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From the moment we stepped through the gates of Masseria Trapana, we felt like we’d arrived at a friend’s home, not just a place to stay. Surrounded by ancient olive trees, pomegranate trees, lemon groves, and beautifully restored stone buildings, the masseria has a quiet magic to it. It’s elegant without being pretentious, luxurious but still deeply authentic.||One of the most memorable parts of our stay was meeting Rob, the owner. He lives on the property and was genuinely one of the highlights of our time there. Rob’s an Australian expat who’s poured his heart into bringing this 200-year-old farmhouse back to life. He was incredibly open about the ups and downs of the restoration process, the challenge of learning Italian on the fly, and his vision for expanding with a second property nearby. His passion is infectious, and his easygoing nature made every conversation feel like catching up with an old friend.||Sunday Pizza Night was the heart of our stay; a relaxed, joyful evening where guests gathered under the stars to share incredible wood-fired pizza, wine, and stories. Although Rob was out with friends that night, he made the effort to come back and join us for girls’ night out. He jumped right in, and for that evening, he and I were honorary girls. It was spontaneous, fun, and perfectly in tune with the spirit of the place.||Masseria Trapanà isn’t just a beautiful retreat; it’s a living, breathing story. It’s about connection, community, and the kind of hospitality that makes you feel seen and cared for. We left with full hearts, new friendships, and already dreaming about when we can return.||It was, without question, the highlight of our three weeks in Italy.