11-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling south to Bologna, Florence, San Gimignano, Rome, and Naples

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

Today’s itinerary in Rimini covers several incredible sights, including a monument, a public square, and a church. Start your adventure at Arch Of Augustus. This locally renowned monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the history-steeped wonders of Piazza Santo Stefano, a must-see public square 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 Two Towers. This notable monument offers an enriching experience. For a change of pace, head to Bologna Cathedral, where you can take in grand features. Conclude your self-guided sightseeing tour with a visit to Piazza Maggiore. These sights offer a fulfilling end to a perfect day.

At the end of the day, you will drive to Bologna, 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 Bologna. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a lovely dining experience at Ristorante Ciacco, a popular restaurant in Bologna. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Bologna at Ristorante Ballarini, 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 Sfoglia Rina. It’s yet another ideal choice to enhance your time in Bologna tonight.

Continue the enjoyment post-dinner at Bar Al Bricco D'oro, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Bar Freud E Squisito offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Osteria Del Sole. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

Raise your glass to another unforgettable day in Italy!

Dive into day 3 of your remarkable road trip in Italy. Today you will explore Florence, 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 Florence. You’ll stay here for 2 nights.

Brace yourself for today’s incredible lineup of attractions in Bologna, featuring fun adventures, romantic experiences, and breathtaking views. Start at The Boboli Gardens, a popular botanical garden in the city. Then, head to Ponte Vecchio and soak in the ambiance of this culturally significant historical landmark.

There are many interesting places to see in Bologna, and when you are ready for more, go to Uffizi Gallery. This is one of the city’s most extraordinary historic spots of interest. After exploring the art gallery, visit the notable Basilica Of Santa Croce In Florence. Not far away, you'll also find Palazzo Vecchio. This palace is a romantic highlight in Bologna. Before wrapping up your self-guided sightseeing tour, head to Piazza Della Signoria, an impressive public square in the city.

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.

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 meal at Ristorante Oliviero 1962, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Di Poneta Novoli is another top choice with a popular menu. You could also check for a table at Caffe San Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Manifattura stands out as an excellent choice for a post-dinner cocktail. Alternatively, Se·sto On Arno Rooftop Bar offers an ideal atmosphere to enjoy the pleasures of the night. Il Vinile is also a great option that provides a perfect setting for a relaxing evening.

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 4 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 to the fullest today with this curated day itinerary!

Immerse yourself in Florence’s rich culture with today's sightseeing itinerary. Start your journey at Leaning Tower Of Pisa. This historic monument is sure to ignite your curiosity.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Pisa Cathedral, an often recommended church. For a change of scene, check out Campo Santo, known for its historic features. We also recommend visiting Piazza Del Duomo, Pisa. This public square is a must for anyone looking to experience the city to the fullest.

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

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.

Enjoy a lovely meal at Ditta Artigianale, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria Da Burde is another top choice with a popular menu. You could also check for a table at Casa Toscana. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

After enjoying a fulfilling meal, continue your evening at Bar 50 Rosso, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bitter Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Archea Brewery provides an excellent environment for a relaxed and enjoyable evening.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

On day 5 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 San Gimignano, where you will stay for 2 nights.

Florence is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at Siena Cathedral, a notable church that is worthwhile a visit in the city. Nearby, you’ll find Piazza Del Campo, enchanting visitors with its romantic appeal. Continue your exploration at Tower Of Mangia. This monument is one of the city’s most worthwhile spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Sangimignano1300. After exploring the museum, head to the frequently visited Piazza Del Duomo.

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

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

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

Wake up to day 6 of your extraordinary road trip in Italy. With 1 night left in San Gimignano, we encourage you to seize the day and discover the unexplored beauty of the village’s surroundings!

Bring your curiosity for today’s adventure around San Gimignano. Some of the hamlet’s most loved attractions await! Castello Di Brolio is the perfect place to start. This castle is one of the most locally appreciated places to visit in San Gimignano. Next, head to Tumulo Di Montecalvario, an often recommended archeological site, known for its symbolic 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 Rocca Di Castellina In Chianti. This history-steeped castle is a highly recommended experience. Visit these for an interesting touch to your journey.

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

As dinnertime approaches, it's time to head out for a bite to eat in San Gimignano. If you are looking to dine at a popular restaurant in the village, it's often a good idea to reserve a table in advance.

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, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Rome, where you’ll be staying for 2 nights.

Get ready for a day filled with family-friendly attractions, romantic experiences, and scenic views in the charming city of San Gimignano. Your adventure starts at Castel Sant'angelo, an impressive local hot spot. Another notable attraction to explore is Piazza Navona. This iconic public square is known for its romantic appeal.

After soaking in the highlights of these sights, take some time to wander San Gimignano's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Spanish Steps. This visually striking public square offers a fascinating experience that many visitors find memorable. Trevi Fountain is also worth visiting, along with Pantheon. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Largo Di Torre Argentina. This notable archeological site provides a fitting finale to your sightseeing.

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

As you explore more of Rome, 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 La Bottega Roma, a top pick for dinner tonight. Alternatively, Pasta In Corso beckons with its unique menu offerings. Also, consider Trattoria Vecchia Roma. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

Let the evening flow smoothly from dinner to drinks at La Botticella Of Poggi Giovanni, a top-rated bar in the area. For other recommendations, Almalu Trastevere provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Viminale Di Pepi Maurilio offers a memorable night with diverse drink options and excellent service.

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

Day 8 offers a multitude of experiences. You will stay in Rome for 1 night more, offering you enough time to explore at a relaxed pace.

Make sure to visit Trastevere, a popular neighborhood in Vatican City. 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. You can also explore Monti today, a neighborhood that’s well worth a visit.

Prepare for a day full of fun adventures, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Vatican Museums. This globally renowned art museum is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is St. Peter's Basilica, one of the city’s best highlights.

Next, check out Sistine Chapel, one of the most astonishing places to see in Rome. This chapel is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Del Popolo. Wander around and soak in the visually striking atmosphere this public square offers.

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.

As you explore more of Rome, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Have a fantastic dining experience at RomAntica, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Coso Ristorante offers an enticing alternative with its varied menu. Additionally, DEROMA - Farine Romane is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

To truly maximize your evening out, consider visiting Sant' Eustachio Caffè after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Yellowsquare Rome, another bar with an inviting ambiance. Similarly, Caffè Portofino also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Relax and recharge in preparation for another adventurous day 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 vibrant destinations - Naples. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Naples. You will spend 1 night here for some well-deserved relaxation.

Set out on a day brimming with family-friendly attractions, scenic views, and picturesque spots. Start at the interesting Castel Sant'elmo, a culturally significant castle in Rome. Next, go to Naples National Archaeological Museum.

After visiting Castel Sant'elmo and Naples National Archaeological Museum, have a stroll along Rome's streets and take in the local charm. Continue your sightseeing by heading to Cappella Sansevero. This photogenic museum offers a unique experience. Spaccanapoli is another noteworthy attraction worthwhile a visit.

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

Have a fantastic dining experience at L'Oca Nera Irish Pub, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Mimì alla Ferrovia offers an enticing alternative with its varied menu. Additionally, Spuzzulè Winebar is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Naples.

Unwind after your meal by stepping into Happening Cocktail Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Shanti Art Musik Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Gran Caffè Gambrinus, another top-rated bar in the area.

Celebrate another amazing day of your road trip adventure in Italy!

Embark on another extraordinary experience on day 10 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Pompei and Santa Maria degli Angeli. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rimini, which will be your home away from home for 1 night.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, scenic views, and photo-friendly spots. Whether you decide to explore Naples on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Temple Of Venus is the first of them. Spend some time admiring this picture-perfect archeological site before continuing your journey. Basilica is your next stop. This underrated archeological site is one of the best-rated sights in Naples.

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 Basilica Of San Francesco D'assisi. This grand church is a sight to behold. To round off your sightseeing experience, visit Portico Of Monte Frumentario.

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.

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

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

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

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