deberíamos haber

we should have

→ deber
phrase Rare #29,422
we should have Used with a past participle to express that something should have happened or been done in the past, often implying regret or criticism.
SP: Deberíamos haber reservado una mesa.
EN: We should have reserved a table.

Deberíamos haber comprado otra botella de vino.

We should have bought another bottle of wine.

Estoy bastante seguro de que deberíamos haber dado un giro a la derecha allí.

I'm pretty sure we should have turned right there.

Deberíamos haber traído el almuerzo.

We should have brought lunch.

— El viaje de Chihiro (2001)

No deberíamos haber ido con ellos.

We shouldn't have gone with them.

— Una gran mujer (Beanpole) (2019)

Deberíamos haber abierto ya.

We should have opened already.

— Ratatouille (2007)

Te dije que deberíamos haber contratado un catering.

I told you we should have hired a catering service.

— Valor sentimental (2025)

Le deberíamos haber advertido a Tom del peligro.

We should have warned Tom about the danger.

Deberíamos haber seguido recto.

We should have gone straight.

— Queen (2014)

Nos deberíamos haber quedado en Boston unos días más.

We should have stayed in Boston a few more days.

Deberíamos haber traído una linterna.

We should have brought a flashlight.