The design of glazing for the purpose of daylighting in museums must address an expanded set of performance criteria relative to typical glazing design. The replacement of the historic skylights which provide natural daylight to the European Paintings Galleries (A, B, & C Wings) and the existing sloped, south-facing curtainwall that provides daylight to the Arts of Africa, Oceania, and the Americas (Michael C. Rockefeller Wing) at the Metropolitan Museum of Art in New York are presented as case studies in addressing these performance criteria. Design considerations including optical performance for art conservation and daylight quantity and quality management, structural performance to resist wind, self-weight, snow and access and maintenance loads, safety in the event of breakage, thermal performance, loads imposed on the existing historic structure, simplicity of procurement, maintenance, and replacement, and aesthetic considerations are examined. A summary and comparison of how the design considerations for these sensitive glazing replacement projects are addressed is provided through a discussion of the design, mock-up, and construction processes.