From expressing desires conversationally to delegating complex research tasks, Taash empowers travellers to optimise their choices within budget constraints. Our platform allows AI agents to apply learned preferences, resolve competing priorities intelligently, and facilitate exploration of alternative options. This ensures travellers' needs are met effectively, leading to increased satisfaction and streamlined bookings for venues using the Taash infrastructure. This approach transforms the travel experience from vague ideas into orchestrated trips, matching travellers with ideal venues based on fit and coordinating the booking process seamlessly. By leveraging AI Profiles and Character settings within our Social Matching Engine, Taash facilitates Context-Aware Discovery, benefitting both the traveller and the venue.