Digital (video) calls have become a significant tool during the challenging times marked by the COVID-19 pandemic. The article focuses on the perceived functionality of video calls for maintaining social contacts and overcoming loneliness in celebrating family festivities limited by physical distance policies. The qualitative study conducted at the end of 2021 in Latvia and Spain examines families’ cultural socialisation via digital tools and, based on data obtained from semi-structured in-depth interviews, assesses the users’ digital experiences in celebrating Christmas and the New Year from retrospective and prospective standpoints. The obtained data revealed that although digital interactions were acknowledged as an alternative means for ensuring togetherness, preserving and facilitating emotional connection, and experiencing a feeling of belonging and shared identity, they were perceived as the context of exception. The findings complement existing studies that the pandemic contributed to bridging the digital gap among generations with coordinated and negotiated conceptions of the functionality of digital tools. Video calls ensured a sense of social and emotional connectedness and inspired the appearance of virtual celebration ideas.