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Undiscovered Puglia

  • Duration8 Nights
  • StylePrivate
  • When to GoApril - October
  • Price GuideFrom $3,820 Per Person
One of Italy’s best-kept secrets, Puglia is a southern region that forms the heal of the country’s “boot.” It’s renowned for its whitewashed hilltop towns and hundreds of miles of stunning Mediterranean coastline. This 8-night trip with upscale accommodation and private tours included throughout will bring to this largely undiscovered area, jam-packed with natural and manmade beauty without the crowds. You’ll begin in the city of Lecce, the “Florence of the South” with its incredible baroque architecture, before heading to beautiful towns like Otranto, Polignano, and Alberobello, famous for its unique trulli, whitewashed structures with cone-shaped roofs. Conclude in the world-famous “cave city,” Matera.

At a Glance

  • Days 1 - 3
    • Lecce

    • Days 4 - 6
      • Monopoli

      • Days 7 - 9
        • Matera

        • Meet our Expert

          Perian, Travel Specialist


          Italy Specialist

          Hi I’m Perian. I’m originally from Toronto and now live in Milan. I frequently travel around Italy throughout the season in search of new off the beaten track experiences and charming boutique properties for my clients.

          CALL US ON: +1 844 879 7838
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          What's Included

          • 4- and 5-star accommodation in hand-selected hotels
          • Personalized itinerary with expert planning advice
          • 24/7 support provided throughout
          • Private tour of Lecce
          • Private tour of Otranto
          • Private tour of Polignano and Bari
          • Private tour featuring Martina Franca, Locorotondo & Alberobello, with a special lunch, including a wine pairing
          • Walking and tuk tuk tour of Sassi di Matera
          • Private luxury transfers from start to finish

          Day by Day Itinerary

          • Days 1 - 3:


            Baroque sculptures in Lecce, Puglia.Otranto Harbor, in Puglia.

            Begin by flying into Bari Airport where our driver will meet you upon arrival. Enjoy a comfortable, private ride to your hotel in Lecce, a baroque city with Adriatic flavor renowned for its magnificent architecture, signature orecchiette pasta and other delectable eats, and its buzzing nightlife. After checking in, you’ll have the rest of the day to yourself. You might enjoy a preview with a relaxed stroll, perhaps discovering the many spectacular churches with their delicately carved cornices and columns, lavishly decorated with cherubs, griffins, and gargoyles, often built from Leece stone, a kind of limestone with a soft, impressionable texture.

            Tour of Baroque Lecce 

            Get to know more about the city and its many landmarks with a private tour of baroque Lecce. Your expert guide will reveal the city’s past through anecdotes and visits to Santa Croce Basilica which dates back to the 14th century with a beautifully decorated façade and a large rose window. You’ll see the 2nd-century Roman amphitheater and its columns marking the end of the Appian Way, the Government Palace which was once a convent for Celestine monks, and much more. Free time is provided so that you can wander as you like around Piazza Duomo or find an enticing place to relax.

            Otranto Tour

            Traveling outside of Lecce to historic Otranto on the Adriatic Coast, you’ll enjoy a private tour here that reveals the town’s rich past, impressive architecture, and fabulous views. Highlights include the 11th-century Romanesque cathedral with a rose window, mosaic floor, and a crypt featuring more than 40 columns. The fascinating Chapel of the Dead is on the itinerary too. It’s known for housing 800 skulls of martyred citizens who were beheaded by Turkish pirates for refusing to renounce Christianity in the 15th century. Two-and-a-half hours of leisurely time is provided so you can explore on your own, enjoy lunch, unwind with a beverage, or shop.


            • Hotel Pollicasto entrance in Puglia

              Hotel Pollicastro

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            • Hotel Patria Palace in Lecce, Puglia.

              Hotel Patria Palace

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          • Days 4 - 6:


            Trulli of Alberobello in Puglia.Lama Monachile beach in Polignano a Mare, Puglia.

            Traveling to your next destination, you’ll take a private transfer to Monopoli, known for its long-held fishing tradition and alluring historic center. After checking into your hotel, enjoy it at your leisure. The seaside promenade, known as the lungomare, is the perfect place for a stroll and home to many restaurants and bars where tourists sip their Aperol Spritz and enjoy the view. Stick around for a fabulous sunset that casts a glow across the promenade and then perhaps enjoy a fresh seafood dinner in one of the many eateries here that offer memorable dining with a spectacular view of the sea. 

            Tour of Polignano & Bari

            There are many beautiful places that can be explored from Monopoli and today you’ll enjoy a tour that brings you to the coastal towns of Polignano and Bari. Start out in picturesque Polignano, built atop limestone cliffs dotted with sea caves while offering countless photo-ops. You’ll follow your guide for a walk through the lovely square with its church and clock tower. Enjoy time on your own to wander before continuing to Bari, renowned for its Norman castle with a moat that was transformed into a street, magnificent historic churches like the 11th-century Basilica di San Nicola, mouthwatering cuisine, and friendly locals.

            Tour of Martina Franca/Locorotondo/ Alberobello w/ Lunch & Wine Pairing 

            A day trip from Monopoli brings you on a private tour of the famous Alberobello, a village renowned for its unique whitewashed structures that have cone-shaped roofs called trulli. Looking like something out of a storybook, they’re dotted across the village and throughout the surrounding area. You’ll learn more about them from your guide along with an insight into Alberobello’s past before heading to Martina Franca, with its labyrinth of alleyways, and baroque and whitewashed architecture. Explore the winemaking history and baroque buildings in the hilltop village of Locorotondo too. A delicious lunch with local products and a wine pairing is included as well.


            • Hotel Don Ferrante in Puglia

              Don Ferrante

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            • View of La Peschiera Hotel in Puglia

              La Peschiera

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          • Days 7 - 9:


            View of the Sassi di Matera, Italy.Tuk tuk in Matera, Italy.

            Your last destination brings you to Matera in the Basilicata region just 50 miles from Monopoli. Enjoy scenic views while taking a private transfer to your hotel in this unique “cave city” that’s nestled among the cliffs. The Sassi area is renowned for its cave-like homes, restaurants, and hotels that were carved out of the limestone rock. It’s the world’s second-oldest continuously inhabited settlement, behind only Petra in Jordan. After checking in, take time to refresh with the rest of the day all ours. You might enjoy a walk, climbing the steep streets and stairways where you’ll discover an endless array of fascinating, ancient beauty.

            Sassi di Matera Tour with Tuk Tuk

            Today, you’ll get to explore the incredible Sassi de Matera with a knowledgeable guide. Travel far back into the past to learn just how the early settlers lived in one of the first settlements in Italy, dating back as far as 15,000 BC. For centuries, people lived here without the conveniences of modern life like running water. You’ll visit Casa Grotta to explore the cave church, animal stables, bedroom, and kitchen for a good glimpse of daily life. With the many steep steps, you’ll appreciate the conclusion of the tour: a 30-minute Tuk Tuk ride exploring more of Matera.


            Time always seems to go by so quickly when you’re having a good time, but after exploring much of the country’s boot heel, your adventure soon comes to an end. If you’d like to stay in Matera longer or explore elsewhere, our travel experts will be happy to assist. Otherwise, your driver will provide a private transfer to the airport in Bari where it all began so you can begin your return travels home.


            • View of Corte San Pietro in Matera

              Corte San Pietro

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            • Outdoor of Palazzo Gattini in Matera

              Palazzo Gattini

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