Sintra, Pena, Moorish, Regaleira, Cape Town and Cascais Day Trip

Pena Palace, Sintra
Standing proudly atop the Sintra hills, the Pena Palace is a 19th-century Romantic masterpiece and one of Portugal’s most iconic landmarks. Its bold mix of vibrant colors, fairy-tale towers, and ornate details make it look like something out of a dream. Built by King Ferdinand II, the palace combines Gothic, Manueline, Moorish, and Renaissance styles, reflecting the king’s artistic vision. From its terraces, visitors are treated to sweeping views over Sintra, Lisbon, and the Atlantic Ocean. A true symbol of Portugal’s Romantic era, Pena Palace is as enchanting inside as it is from afar.

Pena Palace Gardens, Sintra
Surrounding the vibrant palace, the Pena Palace Gardens are a romantic labyrinth of winding pathways, exotic plants, and hidden viewpoints. Designed in the 19th century, the gardens reflect King Ferdinand II’s love for nature, blending native Portuguese species with rare trees and flowers from around the world. Visitors can wander past serene ponds, stone benches, and scenic clearings, all while enjoying stunning views of the palace above and the rolling Sintra hills below. A perfect escape into nature’s beauty and tranquility.

Castelo dos Mouros (Moorish Castle), Sintra
Perched high on the Sintra hills, the Castelo dos Mouros is an 8th–9th century fortress built by the Moors during their occupation of Portugal. Its ancient stone walls snake dramatically along the ridges, offering panoramic views of the Sintra Valley, Pena Palace, and even the Atlantic Ocean on a clear day. Though partly in ruins, the castle retains its medieval charm, with winding battlements, watchtowers, and hidden stairways that transport visitors back in time. Today, it’s not only a symbol of Portugal’s rich history but also one of the best spots for breathtaking aerial-style views of Sintra.

Sintra Historic Centre (Old Town)
Nestled at the foot of the Sintra mountains, the Old Town of Sintra is a charming maze of narrow cobbled streets, traditional shops, and pastel-colored houses. At its heart lies the medieval Sintra National Palace, surrounded by lively cafés, artisan boutiques, and bakeries serving the region’s famous travesseiros and queijadas. With its romantic atmosphere, historic architecture, and picturesque squares, the Old Town is the perfect place to soak up Sintra’s unique blend of history and charm.
By now you’ll have worked up an appetite — perfect timing for some free time in Sintra Old Town. Wander cobblestone streets, shop for handmade crafts, and savor a delicious Portuguese lunch (don’t miss the local pastries!).

Quinta da Regaleira
A true masterpiece of mystery and symbolism, Quinta da Regaleira is a romantic palace and estate in Sintra that feels straight out of a fairy tale. Built in the early 20th century, it’s famous for its lush gardens, secret tunnels, and the iconic Initiation Well, a spiraling underground staircase linked to mystical rites and legends. Blending Gothic, Renaissance, and Manueline styles, the palace and its grounds are filled with hidden symbols, making it one of Sintra’s most enchanting and intriguing landmarks.

Cabo da Roca
Cabo da Roca is the westernmost point of continental Europe, perched atop rugged cliffs where the land meets the vast Atlantic Ocean. Famous for its dramatic scenery, lighthouse, and panoramic views, it’s a must-see spot for breathtaking photos and unforgettable sunsets. This iconic landmark also features informative plaques detailing its history and significance, making it both a natural wonder and a cultural destination.

Feel the power of nature at the Boca do Inferno (“Hell’s Mouth”), where waves crash dramatically into the rocks. From here, we cruise along the stunning Portuguese Riviera to Cascais, a glamorous seaside town once beloved by kings and aristocrats. Its golden beaches, elegant marina, and chic streets are the perfect way to end the day.

Once a fishing village, Cascais became a royal seaside retreat in the 19th century. Today it charms with elegant villas, a lively marina, and ocean views near Europe’s westernmost point.