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.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Bologna allows for both. Start by heading to The Boboli Gardens. This notable botanical garden provides an insightful glimpse into the city's identity. Next, discover Ponte Vecchio, an enchanting historical landmark, promising a delightful encounter.

Continue your sightseeing with a visit to Uffizi Gallery, an impressive art gallery. When you’re done, don’t forget to make a stop at the notable Basilica Of Santa Croce In Florence. Not far away from the church, you will find the visually striking Piazza Della Signoria, perfect for a quick visit. Round off your day at Palazzo Vecchio, another gem in Bologna with culturally significant features to discover.

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 delightful dinner at Ristorante Oliviero 1962, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Di Poneta Novoli? It's another excellent option with a diverse menu. Consider reserving a table at Caffe San Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick 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.

Relax and recharge in preparation for another adventurous day 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 globally renowned public square you should not miss. Another must-see is Pisa Cathedral, a frequently visited 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 globally renowned attractions. We recommend continuing your self-guided tour at Museo Dell'opera Del Duomo, a photogenic 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 the area’s best attractions, you’ll drive back to your accommodation in Florence.

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.

Dine in style at Ditta Artigianale, a top recommendation for dinner tonight. Or, for a change of pace, Trattoria Da Burde boasts a menu that's sure to impress. Also, be sure to check out Casa Toscana. Known as a local hotspot, it’s a great choice for tonight in Florence.

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!

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.

Enjoy the perfect balance of relaxation and exploration in Florence today. One of the most frequently visited attractions included on the itinerary is Basilica Of San Domenico. This picture-perfect church will help you start your sightseeing on top. Then, take a leisurely stroll to Siena Cathedral and learn what makes this inviting church unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the underrated Pubblico Palace. After exploring the palace, head to Piazza Del Campo. This astonishing public square is a highlight in Florence. As your day continues, stop by Tower Of Mangia, known for its historic features.

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 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.

Treat yourself to a delicious dinner at Enoteca I Terzi, an excellent option for tonight's dining. Looking for something different? Ristorante Tar-Tufo offers a tantalizing alternative with its diverse menu. And don’t miss Antica Trattoria Papei. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Siena.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Meet Life Cafè stands out as an excellent choice for a post-dinner cocktail. Alternatively, Maudit Pub offers an ideal atmosphere to enjoy the pleasures of the night. Bar Impero Siena is also a great option that provides a perfect setting for a relaxing evening.

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

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

Get ready to discover some of the most iconic wonders in Siena, including a public square and a museum. Start your day at Piazza Del Duomo. This UNESCO world heritage-listed public square is an intriguing place to see in Siena. Then, wander over to Palazzo Comunale, Pinacoteca, Torre Grossa. If historic sites excite you, this museum will be right up your alley. Nearby, you’ll also find Sangimignano1300. This photogenic museum is a favorite among visitors.

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.

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.

Cap off your dinner by heading to Charlie Mixology Bar Di Aldinucci Riccardo, ideal for a leisurely evening with a drink in hand. Bar Pinacoteca is another bar that offers an enjoyable setting. Similarly, San Paolo Pub is also a popular place to go on a night out, perfect for relaxing and socializing.

Raise your glass to another unforgettable 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.

Immerse yourself in Siena’s rich culture with today's sightseeing itinerary. Start your journey at Colosseum. This breathtaking archeological site is sure to ignite your curiosity. Next, dive into the UNESCO world heritage-listed features of Roman Forum, a must-visit archeological site 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 Spanish Steps, a spectacular public square. For a change of scene, check out Piazza Di Spagna, known for its grand features. We also recommend visiting Trevi Fountain. This monument is a must for anyone looking to experience the city to the fullest.

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 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.

Make sure to reserve a table at La Bottega Roma, 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 Pasta In Corso, 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 Trattoria Vecchia Roma, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the evening going at La Botticella Of Poggi Giovanni, a great choice for enjoying the after-dinner hours with a drink. You could also go to Almalu Trastevere, which offers a similarly pleasant setting and great drinks. Another option is Bar Viminale Di Pepi Maurilio, which provides an inviting environment for unwinding after a busy day out.

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.

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!

At the top of the list of things to do today is to explore Trastevere, a neighborhood that captures the true essence of Vatican City. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Start your day with a visit to Vatican Museums. This iconic art museum is a must-visit in the city.

One of the best things about exploring Rome 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 St. Peter's Basilica, a timeless major basilica in the city. If you’re up for more discoveries, don’t forget to reserve some time for Pantheon and Piazza Navona.

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

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.

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.

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.

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.

Get ready for an exciting day in Rome. Today’s sightseeing agenda includes a castle, a museum, and a street. Begin your adventure at Castel Sant'elmo. This is a notable castle you should not miss. Another must-see is Naples National Archaeological Museum, an interesting museum in Rome.

When you’re ready for the next sight, head to Cappella Sansevero. From there, take a leisurely stroll to Spaccanapoli, another of the city’s curiosity-inducing attractions.

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 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.

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.

If you’re not ready to end the night just yet, Happening Cocktail Bar offers a perfect venue to relax and savor a drink. Similarly, Shanti Art Musik Bar is well-suited for those looking to unwind in a social setting. Gran Caffè Gambrinus is another excellent spot to enjoy a nightcap after a delightful meal.

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

On day 10 of your road trip in Italy, you’ll start and end your day in Naples, but spend the day exploring what’s beyond the city. Since you will return to Naples for 1 night more, there’s no need to rush. Experience Pompei to the fullest today with this curated day itinerary!

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Naples allows for both. Start by heading to Archaeological Park Of Pompeii. This well-known archeological site provides an insightful glimpse into the town's identity. Next, discover Amphitheatre Of Pompeii, an UNESCO world heritage-designated archeological site, promising a delightful encounter.

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.

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

Extend your evening after a delightful meal by visiting Archivio Storico - Cocktail Bar & Wonderfood, which offers the perfect atmosphere for a night out. Moreover, Archeobar is another popular option for a drink or two. Likewise, Babette Pub also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Say good night to Naples and look forward to another great 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.

Today's adventure in Naples promises more breathtaking discoveries and enriching experiences! Begin at Costiera Amalfitana Positano. This romantic beach is a highlight of any visit in the village. Then, enjoy Spiaggia Di Positano Marina Grande, another mesmerizing attraction that never fails to captivate visitors. Next, head over to Chiesa Di Santa Maria Assunta, one of the village’s most underrated attractions, known for its monumental features.

If you’re looking for more, spend time soaking in the atmosphere of Viewpoint.8-amalfi Dr. This romantic observation deck is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Vallone Porto, an often recommended park, and take a stroll around the area.

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

Have a fantastic dining experience at Pasticceria Pansa Amalfi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Grand Hotel Excelsior Amalfi offers an enticing alternative with its varied menu. Additionally, Lido Azzurro is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Amalfi.

To truly maximize your evening out, consider visiting Bar Della Valle after dinner. This bar is known for offering some of the best drinks and vibes in the city.

Celebrate another amazing day of your road trip adventure 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.

Discover a day packed with fun adventures, photo-friendly spots, and history-rich sites in Amalfi. Begin your sightseeing with Amalfi Coast. This extraordinary coast is one of the top attractions in the village. Proceed to Museo Della Carta, another must-visit attraction.

As you wander through the inviting streets of Amalfi, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Fondazione Ravello. This curiosity-inducing cultural center is a traveler-favorite. Not far away, you’ll find Villa Rufolo, another key site on your sightseeing itinerary. Villa Cimbrone Gardens is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Lungomare Di Maiori and uncover why it's recognized as one of the village's most frequently visited attractions.

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

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

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.

Savor another day of unforgettable experiences 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, you'll explore some of the most beautiful places in Amalfi, including a historical landmark and a church. Start your day with a visit to Portico Of Monte Frumentario. This underrated historical landmark is a must-visit in the town. When you’re ready for your next discovery, continue to Basilica Of San Francesco D'assisi, which may be one of the most historic places you will experience today.

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.

Don’t miss out on dining 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 your lively evening at Aurum, a perfect place for winding down or revving up the night, depending on which mood you’re in. Bar Senza Nome is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Ristretto ensures a night out tailored to your taste.

Raise your glass to another unforgettable day in Italy!