11-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling west to Bologna, Florence, Siena, and Rome

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 the city and use the provided itinerary to discover what to see in Rimini.

Experience Piazza Cavour, an interesting public square in the city. Then, head to Borgo San Giuliano and soak in the ambiance of this enchanting street.

There are many interesting places to see in Rimini, and when you are ready for more, go to Fountain Of The Four Horses. This is one of the city’s most underrated symbolic spots of interest. After exploring the monument, visit the locally renowned Parco Federico Fellini. Not far away, you'll also find La Ruota Panoramica. This observation deck is a visually striking highlight in Rimini. Before wrapping up your self-guided sightseeing tour, head to Spiaggia Libera, a frequently visited beach in the city.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

Experience shopping bliss at Rimini as you explore Rimini Centro. Take a leisurely stroll through unique boutique shops and stores, where local treasures are waiting to be found. Don't miss the chance to discover artisan crafts that reflect the fascinating culture of Italy. Beyond shopping, Rimini Centro offers more options, including unique attractions, key services, and vibrant events.

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.

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

Following your dinner, dive into the local bar culture at Hobo's. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Sunflower City Backpacker, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Capogiro provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

Dive into day 3 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Bologna. At the end of the day, you’ll unwind at one of the finest accommodations in Bologna, where you'll spend 2 nights.

Set your GPS to Bologna and hit the road. Expect a journey of approximately 1 hour 29 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Bologna beckons with new experiences!

Our first attraction recommendation in Bologna is Basilica Of San Domenico, an up-and-coming church that draws attention for its culturally significant features. Spend some time soaking in the atmosphere before continuing to Piazza Santo Stefano, a visually striking public square that stands out in the city.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Two Towers, a locally renowned monument that offers a unique experience. Be sure to also explore Bologna Cathedral, a nearby church, highly recommended by other travelers. End your self-guided tour at Palazzo Re Enzo, a respected palace and the perfect final attraction in Bologna.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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.

Bologna is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Bologna.

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

Explore the vibrant nightlife at Bar Al Bricco D'oro after your meal, a hub for lively evenings and memorable moments. Or, head to Bar Freud E Squisito for a great selection of flavorful drinks and a charming setting. Furthermore, Osteria Del Sole is perfect for those looking to extend their night with a touch of local flavor.

Raise your glass to another unforgettable day in Italy!

On day 4 of your road trip in Italy, you’ll start and end your day in Bologna, but spend the day exploring what’s beyond the city. Since you still have 1 night to spend in Bologna, there’s no need to rush. Experience Modena and Parma to the fullest today with this curated day itinerary.

Whether you decide to explore Modena on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Modena.

Continue your road trip and head to your next destination, Modena. This car ride takes around 54 min.

For a more meaningful self-guided tour of the city's best attractions, visit Piazza Grande, a curiosity-inducing public square that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Duomo Di Modena and admire its majestic features.

When you’re ready, continue to Torre Civica - Ghirlandina, a locally appreciated monument beloved by locals and tourists alike.

Embrace the thrill of the open road as you wave goodbye to Modena and set your GPS to Parma. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 48 min. Upon reaching Parma, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Galleria Nazionale Di Parma is a beloved art gallery we recommend visiting today. Discover its eye-catching features before continuing your self-guided tour to Palazzo Della Pilotta, a photogenic palace that’s well-regarded in the area.

Next, stop by Parma Cathedral, a romantic church.

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

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 Bologna, it's often a good idea to reserve a table in advance.

Treat yourself to a delightful dinner at Bononia Cafè, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Via Con Me? It's another excellent option with a diverse menu. Consider reserving a table at Trattoria Pizzeria La Mela as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Bologna.

Cap off your dinner by heading to Lime Bar, ideal for a leisurely evening with a drink in hand. Macondo - Cocktail Bar is another bar that offers an enjoyable setting. Similarly, Bar Onda Marina By Night is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Your itinerary for day 5 of your road trip in Italy includes 1 stop and features some of the highlights of Florence. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, where you'll spend 2 nights.

Florence’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Bologna behind. This drive usually takes around 1 hour 36 min. Florence welcomes you with a multitude of unique vacation experiences.

Spend your afternoon discovering Basilica Of Santa Croce In Florence, a popular church known for its heritage-rich features. Next, continue your sightseeing at Bargello National Museum, a locally appreciated museum.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by Palazzo Vecchio and uncover the details of this enchanting palace. Make sure to also explore Uffizi Gallery, a widely recognized art gallery. For your last stop, consider Ponte Vecchio, a history-steeped historical landmark that many travelers find worth the detour.

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.

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

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. Known for great service, it’s a fantastic choice for tonight in Florence.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Il Vinile also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

On day 6 of your road trip, you will have an entire day to discover what to see in Florence. You’ll stay in Florence for 1 night.

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. Make sure to visit Oltrarno, a popular neighborhood in Florence. Spend some time wandering around the area and soak in its distinctive charm. You’ll also discover that several of the city’s must-see attractions are just around the corner.

To truly experience Florence, make sure to drop by Piazzale Michelangelo. This widely recognized observation deck is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Cathedral Of Santa Maria Del Fiore, one of the city’s best highlights.

Next, check out Galleria Dell'accademia, one of the most interesting places to see in Florence. This art gallery is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Central Market. Wander around and soak in the photogenic atmosphere this food market offers. Then, head to Basilica Di Santa Maria Novella, Firenze (fi), a top-rated church that adds another dimension to your day.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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

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

Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.

Relax and recharge in preparation for another adventurous day in Italy!

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Siena. When you’re not sightseeing, take time to relax at your chosen hotel in Siena, where you’ll be staying for 2 nights.

When you’re ready to jump back into the car and say goodbye to Florence, you’ll hit the road in the direction of Siena. This drive usually takes around 1 hour 10 min.

Fortezza Medicea (siena) is an often recommended monument we recommend visiting today. Discover its historic features before continuing your self-guided tour to Basilica Of San Domenico, a picture-perfect church that’s well-regarded in the area.

Next, stop by Siena Cathedral, a majestic church. While you’re nearby, don’t forget to visit Pubblico Palace, a culturally significant and truly unique palace. End your sightseeing at Piazza Del Campo, an astonishing public square that’s highly recommended by travelers passing through the city.

When you’re done exploring for the day, you’ll drive to your hotel in Siena. Check in and relax 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.

Make sure to reserve a table at Enoteca I Terzi, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Tar-Tufo, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Antica Trattoria Papei, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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.

Savor another day of unforgettable experiences in Italy!

Wake up to day 8 of your road trip in Italy. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of San Gimignano, Greve in Chianti, and Greti. With 1 night to stay in Siena, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in San Gimignano. This drive usually takes around 43 min, without any stops or traffic disruptions.

Porta San Giovanni is an intriguing monument we recommend visiting today. Discover its UNESCO world heritage-designated features before continuing your self-guided tour to Piazza Del Duomo, a history-steeped public square that’s well-regarded in the area.

Next, stop by Palazzo Comunale, Pinacoteca, Torre Grossa, a picture-perfect museum. While you’re nearby, don’t forget to visit Chiesa Di Sant'agostino, a culturally significant and truly unique church.

After soaking in San Gimignano’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Greve in Chianti. Expect your car journey to take a minimum of 55 min. When you arrive in Greve in Chianti, it's time to take a break from the road.

For a more meaningful self-guided tour of the village's best attractions, visit Castle Of Verrazzano, a locally appreciated castle that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

Fasten your seatbelt and make your way to your next stop — Greti, home to many well-known sights in the region. Keep in mind that your travel time from Greve in Chianti to Greti may take around 7 min without traffic disruptions. Upon arrival in Greti, we highly recommend checking out some of the top attractions.

Villa Calcinaia - Conti Capponi is an increasingly popular winery we recommend visiting today. Discover its history-steeped features before continuing your self-guided tour.

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

Siena is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Siena.

Enjoy a delicious meal at Osteria Quattro Venti, a highly-rated dining destination in Siena. If you're eager to try something different, consider Fischi per Fiaschi, another top spot with a tantalizing menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Siena this evening.

After your meal, keep the night alive at a bar like Charlie Mixology Bar Di Aldinucci Riccardo, known for its lively atmosphere. Bar Pinacoteca is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, San Paolo Pub offers an excellent atmosphere for those looking to amp up the evening.

Head back to your accommodation in Siena and get some rest to prepare for another magical day of your road trip in Italy.

Experience an unparalleled adventure on day 9 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Rome. At the end of the day, you will retreat to the hotel of your choice in Rome, where will spend 1 night.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Rome. This drive usually takes around 2 hours 42 min, without any stops or traffic disruptions.

One of our top recommendations for your sightseeing is Colosseum. Spend some time admiring the breathtaking features of the archeological site before you continue to your next stop. Then, head to Roman Forum. This timeless archeological site is a traveler-favorite in the city.

If you're keen to see more, continue to Trevi Fountain. Feed your curiosity by learning something new about the monument. Next, take your journey to Pantheon, an iconic monument. Conclude your sightseeing at Piazza Navona, known for its masterful features.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Rome. Rome 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 Rome's most popular restaurants, and connect with friendly locals for a true cultural experience.

Have a fantastic dining experience at La Bottega Roma, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Pasta In Corso offers an enticing alternative with its varied menu. Additionally, Trattoria Vecchia Roma is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

Unwind after your meal by stepping into La Botticella Of Poggi Giovanni. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Almalu Trastevere offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Viminale Di Pepi Maurilio, another top-rated bar in the area.

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

On day 10 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Urbino are on today's agenda. In the evening, you’ll end up in Rimini, where you will stay for 1 night.

When you’ve had your share of Rome, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Urbino. Your travel time is around 3 hours 46 min.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Palazzo Ducale, a well-known palace that everyone visiting Urbino should see. Next, head to Galleria Nazionale Delle Marche. This picture-perfect museum is one of the most beloved attractions in the region.

If you're keen to see more, don’t miss out on Casa Santi, an instagrammable museum popular among locals as well as travelers.

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 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 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.

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 recharge in preparation for another adventurous day in Italy!