Fridays Disney GayMaxxing

End-of-summer Sunday brunch with jazz vocalist Elaine Woo, pianist Tom Lamark, and bassist Dave Landoni in the Napoleon Room. A relaxed, sophisticated morning of jazz, Broadway, and cabaret—no cover charge, free parking, and the kind of crowd that actually enjoys a good time together. Reservations recommended.

The South End's beloved Sunday afternoon tradition at Club Café — a packed dance floor, DJs spinning the hits, and a room full of regulars who know how to have a genuinely good time. It's the perfect sweet spot between an easy Sunday and a proper night out, with good music, good energy, and a community that's kept the tea dance tradition alive for decades. Show up early, stay late, and dance harder.

A Sunday evening of musical theatre, jazz standards, and popular songs with Josh Redman, a passionate singer and storyteller who brings effervescence and personal flair to every performance. Trained clarinetist who occasionally brings out his clarinet for the crowd. You'll laugh, you'll cry, and you'll leave just a little bit gayer. No cover charge, and open mic follows.

Monday nights at Club Café belong to Drag Bingo — a weekly night of hilarious drag performances, multiple bingo games, and real prizes, all hosted by the fabulous Mizery. Grab a table with friends, order from the full dinner menu and cocktail list, and settle in for the kind of evening that makes you actually look forward to Mondays. Free entry, 21+, and the room fills up fast, so reservations are smart.

An audience-interactive cabaret experience where Richard Skipper weaves together songs, stories, and spontaneous conversation inspired by legendary artists and the people who shape our lives. No two shows are alike—each becomes a unique collaboration between Richard and the audience, blending theatrical storytelling, music, and genuine connection. Dinner seating starts at 5:30pm; the one-hour show begins at 6:30pm. No cover charge.

Tuesday nights at Club Café belong to cornhole competitors and casual players alike. The Moonshine Room becomes your league headquarters from 6:30 to 10pm — grab a team, throw some bags, and settle into the kind of low-key competitive fun that keeps people coming back week after week. Food and drinks available to fuel the night.