Sintra District
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Sintra & Cascais Full-Day Private Tour

1. Sintra & Cascais Full-Day Private Tour

Discover Sintra, known for its many 19th-century Romantic architectural monuments, which has resulted in its classification as a UNESCO World Heritage Site. Surrounded by the mountain which gave name to the town, a granite massif ten kilometres long - considered the Monte da Lua (Mountain of the Moon), or Promontorium Lunae by the strong local tradition of astral cults - emerge abruptly between a vast plain to the north and the northern margin of the Tagus River estuary, winding in a serpentine cordillera towards the Atlantic Ocean and Cabo da Roca, the westernmost point of continental Europe. Walk through the historical village centre, enjoy its natural beauty and visit its most proeminent landmarks: the Pena Palace, the Moorish Castle, the Regaleira and Monserrate Palaces. Crossover the mountain to visit the westernmost point of the European mainland and look beyond the Atlantic. In the so called "Portuguese Riviera" discover the city of Cascais and its old town center as well as Estoril, popularly recognized for the Casino Estoril, widely regarded as the Europe's largest casino. Then go by seashore road to Lisbon center and see where the Atlantic meets the Tagus River. The tour is private and available in several car class: Standard, Standard Van, Premium, Luxury Van and Luxury. 

Sintra: Jeep Tour with Visits to Regaleira and Pena Palace

2. Sintra: Jeep Tour with Visits to Regaleira and Pena Palace

Take an adventure by riding in a Portuguese convertible Jeep through Sintra, a World Heritage town. Explore the very best secret spots and routes while being guided by the most knowledgeable locals that know all about the region. Start your day being picked up at the meeting point and traveling directly to Quinta da Regaleira, a palace filled with mystery, metaphors and underground tunnels for a guided tour.  After the visit, you will have an overview of all 5 palaces and the 8th-Century Moorish Castle as you pass by the Sintra-Cascais Natural Park. Take a break and enjoy a delicious lunch at a typical Portuguese restaurant before walking through one of the most mystical forests in the world. Visit the 12th-century Peninha Sanctuary, built 500 meters above sea level with a 360 view over the Atlantic Coast and the Natural Park. Finish your day with a guided tour to Pena Palace, the red-and-yellow Disney-like castle that sits atop Sintra’s second-highest peak. You will then be dropped off around 6:00 PM at the same station.

Sintra: Hidden Gems Guided Walking Tour with Pastry

3. Sintra: Hidden Gems Guided Walking Tour with Pastry

Uncover the mysteries of Sintra and discover hidden gems on this guided walking tour of Sintra. Listen to local curiosities, legends, and secret stories from your guide.  Meet your friendly and passionate local guide outside Sintra train station. You will start your tour admiring the fantastic city hall building. Walking along the promenade towards the center of the village, admire the statues displayed along the way. After a brief stop at the Moorish fountain, head into the historical center. Now it's time to have a tasting of the typical pastry from Sintra, the famous Travesseiro. Enjoy the impressive views of Moorish castle from the National Palace. Next, head towards the Palace of Seteais, passing by the church of San Martinho, the oldest hotel on the Iberian Peninsula, and a small romantic waterfall. From the Palace de Setais, you can enjoy a fabulous view of the Pena Palace and the Atlantic Ocean. End the tour by visiting the impressive Quinta da Regaleira and explore its lush gardens, lakes, grottoes, and enigmatic constructions, including the world-famous Initiation Well.

Lisbon: Full-Day Sintra Tour with Pena Palace

4. Lisbon: Full-Day Sintra Tour with Pena Palace

Experience the best of Sintra with a guided tour of Pena Palace, Cabo da Roca, Hell's Mouth, and Cascais village. Visit Colares, renowned for its winemaking, and soak up the views of the Portuguese coast. Explore the majestic and romantic Pena Palace, an astonishing fairytale castle, located on one of the highest peaks of the lush Sintra Mountain Range. At the end of the morning, stroll the streets of Sintra Village, which enchanted Kings and inspired poets. Enjoy local handicraft shops and tea-rooms to taste delectable sweets like "queijadas" and “travesseiros.” Then you'll travel to Cabo da Roca, the westernmost point in continental Europe. Relish scenic coastal views of Guincho Beach, a windsurfer's paradise, and Boca do Inferno, a famous seaside chasm with crashing waves, until we reach Cascais, a former fishing village which is now one of the richest municipalities in Portugal.

Sintra: Walking Tour with Palace, Castle, and Old Town Visit

5. Sintra: Walking Tour with Palace, Castle, and Old Town Visit

Meet at the local supplier's office in Sintra which is located a one-minute walk from Sintra train station. On arrival at the office, you can view the big wall topographic map of the region that shows all the options of the walking tour. In a small briefing, design your personalized walk through Sintra town. Then, start your walk through the picturesque tracks with some views. Chat about the history, legends, morphology, and vegetation. Visit a Moorish castle, archaeological site, Pena Palace and gardens, Chalet of the Countess, Villa Sasseti, and historic center of Sintra. You can choose different monuments and paths according to your physical condition.

Sintra: Jeep Tour of Regaleira, Cabo da Roca, and Cascais

6. Sintra: Jeep Tour of Regaleira, Cabo da Roca, and Cascais

Climb aboard a vintage Portuguese 4x4 Jeep and get ready for an unforgettable adventure that will tackle the best of the Sintra region. Discover some of the secrets and mysteries of Sintra, see the most beautiful monuments of the region and escape all common tourist traps by going off-road on a fun and cultural experience. You will start your day being picked up at the meeting point and travel directly to Quinta da Regaleira, a palace filled with mystery, metaphors, and underground tunnels. Enjoy an informative, guided visit here. After the visit, you will have an overview of all 5 palaces and the 8th-Century Moorish Castle as you drive. You'll also pass by the Sintra-Cascais Natural Park.  On the way to Cabo da Roca, the westernmost point in mainland Europe, take hidden paths through the park and break at impressive scenic viewpoints to see the beauty of the Portuguese coastline.  At Guincho Beach you'll have the chance to taste the typical, local century-old recipe "Travesseiro" pastry and homemade "Ginja" drink. You will finish your tour around 4.30 PM at the beautiful beach town of Cascais.

From Lisbon: Sintra Wine Experience

7. From Lisbon: Sintra Wine Experience

Start with getting a feel for the beautiful and historic Sintra. Visit a family-run winery located in Sintra's hillside. The production of wine at this winery was actually interrupted 100 years ago. The present owners, with the help of Portuguese and French experts, have studied the local soil and climate, modernized the production and brought their vineyards back to life. At the moment, they produce high-quality red and white wines in a traditional way with national and international recognition. Then stop at the regional cellars in Colares to have a tasting of the best regional wines.  Colares, the most unique appelation in the world The cooperative winery at Colares (Adega Regional de Colares) was founded in 1931. It congregates today more than 50% of the total production, with an important social role in the region. Its beautiful building dates back to the late 19th century, with an imposing interior housing wooden barrels, casks and vats totaling more than 1 million liters capacity. It is the maturing and aging place “par excellence” for the wines of this appellation. Next, visit Azenhas do Mar, a coastal village in the municipality of Sintra with a very picturesque landscape. Followed by a short drive to Praia da Maçãs, a well-known beach with golden sand and clear water. Discover the most westerly point of continental Europe, Cabo da Roca. From the cliff tops, enjoy the fantastic view of the beaches and the sea. On the way back, have the chance to enjoy this unique beach with its famous dunes. A real sanctuary for surf, windsurf and kitesurf.  And of course you finish the tour without visiting the charming town of Cascais before returning to Lisbon.

Private Sintra Tour with Wine Tasting & Moorish Castle

8. Private Sintra Tour with Wine Tasting & Moorish Castle

The first stop is the fantastic Palace of Queluz, built in the 18th Century, which was the official royal residence of the king D. Pedro IV of Portugal.  Visit the beautiful and historic town of Sintra, a UNESCO world heritage site. Discover the picturesque streets, Sintra National Palace, the fountains, the churches, chapels and shrines. Climb to the Moorish Castle (Ticket Included) where the construction of the first sections of its wall dates from the 8th and 9th century. From the castle, you can enjoy a fantastic view of the whole region. It can’t be missed! The next stop is Quinta da Regaleira, one of the most amazing monuments of Sintra. This place is one of the most startling, magical, and mysterious in the area. Explore its tunnels, mazes, and its riddles and symbols that are reminders of the mythology of Olympus, Virgil, Dante, Camões, and of the Knights Templar of the Order of Christ. Next, stop in Colares in the cellars of Adega regional de Colares to have a tasting of the best regional wines. Discover the most western point of continental Europe. From the cliff tops, enjoy the fantastic view of the beaches and the sea. From the road near the coast, you can gaze at the beaches and the beautiful towns of Estoril and Cascais. On the way back, have the chance to enjoy this unique beach with its famous dunes. A real sanctuary for surf, windsurf, and kitesurf.  And of course you can’t leave without visiting the charming town of Cascais. This former fishing village used to be a royal getaway. Nowadays it still is one of the most attractive destinations for the Portuguese and foreign elite thanks to all that it has to offer: boutiques, restaurants, hotels, beaches, and much more.

Private Sintra Tour with Cellar Visit & Wine Tasting

9. Private Sintra Tour with Cellar Visit & Wine Tasting

The first stop on your 8-hour tour is the fantastic Palace of Queluz, built in the 18th century as the official royal residence of King Pedro IV of Portugal. Visit the beautiful historic town of Sintra, a UNESCO world heritage site, and discover its picturesque streets, Sintra National Palace, the fountains, the churches, chapels and shrines. Head up to the Moorish castle, where the early construction dates back to the 8th and 9th centuries. From the castle, you’ll have fantastic view of the whole region. The next stop is the Pena Palace, where you’ll see a mix of architectural styles. The palace is one of the best examples of Romanticism of the 19th century. You’ll visit the most westerly point in continental Europe next. From the clifftops you’ll enjoy panoramic views of the beaches and the sea. From the coastal road, you’ll also be able to see the towns of Estoril and Cascais. Stop in Colares at the cellars of Adega Regional de Colares, a wine producer that has been in operation for 2 centuries and one of the most prestigious. Learn about the history of the winery, visit the cellar and taste its unique wines. Next you’ll make a stop to enjoy the town’s unique beach with its famous dunes. This spot has become a sanctuary for surfing, windsurfing and kite surfing. You’ll also visit the charming town of Cascais, a former fishing village that became a royal getaway. Today it is still one of the most attractive destinations for the Portuguese and upscale international travelers due to all that it has to offer, from boutiques and restaurants, to hotels, beaches and more.

Sintra: Jeep Safari, Sunset Hike, and Tapas at the Beach

10. Sintra: Jeep Safari, Sunset Hike, and Tapas at the Beach

Set off from the meeting point in a convertible Jeep and enjoy great views of the sights and palaces of Sintra as you drive through the town. Head off-road down an unmarked trail and you will reach the westernmost point of continental Europe – the incredible cliffs of Cabo da Roca. Here you’ll start to see the sun going down. From here you begin the hike down to the secret beach It’s a steep route with some twists and turns, but after a half-hour walk you’ll reach the soft, golden sand. Relax on the beach and enjoy some traditional Portuguese ‘petiscos’ (tapas) such as cheese, chouriço, bread, and more. Take a swim in the Atlantic Ocean, or sit back on the beach with a couple of glasses of wine and enjoy the stunning sunset over the ocean.

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What people are saying about Sintra District

If you are a couple, a solo traveler, or a small group of three, looking for a truly personal and private tour of the outskirts of Lisbon—Sintra, medieval and seaside towns, palaces, castles, and sunsets—taking a tour with Iain is the way to go. Iain will drive you around in his convertible that is clean and spacious enough. He is a very responsible driver. Iain can come up with a one-of-a-kind tour that caters to the specific places you want to visit and see. He is kind and respectful of your time and interests. He communicated with me even before I arrived in Lisbon and suggested various options we could do for the tour, making sure there were no glitches or surprises on the day of the tour. However, he was still flexible enough to make tweaks and changes if need be on the day of the tour. Especially for couples and those who want to make their Portugal trip a more memorable even romantic experience, I recommend a tour with Iain at the helm. It’s the best way to go.

Me and my wife booked the day trip with Iain before arriving to Portugal. It was an amazing experience, Iain sent us the itinerary in advance. It wasn't rushed at all, we enjoyed every place and we found this trip very useful to plan our next days in Portugal. If it wasn't for him I'm sure we would have missed all these places during our holiday in Portugal. Iain is a great guide, very friendly and a great conversation starter. Looking forward to return and get another trip with him. Definitely a must-get trip if you get around Lisbon and you want to know where to start from.

Joao was personable and very knowledgeable. We enjoyed our interaction with him and would highly recommend him as a guide. I am not sure if you can pick your guide but I would try to get Joao as your guide for the tour--you will not be disappointed.

The driver Bruno was fabulous funny and so knowledgeableth about the places he took us to.

Great tour guide! One of our best activities during our stay in Portugal!