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.

Discover a day packed with fun adventures, picturesque spots, and historic treasures in Rimini. Begin your sightseeing with Arch Of Augustus. This interesting monument is one of the top attractions in the city. Proceed to Piazza Santo Stefano, another must-visit attraction.

As you wander through the inviting streets of Rimini, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Two Towers. This captivating monument is a traveler-favorite. Not far away, you’ll find Bologna Cathedral, another key site on your sightseeing itinerary. Piazza Maggiore is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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.

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.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Bar Al Bricco D'oro stands out as an excellent choice for a post-dinner cocktail. Alternatively, Bar Freud E Squisito offers an ideal atmosphere to enjoy the pleasures of the night. Osteria Del Sole is also a great option that provides a perfect setting for a relaxing evening.

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

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.

Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at The Boboli Gardens. This well-known botanical garden is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Ponte Vecchio, one of the city’s best highlights.

Next, check out Uffizi Gallery, one of the most astonishing places to see in Bologna. This art gallery is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Basilica Of Santa Croce In Florence. Wander around and soak in the photogenic atmosphere this church offers. Then, head to Palazzo Vecchio, a top-rated palace that adds another dimension to your day. Finally, visit the widely recognized Piazza Della Signoria, the last of our attraction recommendations for today.

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.

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 and reflect on the day's adventures.

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

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.

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

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Leaning Tower Of Pisa. This picture-perfect monument is a highlight of any visit in the city. Next, head over to Pisa Cathedral, one of the city’s most intriguing attractions, known for its stunning features.

If you’re looking for more, spend time soaking in the atmosphere of Campo Santo. This breathtaking cemetery is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Piazza Del Duomo, Pisa, an iconic public square, and take a stroll around the area.

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

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 and reflect on the day's adventures.

Savor the flavors at Ditta Artigianale, a top pick for dinner tonight. Alternatively, Trattoria Da Burde beckons with its unique menu offerings. Also, consider Casa Toscana. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Keep the excitement of the evening going by visiting a bar or two. Bar 50 Rosso is an excellent place to start. You could also check out Bitter Bar, offering a different kind of charm. A last recommendation for the day is Archea Brewery. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and San Gimignano. When you’re not sightseeing, take time to relax at your selected hotel in San Gimignano, where you’ll be staying for 2 nights.

Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Siena Cathedral is the perfect place to start. This church is one of the most popular places to visit in Florence. Next, head to Piazza Del Campo, a widely recognized public square, known for its enchanting 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 Tower Of Mangia. This culturally significant monument is a highly recommended experience. Nearby, you'll also find Sangimignano1300 and Piazza Del Duomo. Visit these for an interesting touch to your journey.

At the end of the day, you will drive to San Gimignano, 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 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.

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

On day 6 of your road trip, you’ll start and end your day in San Gimignano, where you'll stay for 1 night more.

Get ready to discover some of the most iconic wonders in San Gimignano, including a castle and an archeological site. Start your day at Castello Di Brolio. This romantic castle is a locally appreciated place to see in San Gimignano. Then, wander over to Tumulo Di Montecalvario. If instagrammable sites excite you, this archeological site will be right up your alley. Nearby, you’ll also find Rocca Di Castellina In Chianti. This majestic castle is a favorite among visitors.

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

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

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

Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Rome, which will be your home away from home for 2 nights.

Set out on a day brimming with fun adventures, romantic experiences, and breathtaking views. Start at the astonishing Castel Sant'angelo, a history-steeped castle in San Gimignano. Next, go to Piazza Navona.

After visiting Castel Sant'angelo and Piazza Navona, have a stroll along San Gimignano's streets and take in the local charm. Continue your sightseeing by heading to Spanish Steps. This history-steeped public square offers a unique experience. Trevi Fountain is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Pantheon, one of the most instagrammable places to visit in San Gimignano. If you still have some time left for sightseeing, we also recommend stopping by Largo Di Torre Argentina.

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

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

Treat yourself to a delightful dinner at La Bottega Roma, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Pasta In Corso? It's another excellent option with a diverse menu. Consider reserving a table at Trattoria Vecchia Roma as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

Cap off your dinner by heading to La Botticella Of Poggi Giovanni, ideal for a leisurely evening with a drink in hand. Almalu Trastevere is another bar that offers an enjoyable setting. Similarly, Bar Viminale Di Pepi Maurilio is also a popular place to go on a night out, perfect for relaxing and socializing.

Savor another day of unforgettable experiences 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.

A top thing to do today is to explore Trastevere, a must-see neighborhood in Vatican City. It's the perfect starting point for touring the top attractions in the area. You can also visit Monti, an ideal neighborhood for continued sightseeing.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and scenic views. Whether you decide to explore Rome on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Vatican Museums is the first of them. St. Peter's Basilica is your next stop. This iconic major basilica is one of the best-rated sights in Rome.

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 Sistine Chapel. To round off your sightseeing experience, visit Piazza Del Popolo.

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

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 meal, keep the night alive at a bar like Sant' Eustachio Caffè, known for its lively atmosphere. Yellowsquare Rome is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Caffè Portofino offers an excellent atmosphere for those looking to amp up the evening.

Take some time to reflect on your day and savor another beautiful night 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 family-friendly attractions, breathtaking views, and photo-friendly spots. The first attraction of today is Castel Sant'elmo. This interesting castle is a culturally significant place to see in Rome. Continue your discovery at Naples National Archaeological Museum, a photogenic 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 notable museum offers a noteworthy 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.

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

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

Dine in style at L'Oca Nera Irish Pub, a top recommendation for dinner tonight. Or, for a change of pace, Mimì alla Ferrovia boasts a menu that's sure to impress. Also, be sure to check out Spuzzulè Winebar. Known as a local hotspot, it’s a great choice for tonight in Naples.

Keep the evening going at Happening Cocktail Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Shanti Art Musik Bar, which offers a similarly pleasant setting and great drinks. Another option is Gran Caffè Gambrinus, which provides an inviting environment for unwinding after a busy day out.

Raise your glass to another unforgettable day 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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Naples allows for both. Start by heading to Temple Of Venus. This locally appreciated archeological site provides an insightful glimpse into the town's identity. Next, discover Basilica, a heritage-rich archeological site, promising a delightful encounter.

Continue your sightseeing with a visit to Basilica Of San Francesco D'assisi, a captivating church. When you’re done, don’t forget to make a stop at the increasingly popular Portico Of Monte Frumentario.

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 explore more of Rimini, 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 delicious meal at Osteria Brodo di Giuggiole, a highly-rated dining destination in Rimini. If you're eager to try something different, consider Hotel Touring, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Lo Zodiaco Rimini. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rimini this evening.

Keep the excitement of the evening going by visiting a bar or two. Hobo's is an excellent place to start. You could also check out Sunflower City Backpacker, offering a different kind of charm. A last recommendation for the day is Bar Capogiro. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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