Discover the beauty of Puglia with a 6-night adventure that takes you through charming coastal towns and picturesque countryside. Start with 2 nights in Monopoli, where you can explore its stunning coastline. Then, enjoy 3 nights in Ostuni, known for its-washed buildings and vibrant atmosphere. Experience a night in a traditional trulli, and take a scenic walk to the tip of Puglia, visiting delightful towns like Lecce, Otranto, and Gallipoli along the way.
Want to travel SOLO but not Alone? WE MATCH!
Daily Itinerary
October 20, 2025 Arrival Bari Airport
Il Melograno is a charming Masseria located just 5KM away from the picturesque town of Monopoli in Puglia. Monopoli boasts a beautiful historic center, a scenic harbor, and a long coastline, making it the perfect destination for those seeking a taste of authentic Italian culture. As a Masseria (farmhouse), Il Melograno embodies the rustic charm and country life that is so characteristic of the Puglia region.
2 NT Stay in a Typical Masseria (Farmhouse) Il Melograno (Dinner Included)
21 Oct, 2025- The Path of the Rock - Churches- Matera-6K -Mod-4H
Discover the ancient beauty of Matera's rock churches by hiking the path that winds through them. Immerse yourself in the rich history and stunning architecture of these unique structures, and experience the awe-inspiring views of the surrounding landscape. It's an unforgettable journey through Matera's past.
(Breakfast included)
22 Oct, 2025 - Coastal Town Trail - 15K-3H-Easy to Mod-Mostly Flat
Embark on a breathtaking 15KM hike from Monopoli to Polignano a Mare and discover the stunning beauty of the Italian coastline. Take in the picturesque views of the Adriatic Sea and the charming towns along the way. This unforgettable experience is perfect for nature lovers and adventure seekers alike. 1 Night Stay in a Cone Shape Home called a Trullo in the town of Alberobello
(Breakfast included)
23 Oct, 2025 - Countryside Trail-16K- Easy to Mod -Mostly Flat
Experience the beauty of Italy by hiking from the charming town of Cisternino to the stunning White City of Ostuni. This 16km trail will take you through picturesque landscapes and offer breathtaking views of the Italian countryside. Don't miss the opportunity to explore the unique architecture and culture of Ostuni, known for its whitewashed buildings and rich history. 3 NT Stay At the Historic Boutique Hotel La Terra Ostuni
(Breakfast included)
24 Oct, 2025-Walk to the Tip of the Heel-15KM- Moderate to Difficult
Ciolo Canyon and Cipolliane Caves
We will start from the Bar Incanto parking lot, we will look out from the suggestive bridge over the natural inlet, we will go trekking along the path that goes up from the base of the Natural Canyon to the top, we will enjoy the unique view from the summit and we will go down the natural stone steps that will take us to sea level at the base of the Canyon. We will discover a petrified coral reef, going up along the path in the heart of the Canyon, a very popular sport climbing site, we will observe the Rabbit Cave, the Caves of the Prazziche di Sopra , we will explore the Caves of the Moscerini. We will observe the fauna that inhabits this particular extreme environment, such as birds of prey and reptiles and we will discover the very particular rock flora that grows spontaneously on the high walls. We will climb up to the top of the Canyon to enjoy the breathtaking view of the entire Natural Park. From here we will go down along the north ridge of the Canyon, where we will explore the suggestive Caves of the Prazziche di Sotto. Lunch break, a bit of relaxation and departure along the suggestive Hiking Trail to discover the Cipolliane Caves. You will be guided along the famous Cipolliane Caves Trail, characterized by rocky slopes and typical Mediterranean vegetation, immersed in a breathtaking rocky landscape , where the signs of a peasant architecture bordering on the extreme can be clearly distinguished, with dry elements built sheer on the cliff where tiny vegetable gardens, terraces of vines and prickly pears give life to an environment of incomparable beauty and will allow us to enjoy a breathtaking view. We will explore the Cipolliane Caves , an ancient home for prehistoric man, which today offer a naturalistic and paleontological heritage of immense value. We will observe ancient fossils embedded in the rock and we will do a small Paleontology laboratory. We will continue the Trekking pushing ourselves to the inlet of Marina di Novaglie, with its characteristic tourist port set in the rock. From here, exploration of the Blue Grotto and the coast of Marina di Novaglie . Coastal trekking and return to Ciolo where the excursion will end.
Leuca the Devil's Cave on the Finibus Terrae Path
We will explore Leuca and the Finibus Terre Path, along the strip of land that meets the sea at the southernmost point of Puglia. We will watch two seas embrace from the mystical Sanctuary of Santa Maria di Leuca, we will descend more than 500 stone steps along the Christian Via Pietrina, walking along the equipped paths of the Otranto-Leuca Natural Park. We will explore the Canale delle Menghe, we will visit Santa Maria di Leuca and its Art Nouveau villas, Palazzo Ramirez and the Villa della Meridiana, walking along the seafront we will also discover the ancient and characteristic "Bagnarole". We will continue by visiting the Aragonese Tower "dell'Omo Morto" which tells of legends of fishermen and pirates. We will explore the bay of the "Scalo" ancient marine landing and incredible sanctuary of marine biodiversity, we will go up to the "la Fonte" locality. Continuing along the Finibus Terrae Trail we will visit Grotta Porcinara, an ancient place of worship for sailors who sailed these seas and who left their prayers engraved on the walls of this cave. We will visit the natural pools of the green bay and continue the Trekking until we reach Punta Ristola, here with a fantastic Speleotrekking we will explore the famous Grotta del Diavolo. We will enjoy the unique panorama against the backdrop of the Grotte delle Tre Porte. We will continue the Trekking along the coast overlooking the Grotta del Fiume and then Grotta dei Giganti. From here we will continue along the rural roads of Contrada Marchello, we will enter the Canalone di Leuca from where we will descend towards the coast along the Porcinara Trail and return to the Leuca seafront where the excursion will end.
25 Oct 2025- Leisure day - Visit of Lecce & Otranto
Get ready to be amazed by the stunning towns of Lecce and Otranto in Puglia, Italy! These two gems offer endless leisure activities that will leave you breathless. In Lecce, you can marvel at the jaw-dropping Baroque architecture, explore the ancient Roman amphitheater, or simply unwind in one of the many cozy cafes. And in Otranto, you can bask in the glorious sun on the pristine beaches, take a thrilling boat tour of the coastline, or visit the awe-inspiring Otranto Cathedral. With so much to see and do, you'll never want to leave these picturesque towns! (Breakfast included)
26 Oct, 2025 - End of Tour - Continue to Trails of Amalfi Adventure
The tour ends in Ostuni Closest airport is Brindisi (BDS) . Bari can be another option and the airport which connects with international flights better. Please note the transfers are not included, I will be organizing group transfers to airports or train stations. Hikers joining Trails of Amalfi as a group and depending on the amount of people going we might have a private transfer or we will take the train, which ever is more economic.
Click here for details Trails of Amalfi
HOTEL STAYS
Discover the beauty of Puglia with a stay at Trulli Homes in the UNESCO town of Alberobello, indulge in atypical Farmhouse "Masseria Il Melograno near the town Monopoli. Experience a stay at a 13th century boutique hotel La Terra in the charming white city of Ostuni.
All Breakfast, 1 dinner, daily tours, guide for trails.
Not included is the Transfer from the Airport to the Hotel Il Melograno
Transfer return from Ostuni to the airport not included.
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Want to travel SOLO but not Alone? WE MATCH!