The acclaimed jazz vocalist, pianist, songwriter and composer, who trained at the Royal Academy of Music and got his professional start in the D.C. area, brings his distinctive act to this intimate live jazz venue in Laguna. 5:30 p.m. Dec. 29.

Featuring returning performers and special guests, this program of songs and stories reflects on the productions, collaborations, and memories that helped define the theater’s impact on the local arts landscape over the last 20 years. 7:30 p.m. Dec. 30.

In his collage-like oil paintings—joined by a selection of his inventive sculptures—Massey assembles vintage toys, movie posters, pin-ups, military memorabilia, comics, cars and other nostalgic treasures into meticulously choreographed tableaus. Each work functions as a miniature “cabinet of wonder,” inviting visitors to linger, decode hidden jokes and references, and rediscover cultural icons that shaped generations. Through May 30 at the Hilbert Museum.