Booking tours is currently an extremely fragmented process with so many different channels available. And to get the full experience, one might need to use a large-scale tour operator for the first couple days on the trip, a local tour guide found through a brochure for the landmark tour, and Viator for the visit to the museum, making touring more difficult than it should be. On top of that, each of the aforementioned booking channels has its shortcomings, such as lack of personalization or quality control. Our solution is Entourage, a mobile and web-based platform that helps tourists find tour guides offering personalized and catered experiences. What characterizes Entourage are four key words: empowerment, personalization, flexibility, and accessibility. Entourage helps empower the local economy by diverting money to residents in the area, something Airbnb Experiences and Viator have failed to do due to large tour companies occupying most listings. It also personalizes tours by enabling tourists to build their ideal tour experience from arrival to departure. This is a departure from current tour booking processes where one needs to deploy multiple channels, such as a large tour company and then an Airbnb trip, to build the end-to-end experience. In addition, Entourage creates flexibility for tourists by allowing them to choose between group and individual tours while also giving tour guides more freedom to choose when they offer tours. Finally, focusing on lower prices to compete with expensive tour packages makes it easy for anyone to find a tour regardless of budget.