Lisbon: Small-Group Walking Tour with Alfama & Wine Tasting

Summary

Wander Lisbon’s oldest streets, taste wine and pastel de nata

You’ll wind through Lisbon’s tangled streets with a local guide who knows every shortcut and story. Taste Portuguese wine and tapas in hidden corners, try pastel de nata fresh from the oven, and pause for views over tiled rooftops you won’t forget soon.

What’s the experience like?

The first thing I remember is the sound — shoes on old stones in Alfama, echoing up those narrow lanes. Our guide, Joana, waved us over by a faded yellow wall (she said it was older than the United States). She pointed out laundry flapping above us and told us about fado music drifting from windows at night. I could smell grilled sardines somewhere nearby, even though it was barely noon. It felt both busy and slow at the same time.

I kept losing track of which square we were in — Rossio, then Restauradores, then suddenly we were standing under the crazy ironwork of the Santa Justa Lift. There’s this moment where you look out and see all the red roofs tumbling toward the river. Joana handed around tiny glasses of vinho verde with a salty little tapa (I honestly can’t remember what it was called — something with cod?), and everyone just went quiet for a second. The city feels different when you stop moving.

We ducked into St. Dominic’s Church — it still smells faintly like smoke from that old fire, which Joana explained happened decades ago but left these blackened pillars as a reminder. In Chiado, she pointed out cafés where poets used to argue about politics (she said they still do). I tried to order a coffee in Portuguese and got laughed at by the barista — in a nice way. And that pastel de nata… warm, flaky, cinnamon on top. I ate mine too fast and kind of regret it now.

I didn’t expect to feel so connected to Lisbon after just one morning, honestly. Maybe it’s the way Joana talked about her city — or maybe it’s just something about those hills and how everyone seems to know each other here. Anyway, I still think about that view from Largo do Carmo sometimes.

Step-by-step itinerary

Day 1 — Explore central Lisbon landmarks

• Visit Rossio Square
• See Church of St. Dominic
• Pass Avenida da Liberdade
• Stop at Restauradores Square
• Admire Manueline architecture building
• Explore Largo do Carmo
• Ride Santa Justa Lift
• Walk through Chiado neighborhood
• Stroll main city center street
• Discover Baixa District
• Enjoy panoramic view
• Tour Alfama neighborhood
• Pass Commerce Square
• Visit Commerce Square

Top questions

How long does this Lisbon walking tour last?

The exact duration isn’t listed but expect around 3 hours for this central Lisbon small-group walking tour.

Is wine tasting included on this Lisbon walking tour?

Yes, your tour includes Portuguese wine tasting along with a tapa during the route.

Are food samples provided during the tour?

You’ll get to try a traditional pastel de nata pastry as part of your experience.

Does this day trip include Alfama?

Yes, you’ll explore Alfama—the oldest neighborhood in Lisbon—on foot with your guide.

What is the group size for this guided walking tour?

The group is limited to 14 people for more personal attention from your guide.

Is pickup included for this Lisbon walking tour?

No hotel pickup is included; you meet your group at a central location in Lisbon.

Can infants or small children join this walk?

Yes; infants and small children can ride in a pram or stroller during the tour.

Are service animals allowed on this tour?

Yes; service animals are permitted on the walking tour route.

What’s included

Your day includes guided walks through Alfama, Baixa and Chiado neighborhoods with stories from your local guide along the way; Portuguese wine tasting paired with a tapa; plus a freshly baked pastel de nata pastry—all woven into stops at historic squares and viewpoints across central Lisbon.