The story so far: Lil Chicky and I managed a six day rendezvous in Lisbon at the beginning of October. We ate, walked, did a little shopping and took squillions of photos – here’s another installment of our adventures.
After a couple of days squeezing a whole lot of value out of our 48 hour HOHO (Hop On Hop Off) bus ticket, we decided to venture farther afield and let someone else take the reins. Cue Andre from Portuguese for a Day tours who collected us from our apartment on a bright blue-sky Monday morning and drove us to the mountain village of Sintra.
For those of you who don’t know, Sintra is a UNESCO Cultural Landscape site set amidst the cool woodlands on Serra de Sintra about a 30-40 minute drive from Lisbon. It’s the site of many royal summer palaces featuring a range of architectures and this makes Sintra a really delightful and interesting day out of Lisbon’s hurly burly.
This was Lil Chicky’s first trip so she wanted to see and learn ‘lots’ whilst I went to Sintra as part of a tour back in 2002 – our then group spent time at the National Palace of Queluz but got very little time in Sintra itself so I was keen to see something different and take a little time to relax. With Andre’s help, we got all of that and more.
After a pleasant drive, full of getting-to-know-you chat as well as discussion about the area and the day ahead, we found ourselves on a shaded winding road, climbing up the mountain through Sintra itself and onto the Parque da Pena.
The park is absolutely huge and you could spend at least a day exploring all of its nooks and crannies but our focus was the spectacular Pena Palace. This summer palace was built for Dom Ferdinand II, consort of the young Queen Maria II (and cousin to Prince Albert who married England’s Queen Victoria) and is situated over the remains of a Hieronymite monastery found on the site in the 15th century.
There’s 15 minute steep-ish uphill walk to get to the palace but it’s absolutely worth it – we walked all over it and also around it, getting some fantastic views from the ramparts.

These panoramas were taken on my phone on the way up. Inspiring, yes but I found myself wondering throughout the visit – and since – how on earth could I represent the wonderful-ness of this place.

L to R: View of the entrance archway from the ramparts; beautiful blue and white tiles cover this part of the building; I captured this quiet moment on the way into the palace itself.

There’s an absolute cornucopia of amazing colour and texture around every corner.

There were stunning views from everywhere but I especially loved this view of the coast through the Moorish arches.
Wandering around outside the palace is included in the park entrance fee but we also paid a few extra euros to go inside.

The palace interior was a bit crowded and warranted a bit more time than we had but was full of delicate detail, reflecting Ferdinand’s interest in the arts. But all of these trinkets take an awful lot of dusting…
We met Andre back at the entrance after 90 minutes and as we drove back towards Sintra, we had a chat about what to do next. But it was as we drove past Quinta da Regaleira and heard Andre’s stories about the eccentric millionaire with masonic connections who had it built in the early 1900’s that we were sold. So it was back out of the car and with map in hand, we spent an hour exploring the symbols of religion and the occult scattered amidst the web of shaded paths.

Andre had told us about the network of secret tunnels and the Initiatic Well so we headed towards the Portal of the Guardians (top left) and entered the tunnel (top right). After a short walk we emerged at the Initiatic Well (bottom left) then climbed down the narrow spiral stairs to capture the view from the bottom (bottom right).

A further wander around the gardens yielded a view of the country house, or quinta (top left), many towers and turrets nestled amidst the trees (top middle and right), the lake of the waterfall (bottom right) and a grand mosaic fountain near Leda’s Grotto (bottom left).

Before we headed back to meet Andre, we visited the tiny chapel nestled under the trees not far from the quinta itself.
We were feeling pretty hungry after this visit so Andre took us to a great place in Sintra called Adega das Caves where we sat outside and enjoyed a beer and some local fare – my cod fritters were delicious!

L to R: The blue tiles of the post office building – you can see the Adega das Caves entrance under the balcony; an interesting merchandising display overlooking our lunch position; driving past the Sintra National Palace.
Before leaving for the drive back to Lisbon, we stopped at Piriquita to stock up on Sintra’s claim to pastry fame (and Andre’s favourite Portuguese pastry) – the pillow-y travesseiro – so we had a little something sweet for the three of us on the way back. (I did not get any photos but there are great descriptions/photos provided in a blog post by Leigh and Lucy from their visit back in 2013.)
We started the meandering drive back to Lisbon along the coast, stopping first at Cabo da Roca.
Cabo da Roca is the western-most point of mainland Europe and lines up very nicely with New York on the other side of the Atlantic Ocean. We stretched our legs, took some photos…and had a giggle at some of the tour groups milling around.

Probably entirely innocent but it did look a bit like a bus for Hugh Hefner’s Playboy Bunnies
And then it was back into the car for the drive past the beaches of Guincho and Estoril, and a 20 minutes leg stretch in Cascais before heading to one of Andre’s old haunts to enjoy a quiet moment watching the waves and savouring our travesseiros.
(As we drove in, we surprised an older couple necking in their car much to their embarrassment. Andre had told us he used to come here and drink with his mates so this was a great opportunity to tease him about what else he might have gotten up to.)
And with that the day was done and less than an hour later, we were deposited back at our apartment tired, windswept and absolutely thrilled with our Big Day Out.

Andre from Portuguese for a Day Tours with his two happy customers at Cabo da Roca
Andre (and partner Filipa) are two enterprising locals running small group tours that showcase the country they love. Andre’s passion and knowledge was evident from the start and we had plenty of opportunities to shape the day as we wanted as well as relying on Andre’s recommendations about what we might enjoy. For me, it was a lovely way to revisit this area and enjoy a little local cameradie. I know Lil Chicky would join me in strongly recommending that you give them a try vs some of the larger operators offering similar tours in the area.
But don’t just take our word for it – you can also see what others thought here and if you fancy finding out more, here’s a link to the Portuguese for a Day Tours website.
And don’t forget to stay tuned for more from Chicky Tours Unlimited’s adventures in Lisbon – there’s more coming soon…once I sort more of my photos.