DAY 1
Into the enchanted hills of Sintra
Our journey begins in Lisbon, where the group gathers before setting out for the fairytale village of Sintra, tucked into the forested hills of the Sintra-Cascais Natural Park, a UNESCO World Heritage site. A place of legends and poetry, Sintra has long enchanted artists, dreamers, and royalty alike.
Our first stop is the Quinta da Regaleira, a mysterious 20th-century estate wrapped in romantic gardens, secret passageways, and arcane symbolism—where every path seems to whisper a forgotten story. From there, we ascend to the Peninha Sanctuary, perched high above the sea. With its windswept cliffs, crumbling hermitage, and panoramic views of
the Atlantic, this serene outpost feels like a place suspended between earth and sky.
Our hike begins here, winding down through pine forests and open heathland toward the vast shoreline of Guincho Beach. We cross the rolling sands of the Cresmina Dunes, shaped by time and tide, and pause at the local nature center for a late lunch.
The landscapes here are a symphony of contrasts—rugged coastlines, hidden chapels, wild hills, and grand estates—where the natural and the manmade exist in quiet harmony. In the evening, we arrive in Cascais, a charming seaside town once beloved by kings, where a delicious dinner of regional flavors awaits.
Overnight in Cascais, Pestana Cidadela
Breakfast, lunch and dinner included
Hiking distance: 10.5 km / Hiking duration: 4 hr
Driving distance:
Lisboa to Regaleira Palace 30 km / 40 min
Regaleira to Peninha Sanctuary 15 km/ 30 min