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

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Ostuni white town skyline at sunset, Brindisi, Apulia southern Italy. Europe.
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Escape the ordinary with this exciting 8-day road trip through Italy. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!

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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Driver’s age is 30 - 65
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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.

As afternoon approaches, head to your chosen hotel in Brindisi. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

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.

Treat yourself to a delicious dinner at Bracerie Escosazio, an excellent option for tonight's dining. Looking for something different? Penny offers a tantalizing alternative with its diverse menu. And don’t miss Piadineria. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Brindisi.

Let the evening flow smoothly from dinner to drinks at Peddy Bar. Pasticceria. Gelateria. Happyhour. Prodotti Celiaci. Slot Machines. Scommesse, a top-rated bar in the area. For other recommendations, Eden Cafè provides a perfect setting for rounding out your night with style and great drinks. Likewise, Altair Cafè offers a memorable night with diverse drink options and excellent service.

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

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Day 2

Day 2

  • Brindisi
  • Lecce
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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

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Lecce and Otranto. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Lecce. You will spend 1 night 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 Brindisi. Your adventure starts at Giardini Pubblici Giuseppe Garibaldi - Villa Comunale, a locally appreciated local hot spot. Another notable attraction to explore is Basilica Di Santa Croce. This increasingly popular church is known for its romantic appeal.

After soaking in the highlights of these sights, take some time to wander Brindisi's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Castle Of Charles V. This culturally significant castle offers a fascinating experience that many visitors find memorable. Teatro Romano is also worth visiting, along with Porta Rudiae. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Aragonese Castle Of Otranto. This increasingly popular castle provides a fitting finale to your sightseeing.

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.

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

Savor the flavors at Alle due Corti, a top pick for dinner tonight. Alternatively, Il Ristoro dei Templari Trattoria Pizzeria Braceria beckons with its unique menu offerings. Also, consider La Cucina di Mamma Elvira. With its consistent customer satisfaction, it’s an excellent option for dining in Lecce tonight.

If you’re not ready to end the night just yet, Sensi offers a perfect venue to relax and savor a drink. Similarly, Caffè Alvino is well-suited for those looking to unwind in a social setting. Jolly Roger is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day 3

Day 3

  • Lecce
  • Matera
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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.

Discover a day packed with family-friendly attractions, picturesque spots, and history-rich sites in Lecce. Begin your sightseeing with Territory Museum "house Pezzolla". This locally appreciated museum is one of the top attractions in the town. Proceed to Trulli Di Alberobello Puglia, another must-visit attraction.

As you wander through the inviting streets of Lecce, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Palombaro Lungo. This curiosity-inducing cave system is a traveler-favorite. Not far away, you’ll find Cattedrale Di Maria Santissima Della Bruna E Sant'eustachio, another key site on your sightseeing itinerary. Sassi Di Matera is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Belvedere Di Piazza Giovanni Pascoli and uncover why it's recognized as one of the town's most curiosity-inducing attractions.

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

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

Don’t miss out on dining 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.

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 4

Day 4

  • Matera
  • Positano
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Drive 258 km, 4 hours 53 min

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

Dive into day 4 of your remarkable road trip in Italy. Today you will explore Ravello, Castiglione, and Positano, 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 Positano. You’ll stay here for 1 night.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Matera allows for both. Start by heading to Villa Rufolo. This well-known historical landmark provides an insightful glimpse into the village's identity. Next, discover Villa Cimbrone Gardens, a romantic botanical garden, promising a delightful encounter.

Continue your sightseeing with a visit to Spiaggia Di Positano Marina Grande, an underrated beach. When you’re done, don’t forget to make a stop at the curiosity-inducing Chiesa Di Santa Maria Assunta.

When you’re done exploring for the day, you’ll drive to your hotel in Positano. Check in and spend some time relaxing before you head out to tour the village.

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 lovely meal at Terrazza Celè, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Hotel Poseidon is another top choice with a popular menu. You could also check for a table at Hotel Villa Gabrisa. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Positano tonight.

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

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Day 5

Day 5

  • Positano
  • Sorrento
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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 exciting self-drive vacation in Italy, you’ll soak in the magnificence of 3 destinations, Amalfi, San Lazzaro, and Sorrento. When you’re not sightseeing, take time to relax at your selected hotel in Sorrento, where you’ll be staying for 1 night.

Prepare for a day full of family-friendly attractions, photo-friendly spots, and history-rich sites. When you’re ready, kick off your sightseeing adventure at Amalfi Coast. This impressive coast is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Museo Della Carta, one of the village’s best highlights.

Next, check out Castello Lauritano, one of the most worthwhile places to see in Positano. This castle is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Villa Comunale Di Sorrento. Wander around and soak in the visually striking atmosphere this park offers. Then, head to Parco Di Villa Fiorentino, a top-rated park that adds another dimension to your day. Finally, visit the often recommended Cathedral Of Saints Philip And James, the last of our attraction recommendations for today.

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.

Enjoy a delicious meal at Frankie's Pizza Bar Sorrento Brunch & Vegan, a top-rated dining destination in Sorrento. If you're in the mood to try something new, consider Bougainvillea, another top spot with a mouthwatering menu. You might also want to secure a reservation at Banana Split. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Sorrento this evening.

Cap off your dinner by heading to Leone Rosso Café, ideal for a leisurely evening with a drink in hand. Hotel Antiche Mura Sorrento is another bar that offers an enjoyable setting.

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

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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
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On day 6 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 Naples and Pompei. In the evening, you’ll end up in Naples, where you will stay for 1 night.

Set out on a day brimming with fun adventures, picturesque spots, and history-rich sites. Start at the notable Naples National Archaeological Museum, a history-steeped museum in Sorrento. Next, go to Piazza Del Plebiscito.

After visiting Naples National Archaeological Museum and Piazza Del Plebiscito, have a stroll along Sorrento's streets and take in the local charm. Continue your sightseeing by heading to Ovo Castle. This symbolic castle offers a unique experience. Archaeological Park Of Pompeii is another noteworthy attraction worthwhile a visit.

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

Have a fantastic dining experience at L'Oca Nera Irish Pub, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Mimì alla Ferrovia offers an enticing alternative with its varied menu. Additionally, Spuzzulè Winebar is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Naples.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Happening Cocktail Bar, known for its inviting atmosphere. Shanti Art Musik Bar is another great option if you’re looking for a place to get the night started. Similarly, Gran Caffè Gambrinus provides a great setting to enjoy the night away.

Savor another day of unforgettable experiences 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

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Caserta and Ostuni. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Brindisi. You will spend 1 night here for some well-deserved relaxation.

Palace Of Caserta is must-visit palace and a great starting point for the day. Next, continue your journey to Fountain Of Aeolus, an intriguing park, located just a leisurely stroll away. Next, head to Guglia Di Sant'oronzo, a historic monument, also available for your discovery today.

When you’re done exploring for the day, you’ll drive to your hotel in Brindisi. 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 Brindisi. 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 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.

Relax and recharge in preparation for another adventurous day 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, we recommend visiting Palazzo Granafei Nervegna (brindisi), a standout palace before you head out.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

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

If you're in the mood to try something new, consider Pizzeria La Nassa, another top spot with a mouthwatering menu.

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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