Discover Spain’s medieval treasures on a full-day journey from Madrid.
Your experience begins early in the morning in Madrid, where you’ll meet your guide at the centrally located Plaza de San Miguel. From there, the adventure unfolds as you travel to Segovia, one of Spain’s most enchanting architectural jewels. Your first stop is the majestic Roman aqueduct, an awe-inspiring feat of engineering that has stood tall for nearly 2,000 years. As you explore the old town, you'll wander its cobbled streets, gaze up at elegant stone buildings, and discover the Alcázar of Segovia—a dramatic castle said to have inspired Disney’s Cinderella Castle.
Next, journey to the walled city of Ávila, a UNESCO World Heritage Site known for its nearly intact medieval fortifications. On your guided tour, you’ll walk along its storied walls, feel the weight of centuries in its Romanesque churches and Gothic cathedrals, and learn about the life of Saint Teresa of Ávila, one of Spain’s most iconic religious figures.
In the afternoon, you’ll arrive in Toledo, a city layered with Christian, Muslim, and Jewish heritage. Here, your cultural immersion continues with a visit to the imposing Toledo Cathedral, a breathtaking masterpiece of Spanish Gothic architecture. As the day winds down and the light softens over the ancient rooftops, the city’s charm deepens. You’ll have free time to explore Toledo at your own rhythm—walk its maze-like streets, watch the sunset from a quiet plaza, or discover hidden taverns steeped in history.
You’ll spend the night in a handpicked boutique hotel nestled in the heart of Toledo’s old town. With its timeless character and central location, it offers not just rest, but the feeling of living within a story centuries in the making.