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5 Days in Lisbon, Portugal

5 Days in Lisbon, Portugal is a 5-day balanced (culture + food + viewpoints + a little beach) itinerary for Lisbon, Lisbon (Belém), Sintra, Cascais, planned with TripGuru AI.

Lisbon, Lisbon (Belém), Sintra, Cascais

Day 1

Lisbon

Arrive in Lisbon + check-in

10:00 AM

/ Lisbon Airport (LIS)

If you land early, ask your hotel about storing bags so you can start exploring right away.

Ride the iconic Tram 28 route (self-guided)

12:00 PM

Graça / Alfama / Baixa

Go earlier in the day to avoid the longest lines; keep valuables secure on the tram.

Lunch: classic Portuguese at Time Out Market

01:30 PM

Time Out Market Lisboa

Great for groups and picky eaters; aim for a stall featuring bacalhau or prego. Info: https://www.timeoutmarket.com/lisboa/

Wander Alfama: Lisbon Cathedral + viewpoints

03:30 PM

Alfama

Best viewpoints: Miradouro de Santa Luzia and Portas do Sol—golden hour is prime.

Evening: Fado dinner show in Alfama

08:00 PM

Alfama

Book ahead (smaller venues fill up). Start here for options: https://www.getyourguide.com/lisbon-l42/fado-shows-tc49/

Day 2

Lisbon (Belém)

Go to Belém by tram/train

09:00 AM

Belém

From Cais do Sodré, the Cascais line stops at Belém; easy and fast.

Jerónimos Monastery (Mosteiro dos Jerónimos)

09:45 AM

Mosteiro dos Jerónimos

Book skip-the-line tickets when possible; mornings are calmer. Official info: https://www.museusemonumentos.pt/en/monuments/mosteiro-dos-jeronimos/

Pastéis de Belém tasting (the original)

11:30 AM

Pastéis de Belém

Take some to-go; the line moves quickly. Official site: https://pasteisdebelem.pt/

Belém Tower + riverside stroll

01:00 PM

Torre de Belém

Nice paired with a walk along the Tagus; check opening hours seasonally. Info: https://www.museusemonumentos.pt/en/monuments/torre-de-belem/

MAAT (Museum of Art, Architecture and Technology)

03:00 PM

MAAT

Great late afternoon light on the building and riverfront. Tickets/info: https://www.maat.pt/en/

Dinner in Bairro Alto + viewpoint nightcap

08:00 PM

Bairro Alto

After dinner, catch the city lights at Miradouro de São Pedro de Alcântara.

Day 3

Sintra, Cascais, Lisbon

Train to Sintra (day trip)

08:30 AM

Rossio Station

Buy a round-trip ticket; trains run frequently. Arrive early to beat crowds.

Pena Palace (Palácio da Pena)

10:00 AM

Sintra

Book a timed entry in advance—this is the #1 crowd spot. Official: https://www.parquesdesintra.pt/en/parks-monuments/pena-park-and-national-palace-of-pena/

Moorish Castle (Castelo dos Mouros) ridge walk

12:30 PM

Sintra

Wear grippy shoes; the views are the reward. Info: https://www.parquesdesintra.pt/en/parks-monuments/moorish-castle/

Lunch in Sintra town + try a travesseiro

02:00 PM

Sintra Historic Center

Look for local pastry shops; pair with an espresso.

Late afternoon in Cascais (coastal break)

04:00 PM

Cascais

If you have time, walk to Boca do Inferno for dramatic cliffs.

Return to Lisbon for a relaxed evening

08:00 PM

Lisbon

Keep dinner easy near your hotel—tomorrow is a city day.

Day 4

Lisbon

Elevador de Santa Justa + Baixa-Chiado wandering

09:30 AM

Baixa

Go early to avoid queues; nearby streets are great for shopping and tiles.

LX Factory: street art + indie shops

11:30 AM

LX Factory

Best for browsing and coffee breaks. Info: https://lxfactory.com/

Lunch at LX Factory (choose-your-own)

01:00 PM

LX Factory

Many options—this is a good day to sample petiscos (Portuguese small plates).

Sunset at Miradouro da Senhora do Monte

05:30 PM

Graça

Bring a drink/snack and arrive a bit early for a good spot—one of the best sunsets in the city.

Dinner: modern Portuguese in Príncipe Real

08:00 PM

Príncipe Real

Reserve if you’re aiming for a specific restaurant—this neighborhood is popular at night.

Day 5

Lisbon

Slow morning café + last stroll (Chiado)

09:30 AM

Chiado

Great area for final souvenirs and a relaxed start.

Tile & azulejo fix: National Tile Museum (Museu Nacional do Azulejo)

11:00 AM

Museu Nacional do Azulejo

Allow 1.5–2 hours; it’s a Lisbon highlight. Official: https://museudazulejo.gov.pt/

Final lunch: seafood-rice or grilled fish

01:30 PM

Lisbon

Ask for the catch of the day; keep it near your route back to the hotel.

Pick up bags + head to the airport

03:30 PM

Lisbon

Aim to arrive 2 hours before an EU flight / 3 hours for long-haul; add buffer for traffic.

Fly out

06:00 PM

/ Lisbon Airport (LIS)

Safe travels!