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

Dive into day 2 of your remarkable road trip in Italy. Today you will explore Rimini and Bologna, 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 agenda in Rimini includes a monument, a public square, and a church. Arch Of Augustus is must-visit monument and a great starting point for the day. Next, continue your journey to Piazza Santo Stefano, an often recommended public square, located just a leisurely stroll away. Next, head to Two Towers, a visually striking 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 Rimini. If you’re looking for more, Bologna Cathedral is also an intriguing attraction that is worthwhile a visit. Lastly, don’t miss Piazza Maggiore, an impressive gem to see in the city.

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.

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.

Have a fantastic dining experience at Ristorante Ciacco, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Ballarini offers an enticing alternative with its varied menu. Additionally, Sfoglia Rina is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Bologna.

Cap off your dinner by heading to Bar Al Bricco D'oro, ideal for a leisurely evening with a drink in hand. Bar Freud E Squisito is another bar that offers an enjoyable setting. Similarly, Osteria Del Sole is also a popular place to go on a night out, perfect for relaxing and socializing.

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

Experience an unparalleled adventure on day 3 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

Bring your curiosity for today’s adventure around Bologna. Some of the city’s most loved attractions await. The Boboli Gardens is the perfect place to start. This botanical garden is one of the most well-known places to visit in Bologna. Next, head to Ponte Vecchio, a timeless historical landmark, known for its visually striking 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 Uffizi Gallery. This picture-perfect art gallery offers a unique experience that is highly recommended. Meanwhile, Basilica Of Santa Croce In Florence adds its own distinct charm to your journey. Finish your day with a visit to Palazzo Vecchio, a history-steeped palace in Bologna.

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 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.

Enjoy a lovely dining experience at Ristorante Oliviero 1962, 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 Di Poneta Novoli, 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 Caffe San Firenze. It’s yet another ideal choice to enhance your time in Florence tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Manifattura, a well-loved spot among locals and tourists. Or, head to Se·sto On Arno Rooftop Bar. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Il Vinile, 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.

Wake up to day 4 of your extraordinary road trip in Italy. With 1 night left in Florence, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await. Leaning Tower Of Pisa is the perfect place to start. This monument is one of the most iconic places to visit in Florence.

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 Pisa Cathedral. This historic church offers a unique experience that is highly recommended. Meanwhile, Campo Santo adds its own distinct charm to your journey. Finish your day with a visit to Piazza Del Duomo, Pisa, a breathtaking public square in Florence.

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

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.

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.

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

Embark on another extraordinary experience on day 5 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 San Gimignano, which will be your home away from home for 2 nights.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Siena Cathedral. This enchanting church is a highlight of any visit in the city. Then, enjoy Piazza Del Campo, another history-steeped attraction that never fails to captivate visitors. Next, head over to Tower Of Mangia, one of the city’s most beloved attractions, known for its culturally significant features.

If you’re looking for more, spend time soaking in the atmosphere of Sangimignano1300. This history-steeped museum is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza Del Duomo, an often recommended public square, 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 San Gimignano. San Gimignano 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 San Gimignano's most popular restaurants, and connect with friendly locals for an authentic adventure.

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

On day 6 of your road trip, you’ll start and end your day in San Gimignano, but spend part of the day exploring places of interest outside the immediate village. On today's itinerary, you'll find attractions in San Regolo and Castellina in Chianti. You still have 1 night left in San Gimignano.

Brace yourself for today’s incredible lineup of attractions in San Gimignano, featuring family-friendly attractions, romantic experiences, and breathtaking views. Start at Castello Di Brolio, a beloved castle in the hamlet. Then, head to Tumulo Di Montecalvario and soak in the ambiance of this photogenic archeological site.

There are many interesting places to see in San Gimignano and when you are ready for more, go to Rocca Di Castellina In Chianti. This is one of the hamlet’s most underrated spots.

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

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

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

San Gimignano is brimming with adventures. Today’s wonderful stops include a castle, a public square, a monument, an archeological site and much more! Begin your sightseeing adventure at the top-rated Castel Sant'angelo. Just a short distance away is Piazza Navona, a romantic public square that draws visitors from far and near.

Continue your journey to Spanish Steps, one of the city’s most impressive spots that you shouldn’t miss. Another great site to visit is the world-famous Trevi Fountain. Last up on today’s itinerary is a monument. Make your way to Pantheon for some final sightseeing. Each attraction will leave you with lasting memories and a deeper appreciation for the rich heritage of San Gimignano.

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

Dine in style at La Bottega Roma, a top recommendation for dinner tonight. Or, for a change of pace, Pasta In Corso boasts a menu that's sure to impress. Also, be sure to check out Trattoria Vecchia Roma. Known as a local hotspot, it’s a great choice for tonight in Rome.

After your meal, keep the night alive at a bar like La Botticella Of Poggi Giovanni, known for its lively atmosphere. Almalu Trastevere is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Bar Viminale Di Pepi Maurilio offers an excellent atmosphere for those looking to amp up the evening.

Relax and recharge in preparation for another adventurous day 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.

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Next, go to St. Peter's Basilica.

Piazza Del Popolo is another noteworthy stop.

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Sant' Eustachio Caffè, known for its inviting atmosphere. Yellowsquare Rome is another great option if you’re looking for a place to get the night started. Similarly, Caffè Portofino provides a great setting to enjoy the night away.

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 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 Naples. In the evening, you’ll end up in Naples, where you will stay for 1 night.

Today’s route brings fun adventures, breathtaking views, and picturesque spots. The first attraction of today is Castel Sant'elmo. This locally renowned castle is a historic place to see in Rome. Continue your discovery at Naples National Archaeological Museum, a detailed museum with stories to tell.

As you stroll around Rome, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Cappella Sansevero. This well-known museum offers a photogenic encounter with Rome. Next, make your way to Spaccanapoli to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Rome.

At the end of the day, you will drive to Naples, 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 Naples. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Don’t miss out on dining at L'Oca Nera Irish Pub, a top-rated dining destination in Naples. If you're in the mood to try something new, consider Mimì alla Ferrovia, another top spot with a mouthwatering menu. You might also want to secure a reservation at Spuzzulè Winebar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Naples this evening.

Following your dinner, dive into the local bar culture at Happening Cocktail Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Shanti Art Musik Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Gran Caffè Gambrinus provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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.

Dive into day 10 of your remarkable road trip in Italy. Today you will explore Pompei and Santa Maria degli Angeli, 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.

A blend of fun adventures, scenic views, and picturesque spots await you in Naples on today’s itinerary. First up is the often recommended archeological site, Temple Of Venus. Afterward, continue to Basilica, an archeological site every traveler should visit.

As you explore Naples’s charming streets, take in the lively atmosphere and get to know the character of the town. Next, make your way to Basilica Of San Francesco D'assisi. This notable church is an essential stop. Following that, head to Portico Of Monte Frumentario, another must-visit site that will enhance your experience.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rimini. Rimini 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 Rimini's best restaurants.

Savor the flavors at Osteria Brodo di Giuggiole, a top pick for dinner tonight. Alternatively, Hotel Touring beckons with its unique menu offerings. Also, consider Ristorante Lo Zodiaco Rimini. With its consistent customer satisfaction, it’s an excellent option for dining in Rimini tonight.

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!