Public itinerary
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 PMGraça / 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 PMTime 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 PMAlfama
Best viewpoints: Miradouro de Santa Luzia and Portas do Sol—golden hour is prime.
Evening: Fado dinner show in Alfama
08:00 PMAlfama
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 AMBelém
From Cais do Sodré, the Cascais line stops at Belém; easy and fast.
Jerónimos Monastery (Mosteiro dos Jerónimos)
09:45 AMMosteiro 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 AMPastéis de Belém
Take some to-go; the line moves quickly. Official site: https://pasteisdebelem.pt/
Belém Tower + riverside stroll
01:00 PMTorre 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 PMMAAT
Great late afternoon light on the building and riverfront. Tickets/info: https://www.maat.pt/en/
Dinner in Bairro Alto + viewpoint nightcap
08:00 PMBairro 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 AMRossio Station
Buy a round-trip ticket; trains run frequently. Arrive early to beat crowds.
Pena Palace (Palácio da Pena)
10:00 AMSintra
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 PMSintra
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 PMSintra Historic Center
Look for local pastry shops; pair with an espresso.
Late afternoon in Cascais (coastal break)
04:00 PMCascais
If you have time, walk to Boca do Inferno for dramatic cliffs.
Return to Lisbon for a relaxed evening
08:00 PMLisbon
Keep dinner easy near your hotel—tomorrow is a city day.
Day 4
Lisbon
Elevador de Santa Justa + Baixa-Chiado wandering
09:30 AMBaixa
Go early to avoid queues; nearby streets are great for shopping and tiles.
LX Factory: street art + indie shops
11:30 AMLX Factory
Best for browsing and coffee breaks. Info: https://lxfactory.com/
Lunch at LX Factory (choose-your-own)
01:00 PMLX Factory
Many options—this is a good day to sample petiscos (Portuguese small plates).
Sunset at Miradouro da Senhora do Monte
05:30 PMGraça
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 PMPríncipe 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 AMChiado
Great area for final souvenirs and a relaxed start.
Tile & azulejo fix: National Tile Museum (Museu Nacional do Azulejo)
11:00 AMMuseu 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 PMLisbon
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 PMLisbon
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!