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

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.

Set out on a day brimming with fun adventures, picturesque spots, and historic treasures. Start at the underrated Church Of Saint Mary Of The Announcement, a culturally significant church in Rimini. Next, go to Castel Sismondo.

After visiting Church Of Saint Mary Of The Announcement and Castel Sismondo, have a stroll along Rimini's streets and take in the local charm. Continue your sightseeing by heading to Piazza Cavour. This visually striking public square offers a unique experience. Fontana Della Pigna is another noteworthy attraction worthwhile a visit.

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.

Shop 'til you drop at Rimini's premier shopping hotspot, Rimini Centro! Elevate your style by browsing through trendy boutiques and shops, filled with unique finds. Keep an eye out for artisan crafts, perfect as cherished mementos. Rimini Centro also offers more, including attractions, key services, and exciting local experiences to round out your visit.

As dinnertime approaches, it's time to head out for a bite to eat in Rimini. 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 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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Hobo's, known for its inviting atmosphere. Sunflower City Backpacker is another great option if you’re looking for a place to get the night started. Similarly, Bar Capogiro provides a great setting to enjoy the night away.

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

Today’s route brings fun adventures, photo-friendly spots, and history-rich sites. The first attraction of today is International Museum And Library Of Music. This up-and-coming museum is a photogenic place to see in Rimini. Continue your discovery at Piazza Santo Stefano, a visually striking public square with stories to tell.

As you stroll around Rimini, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Two Towers. This locally renowned monument offers a historic encounter with Rimini. Next, make your way to Bologna Cathedral to add another highlight to your day. After that, visit Piazza Maggiore, an impressive public square that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Rimini.

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.

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

Treat yourself to a delicious dinner at Ristorante Ciacco, an excellent option for tonight's dining. Looking for something different? Ristorante Ballarini offers a tantalizing alternative with its diverse menu. And don’t miss Sfoglia Rina. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Bologna.

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.

Head back to your accommodation in Bologna 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 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 Florence. In the evening, you’ll end up in Florence, where you will stay for 2 nights.

A blend of family-friendly attractions, picturesque spots, and historic treasures await you in Bologna on today’s itinerary. First up is the locally renowned art gallery, Galleria Dell'accademia. Afterward, continue to Cathedral Of Santa Maria Del Fiore, a church every traveler should visit.

As you explore Bologna’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Basilica Of Santa Croce In Florence. This captivating church is an essential stop. Following that, head to Uffizi Gallery, another must-visit site that will enhance your experience. Don’t forget to stop by Ponte Vecchio, a world-famous historical landmark in the city. Finally, end your day with a visit to Piazza Della Signoria, an enchanting public square that offers the perfect conclusion to your sightseeing of the day.

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 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 delicious meal at Ristorante Oliviero 1962, a highly-rated dining destination in Florence. If you're eager to try something different, consider Di Poneta Novoli, another top spot with a tantalizing menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

Let the evening flow smoothly from dinner to drinks at Manifattura, a top-rated bar in the area. For other recommendations, Se·sto On Arno Rooftop Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Il Vinile offers a memorable night with diverse drink options and excellent service.

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

On day 5 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.

Oltrarno is a fantastic place you can explore today in Florence. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Florence-way-of-life and visit all the nearby sights.

Brace yourself for today’s incredible lineup of attractions in Florence, featuring fun adventures, romantic experiences, and breathtaking views. Start at Piazzale Michelangelo, an impressive observation deck in the city. Then, head to Pitti Palace and soak in the ambiance of this awe-inspiring palace.

There are many interesting places to see in Florence, and when you are ready for more, go to The Boboli Gardens. This is one of the city’s most notable history-steeped spots of interest.

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.

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

Don’t miss out on dining at Ditta Artigianale, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Trattoria Da Burde, another top spot with a mouthwatering menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.

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.

Savor another day of unforgettable experiences in Italy!

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Siena. 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.

Florence is brimming with adventures. Today’s wonderful stops include a church, a palace, a public square, a monument and much more! Begin your sightseeing adventure at the increasingly popular Santuario Di Santa Caterina and allow yourself time to explore. Just a short distance away you'll find your next stop, Siena Cathedral, a visually striking church that draws visitors from far and near.

Continue your journey to Pubblico Palace, one of the city’s most intriguing spots that you shouldn’t miss. Another great site to visit is the famous Piazza Del Campo. When you're finished at the public square, Tower Of Mangia awaits your visit. This monument is a picture-perfect highlight on today's itinerary.

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

Treat yourself to a wonderful meal at Enoteca I Terzi, a top-rated dining spot in Siena. If you're in the mood for something new, try Ristorante Tar-Tufo, another premier location with a delectable menu. You might also want to book a table at Antica Trattoria Papei. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.

Keep the excitement of the evening going by visiting a bar or two. Meet Life Cafè is an excellent place to start. You could also check out Maudit Pub, offering a different kind of charm. A last recommendation for the day is Bar Impero Siena. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Savor the day by visiting some of the best places to see in Siena, including an archeological site, a monument, and a public square. Start your adventure at Colosseum. This world-famous archeological site is a must-visit for travelers looking for a unique holiday experience. Make your way to Roman Forum located in Siena for another exciting encounter.

Next, immerse yourself in the setting of Trevi Fountain. Its visually striking features will captivate you. After the monument, continue your tour of the city with a visit to Pantheon. Visitors usually appreciate the culturally significant features of this monument. Next up is Piazza Navona, a highly recommended public square.

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 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.

Enjoy a lovely meal at La Bottega Roma, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Pasta In Corso is another top choice with a popular menu. You could also check for a table at Trattoria Vecchia Roma. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rome tonight.

If you’re not ready to end the night just yet, La Botticella Of Poggi Giovanni offers a perfect venue to relax and savor a drink. Similarly, Almalu Trastevere is well-suited for those looking to unwind in a social setting. Bar Viminale Di Pepi Maurilio is another excellent spot to enjoy a nightcap after a delightful meal.

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

Wake up to day 8 of your extraordinary road trip in Italy. With 1 night left in Rome, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Trastevere is a neighborhood that stands out as one of the must-see places in Vatican City. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.

Start by visiting St. Peter's Basilica, a prime spot to begin your journey.

We also recommend visiting Scala Elicoidale Momo, a worthwhile point of interest. Nearby, you'll also find Castel Sant'angelo, ready to add charm to your journey.

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

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

Treat yourself to a delicious dinner at RomAntica, an excellent option for tonight's dining. Looking for something different? Coso Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss DEROMA - Farine Romane. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

If you’re not ready to end the night just yet, Sant' Eustachio Caffè offers a perfect venue to relax and savor a drink. Similarly, Yellowsquare Rome is well-suited for those looking to unwind in a social setting. Caffè Portofino is another excellent spot to enjoy a nightcap after a delightful meal.

Raise your glass to another unforgettable day in Italy!

Dive into day 9 of your remarkable road trip in Italy. Today you will explore Naples, 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 Naples. You’ll stay here for 2 nights.

Start by visiting Spaccanapoli, a prime spot to begin your journey. This instagrammable street is sure to impress. Next on your list is Cappella Sansevero, another must-visit landmark and locally renowned museum renowned for its detailed features.

While exploring and sightseeing, take time to savor the culture of Rome by sampling some local delicacies. When you’re ready for more sightseeing, head to Naples National Archaeological Museum. This photogenic museum is an essential place to visit for anyone looking for the full Rome experience. We also recommend visiting Royal Palace Of Naples, an often recommended palace. Nearby, you'll also find Piazza Del Plebiscito, ready to add charm to your journey.

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.

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

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.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Happening Cocktail Bar, known for its inviting atmosphere. Shanti Art Musik Bar is another great option if you’re looking for a place to get the night started. Similarly, Gran Caffè Gambrinus provides a great setting to enjoy the night away.

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

Greet day 10 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Naples for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Ravello, Amalfi, Furore, and Positano.

Fondazione Ravello is must-visit cultural center and a great starting point for the day. Next, continue your journey to Amalfi Coast, a spectacular coast, located just a leisurely stroll away. Next, head to Fiordo Di Furore, a serene fjord, also available for your discovery today.

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

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

Make sure to reserve a table at Antica Pizzeria Di Matteo, an iconic dining spot in Naples. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Mercure Napoli Centro Angioino, a popular restaurant in Naples. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Lazzara Trattoria e Pizzeria, a hidden gem nestled in Naples. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue the enjoyment post-dinner at Archivio Storico - Cocktail Bar & Wonderfood, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Archeobar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Babette Pub. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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

Experience an unparalleled adventure on day 11 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Santa Maria degli Angeli. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rimini. You will spend 1 night here for some well-deserved relaxation.

Enjoy the perfect balance of relaxation and exploration in Naples today. One of the most frequently visited attractions included on the itinerary is Piazza Del Comune. This enchanting public square will help you start your sightseeing on top. Then, take a leisurely stroll to Church Of Santa Maria Sopra Minerva In Assisi and learn what makes this respected church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the worthwhile Portico Of Monte Frumentario. After exploring the historical landmark, head to Basilica Of San Francesco D'assisi. This captivating church is a highlight in Naples.

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.

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

Have a fantastic dining experience at Amarina, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Primo Miglio di Conti Mirco offers an enticing alternative with its varied menu. Additionally, Libeccio is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rimini.

After enjoying a fulfilling meal, continue your evening at Caffè Cavour, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Ilde - Il Baretto Della Buona Piadina offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Malatesta provides an excellent environment for a relaxed and enjoyable evening.

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