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

On day 3 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.

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 popular places to visit in Bologna. Next, head to Ponte Vecchio, a wondrous historical landmark, known for its history-steeped 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 history-steeped art gallery is a highly recommended experience. Nearby, you'll also find Basilica Of Santa Croce In Florence and Palazzo Vecchio. Visit these for an interesting touch to your journey. Finish the day with a visit to Piazza Della Signoria, a romantic public square in Bologna.

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.

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

Treat yourself to a delicious dinner at Ristorante Oliviero 1962, an excellent option for tonight's dining. Looking for something different? Di Poneta Novoli offers a tantalizing alternative with its diverse menu. And don’t miss Caffe San Firenze. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Manifattura, known for its inviting atmosphere. Se·sto On Arno Rooftop Bar is another great option if you’re looking for a place to get the night started. Similarly, Il Vinile provides a great setting to enjoy the night away.

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

Florence is home to plenty of attractions that offer fun adventures, scenic views, and photo-friendly spots! Start at Piazza Del Duomo, Pisa, a timeless public square that is worthwhile a visit in the city. Nearby, you’ll find Pisa Cathedral, enchanting visitors with its stunning appeal. Continue your exploration at Angelo Caduto. This point of interest is one of the city’s most curiosity-inducing spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Leaning Tower Of Pisa. After exploring the monument, head to the increasingly popular Museo Dell'opera Del Duomo. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Santa Maria Della Spina, a place of majestic interest in Florence.

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

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

Treat yourself to a wonderful meal at Ditta Artigianale, a top-rated dining spot in Florence. If you're in the mood for something new, try Trattoria Da Burde, another premier location with a delectable menu. You might also want to book a table at Casa Toscana. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

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.

Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip 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.

Start by visiting Basilica Of San Domenico, a prime spot to begin your journey. This stunning church is sure to impress. Next on your list is Siena Cathedral, another must-visit landmark and interesting church renowned for its majestic features.

While exploring and sightseeing, take time to savor the culture of Florence by sampling some local delicacies. When you’re ready for more sightseeing, head to Pubblico Palace. This UNESCO world heritage-listed palace is an essential place to visit for anyone looking for the full Florence experience. We also recommend visiting Piazza Del Campo, a widely recognized public square. Nearby, you'll also find Tower Of Mangia, ready to add charm to your journey.

At the end of the day, you will drive to Siena, 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 Siena. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a lovely dining experience at Enoteca I Terzi, a popular restaurant in Siena. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Siena at Ristorante Tar-Tufo, 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 Antica Trattoria Papei. It’s yet another ideal choice to enhance your time in Siena tonight.

Cap off your dinner by heading to Meet Life Cafè, ideal for a leisurely evening with a drink in hand. Maudit Pub is another bar that offers an enjoyable setting. Similarly, Bar Impero Siena is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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

A blend of family-friendly attractions, romantic experiences, and scenic views await you in Siena on today’s itinerary. First up is the increasingly popular public square, Piazza Del Duomo. Afterward, continue to Palazzo Comunale, Pinacoteca, Torre Grossa, a museum every traveler should visit.

As you explore Siena’s charming streets, take in the lively atmosphere and get to know the character of the village. Next, make your way to Sangimignano1300. This beloved museum is an essential stop.

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

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

Treat yourself to a delicious dinner at Osteria Quattro Venti, an excellent option for tonight's dining. Looking for something different? Fischi per Fiaschi offers a tantalizing alternative with its diverse menu. And don’t miss Osteria da Divo. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

If you’re not ready to end the night just yet, Charlie Mixology Bar Di Aldinucci Riccardo offers a perfect venue to relax and savor a drink. Similarly, Bar Pinacoteca is well-suited for those looking to unwind in a social setting. San Paolo Pub is another excellent spot to enjoy a nightcap after a delightful meal.

Raise your glass to another unforgettable day 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.

Prepare for a day full of fun adventures, breathtaking views, and picturesque spots. When you’re ready, kick off your sightseeing adventure at Colosseum. This wondrous archeological site is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Roman Forum, one of the city’s best highlights.

Next, check out Spanish Steps, one of the most famous places to see in Siena. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Di Spagna. Wander around and soak in the enchanting atmosphere this public square offers. Then, head to Trevi Fountain, a top-rated monument that adds another dimension to your day.

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.

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

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 savoring a delicious meal, step into the vibrant nightlife at La Botticella Of Poggi Giovanni, where the evening is just getting started. In the same way, Almalu Trastevere offers a unique charm perfect for experiencing the local bar scene in Rome. Bar Viminale Di Pepi Maurilio 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.

Greet day 8 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Rome 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 Vatican City and 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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Rome allows for both. Start by heading to Vatican Museums. This globally renowned art museum provides an insightful glimpse into the city's identity.

Continue your sightseeing with a visit to St. Peter's Basilica, an iconic major basilica. When you’re done, don’t forget to make a stop at the iconic Pantheon. Round off your day at Piazza Navona, another gem in Rome with remarkable features to discover.

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

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 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.

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.

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

Embark on another extraordinary experience on day 9 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Naples. At the end of the day, you will enjoy the comforts of a top-rated hotel in Naples, which will be your home away from home for 2 nights.

Today’s agenda in Rome includes a castle, a museum, and a street. Castel Sant'elmo is must-visit castle and a great starting point for the day. Next, continue your journey to Naples National Archaeological Museum, a well-known museum, located just a leisurely stroll away. Next, head to Cappella Sansevero, a respected museum, also available for your discovery today.

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.

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.

Enjoy a delicious meal at L'Oca Nera Irish Pub, a highly-rated dining destination in Naples. If you're eager to try something different, consider Mimì alla Ferrovia, another top spot with a tantalizing menu. You might also want to secure a reservation at Spuzzulè Winebar. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Naples this evening.

Explore the vibrant nightlife at Happening Cocktail Bar after your meal, a hub for lively evenings and memorable moments. Or, head to Shanti Art Musik Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Gran Caffè Gambrinus is perfect for those looking to extend their night with a touch of local flavor.

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

Start your day at Archaeological Park Of Pompeii. This breathtaking archeological site is a well-known place to see in Naples. Then, wander over to Amphitheatre Of Pompeii. If breathtaking sites excite you, this archeological site will be right up your alley.

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

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 delicious meal at Antica Pizzeria Di Matteo, a top-rated dining destination in Naples. If you're in the mood to try something new, consider Mercure Napoli Centro Angioino, another top spot with a mouthwatering menu. You might also want to secure a reservation at La Lazzara Trattoria e Pizzeria. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Naples this evening.

After enjoying a fulfilling meal, continue your evening at Archivio Storico - Cocktail Bar & Wonderfood, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Archeobar offers a welcoming atmosphere for easing into the nightlife. Similarly, Babette Pub provides an excellent environment for a relaxed and enjoyable evening.

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

Dive into day 11 of your remarkable road trip in Italy. Today you will explore Positano, Vico Equense, and Nocelle, 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 Amalfi. You’ll stay here for 2 nights.

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and natural wonders. 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. Costiera Amalfitana Positano is the first of them. Spend some time admiring this idyllic beach before continuing your journey. Spiaggia Di Positano Marina Grande is your next stop. This up-and-coming beach is one of the best-rated sights in Naples.

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 Chiesa Di Santa Maria Assunta. This enchanting church is a sight to behold. To round off your sightseeing experience, visit Viewpoint.8-amalfi Dr and Vallone Porto.

At the end of the day, you will drive to Amalfi, 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 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.

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.

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

Raise your glass and celebrate another amazing 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.

Brace yourself for today’s incredible lineup of attractions in Amalfi, featuring family-friendly attractions, photo-friendly spots, and history-rich sites. Start at Amalfi Coast, a famous coast in the village. Then, head to Museo Della Carta and soak in the ambiance of this photogenic museum.

There are many interesting places to see in Amalfi, and when you are ready for more, go to Fondazione Ravello. This is one of the village’s most curiosity-inducing instagrammable spots of interest. After exploring the cultural center, visit the notable Villa Rufolo. Not far away, you'll also find Villa Cimbrone Gardens. This botanical garden is a visually striking highlight in Amalfi. Before wrapping up your self-guided sightseeing tour, head to Lungomare Di Maiori, an increasingly popular boardwalk in the village.

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

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

Make sure to reserve a table at Ristorante Il Chiostro, 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 Gerry's pub, 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 Pizzeria Donna Stella, a hidden gem nestled in Amalfi. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

On day 13 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 Santa Maria degli Angeli. In the evening, you’ll end up in Bologna, where you will stay for 1 night.

Today's adventure in Amalfi promises more breathtaking discoveries and enriching experiences! Begin at Portico Of Monte Frumentario. This breathtaking historical landmark is a highlight of any visit in the town. Then, enjoy Basilica Of San Francesco D'assisi, another picture-perfect attraction that never fails to captivate visitors.

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.

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.

To truly maximize your evening out, consider visiting Aurum after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Senza Nome, another bar with an inviting ambiance. Similarly, Caffè Ristretto 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!