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Sintra history you should know! How Sintra became Portugal’s fairytale town

Bright, bold and perched high in the hills, Sintra looks like a place out of a storybook. But behind its whimsical palaces and misty forests is a real story that spans empires, revolutions, and centuries of change. Once a Moorish stronghold and later a royal summer escape, Sintra has evolved into a UNESCO-protected destination with layers of history unfolding at every turn. Today, it's one of Portugal's most visited places, where every path leads to a story worth uncovering.

Walk through a royal timeline in Sintra

Unlock Sintra’s past as you wander royal palaces, Moorish fortresses, and mystical gardens. A guided tour brings Sintra's history to life, revealing the legends, royal secrets, and symbolic details most visitors miss.

Explore with a local history expert

Timeline of Sintra’s history

  • Prehistoric era – Evidence of human settlements in the Sintra region (Neolithic remains and dolmens found nearby).
  • 700 BCE – Celtic tribes inhabit the area; the name "Sintra" possibly derived from “Cynthia,” goddess of the moon.
  • 1st century BCE – Romans occupy Sintra, build roads and temples (notably the Sun Temple on the current site of Quinta da Regaleira).
  • 8th century CE – Moors take over the Iberian Peninsula, fortify Sintra with the Castle of the Moors.
  • 1147 – Sintra is conquered by Afonso Henriques during the Christian Reconquista.
  • 1281 – First official royal residence built in Sintra (later expanded into the Sintra National Palace).
  • 15th–16th centuries – Sintra becomes the preferred summer retreat for Portuguese royalty and nobles.
  • 1755 – Lisbon Earthquake damages many structures, including parts of Sintra’s heritage.
  • 1800s – Romanticism movement influences the construction of new palaces, gardens, and estates.
  • 1838 – King Ferdinand II begins transforming the ruins of a monastery into what becomes the Pena Palace.
  • Late 1800s – Estates like Quinta da Regaleira and Monserrate Palace are developed by wealthy visionaries.
  • 1920s–30s – Rise of early tourism; Sintra becomes a stop on grand European tours.
  • 1974 – Post-Carnation Revolution, many royal estates and private lands are nationalized or opened to the public.
  • 1995 – Sintra’s Cultural Landscape is designated a UNESCO World Heritage Site.
  • 2000s–Present – Sintra evolves as a major tourist destination, drawing millions each year for its history, scenery, and storytelling sites.

Sintra history

Pena Palace's colorful towers and intricate architecture in Sintra, Lisbon, Portugal.

Before the Palaces: Prehistoric to Roman era

Long before Sintra became a retreat for kings and poets, it was a sacred highland for ancient tribes. Dolmens and burial mounds tucked into the hills show that humans lived here as far back as the Neolithic period. Then came the Romans, who saw something divine in these misty forests. They built temples, one possibly dedicated to the Sun right where today’s Quinta da Regaleira stands.

Moorish Castle ruins with steps and flags, Pena Palace in background, Sintra, Portugal.

Moorish Sintra: 8th to 12th century

When the Moors took over the Iberian Peninsula, they fortified Sintra and built what we now call the Castle of the Moors. It was not only for defense but also gave them control of trade routes and a perfect vantage over the coastline. You’ll still see the architecture they left behind in the curved walls, water cisterns, and earth-toned stonework. This was Sintra’s first golden chapter of layered cultural expression.

Stone archway and wall at Moorish Castle, Sintra, Portugal.

Christian reconquest & royal foundation: 12th to 14th Century

In 1147, Sintra was seized by Afonso Henriques during the Christian Reconquest. Soon after, it began to shift from a Moorish enclave to a Christian royal retreat. By the late 13th century, King Dinis had transformed the earlier Moorish structures into a palace fit for a crown. Queen Saint Elizabeth, known for her charity and influence, turned the area into more than just a retreat. It became a symbol of the Portuguese monarchy's cultural refinement. The Sintra National Palace still carries that legacy, especially in its early Gothic design and layout.

Sintra National Palace with iconic chimneys and surrounding landscape in Portugal.

The age of palaces: 15th to 16th century

During the Age of Discovery, Portugal was growing into a global power and Sintra became even more impressive. At the Sintra National Palace, King João I added new rooms, including the part with the famous twin white chimneys you see today. Later, King Manuel I expanded it even more, decorating the palace with sea-inspired carvings, fancy tilework, and royal symbols. When you visit the palace now, you’re walking through these very rooms, each showing off the wealth and style of Portugal’s golden age.

Lisbon tram on a steep street with colorful buildings and flowers.

Romantic revival: 18th to 19th Century

This was when Sintra’s identity turned from political power to poetic beauty. Romanticism was sweeping across Europe, and in Portugal, King Ferdinand II led the way. He took the ruins of an old monastery and built Pena Palace known for it's fantasia of colors, towers, and mythic symbolism. The surrounding park was curated with plants from every continent.  Around this time, Sintra’s tram line was also introduced (starting in 1904), offering a scenic route from the hills to the seaside at Praia das Maçãs. Romantic thinkers saw Sintra as a “garden of Eden,” a place where nature and architecture merged.

Sintra Town Portugal historic center with colorful buildings and lush greenery.

Modernization & preservation: 20th century to today

After the fall of the monarchy, many of Sintra’s estates changed hands or fell into neglect. But in the late 20th century, efforts began to preserve its unique cultural landscape. In 1995, Sintra was declared a UNESCO World Heritage Site for its castles, gardens, villas, forests. Today, it’s a carefully managed balance of heritage and tourism. Trams still clatter along old tracks, tourists snap photos of tilework, and the town continues to live at the crossroads of history and imagination.

Sintra today 

Today, most of Sintra’s palaces, estates, and gardens are protected under the UNESCO-listed Cultural Landscape of Sintra, a rare recognition that covers an entire town rather than a single monument. The result? A place where medieval walls, Moorish towers, Romantic palaces, and lush Atlantic forests coexist almost untouched.

Many of Sintra’s landmarks, including Pena Palace, the Moorish Castle, the National Palace, and Quinta da Regaleira, are now managed and restored by Parques de Sintra (PSML), the organization responsible for conserving its architectural and natural heritage. Their ongoing preservation means visitors experience the palaces and gardens almost as their 19th-century royal owners once did.

Understanding Sintra's history makes exploring the town even richer: this was where Portuguese kings escaped Lisbon’s heat, where poets and aristocrats nurtured eccentric dream-palaces, and where Romanticism found one of its greatest architectural playgrounds.

Frequently asked questions about Sintra’s history

When was Sintra first settled?

Human presence in Sintra dates back to the Neolithic era, with evidence like dolmens and burial mounds. The area was later noted by Moorish geographers during the 8th–9th centuries, marking it as a significant early Islamic stronghold.

What is the historical importance of the Sintra National Palace?

The palace evolved from a Moorish structure into a royal residence during the 13th century. It became a key symbol of Portuguese monarchy and served as a seasonal retreat for centuries.

Why was Pena Palace built on top of a monastery?

In the 19th century, King Ferdinand II transformed the ruins of a 16th-century monastery into Pena Palace. His goal was to create a Romantic symbol of art and nature, drawing from Gothic, Moorish, and Renaissance inspirations.

When was Sintra declared a UNESCO World Heritage Site?

Sintra’s cultural landscape was declared a UNESCO site in 1995. This status protects its unique blend of palaces, gardens, forests, and architecture, recognizing it as a rare example of harmonized natural and built heritage.

Are the historic buildings in Sintra still maintained?

Yes, most major sites, including Pena Palace, Moorish Castle, and Quinta da Regaleira, are actively preserved under Parques de Sintra. Restoration and conservation projects are ongoing to protect them for future generations.

Can I explore all the main historic palaces in one day?

It’s possible but rushed. Prioritize 2–3 key sites like Pena Palace, Quinta da Regaleira, and the Moorish Castle. Add the Sintra National Palace if starting early. Buying timed tickets and planning transport is essential.

Is Sintra’s tram line part of its history?

The historic tram line dates back to 1904 and was built to connect Sintra to Praia das Maçãs. Though it now runs seasonally, riding it is a charming way to experience the region’s 20th-century leisure culture.