
Take some time to reflect on your day and savor another beautiful night in Italy.
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
Dive into day 9 of your remarkable road trip in Italy. Today you will explore Urbino, 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 Rimini. You’ll stay here for 1 night.
Start by visiting Casa Santi, a prime spot to begin your journey. This photogenic museum is sure to impress. Next on your list is Galleria Nazionale Delle Marche, another must-visit landmark and worthwhile museum renowned for its UNESCO world heritage-designated features.
While exploring and sightseeing, take time to savor the ambiance of Orvieto by sampling some local delicacies or having a drink. When you’re ready for more sightseeing, head to Palazzo Ducale. This UNESCO world heritage-designated palace is a remarkable attraction that offers a unique experience. Oratory Of St John The Baptist, Urbino also adds charm to your journey.
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 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.
Enjoy a delicious meal at Amarina, a top-rated dining destination in Rimini. If you're in the mood to try something new, consider Primo Miglio di Conti Mirco, another top spot with a mouthwatering menu. You might also want to secure a reservation at Libeccio. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rimini this evening.
Keep the excitement of the evening going by visiting a bar or two. Caffè Cavour is an excellent place to start. You could also check out Bar Ilde - Il Baretto Della Buona Piadina, offering a different kind of charm. A last recommendation for the day is Bar Malatesta. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 10
- Rimini - Departure day
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- Malatestiano Temple
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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, begin at Malatestiano Temple. This intriguing church is a popular place to see in the city.
Make the most of your final day in Italy by visiting Rimini’s iconic markets and shopping establishments in the buzzing Rimini Centro. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy. You can also browse through boutiques for stylish fashion choices.
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 delightful dinner at Ristorante Laura "Darsena Rimini", highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Amerigo? It's another excellent option with a diverse 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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