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

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.

Immerse yourself in Bologna’s rich culture with today's sightseeing itinerary. Start your journey at The Boboli Gardens. This detailed botanical garden is sure to ignite your curiosity. Next, dive into the history-steeped features of Ponte Vecchio, a must-visit historical landmark in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Uffizi Gallery, a famous art gallery. For a change of scene, check out Basilica Of Santa Croce In Florence, known for its heritage-rich features. We also recommend visiting Palazzo Vecchio. This palace is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Piazza Della Signoria, yet another widely recognized attraction 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 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.

Make sure to reserve a table at Ristorante Oliviero 1962, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Di Poneta Novoli, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Il Vinile ensures a night out tailored to your taste.

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

Greet day 4 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence 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 Pisa.

Begin your adventure at Piazza Del Duomo, Pisa. This is a timeless public square you should not miss. Another must-see is Pisa Cathedral, an up-and-coming 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 world-famous attractions. We recommend continuing your self-guided tour at Museo Dell'opera Del Duomo, a heritage-rich place of interest in the city. If time allows, add Santa Maria Della Spina to your itinerary. This often recommended church offers the perfect finishing touch to your day in Florence.

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.

Unwind after your meal by stepping into Bar 50 Rosso. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Bitter Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Archea Brewery, another top-rated bar in the area.

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

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Siena. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 2 nights here for some well-deserved relaxation.

Today’s itinerary in Florence covers several incredible sights, including a church, a palace, a public square, a monument and much more! Start your adventure at Basilica Of San Domenico. This curiosity-inducing church is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the grand wonders of Siena Cathedral, a must-see church 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 Pubblico Palace. This curiosity-inducing palace offers an enriching experience. For a change of pace, head to Piazza Del Campo, where you can take in visually striking features. Conclude your self-guided sightseeing tour with a visit to Tower Of Mangia. These sights offer a fulfilling end to a perfect day.

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.

As dinnertime approaches, it's time to head out for a bite to eat in Siena. 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 Enoteca I Terzi, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante Tar-Tufo boasts a menu that's sure to impress. Also, be sure to check out Antica Trattoria Papei. Known as a local hotspot, it’s a great choice for tonight in Siena.

Keep the evening going at Meet Life Cafè, a great choice for enjoying the after-dinner hours with a drink. You could also go to Maudit Pub, which offers a similarly pleasant setting and great drinks. Another option is Bar Impero Siena, which provides an inviting environment for unwinding after a busy day out.

Savor another day of unforgettable experiences in Italy!

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

Today's adventure in Siena promises more breathtaking discoveries and enriching experiences! Begin at Piazza Del Duomo. This enchanting public square is a highlight of any visit in the village. Then, enjoy Palazzo Comunale, Pinacoteca, Torre Grossa, another respected attraction that never fails to captivate visitors. Next, head over to Sangimignano1300, one of the village’s most frequently visited attractions, known for its heritage-rich features.

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

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

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.

Continue your lively evening at Charlie Mixology Bar Di Aldinucci Riccardo, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Pinacoteca is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, San Paolo Pub 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!

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Rome, 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 Rome. You’ll stay here for 2 nights.

Get ready for a day filled with family-friendly attractions, breathtaking views, and picturesque spots in the charming city of Siena. Your adventure starts at Colosseum, a wondrous local hot spot. Another notable attraction to explore is Roman Forum. This timeless archeological site is known for its culturally significant 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 visually striking 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 day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.

Have a fantastic dining experience at La Bottega Roma, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Pasta In Corso offers an enticing alternative with its varied menu. Additionally, Trattoria Vecchia Roma is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

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!

On day 8 of your road trip, you’ll start and end your day in Rome, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Vatican City and Rome. You still have 1 night left in Rome.

Trastevere is one of the highlights of today. Take your time exploring this iconic neighborhood in Vatican City, which offers a perfect blend of history and culture. Plus, it's close to many must-see landmarks in the city.

Discover a day packed with fun adventures, photo-friendly spots, and historic treasures in Rome. Begin your sightseeing with Vatican Museums. This iconic art museum is one of the top attractions in the city. Proceed to Sistine Chapel, another must-visit attraction.

As you wander through the inviting streets of Rome, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to St. Peter's Basilica. This wondrous major basilica is a traveler-favorite. Not far away, you’ll find Pantheon, another key site on your sightseeing itinerary. Piazza Navona is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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

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.

Enjoy a lovely dining experience at RomAntica, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at Coso Ristorante, 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 DEROMA - Farine Romane. It’s yet another ideal choice to enhance your time in Rome tonight.

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.

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

On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Naples. When you’re not sightseeing, take time to relax at your selected hotel in Naples, where you’ll be staying for 2 nights.

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 another exciting encounter.

Next, immerse yourself in the setting of Cappella Sansevero. Its eye-catching features will captivate you. After the museum, continue your tour of the city with a visit to Spaccanapoli. Visitors usually appreciate the stunning features of this street.

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 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.

Enjoy a lovely dining experience at L'Oca Nera Irish Pub, a popular restaurant in Naples. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Naples at Mimì alla Ferrovia, 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 Spuzzulè Winebar. It’s yet another ideal choice to enhance your time in Naples tonight.

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.

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

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

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. Archaeological Park Of Pompeii is the first of them. Spend some time admiring this historic archeological site before continuing your journey. Amphitheatre Of Pompeii is your next stop. This notable archeological site is one of the best-rated sights in Naples.

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

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

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.

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.

Savor another day of unforgettable experiences 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.

Today’s route brings fun adventures, romantic experiences, and natural wonders. The first attraction of today is Costiera Amalfitana Positano. This frequently visited beach is a serene place to see in Naples. Continue your discovery at Spiaggia Di Positano Marina Grande, an eye-catching beach with stories to tell.

As you stroll around Naples, take in the distinct atmosphere and learn what makes this village so unique. Maximize your sightseeing with a visit to Chiesa Di Santa Maria Assunta. This underrated church offers a respected encounter with Naples. Next, make your way to Viewpoint.8-amalfi Dr to add another highlight to your day. After that, visit Vallone Porto, a locally appreciated park 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 Naples.

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

Make sure to reserve a table at Pasticceria Pansa Amalfi, an iconic dining spot in Amalfi. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Grand Hotel Excelsior Amalfi, a popular restaurant in Amalfi. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Lido Azzurro, a hidden gem nestled in Amalfi. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Explore the vibrant nightlife at Bar Della Valle after your meal, a hub for lively evenings and memorable moments.

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

On day 12 of your road trip, you’ll start and end your day in Amalfi, where you'll stay for 1 night more.

Amalfi is home to plenty of attractions that offer family-friendly attractions, picturesque spots, and history-rich sites! Start at Amalfi Coast, a widely recognized coast that is worthwhile a visit in the village. Nearby, you’ll find Museo Della Carta, enchanting visitors with its instagrammable appeal. Continue your exploration at Fondazione Ravello. This cultural center is one of the village’s most frequently visited spots.

Enjoy the freedom of exploring Amalfi at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Villa Rufolo. After exploring the historical landmark, head to the curiosity-inducing Villa Cimbrone Gardens. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Lungomare Di Maiori, a place of enchanting interest in Amalfi.

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

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

Treat yourself to a delightful dinner at Ristorante Il Chiostro, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Gerry's pub? It's another excellent option with a diverse menu. Consider reserving a table at Pizzeria Donna Stella as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Amalfi.

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 13 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Santa Maria degli Angeli. 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.

Start by visiting Portico Of Monte Frumentario, a prime spot to begin your journey. This culturally significant historical landmark is sure to impress. Next on your list is Basilica Of San Francesco D'assisi, another must-visit landmark and popular church renowned for its picture-perfect features.

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.

Enjoy a delicious meal at Va Mo Là, a top-rated dining destination in Bologna. If you're in the mood to try something new, consider Trattoria dal Biassanot, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Enoteca da Lucia. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Bologna this evening.

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

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