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

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.

Get ready for an exciting day in Bologna. Today’s sightseeing agenda includes a botanical garden, a historical landmark, an art gallery, a church, a palace, a public square and much more! Begin your adventure at The Boboli Gardens. This is a captivating botanical garden you should not miss. Another must-see is Ponte Vecchio, an iconic historical landmark in Bologna.

When you’re ready for the next sight, head to Uffizi Gallery. From there, take a leisurely stroll to Basilica Of Santa Croce In Florence, another of the city’s notable attractions. We recommend ending your self-guided tour of the city with an enchanting palace. Palazzo Vecchio is a truly remarkable place to visit in Bologna.

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 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.

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.

After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. Se·sto On Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Vinile offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass to another unforgettable day in Italy!

At the end of the day, you'll drive back to Florence, where you'll stay for 1 night more.

Begin your adventure at Piazza Del Duomo, Pisa. This is a world-famous public square you should not miss. Another must-see is Pisa Cathedral, a curiosity-inducing church in Florence.

When you’re ready for the next sight, head to Angelo Caduto. From there, take a leisurely stroll to Leaning Tower Of Pisa, another of the city’s iconic attractions. We recommend ending your self-guided tour of the city with an UNESCO world heritage-listed museum. Museo Dell'opera Del Duomo is a truly remarkable place to visit 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 dining experience at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana. It’s yet another ideal choice to enhance your time in Florence tonight.

Continue your lively evening at Bar 50 Rosso, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bitter Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

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

On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Siena. When you’re not sightseeing, take time to relax at your selected hotel in Siena, where you’ll be staying for 2 nights.

Discover a day packed with family-friendly attractions, breathtaking views, and photo-friendly spots in Florence. Begin your sightseeing with Basilica Of San Domenico. This up-and-coming church is one of the top attractions in the city. Proceed to Siena Cathedral, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Pubblico Palace. This up-and-coming palace is a traveler-favorite. Not far away, you’ll find Piazza Del Campo, another key site on your sightseeing itinerary. Conclude your day at Tower Of Mangia and uncover why it's recognized as one of the city's most underrated attractions.

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

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

Have a fantastic dining experience at Enoteca I Terzi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Ristorante Tar-Tufo offers an enticing alternative with its varied menu. Additionally, Antica Trattoria Papei is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Siena.

Following your dinner, dive into the local bar culture at Meet Life Cafè. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Maudit Pub, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Impero Siena provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

Greet day 6 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Siena 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 San Gimignano.

Siena is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at Piazza Del Duomo, an intriguing public square that is worthwhile a visit in the village. Nearby, you’ll find Palazzo Comunale, Pinacoteca, Torre Grossa, enchanting visitors with its picture-perfect appeal. Continue your exploration at Sangimignano1300. This museum is one of the village’s most underrated spots.

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

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

Don’t miss out on dining at Osteria Quattro Venti, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Fischi per Fiaschi, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

After enjoying a fulfilling meal, continue your evening at Charlie Mixology Bar Di Aldinucci Riccardo, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Pinacoteca offers a welcoming atmosphere for easing into the nightlife. Similarly, San Paolo Pub 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.

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.

Get ready for a day filled with fun adventures, scenic views, and photo-friendly spots in the charming city of Siena. Your adventure starts at Colosseum, a globally renowned local hot spot. Another notable attraction to explore is Roman Forum. This timeless archeological site is known for its picture-perfect appeal.

After soaking in the highlights of these sights, take some time to wander Siena's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Spanish Steps. This majestic public square offers a fascinating experience that many visitors find memorable. Piazza Di Spagna is also worth visiting, along with Trevi Fountain. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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.

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.

Enjoy a delicious meal at La Bottega Roma, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Pasta In Corso, another top spot with a mouthwatering menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to La Botticella Of Poggi Giovanni, known for its inviting atmosphere. Almalu Trastevere is another great option if you’re looking for a place to get the night started. Similarly, Bar Viminale Di Pepi Maurilio provides a great setting to enjoy the night away.

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

Set aside time today to explore Trastevere, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day.

Start your adventure at Vatican Museums. This iconic art museum is a place that is appreciated by travelers and locals alike.

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 St. Peter's Basilica. This wondrous major basilica offers an enriching experience. For a change of pace, head to Pantheon, where you can take in culturally significant features. Conclude your self-guided sightseeing tour with a visit to Piazza Navona. This history-steeped public square offers a fulfilling end to a perfect day.

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

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.

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

Unwind after your meal by stepping into Sant' Eustachio Caffè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Yellowsquare Rome offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffè Portofino, another top-rated bar in the area.

Savor another day of unforgettable experiences 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 2 nights here for some well-deserved relaxation.

Savor the day by visiting some of the best places to see in Rome, including a castle, a museum, and a street. Start your adventure at Castel Sant'elmo. This locally renowned castle is a must-visit for travelers looking for a unique holiday experience. Make your way to Naples National Archaeological Museum located in Rome for an enchanting atmosphere.

Next, immerse yourself in the setting of Cappella Sansevero. Its noteworthy features will captivate you. After the museum, continue your tour of the city with a visit to Spaccanapoli. This street has an awe-inspiring appeal.

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.

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

Savor the flavors at L'Oca Nera Irish Pub, a top pick for dinner tonight. Alternatively, Mimì alla Ferrovia beckons with its unique menu offerings. Also, consider Spuzzulè Winebar. With its consistent customer satisfaction, it’s an excellent option for dining in Naples tonight.

Cap off your dinner by heading to Happening Cocktail Bar, ideal for a leisurely evening with a drink in hand. Shanti Art Musik Bar is another bar that offers an enjoyable setting. Similarly, Gran Caffè Gambrinus is also a popular place to go on a night out, perfect for relaxing and socializing.

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

On day 10 of your road trip, you’ll start and end your day in Naples, where you'll stay for 1 night more.

Archaeological Park Of Pompeii is must-visit archeological site and a great starting point for the day. Next, continue your journey to Amphitheatre Of Pompeii, a notable archeological site, located just a leisurely stroll away.

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

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.

Treat yourself to a delicious dinner at Antica Pizzeria Di Matteo, an excellent option for tonight's dining. Looking for something different? Mercure Napoli Centro Angioino offers a tantalizing alternative with its diverse menu. And don’t miss La Lazzara Trattoria e Pizzeria. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Naples.

After savoring a delicious meal, step into the vibrant nightlife at Archivio Storico - Cocktail Bar & Wonderfood, where the evening is just getting started. In the same way, Archeobar offers a unique charm perfect for experiencing the local bar scene in Naples. Babette Pub is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Head back to your accommodation in Naples and get some rest in preparation for another magical day of your road trip in Italy!

On day 11 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 Positano, Vico Equense, and Nocelle. In the evening, you’ll end up in Amalfi, where you will stay for 2 nights.

Start your day with a visit to Costiera Amalfitana Positano. This locally appreciated beach is a must-visit in the village. When you’re ready for your next discovery, continue to Spiaggia Di Positano Marina Grande, which may be one of the most eye-catching places you will experience today.

One of the best things about exploring Naples on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Chiesa Di Santa Maria Assunta, a worthwhile church in the village. If you’re up for more discoveries, don’t forget to reserve some time for Viewpoint.8-amalfi Dr and Vallone Porto.

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

As you explore more of Amalfi, 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 Pasticceria Pansa Amalfi, a popular restaurant in Amalfi. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Amalfi at Grand Hotel Excelsior Amalfi, 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 Lido Azzurro. It’s yet another ideal choice to enhance your time in Amalfi tonight.

Unwind after your meal by stepping into Bar Della Valle. This venue is celebrated for its extensive drink selections and cozy vibes.

Savor another day of unforgettable experiences in Italy!

On day 12 of your road trip in Italy, you’ll start and end your day in Amalfi, but spend the day exploring what’s beyond the village. Since you will return to Amalfi for 1 night more, there’s no need to rush. Experience Amalfi, Ravello, Castiglione, and Maiori to the fullest today with this curated day itinerary!

Start your day at Amalfi Coast. Then, wander over to Museo Della Carta. If historic sites excite you, this museum will be right up your alley. Nearby, you’ll also find Fondazione Ravello. This history-steeped cultural center is a favorite among visitors.

Amalfi offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Villa Rufolo is a popular spot in the village that will captivate you with its unique charm. When you’re done at the historical landmark, don’t forget to check out the awe-inspiring Villa Cimbrone Gardens. Take a moment to appreciate the fascinating details of this intriguing botanical garden in Amalfi.

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

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

Treat yourself to a wonderful meal at Ristorante Il Chiostro, a top-rated dining spot in Amalfi. If you're in the mood for something new, try Gerry's pub, another premier location with a delectable menu. You might also want to book a table at Pizzeria Donna Stella. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Amalfi.

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

Dive into day 13 of your remarkable road trip in Italy. Today you will explore 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 Bologna. You’ll stay here for 1 night.

Today’s itinerary in Amalfi covers several incredible sights, including a historical landmark and a church. Start your adventure at Portico Of Monte Frumentario. This worthwhile historical landmark is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the stunning wonders of Basilica Of San Francesco D'assisi, a must-see church in the town.

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.

As dinnertime approaches, it's time to head out for a bite to eat in Bologna. 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 Va Mo Là, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Trattoria dal Biassanot is another top choice with a popular menu. You could also check for a table at Ristorante Enoteca da Lucia. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Bologna tonight.

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

Head back to your accommodation in Bologna and get some rest in preparation for another magical day of your road trip in Italy!