This paper explores the transformative potential of artificial intelligence (AI) in revolutionizing leisure sailing experiences. Traditionally, leisure activities such as sailing have offered limited opportunities for personalization. However, recent advancements in AI enable dynamic customization of onboard environments based on individuals’ emotions and preferences. Using leisure sailing as a case study, this paper demonstrates how AI can be leveraged to create personalized and engaging experiences. By analyzing real-time data from onboard sensors, AI systems can adjust environmental factors such as lighting, music, ventilation, colours, and furniture layout to optimize comfort and enjoyment. The paper also delves into the technical challenges of implementing AI in leisure sailing, including data collection, real-time processing, and ethical considerations around privacy and consent. It emphasizes the potential for AI to enhance the leisure experience, inspiring further research and development in this area. In conclusion, this paper envisions a future where AI is seamlessly integrated into leisure sailing, creating tailored, immersive experiences that maximize participant comfort and enjoyment.