One-Week Italy Self-Drive Road Trip With Itinerary from Brindisi to Lecce, Matera, Positano, Sorrento, and Naples

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Explore the best of Italy on a 8-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Brindisi, Lecce, Otranto, Alberobello, Matera, Ravello, Positano, Amalfi, San Lazzaro, Sorrento, Naples, Pompei, Caserta, and Ostuni. This road trip itinerary in Italy seamlessly combines exploration with relaxation.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Brindisi, 1 night in Lecce, 1 night in Matera, 1 night in Positano, 1 night in Sorrento, and 1 night in Naples. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Brindisi, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Amalfi Coast and Piazza Del Plebiscito are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Archaeological Park Of Pompeii, learn more about the unique Palace Of Caserta, and immerse yourself in the vibrant atmosphere of Sassi Di Matera.

As you hit the open road and drive through Brindisi, Lecce, Otranto, Alberobello, Matera, Ravello, Positano, Amalfi, San Lazzaro, Sorrento, Naples, Pompei, Caserta, and Ostuni, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Lungomare Regina Margherita
Giardini Pubblici Giuseppe Garibaldi - Villa ComunaleBasilica di Santa CroceCastello Carlo VTeatro RomanoPorta RudiaeAragonese Castle of Otranto
Territory Museum "House Pezzolla"Trulli di Alberobello PugliaPalombaro lungoCattedrale di Maria Santissima della Bruna e Sant'EustachioSassi di MateraBelvedere di Piazza Giovanni Pascoli
Villa RufoloVilla Cimbrone GardensSpiaggia di Positano Marina GrandeChiesa di Santa Maria Assunta
Amalfi CoastMuseum Of PaperCastello LauritanoVilla Comunale di SorrentoParco di Villa FiorentinoCathedral of Saints Philip and James
Naples National Archaeological Museumpiazza del PlebiscitoOvo CastleArchaeological Park of Pompeii
Palace of CasertaFountain of AeolusColonna di Sant'Oronzo
Palazzo Granafei Nervegna (Brindisi)

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Day 1

Day 1

  • Brindisi - Arrival day
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  • Lungomare Regina Margherita
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Say hello to Brindisi! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Brindisi for 1 night before you continue your adventure!

Brindisi is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Amici Dei Musei Brindisi, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Find your way to your hotel in Brindisi. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

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 Brindisi, it's often a good idea to reserve a table in advance.

Don’t miss out on dining at Bracerie Escosazio, a top-rated dining destination in Brindisi. If you're in the mood to try something new, consider Penny, another top spot with a mouthwatering menu. You might also want to secure a reservation at Piadineria. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Brindisi this evening.

Extend your evening after a delightful meal by visiting Peddy Bar. Pasticceria. Gelateria. Happyhour. Prodotti Celiaci. Slot Machines. Scommesse, which offers the perfect atmosphere for a night out. Moreover, Eden Cafè is another popular option for a drink or two. Likewise, Altair Cafè also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Raise a toast to the start of your 8-day road trip in Italy!

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Day 2

Day 2

  • Brindisi
  • Lecce
  • More

Drive 137 km, 2 hours 21 min

  • Giardini Pubblici Giuseppe Garibaldi - Villa Comunale
  • Basilica di Santa Croce
  • Castello Carlo V
  • Teatro Romano
  • Porta Rudiae
  • Aragonese Castle of Otranto
  • More

Dive into day 2 of your remarkable road trip in Italy. Today you will explore Lecce and Otranto, 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 Lecce. You’ll stay here for 1 night.

Savor the day by visiting some of the best places to see in Brindisi, including a park, a church, a castle, an archeological site, a monument and much more! Start your adventure at Giardini Pubblici Giuseppe Garibaldi - Villa Comunale. This locally appreciated park is a must-visit for travelers looking for a unique holiday experience. Make your way to Basilica Di Santa Croce located in Brindisi for another exciting encounter.

Next, immerse yourself in the setting of Castle Of Charles V. Its picture-perfect features will captivate you. After the castle, continue your tour of the city with a visit to Teatro Romano. Visitors usually appreciate the heritage-rich features of this archeological site. Next up is Porta Rudiae, a highly recommended monument. For a change of pace, head to Aragonese Castle Of Otranto. As one of the most increasingly popular attractions in Brindisi, this castle is the perfect place to end your self-guided sightseeing tour.

At the end of the day, you will drive to Lecce, 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 Lecce's most popular restaurants, and connect with friendly locals for an authentic adventure.

Make sure to reserve a table at Alle due Corti, an iconic dining spot in Lecce. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Il Ristoro dei Templari Trattoria Pizzeria Braceria, a popular restaurant in Lecce. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of La Cucina di Mamma Elvira, a hidden gem nestled in Lecce. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a fulfilling meal, continue your evening at Sensi, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Caffè Alvino offers a welcoming atmosphere for easing into the nightlife. Similarly, Jolly Roger provides an excellent environment for a relaxed and enjoyable evening.

Raise your glass to another unforgettable day in Italy!

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Day 3

Day 3

  • Lecce
  • Matera
  • More

Drive 183 km, 3 hours 3 min

  • Territory Museum "House Pezzolla"
  • Trulli di Alberobello Puglia
  • Palombaro lungo
  • Cattedrale di Maria Santissima della Bruna e Sant'Eustachio
  • Sassi di Matera
  • Belvedere di Piazza Giovanni Pascoli
  • More

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

Today’s agenda in Lecce includes a museum, a historical landmark, a cave system, a church, an archeological site, an observation deck and much more! Territory Museum "house Pezzolla" is must-visit museum and a great starting point for the day. Next, continue your journey to Trulli Di Alberobello Puglia, an interesting historical landmark, located just a leisurely stroll away. Next, head to Palombaro Lungo, a history-steeped cave system, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Lecce. When you're ready, let your sightseeing route take you to the beloved Cattedrale Di Maria Santissima Della Bruna E Sant'eustachio. If you’re looking for more, Sassi Di Matera is also a locally renowned attraction that is worthwhile a visit. Lastly, don’t miss Belvedere Di Piazza Giovanni Pascoli, a place of visually striking interest in the town.

When you’re done exploring for the day, you’ll drive to your hotel in Matera. 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 Matera's best restaurants.

Treat yourself to a wonderful meal at Ristorante Le Bubbole, a top-rated dining spot in Matera. If you're in the mood for something new, try Baccanti, another premier location with a delectable menu.

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

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Day 4

Day 4

  • Matera
  • Positano
  • More

Drive 258 km, 4 hours 53 min

  • Villa Rufolo
  • Villa Cimbrone Gardens
  • Spiaggia di Positano Marina Grande
  • Chiesa di Santa Maria Assunta
  • More

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 3 vibrant destinations - Ravello, Castiglione, and Positano. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Positano. You will spend 1 night here for some well-deserved relaxation.

A blend of fun adventures, romantic experiences, and scenic views await you in Matera on today’s itinerary. First up is the notable historical landmark, Villa Rufolo. Afterward, continue to Villa Cimbrone Gardens, a botanical garden every traveler should visit.

As you explore Matera’s charming streets, take in the lively atmosphere and get to know the character of the village. Next, make your way to Spiaggia Di Positano Marina Grande. This often recommended beach is an essential stop. Following that, head to Chiesa Di Santa Maria Assunta, another must-visit site that will enhance your experience.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Positano. Positano 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 Positano. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a delicious meal at Terrazza Celè, a top-rated dining destination in Positano. If you're in the mood to try something new, consider Hotel Poseidon, another top spot with a mouthwatering menu. You might also want to secure a reservation at Hotel Villa Gabrisa. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Positano this evening.

Savor another day of unforgettable experiences in Italy!

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Day 5

Day 5

  • Positano
  • Sorrento
  • More

Drive 77 km, 3 hours 7 min

  • Amalfi Coast
  • Museum Of Paper
  • Castello Lauritano
  • Villa Comunale di Sorrento
  • Parco di Villa Fiorentino
  • Cathedral of Saints Philip and James
  • More

On day 5 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 Amalfi, San Lazzaro, and Sorrento. In the evening, you’ll end up in Sorrento, where you will stay for 1 night.

Just a short distance away you'll find your next stop, Museo Della Carta, a historic museum that draws visitors from far and near.

Continue your journey to Castello Lauritano, one of the village’s most increasingly popular spots that you shouldn’t miss. Another great site to visit is the curiosity-inducing Villa Comunale Di Sorrento. When you're finished at the park, Parco Di Villa Fiorentino awaits your visit. This park is an instagrammable highlight on today's itinerary. Last up is a church - the frequently visited Cathedral Of Saints Philip And James.

At the end of the day, you will drive to Sorrento, 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 Sorrento, 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 Frankie's Pizza Bar Sorrento Brunch & Vegan, an excellent option for tonight's dining. Looking for something different? Bougainvillea offers a tantalizing alternative with its diverse menu. And don’t miss Banana Split. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Sorrento.

If you’re not ready to end the night just yet, Leone Rosso Café offers a perfect venue to relax and savor a drink. Similarly, Hotel Antiche Mura Sorrento is well-suited for those looking to unwind in a social setting.

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

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Day 6

Day 6

  • Sorrento
  • Naples
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Drive 108 km, 2 hours 45 min

  • Naples National Archaeological Museum
  • piazza del Plebiscito
  • Ovo Castle
  • Archaeological Park of Pompeii
  • More

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Naples and Pompei. When you’re not sightseeing, take time to relax at your selected hotel in Naples, where you’ll be staying for 1 night.

Bring your curiosity for today’s adventure around Sorrento. Some of the city’s most loved attractions await! Naples National Archaeological Museum is the perfect place to start. This museum is one of the most locally renowned places to visit in Sorrento. Next, head to Piazza Del Plebiscito, a spectacular public square, 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 Ovo Castle. This visually striking castle is a highly recommended experience. Nearby, you'll also find Archaeological Park Of Pompeii. Visit these for an interesting touch to your journey.

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.

Make sure to reserve a table at L'Oca Nera Irish Pub, an iconic dining spot in Naples. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Mimì alla Ferrovia, a popular restaurant in Naples. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Spuzzulè Winebar, a hidden gem nestled in Naples. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Extend your evening after a delightful meal by visiting Happening Cocktail Bar, which offers the perfect atmosphere for a night out. Moreover, Shanti Art Musik Bar is another popular option for a drink or two. Likewise, Gran Caffè Gambrinus also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 7

Day 7

  • Naples
  • Brindisi
  • More

Drive 436 km, 5 hours 19 min

  • Palace of Caserta
  • Fountain of Aeolus
  • Colonna di Sant'Oronzo
  • More

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Caserta and Ostuni, 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 Brindisi. You’ll stay here for 1 night.

Enjoy the perfect balance of relaxation and exploration in Naples today. One of the most well-known attractions included on the itinerary is Palace Of Caserta. This romantic palace will help you start your sightseeing on top.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the underrated Guglia Di Sant'oronzo.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Brindisi. Brindisi 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 Brindisi. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy a lovely dining experience at Betty - Gelateria Cafe Ristorante Pizzeria a Brindisi, a popular restaurant in Brindisi. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Brindisi at Bento, 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 Cozza Nera. It’s yet another ideal choice to enhance your time in Brindisi tonight.

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.

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Day 8

Day 8

  • Brindisi - Departure day
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  • Palazzo Granafei Nervegna (Brindisi)
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Day 8 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Brindisi before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

If you're up for some more sightseeing, begin at Palazzo Granafei Nervegna (brindisi). This curiosity-inducing palace is a popular place to see in the city.

Maximize your last day in Italy and go on a shopping spree in Brindisi’s shopping center. Browse for souvenirs to remind you of your wonderful journey in Italy.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Brindisi.

You’ll then say farewell to Brindisi. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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