Tripwith4 days in Lisbon, Portugal
Four days of tiled hills, pastéis de nata, sunset viewpoints and a fairytale day in Sintra — Lisbon is made for group trips.
Best time to go: March–June or September–October.
Lisbon with friends · Tripwith
Stay
Memmo AlfamaRooftop pool over the river, in the old town.Day 1 · Alfama & the castle
Castelo de São JorgeAlfama · Views over the whole city.09:30
AlfamaAlfama · Get lost in the lanes; fado bars at night.12:00
Tram 28Martim Moniz · Board at the start of the line to get seats.15:00
Senhora do Monte viewpointGraça · Best sunset in Lisbon.18:30Day 2 · Belém
Jerónimos MonasteryBelém · Go at opening to skip the queue.09:30
Pastéis de BelémBelém · The original custard tarts.11:30
Belém TowerBelém · Walk the riverfront.12:30
LX FactoryAlcântara · Shops, street art and a bookshop in an old factory.16:00Day 3 · Sintra day trip
Pena PalaceSintra · Book a timed ticket; take the bus up the hill.09:30
Quinta da RegaleiraSintra · Climb down the initiation well.14:00Day 4 · Downtown & Bairro Alto
Praça do ComércioBaixa · Grand riverside square.10:00
Time Out MarketCais do Sodré · Everyone picks their own stall — easy for groups.13:00
Bairro AltoBairro Alto · Street drinking and tiny bars.21:00Before you go
Getting in from the airport
Lisbon airport is close — about 20–30 minutes to the centre by metro (red line) or taxi.
Getting around
Lisbon is hilly. Use trams, the metro and Uber/Bolt; a Viva Viagem card or contactless works. Trains to Sintra leave from Rossio (about 40 minutes).
Book ahead
Pena Palace has timed entry — book for the morning to beat the crowds.
Where to stay as a group
Alfama for old-town charm, Chiado or Baixa for a central base, Bairro Alto or Cais do Sodré for nightlife.
FAQ
Is 4 days enough for Lisbon?
Yes — three days in the city plus a day in Sintra. Add a beach day in Cascais if you can.
Is Sintra worth a full day?
Yes — the palaces are spread across hills, so give it a full day.
How do we split costs as a group?
Lisbon is very card-friendly, and groups often split tuk-tuk or ride-hailing trips up the hills and the train out to Sintra. Add this plan as a trip in Tripwith, invite your friends, and log those shared costs as you go, and Tripwith works out who owes who.