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

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 - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

Get ready for a day filled with fun adventures, romantic experiences, and breathtaking views in the charming city of Bologna. Your adventure starts at The Boboli Gardens, a notable local hot spot. Another notable attraction to explore is Ponte Vecchio. This globally renowned historical landmark is known for its history-steeped appeal.

After soaking in the highlights of these sights, take some time to wander Bologna's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Uffizi Gallery. This romantic art gallery offers a fascinating experience that many visitors find memorable. Basilica Of Santa Croce In Florence is also worth visiting, along with Palazzo Vecchio. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Piazza Della Signoria. This impressive public square provides a fitting finale to your sightseeing.

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.

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Il Vinile 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.

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!

Begin your adventure at Piazza Del Duomo, Pisa. This is an iconic public square you should not miss. Another must-see is Pisa Cathedral, an often recommended 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 heritage-rich place of interest in the city. If time allows, add Santa Maria Della Spina to your itinerary. This worthwhile 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.

Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice for tonight 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.

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

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.

Savor the day by visiting some of the best places to see in Florence, including a church, a palace, a public square, a monument and much more! Start your adventure at Basilica Of San Domenico. This underrated church is a must-visit for travelers looking for a unique holiday experience. Make your way to Siena Cathedral located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Pubblico Palace. Its breathtaking features will captivate you. After the palace, continue your tour of the city with a visit to Piazza Del Campo. Visitors usually appreciate the visually striking features of this public square. Next up is Tower Of Mangia, a highly recommended monument.

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.

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.

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.

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.

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

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.

Bring your curiosity for today’s adventure around Siena. Some of the village’s most loved attractions await! Piazza Del Duomo is the perfect place to start. This public square is one of the most frequently visited places to visit in Siena. Next, head to Palazzo Comunale, Pinacoteca, Torre Grossa, an increasingly popular museum, known for its culturally significant 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 Sangimignano1300. This photogenic museum is a highly recommended experience. Visit these for an interesting touch to your journey.

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

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 Osteria Quattro Venti, a top recommendation for dinner tonight. Or, for a change of pace, Fischi per Fiaschi boasts a menu that's sure to impress. Also, be sure to check out Osteria da Divo. Known as a local hotspot, it’s a great 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.

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

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.

Enjoy the perfect balance of relaxation and exploration in Siena today. One of the most world-famous attractions included on the itinerary is Colosseum. This breathtaking archeological site will help you start your sightseeing on top. Then, take a leisurely stroll to Roman Forum and learn what makes this UNESCO world heritage-designated archeological site unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the impressive Spanish Steps. After exploring the public square, head to Piazza Di Spagna. This timeless public square is a highlight in Siena. As your day continues, stop by Trevi Fountain, known for its enchanting features.

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 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 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.

Round off your dining experience by visiting La Botticella Of Poggi Giovanni, a prime location for a drink. Alternatively, explore the distinctive characteristics of Almalu Trastevere, a bar catering to every mood and preference. Bar Viminale Di Pepi Maurilio likewise offers a unique atmosphere, perfect for a memorable night out.

Say good night to Rome and look forward to another great day of your road trip 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 a fantastic place you can explore today in Vatican City. 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 Vatican City-way-of-life and visit all the nearby sights.

Today’s route brings family-friendly attractions, picturesque spots, and history-rich sites. The first attraction of today is Vatican Museums.

As you stroll around Rome, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to St. Peter's Basilica. Next, make your way to Pantheon to add another highlight to your day. After that, visit Piazza Navona, a timeless 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 Rome.

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

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

Enjoy a lovely meal at RomAntica, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Coso Ristorante is another top choice with a popular menu. You could also check for a table at DEROMA - Farine Romane. As an establishment that gains consistently high praises from customers, it’s an ideal choice 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.

Brace yourself for today’s incredible lineup of attractions in Rome, featuring family-friendly attractions, scenic views, and photo-friendly spots. Start at Castel Sant'elmo, a captivating castle in the city. Then, head to Naples National Archaeological Museum and soak in the ambiance of this instagrammable museum.

There are many interesting places to see in Rome, and when you are ready for more, go to Cappella Sansevero. This is one of the city’s most notable noteworthy spots of interest. After exploring the museum, visit the underrated Spaccanapoli.

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.

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

Don’t miss out on dining at L'Oca Nera Irish Pub, a top-rated dining destination in Naples. If you're in the mood to try something new, consider Mimì alla Ferrovia, another top spot with a mouthwatering menu. You might also want to secure a reservation at Spuzzulè Winebar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Naples this evening.

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.

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

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

Naples is home to plenty of attractions that offer family-friendly attractions, breathtaking views, and photo-friendly spots! Start at Archaeological Park Of Pompeii, a locally renowned archeological site that is worthwhile a visit in the town. Nearby, you’ll find Amphitheatre Of Pompeii, enchanting visitors with its breathtaking appeal.

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

As you explore more of Naples, 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 wonderful meal at Antica Pizzeria Di Matteo, a top-rated dining spot in Naples. If you're in the mood for something new, try Mercure Napoli Centro Angioino, another premier location with a delectable menu. You might also want to book a table at La Lazzara Trattoria e Pizzeria. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Naples.

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.

Start your day with a visit to Costiera Amalfitana Positano. This underrated 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 instagrammable 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.

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 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 delicious dinner at Pasticceria Pansa Amalfi, an excellent option for tonight's dining. Looking for something different? Grand Hotel Excelsior Amalfi offers a tantalizing alternative with its diverse menu. And don’t miss Lido Azzurro. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Amalfi.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Della Valle, known for its inviting atmosphere.

Raise your glass to another unforgettable day 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.

Set out on a day brimming with family-friendly attractions, picturesque spots, and history-rich sites. Next, go to Museo Della Carta.

After visiting Amalfi Coast and Museo Della Carta, have a stroll along Amalfi's streets and take in the local charm. Continue your sightseeing by heading to Fondazione Ravello. This enchanting cultural center offers a unique experience. Villa Rufolo is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Villa Cimbrone Gardens, one of the most romantic places to visit in Amalfi. If you still have some time left for sightseeing, we also recommend stopping by Lungomare Di Maiori.

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

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

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!

Experience an unparalleled adventure on day 13 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 Bologna. You will spend 1 night here for some well-deserved relaxation.

Get ready to discover some of the most iconic wonders in Amalfi, including a historical landmark and a church. Start your day at Portico Of Monte Frumentario. This culturally significant historical landmark is a beloved place to see in Amalfi. Then, wander over to Basilica Of San Francesco D'assisi. If majestic sites excite you, this church will be right up your alley.

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.

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

Have a fantastic dining experience at Va Mo Là, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Trattoria dal Biassanot offers an enticing alternative with its varied menu. Additionally, Ristorante Enoteca da Lucia is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Bologna.

Let the evening flow smoothly from dinner to drinks at Aurum, a top-rated bar in the area. For other recommendations, Bar Senza Nome provides a perfect setting for rounding out your night with style and great drinks. Likewise, Caffè Ristretto offers a memorable night with diverse drink options and excellent service.

Savor another day of unforgettable experiences in Italy!