Small Group Tour: Sintra, Pena Palace, Regaleira, Roca & Cascais

Pena Palace is a breathtaking example of 19th-century Romanticism. With its vibrant colors, whimsical architecture, and stunning hilltop views, it looks like something out of a fairytale. Originally a monastery, it was transformed into a palace by King Ferdinand II, blending Gothic, Moorish, and Manueline styles. Surrounded by lush forests and exotic gardens, Pena Palace is one of Portugal’s most iconic landmarks.

In the heart of Sintra, you can explore the charming village, admire the National Palace, or take a scenic walk to the enchanting Quinta da Regaleira (tickets not included). Alternatively, immerse yourself in the magic of this medieval town — stroll through its narrow streets, soak in the local atmosphere, and savor a coffee paired with the famous "Travesseiro" or "Queijada" two must-try traditional pastries.

(Optional Visit) Quinta da Regaleira is one of Sintra’s most mysterious and enchanting landmarks. This extravagant estate, built in the early 20th century by António Augusto Carvalho Monteiro, blends Gothic, Renaissance, and Manueline influences. Surrounded by lush gardens filled with hidden tunnels, mystical symbols, and secret passageways, it feels like a journey into a fantasy world. One of its most famous features is the Initiation Well, a spiraling underground tower believed to be linked to Masonic rituals.
(Self-guided, ticket not included)

(Optional Visit) The Sintra National Palace is one of the most significant royal palaces from the 12th century. Originally built by the Moors, it was later expanded and transformed by successive Portuguese monarchs. During the 15th and 16th centuries, it played a key role as a political center during the Age of Discoveries. The palace is also home to Portugal’s most remarkable collection of Moorish ceramic tiles (azulejos), making it a true architectural and historical treasure.
(Self-guided, ticket not included)

Colares wine is one of Portugal’s most unique and rarest wines, produced in sandy soils near Sintra. The Ramisco grape, grown on ungrafted vines, gives the wine a distinct character—elegant, tannic, and built to age. As one of the oldest Demarcated Wine Regions in Portugal. It´s a true hidden gem for wine lovers.

Cabo da Roca is the westernmost point of mainland Europe, where steep cliffs meet the endless Atlantic Ocean. A quick stop here offers stunning views and a perfect photo opportunity. Marked by a lighthouse and a monument with Luís de Camões' famous words—"Where the land ends and the sea begins"—it’s a breathtaking spot to enjoy the scenery before continuing our journey towards Cascais.

Cascais is a charming coastal town known for its beautiful beaches, elegant streets, and rich history. Once a humble fishing village, it became a favorite summer retreat for the Portuguese royal family in the 19th century. Today, Cascais blends traditional charm with a lively atmosphere, offering stunning ocean views, cultural landmarks, and a vibrant marina. We’ll take a break here for lunch, giving you time to savor fresh seafood or explore the town’s cozy cafés.

Estoril is a stylish coastal town with a fascinating World War II history, once a refuge for spies and exiled royalty. Its famous Casino Estoril even inspired Ian Fleming’s Casino Royale, shaping the world of James Bond. Today, it remains a destination of elegance, with beautiful beaches and a touch of old-world glamour.