This article examines the 'execution cliff' in AI-driven travel planning where sophisticated Super-Agent suggestions meet entirely manual booking processes. This disconnect creates friction and abandonment risk, as users switch between AI interfaces and separate booking systems. The all-or-nothing nature of current booking systems forces users to manually handle the entire process, negating the benefits of AI planning. Further challenges include the inability of AI interfaces to verify venue capabilities for specific needs, requiring users to manually confirm details. Coordinating multi-venue experiences also remains a manual, complex process. Without execution capabilities, AI serves primarily as a research tool, diminishing its value proposition. This inability to delegate booking execution hinders trust development in AI travel planning, as users must constantly verify suggestions. These insights highlight the need for an Agent-Ready infrastructure solution like Taash, allowing venues to connect with AI Agents and facilitate seamless, coordinated booking experiences.