10 Minute Play Festival
Join us for these fast, funny, strange, heartfelt, and wildly original ten-minute plays—eight completely different worlds for just $10. This show will take place at the Colonial Players Theater. Get …
An Evening with David Sedaris
Bestselling author, humorist, and who many have coined “the king of the humorous essay,” David Sedaris arrives in Annapolis for one unforgettable evening this August. This event will take place …
Curtains: A Musical Comedy Whodunit
Don’t miss Curtains: School Edition—a hilarious backstage murder mystery packed with music, laughter, and Broadway flair. This show will be performed at the Pascal Center for Performing Arts. Get your …
Comedian Josh Blue of Last Comic Standing
After his groundbreaking win on Last Comic Standing in 2006, Josh Blue has risen through the ranks to become a well-established headliner at venues throughout the world. Josh does over …
Comedian James Austin Johnson of SNL
James Austin Johnson is a comedian and actor currently in his fourth season as a cast member on SNL. Known for his prolific voice-over work in both TV and film, …
80s Rewind Murder Mystery Dinner
Don’t miss this 80s Rewind Murder Mystery Dinner! Admission includes a totally radical four-course dinner, a complimentary glass of beer or wine, plus the tubular audience interactive comedy murder! This …
CANCELLED Comics for Critters
Join us for another Comics for Critters, an evening of stand-up comedy benefiting the animals of the SPCA of Anne Arundel County. Get your tickets here! This event will take …
Pure Comedy: Annapolis Stand-Up Showcase
Welcome to Pure Comedy: Annapolis Stand-Up Showcase! Get ready for an evening filled with laughter at Pure Boardshop. Join us on April 25, 2026 at 8:00 pm for a night of hilarious stand-up …
Hit Me ’90s One More Time: Comedy Murder Mystery
Die Laughing Productions is back with another interactive, hilarious whodunit. We’re taking you back to the 1990s with Hit Me ’90s One More Time. You’re at a radio station promotional …
Don’t Tell Comedy
Don’t miss Don’t Tell Comedy! Experience a mystery line-up of hilarious comedians at Annapolis’ best-kept secret spots. Prepare for an evening full of surprises and side-splitting laughter—shh, it’s our little …