5-Day Italy Self-Drive Road Trip With Itinerary from Brindisi to Lecce and Taranto and surrounding area

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Ostuni white town skyline at sunset, Brindisi, Apulia southern Italy. Europe.
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Explore the best of Italy on a remarkable 5-day road trip! Combine exploration with relaxation on a self-drive tour featuring Brindisi, Fasano, Ostuni, Lecce, Santa Caterina, Taranto, and Matera.

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, and 1 night in Taranto. 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. Sassi Di Matera and Zoosafari Fasanolandia are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Palombaro Lungo, learn more about the unique Parco Naturale Regionale Porto Selvaggio, and immerse yourself in the vibrant atmosphere of Basilica Di Santa Croce.

As you hit the open road and drive through Brindisi, Fasano, Ostuni, Lecce, Santa Caterina, Taranto, and Matera, 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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Pick-up: 10:00
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Day 1

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, 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.

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

After your meal, keep the night alive at a bar like Peddy Bar. Pasticceria. Gelateria. Happyhour. Prodotti Celiaci. Slot Machines. Scommesse, known for its lively atmosphere. Eden Cafè is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Altair Cafè offers an excellent atmosphere for those looking to amp up the evening.

Raise a toast to the start of your 5-day road trip in Italy!

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Day 2

Day 2

  • Brindisi
  • Lecce
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Drive 168 km, 2 hours 12 min

  • Zoosafari Fasanolandia
  • Parco naturale regionale Dune costiere da Torre Canne a Torre S.Leonardo
  • Monument to the Sailor of Italy
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Dive into day 2 of your remarkable road trip in Italy. Today you'll explore 3 destinations, including Fasano, Ostuni, and Brindisi. At the end of the day, you’ll unwind at one of the finest accommodations in Lecce, where you'll spend 1 night.

Check out the well-known safari park, Zoosafari Fasanolandia. Afterward, continue to Parco Naturale Regionale Dune Costiere Da Torre Canne A Torre S. Leonardo, a nature reserve every traveler should visit. As you explore Brindisi’s charming streets, take in the lively atmosphere and get to know the character of the town.

Next, make your way to Monumento Al Marinaio D'italia. This frequently visited monument is an essential stop.

After soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Lecce. Lecce offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

Lecce 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 Lecce.

Start your culinary exploration in Lecce by securing a reservation at Primo Restaurant. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another dining delight, visit Bros', celebrated for its delectable creative and contemporary menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday.

To truly maximize your evening out, consider visiting Sensi after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Caffè Alvino, another bar with an inviting ambiance. Similarly, Jolly Roger also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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Day 3

Day 3

  • Lecce
  • Taranto
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Drive 138 km, 2 hours 52 min

  • Giardini Pubblici Giuseppe Garibaldi - Villa Comunale
  • Basilica di Santa Croce
  • Gate of Saint Blaise
  • Porta Rudiae
  • Parco naturale regionale Porto Selvaggio
  • 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. Lecce and Santa Caterina are on today's agenda. In the evening, you’ll end up in Taranto, where you will stay for 1 night.

Your adventure in Lecce is only getting started when you visit Giardini Pubblici Giuseppe Garibaldi - Villa Comunale, a curiosity-inducing 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 Lecce's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Gate Of Saint Blaise. This photogenic monument offers a fascinating experience that many visitors find memorable. Porta Rudiae is also worth visiting, along with Parco Naturale Regionale Porto Selvaggio. These standout landmarks offer unique experiences that add to the day’s enjoyment.

When you’re done exploring for the day, you’ll drive to your hotel in Taranto. Check in and relax before you head out to tour 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 Taranto, it's often a good idea to reserve a table in advance.

Make sure to reserve a table at Come Vuoi Pane & Condimenti, an iconic dining spot in Taranto. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ricci - Pizzaioli dal 1963, a popular restaurant in Taranto. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante La Pignata, a hidden gem nestled in Taranto. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

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

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

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Day 4

Day 4

  • Taranto
  • Brindisi
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Drive 219 km, 3 hours 28 min

  • Palombaro lungo
  • Sassi di Matera
  • Sasso Caveoso
  • Casa Grotta nei Sassi di Matera
  • Belvedere di Piazza Giovanni Pascoli
  • More

Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 place, which are Matera. At the end of the day, you will retreat to the hotel of your choice in Brindisi, where will spend 1 night.

Let Palombaro Lungo set the tone for the day. Spend some time admiring this instagrammable cave system before continuing your journey. Sassi Di Matera is your next stop. This locally renowned archeological site is one of the best-rated sights in Taranto.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Sasso Caveoso. This romantic cave system is a sight to behold. To round off your sightseeing experience, visit Casa Grotta Nei Sassi Di Matera and Belvedere Di Piazza Giovanni Pascoli.

At the end of the day, you will drive to Brindisi, 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 Brindisi's best restaurants.

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 look forward to more memorable moments to come!

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Day 5

Day 5

  • Brindisi - Departure day
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  • Cillarese Park
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Day 5 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 Cillarese Park. This curiosity-inducing park is a hotspot among locals.

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

Enjoy a lovely meal at Rendez-Vous Cafè Bistrot, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Pizzeria La Nassa is another top choice with a popular 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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