Sky Casper Entertainment
Book an LGBTQ+ comedy show for an event space, theater, or private party in Connecticut
Book a Comedy Night

Book an LGBTQ+ Comedy Show

Bring touring LGBTQ+ stand-up comedians and local funny LGBTQ+ talent to your event space, theater, club, college, corporate event, or private party. Sharp sets, endless laughs, and full production handled end to end. People who laugh live longer, so let's have the time of our lives.

Fully InsuredServing CT · NY · MA · RI

Ready to bring the laughs to your stage? Tell us about your event and we will send tailored comedian options and pricing.

5.0 · 46 Google reviews

“As Director of the WCSU Pride Center, I hired Sky to host a drag show on campus and the quality could not be matched. Students called it the best event of the year. I would 100% hire him again.” Scott Towers · WCSU Pride Center · Google

Comedy That Hits Different

LGBTQ+ comedy is one of the fastest-growing live formats in the country, and Connecticut is hungry for it. We build comedy nights for event spaces, theaters, clubs, campuses, and private parties, pairing touring LGBTQ+ headliners with local funny LGBTQ+ talent for a night of sharp, original, actually funny comedy. No tired bits, no tokenizing, no punches pulled.

The Roster

Rising LGBTQ+ Comedians We Work With

We champion up-and-coming LGBTQ+ comedians from New York City, Boston, and even Los Angeles, shaping them into some of the best LGBTQ+ comedy lineups in New England. We keep a running list of queer comedians we love and build a custom lineup around your crowd for a night of laughs. Rising stars we have worked with include names with massive followings across social media:

  • Ashley Gavin
  • Jay Jurden
  • Gus Constantellis
  • Liza Treyger
  • Jared Goldstein
  • Sam Morrison
  • LGBTQ+ Stand-Up Showcases

    Rotating lineups of touring and local LGBTQ+ comedians serving sharp, original sets for clubs, theaters, and event spaces.

  • Comedy + Drag Hybrid Nights

    Stand-up meets drag for a one-of-a-kind variety night your crowd will talk about long after the lights come up.

  • College & University Comedy Nights

    Campus LGBTQ+ comedy for Pride Month, D&I Week, Spring Fling, and student life programming that actually lands.

  • Corporate Comedy & Roasts

    LGBTQ+ comedians and hosts for corporate galas, fundraisers, ERG celebrations, and team events.

  • Private Comedy Parties

    Custom comedy lineups for birthdays, bachelor and bachelorette parties, and milestone celebrations.

  • Venue Event Booking

    We bring the full comedy production to your event space, theater, or club. Talent, sound, and run of show handled end to end so you can sit back and laugh.

Ready to Book?

Bring the Laughs to Your Stage

Tell us about your event space, theater, or party and we will send tailored comedian options and pricing. Share the date, the crowd, and the vibe, and we handle the rest.

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