The 12 best things to do in Outer Cape this weekend

Provincetown's cabaret and drag rooms are in full swing this weekend, from Red Room drag to Post Office Cafe headliners, while Wellfleet brings a circus and a rock band, Truro lands Seth Meyers, and Eastham hosts the region's biggest charity bike-a-thon.

PCPan-Mass Challenge 2026Saturday · 12:00 AM · EasthamCape Cod's marquee charity bike-a-thon rolls through Eastham this weekend, raising funds for Dana-Farber and drawing riders and supporters from across the region — a good weekend to cheer from the roadside.POHey Bitch!Sunday · 5:00 PM · Post Office Cafe & Cabaret · ProvincetownA wild musical ride through queer icon Bitch's childhood, feminist awakening, and indie rock stardom, landing at the Post Office Cabaret for a funny, cathartic night.RRJackie Cox: Beam Me Up Jackie!Sunday · 7:00 PM · Red Room · ProvincetownRuPaul's Drag Race star Jackie Cox, the self-styled "Persian Princess of Drag," beams into the Red Room with an all-new show.POJudy Gold - Call of JudySunday · 8:30 PM · Post Office Cafe & Cabaret · ProvincetownJudy Gold marks her 35th year at the Post Office Cabaret with stand-up that collides comedy with free speech — sharp, hilarious, and a real institution at this point.SRNOW THAT'S WHAT I CALL DRAG BRUNCHSunday · 11:00 AM · Show Room · ProvincetownPilgrim House's Sunday drag brunch brings the Show Room's high-energy lineup to the daytime crowd.BRTHE REAL HOUSEWIVES OF TEA DANCESunday · 4:00 PM · Boatslip Resort & Beach Club · ProvincetownThe Boatslip's Sunday tea dance tradition goes full Housewives, with DJ Maryalice running the show and everyone dressed to stir it up.WPLava BombSunday · 3:00 PM · Wellfleet Pearl · WellfleetSeasoned Cape musicians Liam Hogg, Randy McDonald, Brian Miller, and Scott Lariviere bring rock favorites and party tunes to the Wellfleet Pearl for a crowd-pleasing night.PPSeth Meyers: Live! Early ShowSunday · 4:30 PM · Payomet Performing Arts Center · TruroSeth Meyers brings his live comedy to Payomet's outdoor stage in Truro — a rare headline stand-up booking for the Outer Cape.CBSummer in the City: the Circus that Never SleepsSunday · 4:00 PM · Cirque by the Sea at WHAT · WellfleetCirque by the Sea sets up under the WHAT tent in Wellfleet for a circus show built around the energy of a city that never sleeps.EWAN EVENING WITH CHEYENNE JACKSONSunday · 8:30 PM · ProvincetownEmmy and Grammy nominated Cheyenne Jackson, known for American Horror Story and Once Upon a Mattress, plays Provincetown Town Hall for one night.CFMeet Spinnaker, A Very Special Humpback WhaleSunday · 1:00 PM · Center for Coastal Studies · ProvincetownSee the intact skeleton of a 37-foot humpback whale at the Center for Coastal Studies' Spinnaker exhibit — a striking, one-of-a-kind stop in Provincetown.CLA Closer Look at Eleanor ScoreSunday · 6:00 PM · ProvincetownCocktails and wine flow in the Mary Heaton Vorse House courtyard for a solo show of Boston artist Eleanor Score's lively, expressive work.

Looking for the current weekend? See what’s on in Outer Cape this weekend →