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

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.

Immerse yourself in Rimini’s rich culture with today's sightseeing itinerary. Start your journey at Spiaggia Libera. This mesmerizing beach is sure to ignite your curiosity. Next, dive into the awe-inspiring features of La Ruota Panoramica, a must-visit observation deck 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 Parco Federico Fellini, a locally renowned park. For a change of scene, check out Fountain Of The Four Horses, known for its heritage-rich features. We also recommend visiting Piazza Cavour. This public square is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Parco Xxv Aprile, yet another worthwhile attraction 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.

Bring home unique finds from Rimini's bustling shopping hub, Le Befane Shopping Centre. Enjoy a leisurely exploration of unique stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Le Befane Shopping Centre offers plenty of options, including restaurants, primary services, unique landmarks, and community events.

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 Osteria Brodo di Giuggiole, 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 Hotel Touring, 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 Ristorante Lo Zodiaco Rimini. It’s yet another ideal choice to enhance your time in Rimini tonight.

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.

Say good night to Rimini and look forward to another great day of your road trip in Italy!

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.

Rimini is brimming with adventures. Today’s wonderful stops include a public square, a monument, a church, a park, a castle and much more! Begin your sightseeing adventure at the intriguing Piazza Santo Stefano and allow yourself time to explore. Just a short distance away you'll find your next stop, Two Towers, a breathtaking monument that draws visitors from far and near.

Continue your journey to Bologna Cathedral, one of the city’s most up-and-coming spots that you shouldn’t miss. Another great site to visit is the astonishing Piazza Maggiore. When you're finished at the public square, Villa Ghigi awaits your visit. This park is a stunning highlight on today's itinerary. Last up is a castle - the up-and-coming The Levizzano Castle.

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

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.

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.

Round off your dining experience by visiting Bar Al Bricco D'oro, a prime location for a drink. Alternatively, explore the distinctive characteristics of Bar Freud E Squisito, a bar catering to every mood and preference. Osteria Del Sole likewise offers a unique atmosphere, perfect for a memorable night out.

Raise your glass to another unforgettable day in Italy!

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.

Savor the day by visiting some of the best places to see in Bologna, including an observation deck, a church, an art gallery, a historical landmark, a palace and much more! Start your adventure at Piazzale Michelangelo. This famous observation deck is a must-visit for travelers looking for a unique holiday experience. Make your way to Basilica Of Santa Croce In Florence located in Bologna for another exciting encounter.

Next, immerse yourself in the setting of Uffizi Gallery. Its romantic features will captivate you. After the art gallery, continue your tour of the city with a visit to Ponte Vecchio. Visitors usually appreciate the romantic features of this historical landmark. Next up is Palazzo Vecchio, a highly recommended palace. For a change of pace, head to Cathedral Of Santa Maria Del Fiore. As one of the most widely recognized attractions in Bologna, this church 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 Florence. Florence 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 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.

After savoring a delicious meal, step into the vibrant nightlife at Manifattura, where the evening is just getting started. In the same way, Se·sto On Arno Rooftop Bar offers a unique charm perfect for experiencing the local bar scene in Florence. Il Vinile is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip in Italy!

On day 5 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 1 night more, there’s no need to rush. Experience Pisa and Lucca to the fullest today with this curated day itinerary!

Today’s itinerary in Florence covers several incredible sights, including a public square, a monument, a historical landmark, a church and much more! Start your adventure at Piazza Del Duomo, Pisa. This timeless public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the breathtaking wonders of Leaning Tower Of Pisa, a must-see monument 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 Mura Di Lucca. This increasingly popular historical landmark offers an enriching experience. For a change of pace, head to San Michele In Foro, where you can take in majestic features. Conclude your self-guided sightseeing tour with a visit to Piazza Dell'anfiteatro and Porta Elisa. These sights offer a fulfilling end to a perfect day.

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

As you explore more of Florence, 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.

Dine in style at Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.

Cap off your dinner by heading to Bar 50 Rosso, ideal for a leisurely evening with a drink in hand. Bitter Bar is another bar that offers an enjoyable setting. Similarly, Archea Brewery is also a popular place to go on a night out, perfect for relaxing and socializing.

Take some time to reflect on your day and savor another beautiful night in Italy.

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.

Prepare for a day full of family-friendly attractions, breathtaking views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Fortezza Medicea (siena). This often recommended monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Basilica Of San Domenico, one of the city’s best highlights.

Next, check out Tower Of Mangia, one of the most intriguing places to see in Florence. This monument is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Del Campo. Wander around and soak in the enchanting atmosphere this public square offers. Then, head to Siena Cathedral, a top-rated church that adds another dimension to your day. Finally, visit the increasingly popular Piazza Del Duomo, the last of our attraction recommendations for today.

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 dinnertime approaches, it's time to head out for a bite to eat in Siena. 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 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 recharge in preparation for another adventurous day in Italy!

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.

Today’s agenda in Siena includes a church, a public square, a castle, a monument and much more! Basilica Of San Francesco D'assisi is must-visit church and a great starting point for the day. Next, continue your journey to Piazza Del Comune, a beloved public square, located just a leisurely stroll away. Next, head to Rocca Maggiore, a symbolic castle, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Siena. When you're ready, let your sightseeing route take you to the beloved Perugia Cathedral. If you’re looking for more, Piazza Iv Novembre is also an increasingly popular attraction that is worthwhile a visit. Lastly, don’t miss The Fontana Maggiore, a place of historic interest in the town.

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

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

Don’t miss out on dining at Ristorante Settimo Sigillo, a top-rated dining destination in Perugia. If you're in the mood to try something new, consider Caffè Baglioni, another top spot with a mouthwatering menu. You might also want to secure a reservation at Bar Pellas. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Perugia this evening.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Tommi Bar, a well-loved spot among locals and tourists. Or, head to Valentina. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Caffe Dal Perugino, another top-rated place in the area.

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

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.

Perugia is home to plenty of attractions that offer fun adventures, scenic views, and picturesque spots! Start at Well Of St. Patrick, a locally renowned monument that is worthwhile a visit in the village. Nearby, you’ll find Orvieto Cathedral, enchanting visitors with its symbolic appeal. Continue your exploration at Orvieto Underground. This cave system is one of the village’s most worthwhile 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 worthwhile Pozzo Della Cava. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Il Paese Delle Fiabe, a place of instagrammable interest in Perugia.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Orvieto. Orvieto 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 Orvieto. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

With its reputation for pleasing customers, it’s a fantastic choice for tonight in Orvieto.

If you’re not ready to end the night just yet, Bar Duomo offers a perfect venue to relax and savor a drink.

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

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.

Get ready for an exciting day in Orvieto. Today’s sightseeing agenda includes a museum, a palace, and a church. Begin your adventure at Casa Santi. This is an up-and-coming museum you should not miss. Another must-see is Galleria Nazionale Delle Marche, an often recommended museum in Orvieto.

When you’re ready for the next sight, head to Palazzo Ducale. From there, take a leisurely stroll to Oratory Of St John The Baptist, Urbino, another of the town’s increasingly popular attractions.

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.

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

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.

Keep the evening going at Caffè Cavour, a great choice for enjoying the after-dinner hours with a drink. You could also go to Bar Ilde - Il Baretto Della Buona Piadina, which offers a similarly pleasant setting and great drinks. Another option is Bar Malatesta, which provides an inviting environment for unwinding after a busy day out.

Take some time to reflect on your day and savor another beautiful night in Italy.