Aims: The aim of this study was to explore perceptions of barriers, facilitators, strategies and successes in individual vs. group-based weight management programmes. Methods: Forty-two, overweight (Body Mass Index ≥ 25-kg.m2) participants (aged 32-63y) volunteered to take part in this study. All participants completed a 3-month weight loss programme, randomised to a group-based (n = 21), or self-monitoring only (n = 21) approach, respectively. Participants subsequently participated in a semi-structured interview (60 ± 7 min) to explore individual and collective perceptions of barriers, facilitators, strategies and successes. Results: Convergent themes were found for individual and group strategies for facilitators, strategies and successes. Divergent themes were found between groups for barriers, group participants highlighted expense of commercial products, and knowledge of nutrition and dieting, whilst individual participants reported (lack of) social support from peers, (lack of) motivation, and occupation. Conclusion: Key stakeholders, facilitators, and individuals must consider these factors prior to the advocation any weight loss strategy.