The Iberian Peninsula is a land of contrasts and connections, where centuries of cultural exchange have shaped spectacular landscapes, magnificent architecture and long-lasting traditions. Nowhere is this fusion more enchanting than in Andalusia and Southern Portugal, where Moorish palaces stand beside grand cathedrals, ancient streets lead to sunlit plazas, and the sounds of flamenco and fado echo through the night.
This 15-day journey is designed to immerse you in the heart of this remarkable region. From the regal streets of Madrid to the golden cliffs of the Algarve, you will explore Granada’s Alhambra, Córdoba’s Mezquita, Seville’s flamenco scene and Lisbon’s Age of Discoveries. Along the way, experience the warmth of Iberian hospitality, savor rich culinary traditions and witness landscapes that shift from rolling vineyards to dramatic coastlines!
We believe this trip will be a passage through history, artistry and the enduring spirit of two extraordinary cultures. So, let’s get to it!
Days 1 & 2: Madrid, Spain’s Majestic Capital
Your journey will begin in Madrid, Spain’s beating heart, where history and modern life intertwine. You can start by visiting the Royal Palace, a masterpiece of Baroque grandeur, where opulent halls and gilded chambers reveal Spain’s royal past. Nearby, the Prado Museum houses iconic works by Velázquez, Goya and El Greco - Las Meninas alone is worth the visit!
As evening falls, Madrid’s energy shifts to its bustling tapas bars. Make sure to wander through La Latina and Barrio de las Letras, savoring jamón ibérico, patatas bravas and gambas al ajillo, paired with vermouth or Rioja wine. Each bite tells a story of Spain’s culinary heritage!
With its regal charm and vibrant food scene, Madrid sets the stage for an unforgettable journey. From here, the road south leads to Andalusia, where Moorish palaces, flamenco rhythms and sun-drenched landscapes await.
Days 3 & 4: Granada, Where Moorish Elegance Meets Andalusian Charm
Nestled at the foot of the Sierra Nevada, Granada captivates with its blend of Moorish and Spanish heritage. The Alhambra, a breathtaking palace complex, stands as its crown jewel. Stroll through its intricate halls, where Arabic calligraphy and delicate arches whisper stories of Al-Andalus. The Generalife Gardens offer a peaceful retreat, with cascading fountains and fragrant blooms framing stunning city views.
Beyond the palace walls, Granada’s soul lies in the Albayzín, a labyrinth of whitewashed houses and cobbled alleys. Here, time slows down in traditional tea houses, where aromatic mint tea and Middle Eastern sweets evoke centuries-old influences. Granada’s fusion of history, culture and atmosphere makes it an unmissable stop before the journey continues deeper into Andalusia.
Day 5: From Granada to Córdoba via Jaén, A Route Through Spain’s Heartland
Leaving Granada, the journey winds through olive-draped hills toward Jaén, a hidden treasure of Andalusia. Known as the world’s olive oil capital, the city is surrounded by vast landscapes that produce Spain’s prized liquid gold. At its heart stands the magnificent Renaissance-style Cathedral of Jaén, an architectural masterpiece that dominates the skyline with its grand façade and soaring interiors. Nearby, Santa Catalina Castle offers breathtaking panoramic views, stretching over endless olive orchards and the distant Sierras.
Beyond its historic landmarks, Jaén exudes an authentic Andalusian charm, with quiet plazas, traditional tapas bars and a slower pace that invites exploration. This journey through Spain’s heartland reveals a blend of Renaissance elegance, Moorish heritage and Andalusian warmth, setting the stage for Córdoba’s unforgettable treasures!
Day 6: Córdoba, A Tapestry of Cultures
Córdoba is a city where history weaves together Islamic, Jewish and Christian influences. At its heart stands the breathtaking Mosque-Cathedral, a masterpiece of Moorish architecture with endless red-and-white arches. Inside, the ornate Christian chapel contrasts with the original Islamic prayer hall, telling the story of centuries of cultural fusion.
Just beyond, the Jewish Quarter invites slow wanderings through its maze of narrow, whitewashed streets. Hidden courtyards overflow with flowers, while the 14th-century Synagogue offers a rare glimpse into Spain’s Sephardic heritage. Along the way, small artisan shops and traditional tapas bars serve local delights like berenjenas con miel - fried eggplant drizzled with honey.
Day 7: Évora, A Journey Into Portugal’s Past
Crossing into Portugal, the landscapes shift to rolling plains and cork forests as Évora, a UNESCO-listed gem, comes into view. This historic city offers a deep dive into Portugal’s past, where Roman, Moorish and medieval influences interlace. Go on a private walking tour to unveil the well-preserved Roman Temple and its towering columns standing as silent witnesses to the city’s ancient past. Nearby, the eerie Chapel of Bones offers a stark yet fascinating contrast, its walls lined with human skulls as a reminder of life’s fleeting nature.
Beyond its history, Évora entices with buzzing markets brimming with local cheeses, cured meats and Alentejo wines. With its rich heritage and culinary traditions, Évora sets the scene for deeper exploration into Portugal, where coastal wonders and historic cities await!
Days 8 & 9: Lisbon, A City of Light and Legacy
Leaving Évora behind, the road now leads to Lisbon, where golden light dances on the Tagus River and history echoes through its hills. In Belém, Portugal’s Age of Discoveries comes to life at the Jerónimos Monastery, a Manueline masterpiece adorned with intricate maritime motifs. Nearby, the Belém Tower stands guard over the river, a symbol of the nation’s seafaring past. The visit here is only complete with the taste of a warm pastel de nata.
As night falls, the heart of Lisbon beats in its fado houses. In the dimly lit taverns of Alfama, soulful voices tell stories of longing and fate, carrying the essence of Portugal’s spirit. With its rich history and deep emotions, Lisbon marks a memorable stop before the journey continues southward.
Day 10: Scenic Route to the Algarve Through Arrábida’s Natural Beauty
The journey south winds through the amazing landscapes of the Arrábida region. This route offers a perfect blend of dramatic coastal cliffs, rolling vineyards, and sweeping ocean views, making the drive as enchanting as the destination.
The Arrábida Natural Park stuns with its rugged limestone peaks and secluded beaches where turquoise waters lap against golden sands. Along the way, local wineries invite travelers to taste Setúbal’s famed Moscatel wine, a sweet and aromatic regional specialty.
As the scenery shifts, the Algarve’s striking cliffs and sun-drenched shores come into view, signaling the arrival in Portugal’s southern paradise. Here, Moorish heritage, fresh seafood and endless ocean horizons set the stage for the final chapter of this Iberian journey.
Day 11: Lagos & The Algarve Coast, A Paradise by the Sea
The Algarve welcomes travelers with golden cliffs, hidden coves and the endless blue of the Atlantic. In Lagos, a boat trip unveils the stunning grottoes of Ponta da Piedade, where the sea has sculpted caves and arches into the rugged coastline. As sunlight filters through the rock formations, the turquoise waters shimmer in an almost surreal display of color.
Beyond its natural beauty, Lagos carries a rich maritime legacy. Once a hub of Portugal’s Age of Discoveries, the town’s cobbled streets lead to the historic fortress, and the lively harbor where explorers once set sail. Today, vibrant cafés and fresh seafood restaurants line the waterfront, offering a perfect place to indulge in the region’s flavors. Lagos is the ideal finale to this journey, where Portugal’s history and natural wonders merge in perfect harmony.
Days 12 to 15: Seville, The Rhythmic Heart of Andalusia
Returning to Spain, Seville enchants with its Moorish palaces, grand cathedrals and the soulful rhythms of flamenco. At the heart of the city, the Real Alcázar dazzles with intricate tilework, serene courtyards and lush gardens, a testament to centuries of Moorish and Christian artistry. Nearby, the Seville Cathedral, the largest Gothic church in the world, impresses with its soaring nave and the iconic Giralda tower, offering panoramic views of the city’s rooftops.
As night falls, Seville pulses with the passion of flamenco. In intimate tablaos, dancers move with raw emotion, their rhythmic footwork echoing centuries of Andalusian tradition. The haunting melodies of the guitar and the deep, soulful singing transport audiences into the heart of Spain’s most expressive art form.
Seville’s grandeur and fiery spirit truly capture the very essence of Andalusia before the journey comes to a close.
Embark on Your Own Iberian Adventure!
From Madrid’s royal splendor to the golden shores of the Algarve, this journey through Andalusia and Southern Portugal is a tapestry of cultures, landscapes and timeless traditions. It is a voyage through centuries of history, where Moorish palaces whisper ancient secrets, fado and flamenco stir the soul, and sun-drenched coastlines invite moments of pure serenity. To fully embrace the heart and soul of the Iberian Peninsula, you must walk its streets, taste its flavors and immerse yourself in its stories.
With a carefully crafted itinerary and expert guidance, this journey will become a truly special experience! Let us at TourTailors help you bring it to life and turn this dream vacation into your next great adventure!
