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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Experience the freedom of the open road on an unforgettable 8-day road trip in Italy! Embark on a self-drive tour that caters to every traveler, featuring destinations like Brindisi, Lecce, Otranto, Alberobello, Matera, Ravello, Positano, Amalfi, San Lazzaro, Sorrento, Naples, Pompei, Caserta, and Ostuni.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. 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 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, accommodations, 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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Day 1

Day 1

  • Brindisi - Arrival day
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  • Lungomare Regina Margherita
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Welcome to Brindisi, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night discovering what to see in Brindisi before embarking on the next leg of your journey.

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.

Have a fantastic dining experience at Bracerie Escosazio, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Penny offers an enticing alternative with its varied menu. Additionally, Piadineria is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Brindisi.

Explore the vibrant nightlife at Peddy Bar. Pasticceria. Gelateria. Happyhour. Prodotti Celiaci. Slot Machines. Scommesse after your meal, a hub for lively evenings and memorable moments. Or, head to Eden Cafè for a great selection of flavorful drinks and a charming setting. Furthermore, Altair Cafè is perfect for those looking to extend their night with a touch of local flavor.

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 places, which are Lecce and Otranto. At the end of the day, you will retreat to the hotel of your choice in Lecce, where will spend 1 night.

Make a stop at Giardini Pubblici Giuseppe Garibaldi - Villa Comunale. This beloved 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 standout 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 underrated 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 a true cultural experience.

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.

Following your dinner, dive into the local bar culture at Sensi. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Caffè Alvino, the perfect place for those looking to experience the best of the nightlife. Similarly, Jolly Roger provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

On day 3 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Alberobello and Matera are on today's agenda. In the evening, you’ll end up in Matera, where you will stay for 1 night.

Territory Museum "house Pezzolla" is an ideal stop early in the day. This intriguing museum is a must-visit in the town. When you’re ready for your next discovery, continue to Trulli Di Alberobello Puglia, which may be one of the most history-steeped places you will experience today.

One of the best things about exploring Lecce 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 Palombaro Lungo, a curiosity-inducing cave system in the town. If you’re up for more discoveries, don’t forget to reserve some time for Cattedrale Di Maria Santissima Della Bruna E Sant'eustachio and Sassi Di Matera. End your day with a visit to Belvedere Di Piazza Giovanni Pascoli, an up-and-coming observation deck that’s sure to leave a lasting impression.

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.

Make sure to reserve a table at Ristorante Le Bubbole, an iconic dining spot in Matera. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Baccanti, a popular restaurant in Matera. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

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

Your itinerary for day 4 of your road trip in Italy includes 3 stops and features some of the highlights of Ravello, Castiglione, and Positano. At the end of the day, enjoy the comforts of a top-rated hotel in Positano, where you'll spend 1 night.

Your adventure in Matera is only getting started when you visit Villa Rufolo, a well-known local hot spot. Another notable attraction to explore is Villa Cimbrone Gardens. This curiosity-inducing botanical garden is known for its romantic appeal.

After soaking in the highlights of these sights, take some time to wander Matera's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Spiaggia Di Positano Marina Grande. This romantic beach offers a fascinating experience that many visitors find memorable. Chiesa Di Santa Maria Assunta is also worth visiting.

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

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

Enjoy a lovely dining experience at Terrazza Celè, a popular restaurant in Positano. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Positano at Hotel Poseidon, 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 Hotel Villa Gabrisa. It’s yet another ideal choice to enhance your time in Positano tonight.

Relax and look forward to more memorable moments to come!

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

Make time for Amalfi Coast, a widely recognized coast that is worthwhile a visit in the village. Nearby, you’ll find Museo Della Carta, enchanting visitors with its standout appeal. Continue your exploration at Castello Lauritano. This castle is one of the village’s most intriguing spots.

Enjoy the freedom of exploring Positano at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Villa Comunale Di Sorrento. After exploring the park, head to the intriguing Parco Di Villa Fiorentino. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Cathedral Of Saints Philip And James, a place of culturally significant interest in Positano.

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

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

Explore the vibrant nightlife at Leone Rosso Café after your meal, a hub for lively evenings and memorable moments. Or, head to Hotel Antiche Mura Sorrento for a great selection of flavorful drinks and a charming setting.

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

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Day 6

Day 6

  • Sorrento
  • Naples
  • More

Drive 108 km, 2 hours 45 min

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

Dive into day 6 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Naples and Pompei. At the end of the day, you’ll unwind at one of the finest accommodations in Naples, where you'll spend 1 night.

Visiting Naples National Archaeological Museum is always a good idea. This notable museum is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the history-steeped wonders of Piazza Del Plebiscito, a must-see public square in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Ovo Castle. This interesting castle offers an enriching experience. For a change of pace, head to Archaeological Park Of Pompeii, where you can take in awe-inspiring features. These sights offer a fulfilling end to a perfect day.

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.

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 savoring a delicious meal, step into the vibrant nightlife at Happening Cocktail Bar, where the evening is just getting started. In the same way, Shanti Art Musik Bar offers a unique charm perfect for experiencing the local bar scene in Naples. Gran Caffè Gambrinus is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Relax and recharge in preparation for another adventurous day 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 places, which are Caserta and Ostuni. At the end of the day, you will retreat to the hotel of your choice in Brindisi, where will spend 1 night.

Experience Palace Of Caserta, an interesting palace in the city.

There are many interesting places to see in Naples, and when you are ready for more, go to Guglia Di Sant'oronzo. This is one of the city’s most increasingly popular culturally significant spots of interest.

When you’re done exploring for the day, you’ll drive to your hotel in Brindisi. Check in and relax before you head out to tour the city.

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

Treat yourself to a delicious dinner at Betty - Gelateria Cafe Ristorante Pizzeria a Brindisi, an excellent option for tonight's dining. Looking for something different? Bento offers a tantalizing alternative with its diverse menu. And don’t miss Cozza Nera. Known for great service, it’s a fantastic choice for tonight in Brindisi.

Savor another day of unforgettable experiences 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 visually striking palace before you head out.

Take advantage of your accommodation's proximity to Brindisi’s shopping district for some last-minute bargain hunting. 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 eager to try something different, consider Pizzeria La Nassa, another top spot with a tantalizing 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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Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
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Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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Your trip is protected, personalized, and priced right. No surprises, no stress.

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