Abstract We present an analysis of DES17X1boj and DES16E2bjy, two peculiar transients discovered by the Dark Energy Survey (DES). They exhibit nearly identical double-peaked light curves which reach very different maximum luminosities (Mr = −15.4 and Mr = −17.9, respectively). The light curve evolution of these events is highly atypical and has not been reported before. The transients are found in different host environments: DES17X1boj was found near the nucleus of a spiral galaxy, while DES16E2bjy is located in the outskirts of a passive red galaxy. Early photometric data is well fitted with a blackbody and the resulting moderate photospheric expansion velocities (1800 km/s for DES17X1boj and 4800 km/s for DES16E2bjy) suggest an explosive or eruptive origin. Additionally, a feature identified as high-velocity CaII absorption (v ≈ 9400km/s) in the near-peak spectrum of DES17X1boj may imply that it is a supernova. While similar light curve evolution suggests a similar physical origin for these two transients, we are not able to identify or characterise the progenitors.