Two-Week Italy Self-Drive Road Trip With Itinerary from Bari to Matera, Alberobello, Lecce, Naples, Rome, Florence, and San Gimignano

Day 2 offers an itinerary packed with the best things to see in Bari. You’ll stay in Bari for 1 night more, offering you enough time to explore at a relaxed pace.

Pinacoteca Metropolitana Di Bari brings Bari's character to life. This photogenic art gallery is a highlight of any visit in the city. Then, enjoy Lungomare Araldo Di Crollalanza, another visually striking attraction that never fails to captivate visitors. Next, head over to Teatro Petruzzelli, one of the city’s most intriguing attractions, known for its picture-perfect features.

If you’re looking for more, spend time soaking in the atmosphere of Teatro Margherita. This historic performing arts theater is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Palazzo Simi, an increasingly popular museum, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Castello Svevo Di Bari before you head back to your hotel.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Bari. Enjoy a relaxing evening as you savor delicious local cuisine.

Enjoy a delicious meal at Cocktail Bar "Numero 75 ", a top-rated dining destination in Bari. If you're in the mood to try something new, consider Lo Svevo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Mezcla. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Bari this evening.

Extend your evening after a delightful meal by visiting Steam Pub, which offers the perfect atmosphere for a night out. Moreover, Cavanbah Pub is another popular option for a drink or two. Likewise, Piccolo Bar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Head back to your accommodation in Bari and get some rest to prepare for another magical day of your road trip in Italy.

Your itinerary for day 3 of your road trip in Italy includes 1 stop and features some of the highlights of Matera. At the end of the day, enjoy the comforts of a top-rated hotel in Matera, where you'll spend 1 night.

When you’re ready to jump back into the car and say goodbye to Bari, you’ll hit the road in the direction of Matera. This drive usually takes around 47 min.

Savor the day by heading to Parco Scultura La Palomba, a beloved sculpture garden that draws visitors from near and far. When you're done, continue to Sassi Di Matera, where you can soak in the history-steeped surroundings.

Next, explore Casa Noha, yet another increasingly popular place to see in the area. After the museum, make time to go to Church Of Saint Peter 'barisano'. This historic church is well worth the visit. Lastly, head to Palombaro Lungo, an underrated cave system you won’t want to miss.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Matera. Matera offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

Matera is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Matera.

Enjoy a delicious meal at Ristorante Le Bubbole, a top-rated dining destination in Matera. If you're in the mood to try something new, consider Baccanti, another top spot with a mouthwatering menu.

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

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Castellana Grotte and Alberobello. At the end of the day, you will retreat to the hotel of your choice in Alberobello, where will spend 1 night.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Alberobello may take around 11 min. Upon your arrival in Alberobello, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Trullo Siamese - Negozio Souvenirs, an often recommended gift shop that everyone visiting Alberobello should see. Next, head to Trulli Di Alberobello Puglia. This visually striking historical landmark is one of the most interesting attractions in the region.

If you're keen to see more, don’t miss out on Territory Museum "house Pezzolla", a standout museum popular among locals as well as travelers. Casa D'amore is an excellent attraction to visit next. Spend some time learning more about this underrated historical landmark before you continue your journey.

At the end of the day, you will drive to Alberobello, 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 Alberobello's most popular restaurants, and connect with friendly locals for a true cultural experience.

Dine in style at Ristorante "I Primi di Puglia" - Alberobello, a top recommendation for dinner tonight.

Savor another day of unforgettable experiences in Italy!

Greet day 6 of your road trip in Italy with a smile and start your day with a hearty breakfast. You have 1 night to stay in Lecce, so get ready to make the most of your time in the region. On the agenda for this day, you’ll find only the best things to see and do in Porto Badisco and Otranto.

Whether you decide to explore Porto Badisco on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Porto Badisco’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Lecce behind. This drive usually takes around 47 min. Porto Badisco welcomes you with a multitude of unique vacation experiences.

When you're ready for some sights, head to Cave Of Porto Badisco, a curiosity-inducing cave in Porto Badisco. Explore its peaceful features at your own pace before you continue your journey to your next attraction, Torre Sant'emiliano. This increasingly popular monument is a top recommendation in the area.

Set your GPS to Otranto and hit the road. Expect a journey of approximately 13 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Otranto beckons with new experiences!

When you're ready for some sights, head to Aragonese Castle Of Otranto, a worthwhile castle in Otranto. Explore its culturally significant features at your own pace before you continue your journey to your next attraction, Lungomare Degli Eroi. This often recommended public square is a top recommendation in the area.

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

Indulge in a memorable dining experience at one of Lecce's most popular restaurants, and connect with friendly locals for a true cultural experience.

Enjoy a lovely dining experience at Miro Coffee Bistrot & Lounge Bar, a popular restaurant in Lecce. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Lecce at Oscar Cafè, 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 La Vecchia Osteria da Totu. It’s yet another ideal choice to enhance your time in Lecce tonight.

If you’re not ready to end the night just yet, Bar Il Palio offers a perfect venue to relax and savor a drink. Similarly, Al Ventuno is well-suited for those looking to unwind in a social setting. Avio is another excellent spot to enjoy a nightcap after a delightful meal.

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

On day 7 of your road trip in Italy, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Naples are on today's agenda. In the evening, you’ll end up in Naples, where you will stay for 2 nights.

Naples’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Lecce behind. This drive usually takes around 4 hours 18 min. Naples welcomes you with a multitude of unique vacation experiences.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Naples National Archaeological Museum, a locally renowned museum that everyone visiting Naples should see. Next, head to Cappella Sansevero. This detailed museum is one of the most locally renowned attractions in the region.

If you're keen to see more, don’t miss out on Piazza Del Plebiscito, a culturally significant public square popular among locals as well as travelers.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Naples, it's often a good idea to reserve a table in advance.

Treat yourself to a wonderful meal at L'Oca Nera Irish Pub, a top-rated dining spot in Naples. If you're in the mood for something new, try Mimì alla Ferrovia, another premier location with a delectable menu. You might also want to book a table at Spuzzulè Winebar. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Naples.

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

Relax and look forward to more memorable moments to come!

On day 8 of your road trip, you’ll start and end your day in Naples, where you still have 1 night left. You'll spend part of the day exploring places of interest outside the immediate city, including Pompei.

Pompei is brimming with adventures.

Continue your road trip and head to your next destination, Pompei. This car ride takes around 27 min.

Spend your afternoon discovering Archaeological Park Of Pompeii, a locally renowned archeological site known for its historic features. Next, continue your sightseeing at Amphitheatre Of Pompeii, a popular archeological site.

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

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.

Have a fantastic dining experience at Antica Pizzeria Di Matteo, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Mercure Napoli Centro Angioino offers an enticing alternative with its varied menu. Additionally, La Lazzara Trattoria e Pizzeria is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Naples.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Archivio Storico - Cocktail Bar & Wonderfood stands out as an excellent choice for a post-dinner cocktail. Alternatively, Archeobar offers an ideal atmosphere to enjoy the pleasures of the night. Babette Pub is also a great option that provides a perfect setting for a relaxing evening.

Head back to your accommodation in Naples and get some rest to prepare 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, including Rome. When you’re not sightseeing, take time to relax at your chosen hotel in Rome, where you’ll be staying for 2 nights.

After soaking in Naples’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Rome. Expect your car journey to take a minimum of 2 hours 31 min. When you arrive in Rome, it's time to take a break from the road.

Colosseum is a world-famous archeological site we recommend visiting today. Discover its breathtaking features before continuing your self-guided tour to Roman Forum, a culturally significant archeological site that’s well-regarded in the area.

Next, stop by Trevi Fountain, a visually striking monument. While you’re nearby, don’t forget to visit Pantheon, a culturally significant and truly unique monument. End your sightseeing at Piazza Navona, a world-famous public square that’s highly recommended by travelers passing through the city.

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 highly-rated dining destination in Rome. If you're eager to try something different, consider Pasta In Corso, another top spot with a tantalizing menu. You might also want to secure a reservation at Trattoria Vecchia Roma. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Rome this evening.

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.

As the sun sets, rest up and recharge for the next leg of your road trip in Italy.

On day 10 of your road trip in Italy, you’ll start and end your day in Rome, but spend the day exploring what’s beyond the city. Since you still have 1 night to spend in Rome, there’s no need to rush. Experience Vatican City to the fullest today with this curated day itinerary.

A visit to Trastevere is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights. Don’t forget to check out Via del Corso as well, a street that adds another layer to your exploration.

Admire the views and listen to some good music as you drive in the direction of Vatican City.

Savor the day by heading to St. Peter's Basilica, an iconic major basilica that draws visitors from near and far.

Next, explore Saint Peter's Square, yet another interesting place to see in the area. After the square, make time to go to Vatican Museums.

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. If you are looking to dine at a popular restaurant in Rome, it's often a good idea to reserve a table in advance.

Don’t miss out on dining at RomAntica, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Coso Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at DEROMA - Farine Romane. 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 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.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in Italy.

Your itinerary for day 11 of your road trip in Italy includes 1 stop and features some of the highlights of Florence. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, where you'll spend 2 nights.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Florence. This drive usually takes around 3 hours 2 min, without any stops or traffic disruptions.

One of our top recommendations for your sightseeing is Basilica Of Santa Croce In Florence. Spend some time admiring the culturally significant features of the church before you continue to your next stop. Then, head to Uffizi Gallery. This astonishing art gallery is a traveler-favorite in the city.

If you're keen to see more, continue to Ponte Vecchio. Feed your curiosity by learning something new about the historical landmark. Next, take your journey to Cathedral Of Santa Maria Del Fiore, a spectacular church. Conclude your sightseeing at Piazza Della Signoria, known for its visually striking features.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and relax 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 Florence. Enjoy a relaxing evening as you savor delicious local cuisine.

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.

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.

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 Florence, where you have 1 night left to stay.

Embrace the thrill of the open road as you wave goodbye to Florence and set your GPS to Pisa. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 14 min. Upon reaching Pisa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Battistero Di San Giovanni, an increasingly popular church that everyone visiting Pisa should see. Next, head to Piazza Del Duomo, Pisa. This UNESCO world heritage-listed public square is one of the most world-famous attractions in the region.

If you're keen to see more, don’t miss out on Campo Santo, a detailed cemetery popular among locals as well as travelers. Pisa Cathedral is an excellent attraction to visit next. Spend some time learning more about this locally appreciated church before you continue your journey. Lastly, visit Leaning Tower Of Pisa, a historic monument and a top attraction in the city.

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.

Make sure to reserve a table at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After your meal, keep the night alive at a bar like Bar 50 Rosso, known for its lively atmosphere. Bitter Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.

Say good night to Florence and look forward to another great day of your road trip 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 2 places, which are Siena and San Gimignano. At the end of the day, you will retreat to the hotel of your choice in San Gimignano, where will spend 1 night.

Embrace the thrill of the open road as you wave goodbye to Florence and set your GPS to Siena. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 12 min. Upon reaching Siena, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

For a more meaningful self-guided tour of the city's best attractions, visit Siena Cathedral, a well-known church that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Piazza Del Campo and admire its romantic features.

When you’re ready, continue to Tower Of Mangia, a frequently visited monument beloved by locals and tourists alike. Don't miss out on Pubblico Palace, another highlight of the area that promises a memorable visit.

Fasten your seatbelt and make your way to your next stop — San Gimignano, home to many well-known sights in the region. Keep in mind that your travel time from Siena to San Gimignano may take around 43 min without traffic disruptions. Upon arrival in San Gimignano, we highly recommend checking out some of the top attractions.

Savor the day by heading to Porta San Giovanni, a curiosity-inducing monument that draws visitors from near and far. When you're done, continue to Piazza Del Duomo, where you can soak in the inviting surroundings.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in San Gimignano. San Gimignano offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

San Gimignano is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in San Gimignano.

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

Dive into day 14 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Santa Maria degli Angeli and Valecchie. At the end of the day, you’ll unwind at one of the finest accommodations in Bari, where you'll spend 1 night.

When you’ve had your share of San Gimignano, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Santa Maria degli Angeli. Your travel time is around 2 hours 8 min.

When you're ready for some sights, head to Basilica Of San Francesco D'assisi, a well-known church in Santa Maria degli Angeli. Explore its breathtaking features at your own pace before you continue your journey.

Set your GPS to Bari and hit the road. Expect a journey of approximately 5 hours 22 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Bari beckons with new experiences!

For a more meaningful self-guided tour of the town's best attractions, visit Chiesa Di San Pietro, an intriguing church that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

At the end of the day, you will drive to Bari, 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 Bari's most popular restaurants, and connect with friendly locals for a true cultural experience.

Treat yourself to a delicious dinner at Mastro Ciccio, an excellent option for tonight's dining. Looking for something different? Black and White offers a tantalizing alternative with its diverse menu. And don’t miss Tuccio - Cucina Caffè. Known for great service, it’s a fantastic choice for tonight in Bari.

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

Raise your glass to another unforgettable day in Italy!