The heel of Italy’s boot is a captivating tapestry of sun-drenched coastlines, whitewashed villages, ancient olive groves, and time-honored culinary traditions. Your luxury Puglia journey is custom-designed around your travel style, with every detail handled by your dedicated advisor. From iconic trulli and vibrant market towns to seaside escapes and UNESCO wonders, this elegant Southern Italy itinerary blends authenticity, comfort, and refined exploration.
Stroll the storybook streets of Alberobello, taste olive oil at its source, and watch Bari’s local women hand-roll orecchiette in the shade of historic alleyways. Wander Lecce’s dazzling baroque architecture, uncover hidden noble palaces, and step into Matera’s ancient rock-carved world. Whether walking through centuries-old olive groves with the estate owner or retreating to a boutique cave hotel, this journey reveals a region where heritage and sophistication exist in perfect harmony.
This suggested itinerary is only the beginning. Select your preferred hotels, add bespoke experiences, or expand beyond Puglia to uncover more of Southern Italy. Every journey we design is a one-of-a-kind masterpiece. Share your vision—our Italy specialists will bring it to life.
Day 1-4
Begin your luxury Puglia journey in the enchanting Itria Valley, where rolling hills, ancient olive groves, and iconic trulli create one of Italy’s most picturesque landscapes. Stay in an elegant masseria, an impeccably restored countryside estate where rustic charm meets sophisticated comfort. Expect private terraces, serene gardens, and candlelit farm-to-table dinners beneath the stars.
Explore the fairytale lanes of Alberobello, the circular old town of Locorotondo, and the gleaming hilltop city of Ostuni. Delve into the quieter villages of Cisternino and Martina Franca, where artisan traditions thrive, or journey to the Adriatic coast to discover the dramatic cliffs of Polignano a Mare and the elegant harbor town of Monopoli.
In Bari Vecchia, watch local women craft orecchiette as they’ve done for generations, while in Baroque Lecce, uncover hidden palazzi, artisan ateliers, and ornate golden architecture.
Every moment in the Itria Valley balances authentic culture with understated luxury, setting the tone for your Southern Italian escape.
Day 5-7
Continue your journey into nearby Basilicata to explore Matera, one of the world’s oldest continuously inhabited cities and a UNESCO World Heritage treasure. Stay in an atmospheric boutique cave hotel carved directly into the ancient Sassi, where minimalist design and centuries-old stone architecture create a deeply evocative retreat.
Wander through Sasso Barisano and Sasso Caveoso, discovering Byzantine cave churches, monastic dwellings, underground cisterns, and hidden chapels carved into limestone cliffs. Trace Matera’s profound history through rupestrian art and the enduring rhythms of life lived in the rock.
As evening falls, the Sassi glow with warm golden light—transforming Matera into a breathtaking natural amphitheater and a magical finale to your luxury Puglia experience.
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Nancy Aiello Tours is a boutique luxury travel agency based in Italy, specializing in bespoke private itineraries that immerse travelers in the true spirit of our country. From seamless planning and handpicked accommodations to exclusive, immersive experiences, every journey is crafted with insider expertise and meticulous attention to detail. Discover Italy through a journey designed exclusively for you.
Tour Operator & Travel Agency License: GR131559 – Allianz Global Assistance RC Insurance: 731693168 – Via Courmayeur 22, 00135 Roma – P.IVA: 14064491005 – REA: RM1493576
