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 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
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  • Lungomare Regina Margherita
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Your road trip adventure in Italy begins as soon as you reach Brindisi and pick up your car. You’ll stay here for 1 night and explore what to see in Brindisi, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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.

When you're ready for some downtime, make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Brindisi. Make yourself at home and unwind before heading 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 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.

After savoring a delicious meal, step into the vibrant nightlife at Peddy Bar. Pasticceria. Gelateria. Happyhour. Prodotti Celiaci. Slot Machines. Scommesse, where the evening is just getting started. In the same way, Eden Cafè offers a unique charm perfect for experiencing the local bar scene in Brindisi. Altair Cafè is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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

Lecce’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Brindisi behind. This drive usually takes around 34 min. Lecce welcomes you with a multitude of unique vacation experiences.

Our first attraction recommendation in Lecce is Giardini Pubblici Giuseppe Garibaldi - Villa Comunale, an intriguing park that draws attention for its stunning features. Spend some time soaking in the atmosphere before continuing to Basilica Di Santa Croce, a culturally significant church 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 Castle Of Charles V, an up-and-coming castle that offers a unique experience. Be sure to also explore Teatro Romano, a nearby archeological site, highly recommended by other travelers. End your self-guided tour at Porta Rudiae, a historic monument and the perfect final attraction in Lecce.

Upon reaching Otranto, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

When you're ready for some sights, head to Aragonese Castle Of Otranto, a beloved castle in Otranto. Explore its enchanting features at your own pace before you continue your journey.

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.

Enjoy a delicious meal at Alle due Corti, a top-rated dining destination in Lecce. If you're in the mood to try something new, consider Il Ristoro dei Templari Trattoria Pizzeria Braceria, another top spot with a mouthwatering menu. You might also want to secure a reservation at La Cucina di Mamma Elvira. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Lecce this evening.

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

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

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Alberobello. This drive usually takes around 1 hour 25 min, without any stops or traffic disruptions.

Set out on a self-guided sightseeing tour at Territory Museum "house Pezzolla" and explore the UNESCO world heritage-designated features. Next, make your way to Trulli Di Alberobello Puglia, another highlight in Alberobello.

When you’re ready to jump back into the car and say goodbye to Alberobello, you’ll hit the road in the direction of Matera. This drive usually takes around 1 hour 7 min.

Savor the day by heading to Palombaro Lungo, an intriguing cave system that draws visitors from near and far. When you're done, continue to Cattedrale Di Maria Santissima Della Bruna E Sant'eustachio, where you can soak in the stunning surroundings.

Next, explore Sassi Di Matera, yet another interesting place to see in the area. After the archeological site, make time to go to Belvedere Di Piazza Giovanni Pascoli. This eye-catching observation deck is well worth the visit.

When you’re done exploring for the day, you’ll drive to your hotel in Matera. 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 Matera. Enjoy a satisfying meal that will recharge you for tonight's adventures.

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

Say good night to Matera and look forward to another great day 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

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.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Ravello may take around 3 hours 26 min. Upon your arrival in Ravello, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Savor the day by heading to Villa Rufolo, a notable historical landmark that draws visitors from near and far.

When you’ve had your share of Castiglione, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Positano. Your travel time is around 59 min.

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

When you’ve had your share of Castiglione, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Positano. Your travel time is around 59 min.

Spiaggia Di Positano Marina Grande is a curiosity-inducing beach we recommend visiting today. Discover its idyllic features before continuing your self-guided tour to Chiesa Di Santa Maria Assunta, a visually striking church that’s well-regarded in the area.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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 day of adventure, treat yourself to an exquisite dinner at one of Positano's best restaurants.

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

Head back to your accommodation in Positano and get some rest to prepare for another magical day 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.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Amalfi.

Fasten your seatbelt and make your way to your next stop — Amalfi, home to many well-known sights in the region. Keep in mind that your travel time from Positano to Amalfi may take around 38 min without traffic disruptions. Upon arrival in Amalfi, we highly recommend checking out some of the top attractions.

For a more meaningful self-guided tour of the village's best attractions, visit Amalfi Coast, a famous coast 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 Museo Della Carta and admire its photogenic features.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in San Lazzaro. This drive usually takes around 46 min, without any stops or traffic disruptions.

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

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Sorrento. This drive usually takes around 1 hour 13 min, without any stops or traffic disruptions.

Savor the day by heading to Villa Comunale Di Sorrento, an often recommended park that draws visitors from near and far. When you're done, continue to Parco Di Villa Fiorentino, where you can soak in the visually striking surroundings.

Next, explore Cathedral Of Saints Philip And James, yet another locally appreciated 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.

Sorrento 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 Sorrento.

Treat yourself to a delightful dinner at Frankie's Pizza Bar Sorrento Brunch & Vegan, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Bougainvillea? It's another excellent option with a diverse menu. Consider reserving a table at Banana Split as well. Known for its consistent customer satisfaction, it’s an ideal pick 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.

Raise your glass to another unforgettable day 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

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

Embrace the thrill of the open road as you wave goodbye to Sorrento and set your GPS to Naples. 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 Naples, 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 Naples National Archaeological Museum. Spend some time admiring the photogenic features of the museum before you continue to your next stop. Then, head to Piazza Del Plebiscito. This extraordinary public square is a traveler-favorite in the city.

If you're keen to see more, continue to Ovo Castle. Feed your curiosity by learning something new about the castle.

When you arrive in Pompei, it's time to take a break from the road.

Spend your afternoon discovering Archaeological Park Of Pompeii, a captivating archeological site known for its instagrammable features.

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

Don’t miss out on dining at L'Oca Nera Irish Pub, a top-rated dining destination in Naples. If you're in the mood to try something new, consider Mimì alla Ferrovia, another top spot with a mouthwatering menu. You might also want to secure a reservation at Spuzzulè Winebar. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Naples this evening.

Keep the excitement of the evening going by visiting a bar or two. Happening Cocktail Bar is an excellent place to start. You could also check out Shanti Art Musik Bar, offering a different kind of charm. A last recommendation for the day is Gran Caffè Gambrinus. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

Dive into day 7 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Caserta and Ostuni. At the end of the day, you’ll unwind at one of the finest accommodations in Brindisi, where you'll spend 1 night.

After soaking in Naples’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Caserta. Expect your car journey to take a minimum of 42 min. When you arrive in Caserta, it's time to take a break from the road.

When you're ready for some sights, head to Palace Of Caserta, a popular palace in Caserta. Explore its enchanting features at your own pace before you continue your journey to your next attraction, Fountain Of Aeolus. This often recommended park is a top recommendation in the area.

Set your GPS to Ostuni and hit the road. Expect a journey of approximately 3 hours 45 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Ostuni beckons with new experiences!

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

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

Enjoy a lovely meal at Betty - Gelateria Cafe Ristorante Pizzeria a Brindisi, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Bento is another top choice with a popular menu. You could also check for a table at Cozza Nera. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Brindisi tonight.

Celebrate another amazing day of your road trip adventure 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, begin at Palazzo Granafei Nervegna (brindisi). This worthwhile palace is a hotspot among locals.

Make the most of your final day in Italy by visiting Brindisi’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation.

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

Treat yourself to a delicious dinner at Rendez-Vous Cafè Bistrot, an excellent option for tonight's dining. Looking for something different? Pizzeria La Nassa offers a tantalizing alternative with its diverse 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.
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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