Cash Out: Lunch Meetup

Nearly three decades in, Sherry Vine is a drag legend who actually lives up to the title. She brings all-live singing, sharp comedy, and the kind of theatrical presence that's made her a YouTube icon (20 million views and counting) and a fixture on stages worldwide. Expect the full Sherry experience — the wit, the pipes, the sequins, the absolute commitment to the bit.

Mikey Di Pietro's high-energy one-man burlesque show is fast, wild, and a little wet — the kind of performance that kicks off Thursday nights at Gifford House with real style and heart. Show up before 10pm to catch it free and skip the cover, then stick around for the jockstrap party. This is a celebration of community and six years of falling in love with Provincetown.

Thursday nights in Club Purgatory belong to the himbo energy — a weekly basement dance night where you can channel that confident, fun-loving version of yourself that doesn't overthink things. William Francis keeps the vibe loose and the dance floor packed from 10pm until the early morning. It's become the kind of reliable Thursday reset that gets people talking.

Leather pride meets Provincetown's legendary Tea Dance scene at this Friday afternoon celebration on the Boatslip's sun-soaked patio. It's the kind of gathering where the leather community comes together in full visibility — boots, harnesses, and all — dancing in the salt air with a crowd that absolutely gets it. Expect a packed dance floor, strong drinks, and that particular energy that happens when people show up as their whole selves. This is Pride season done right: celebratory, unapologetic, and rooted in real community.

Nearly 30 years into her career, Sherry Vine is a drag legend who brings live singing, sharp comedy, and theatrical flair to every show. She's the creator and star of her variety show (now on Hulu), a founding member of Theatre Couture, and the original YouTube queen whose parodies have racked up millions of views. This is drag royalty doing what she does best—commanding a stage and delivering the goods.

Provincetown's pride season kicks into high gear with this legendary Tea Dance showdown — drag performers trading barbs and beats on the Boatslip's sun-soaked deck while the crowd gets louder and the drinks flow faster. It's the kind of Saturday afternoon where you show up for the entertainment and stay because the energy is absolutely infectious. The rivalry is real, the performances are sharp, and the community vibe is everything you want from a Pride celebration by the water.