AI proposes "The Qualitative Engine," a specialized AI system designed to revolutionize accessibility for people with disabilities. It aims to bridge the gap between legal compliance (quantitative data) and actual lived experience (qualitative data) by analyzing diverse sources like user reviews, imagery, and official websites. This AI would serve as a personal concierge, facilitating spontaneous outings and detailed travel planning while also incentivizing businesses to improve accessibility by highlighting economic benefits. The framework emphasizes a Human-in-the-Loop model for continuous improvement and addresses risks like bias and privacy by promoting community involvement and robust safeguards, serving as a blueprint for other purpose-built AI systems focused on social good.