He loves you, he loves you not.

BOB KEARY

Bob Keary is a beloved Provincetown personality known for his charisma, quick wit, and ability to entertain under pressure. After many years at The Red Inn, Provincetown’s most successful restaurant, he became a staple of the local entertainment scene.

He hosts two hit shows: “Good Morning Provincetown,” a weekly podcast featuring news, artists, and community updates, and “Good Night Provincetown,” a live summer variety show at the Post Office Cabaret featuring musical guests, trivia, and surprise moments. Celebrated for his creativity, charm, and the fun he brings to every event, Bob continues to be a driving force in Provincetown’s entertainment community.

He holds an MFA from Boston University and currently serves as the Communications & Community Engagement Director for State Senator Julian Cyr (D-MA).


02/14/2026 8:00 PM

Door Time: 7:45 PM

Other Showtimes

Attention friends, lovers, and haters of Provincetown: join us at The Red Room on February 14th at 8pm for an evening of live music and comedy with Bob, Mike, and the Mike Flanagan Band. Whether you’re in love, looking for love, or happy to be alone, this show is for you. One night only!

BOB KEARY

Bob Keary is a beloved Provincetown personality known for his charisma, quick wit, and ability to entertain under pressure. After many years at The Red Inn, Provincetown’s most successful restaurant, he became a staple of the local entertainment scene.

He hosts two hit shows: “Good Morning Provincetown,” a weekly podcast featuring news, artists, and community updates, and “Good Night Provincetown,” a live summer variety show at the Post Office Cabaret featuring musical guests, trivia, and surprise moments. Celebrated for his creativity, charm, and the fun he brings to every event, Bob continues to be a driving force in Provincetown’s entertainment community.

He holds an MFA from Boston University and currently serves as the Communications & Community Engagement Director for State Senator Julian Cyr (D-MA).