Sintra Day Trip: Quinta da Regaleira, Monserrate & Cascais Tour

Summary

Private Sintra Palaces & Coastal Adventure from Lisbon

You’ll explore secret gardens in Sintra, marvel at unique palaces, stand on windswept cliffs at Cabo da Roca, and end your day with fresh seafood by Cascais’ beaches—all with local insight and no rush.

What’s the experience like?

The morning air in Sintra always feels a bit cooler—almost damp, with that earthy smell you get after a night of mist. We started at Quinta da Regaleira, just a short drive from the old town. Our guide, Ana, pointed out little carvings on the stone walls—symbols linked to secret societies like the Templars and Freemasons. The gardens twist and turn; it’s easy to lose track of time wandering past hidden grottoes and those odd spiral wells. I remember hearing birdsong echoing through the trees while we crossed a tiny wooden bridge over one of the ponds. If you’re into history or just love a good mystery, this place grabs you.

Next up was Monserrate Palace. It’s not as crowded as Pena Palace but honestly just as impressive. The building itself is this wild mix—Gothic arches, Indian domes, Moorish tiles—and outside, there’s a garden that feels like it goes on forever. We spotted plants from Brazil and Australia (Ana knew every name), plus an old “fake” chapel that looks like something out of an English ghost story. You’ll want comfy shoes; there’s a lot to see if you wander off the main path.

After lunch (we grabbed pastries at Piriquita in Sintra), we drove out toward Cabo da Roca—the wind picks up here and you can taste salt in the air before you even see the ocean. Standing at Europe’s westernmost point is something else; waves crash below and there’s this battered old lighthouse from 1758 still working away. On clear days you can see all along the coast and back toward the Serra de Sintra hills.

We made a quick stop at Boca do Inferno near Cascais—locals call it “Hell’s Mouth” because of how the sea roars through the cliffs. It’s loud enough that you have to shout sometimes just to be heard over the water smashing against rock. There are usually fishermen perched dangerously close to the edge.

Cascais itself has this relaxed vibe—lots of families strolling by the marina, kids chasing pigeons in front of pastel-colored houses. We finished with grilled sardines at one of those small seafood places near Praia da Rainha beach. The sun sets late here in summer so there’s time for a walk along the promenade before heading back.

Step-by-step itinerary

Day 1 — Explore Sintra and Cascais Highlights

• Visit Quinta da Regaleira
• Tour Monserrate Palace and Gardens
• Enjoy views at Cabo da Roca
• See Boca do Inferno cliffs
• Relax and dine in Cascais

Top questions

Is this tour suitable for families with young children?

Yes! The tour is family-friendly—strollers are fine and infant seats are available if needed.

Can I join if I use a wheelchair?

Absolutely—the vehicle is wheelchair accessible and most stops can accommodate mobility needs.

How long does each stop last?

It varies: usually about 1–1.5 hours at each main site so there’s plenty of time to explore without feeling rushed.

Will we have free time in Cascais?

You’ll get some free time to stroll around Cascais or grab a bite before heading back.

What’s included

Your day includes private transport with AC and WiFi onboard, plus an experienced local guide who knows all the shortcuts (and best pastry shops). Wheelchair access and child seats are available too—just let us know what you need!