Public waterfront spaces are vital for community interaction, particularly on small islands like Bonaire, where accessible gathering areas are limited. This research explores the historical development and social significance of Bonaire’s boulevard, the island’s primary public seafront space, from the 1950s to today. It examines how design influences social interaction and whether historical and colonial elements have shaped the boulevard’s evolution. Using historical analysis, comparative case studies, and community engagement through interviews and a survey, this study investigates how the boulevard has functioned as a social hub. It compares Bonaire’s boulevard to similar public spaces worldwide, identifying common trends and unique characteristics. The research also explores how local residents perceive and use the space today, highlighting its evolving role in daily life. By documenting the boulevard’s historical and contemporary significance, this research contributes to discussions on public space, urban design, and community well-being. Looking ahead, it questions whether public spaces will remain central to island life and how they might be reimagined to serve future generations.