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

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Aerial panorama of Brindisi, Italy
Ostuni white town skyline at sunset, Brindisi, Apulia southern Italy. Europe.
One-Week Italy Self-Drive Road Trip With Itinerary from Brindisi to Lecce, Matera, Positano, Sorrento, and Naples
One-Week Italy Self-Drive Road Trip With Itinerary from Brindisi to Lecce, Matera, Positano, Sorrento, and Naples
One-Week Italy Self-Drive Road Trip With Itinerary from Brindisi to Lecce, Matera, Positano, Sorrento, and Naples
One-Week Italy Self-Drive Road Trip With Itinerary from Brindisi to Lecce, Matera, Positano, Sorrento, and Naples
One-Week Italy Self-Drive Road Trip With Itinerary from Brindisi to Lecce, Matera, Positano, Sorrento, and Naples
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Escape the ordinary with this exciting 8-day road trip through Italy. Explore diverse landscapes, discover lively cities, and prepare for an unforgettable journey!

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.

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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Day1

Day 1

  • Brindisi - Arrival day
  • More
  • Lungomare Regina Margherita
  • More

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. Taking a stroll in the city center is a great alternative. 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 central location for easy access to key areas 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.

Make sure to reserve a table at Bracerie Escosazio, an iconic dining spot in Brindisi. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Penny, a popular restaurant in Brindisi. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Piadineria, a hidden gem nestled in Brindisi. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue your lively evening at Peddy Bar. Pasticceria. Gelateria. Happyhour. Prodotti Celiaci. Slot Machines. Scommesse, a perfect place for winding down or revving up the night, depending on which mood you’re in. Eden Cafè is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Altair Cafè ensures a night out tailored to your taste.

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

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Day2

Day 2

  • Brindisi
  • Lecce
  • Otranto
  • 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

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

Embrace the thrill of the open road as you wave goodbye to Brindisi and set your GPS to Lecce. 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 34 min. Upon reaching Lecce, 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 Giardini Pubblici Giuseppe Garibaldi - Villa Comunale, an underrated park that everyone visiting Lecce should see. Next, head to Basilica Di Santa Croce. This culturally significant church is one of the most often recommended attractions in the region.

If you're keen to see more, don’t miss out on Castle Of Charles V, a culturally significant castle popular among locals as well as travelers. Teatro Romano is an excellent attraction to visit next. Spend some time learning more about this intriguing archeological site before you continue your journey. Lastly, visit Porta Rudiae, a picture-perfect monument and a top attraction in the city.

Set out on a self-guided sightseeing tour at Aragonese Castle Of Otranto and explore the visually striking features.

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.

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 savoring a delicious meal, step into the vibrant nightlife at Sensi, where the evening is just getting started. In the same way, Caffè Alvino offers a unique charm perfect for experiencing the local bar scene in Lecce. Jolly Roger 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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Day3

Day 3

  • Lecce
  • Alberobello
  • 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.

Fasten your seatbelt and make your way to your next stop — Alberobello, home to many well-known sights in the region. Keep in mind that your travel time from Lecce to Alberobello may take around 1 hour 25 min without traffic disruptions. Upon arrival in Alberobello, we highly recommend checking out some of the top attractions.

Spend your afternoon discovering Territory Museum "house Pezzolla", a worthwhile museum known for its UNESCO world heritage-listed features. Next, continue your sightseeing at Trulli Di Alberobello Puglia, an interesting historical landmark.

Fasten your seatbelt and make your way to your next stop — Matera, home to many well-known sights in the region. Keep in mind that your travel time from Alberobello to Matera may take around 1 hour 7 min without traffic disruptions. Upon arrival in Matera, we highly recommend checking out some of the top attractions.

For a more meaningful self-guided tour of the town's best attractions, visit Palombaro Lungo, an up-and-coming cave system 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 Cattedrale Di Maria Santissima Della Bruna E Sant'eustachio and admire its UNESCO world heritage-listed features.

When you’re ready, continue to Sassi Di Matera, a captivating archeological site beloved by locals and tourists alike. Don't miss out on Belvedere Di Piazza Giovanni Pascoli, another highlight of the area that promises a memorable visit.

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.

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

Savor the flavors at Ristorante Le Bubbole, a top pick for dinner tonight. Alternatively, Baccanti beckons with its unique menu offerings.

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.

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Day4

Day 4

  • Matera
  • Ravello
  • 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

Dive into day 4 of your remarkable road trip in Italy. Today you'll explore 3 destinations, including Ravello, Castiglione, and Positano. At the end of the day, you’ll unwind at one of the finest accommodations in Positano, where you'll spend 1 night.

When you’ve had your share of Matera, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Ravello. Your travel time is around 3 hours 26 min.

For a more meaningful self-guided tour of the village's best attractions, visit Villa Rufolo, a popular historical landmark that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

Continue your road trip and head to your next destination, Positano. This car ride takes around 59 min.

Villa Cimbrone Gardens is a worthwhile botanical garden we recommend visiting today. Discover its detailed features before continuing your self-guided tour.

Set your GPS to Positano and hit the road. Expect a journey of approximately 59 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Positano beckons with new experiences!

Spend your afternoon discovering Spiaggia Di Positano Marina Grande, a beloved beach known for its serene features. Next, continue your sightseeing at Chiesa Di Santa Maria Assunta, a worthwhile church.

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.

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

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

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

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Day5

Day 5

  • Positano
  • Amalfi
  • San Lazzaro
  • 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

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 3 places, which are Amalfi, San Lazzaro, and Sorrento. At the end of the day, you will retreat to the hotel of your choice in Sorrento, where will spend 1 night.

When you’re ready to jump back into the car and say goodbye to Positano, you’ll hit the road in the direction of Amalfi. This drive usually takes around 38 min.

Amalfi Coast is a famous coast we recommend visiting today.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to San Lazzaro may take around 46 min. Upon your arrival in San Lazzaro, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Spend your afternoon discovering Castello Lauritano, a curiosity-inducing castle known for its respected features.

Sorrento’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of San Lazzaro behind. This drive usually takes around 1 hour 13 min. Sorrento welcomes you with a multitude of unique vacation experiences.

Savor the day by heading to Villa Comunale Di Sorrento, a curiosity-inducing park that draws visitors from near and far. When you're done, continue to Parco Di Villa Fiorentino, where you can soak in the romantic surroundings.

Next, explore Cathedral Of Saints Philip And James, yet another underrated place to see in the area.

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.

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

Have a fantastic dining experience at Frankie's Pizza Bar Sorrento Brunch & Vegan, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Bougainvillea offers an enticing alternative with its varied menu. Additionally, Banana Split is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Sorrento.

Round off your dining experience by visiting Leone Rosso Café, a prime location for a drink. Alternatively, explore the distinctive characteristics of Hotel Antiche Mura Sorrento, a bar catering to every mood and preference.

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

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Day6

Day 6

  • Sorrento
  • Naples
  • Pompei
  • More

Drive 108 km, 2 hours 45 min

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

Your itinerary for day 6 of your road trip in Italy includes 2 stops and features some of the highlights of Naples and Pompei. At the end of the day, enjoy the comforts of a top-rated hotel in Naples, where you'll spend 1 night.

Continue your road trip and head to your next destination, Naples. This car ride takes around 1 hour 12 min.

Our first attraction recommendation in Naples is Naples National Archaeological Museum, an interesting museum that draws attention for its detailed features. Spend some time soaking in the atmosphere before continuing to Piazza Del Plebiscito, a romantic public square that stands out in the city.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Ovo Castle, an interesting castle that offers a unique experience.

Pompei 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 Archaeological Park Of Pompeii, a well-known archeological site that everyone visiting Pompei should see.

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.

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

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.

After enjoying a fulfilling meal, continue your evening at Happening Cocktail Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Shanti Art Musik Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Gran Caffè Gambrinus provides an excellent environment for a relaxed and enjoyable evening.

Savor another day of unforgettable experiences in Italy!

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Day7

Day 7

  • Naples
  • Caserta
  • Ostuni
  • Brindisi
  • More

Drive 436 km, 5 hours 19 min

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

On day 7 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, including Caserta and Ostuni. When you’re not sightseeing, take time to relax at your chosen hotel in Brindisi, where you’ll be staying for 1 night.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Caserta. This drive usually takes around 42 min, without any stops or traffic disruptions.

Savor the day by heading to Palace Of Caserta, a notable palace that draws visitors from near and far.

Embrace the thrill of the open road as you wave goodbye to Caserta and set your GPS to Ostuni. 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 3 hours 45 min. Upon reaching Ostuni, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

One of our top recommendations for your sightseeing is Guglia Di Sant'oronzo. Spend some time admiring the historic features of the monument before you continue to your next stop.

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.

Brindisi 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 Brindisi.

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

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

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Day8

Day 8

  • Brindisi - Departure day
  • More
  • Palazzo Granafei Nervegna (Brindisi)
  • More

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 photogenic palace before you head out.

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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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.
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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