Doug Benson at Comedy Key West

May 1–2, 2026 Doug Benson brings two days of nationally recognized stand-up comedy to Comedy Key West. A legendary comedian, actor, and podcast host, Doug is known for his sharp wit, quick crowd interaction, and pop-culture-driven humor. He is the creator and host of the hit podcasts _Doug Loves Movies_ and _Getting Doug with High_, and has appeared in numerous films and television projects, earning a devoted fan base across stand-up, film, and digital platforms. Performing at Comedy Key West, located at 218 Whitehead Street in the heart of downtown Key West, Doug delivers his signature blend of smart observational comedy and spontaneous audience engagement for a limited engagement you won’t want to miss.