Holiday Comedy Show “Sleigh It Again” Debuts at Improv Asylum

Dec 10, 2025

Ho Ho Ho Becomes Ha Ha Ha at the Improv Asylum

The holidays are back, and so is the pressure to keep it all together. Lucky for you, Improv Asylum is here to turn the season upside down in the best way possible. Starting November 28, “Sleigh It Again” hits the North End, and it is ready to take every bit of holiday chaos and turn it into pure comedy gold.

This brand new show brings together six Holiday Heroes who unite for one mission: save the season with laughter. The Main Stage cast will do what they do best. Fast improv. Sharp scenes. Big characters. And all of it inspired by the audience. If you shout it, they will run with it.

Every December, the cast leans into the season with stories pulled from Santa’s less polished moments, winter life in New England, and whatever the crowd is fired up about. It is the kind of show that changes every night and becomes the tradition you did not realize you needed.

And since we know the holidays can test even the happiest family, we added more show times this year. Instead of another tense debate at the dinner table, bring everyone out for a night in our underground haven. Order from the custom holiday cocktail menu and watch even the grumpiest uncle soften up. Nothing melts ice faster than a strong drink and a ridiculous scene.

“Sleigh It Again” runs every Thursday, Friday, and Saturday through New Year’s Eve, with added dates between Christmas and New Year’s. Tickets are on sale now.

You better watch out. You better not wait. All we want for Christmas is you in those seats. Come see why Improv Asylum keeps being voted Boston’s Best Comedy.