Provincetown Bear Week 2026
Bear Week is the summer pilgrimage that brings the bear community to Provincetown for a week of pool parties, leather nights, drag shows, and the kind of atmosphere where thousands of people show up to be exactly who they are. The town fills up, the bars get packed, and there's this particular energy—folks who've been counting down to this since last year finally connecting with their people. It's less about a rigid schedule and more about showing up, moving between venues, and soaking in the casual-but-celebratory vibe that makes this corner of Cape Cod feel like home for a specific kind of queer joy.
More Events in Provincetown During Provincetown Bear Week 2026
Ginger Minj and Jujubee in "Licked: For Gay"
A gloriously filthy lesbian drag parody of Wicked that transforms the Emerald City into a sapphic fever dream. Written by and starring Ginger Minj (All Stars 10 winner) as a brand-obsessed Glinda and Jujubee as a fascism-fighting Elphaba, this show unfolds in the OzDust Barroom with Ariana Grande anthems reimagined as Broadway battle cries, broom-flying duets, and a confetti-drenched coming-out finale. It's scandalous, ridiculously gay, and packed with heart—because in this Oz, the house isn't the only thing getting slayed.
Cannon Ball Pool Party
Boatslip's poolside scene in full summer mode — a packed deck, a solid DJ spinning all day, and the kind of crowd that knows how to have a good time in the sun. This is where the Tea Dance energy meets pool parties, with people moving between the water, the dance floor, and the bar without missing a beat. Arrive early to claim your spot, bring your crew, and settle in for the kind of Saturday that actually lives up to the hype.
Heated Rival Tea
Provincetown's summer heat meets the Boatslip's legendary Tea Dance energy at this drag-fueled afternoon party. Expect fierce performances, a packed outdoor patio, and the kind of crowd that shows up ready to celebrate. It's the perfect Saturday reset — good vibes, strong drinks, and enough glamour to make the whole day feel like an event.
Queerlesque
Queerlesque brings burlesque back to its queer roots — expect confident bodies, clever storytelling, and performers who know how to work a room. This is cabaret for people who love the tease, the reveal, and the pure joy of watching someone own a stage. Set in the Red Room's intimate space, it's the kind of night where you feel like you're in on something special, surrounded by people who actually get it.
Ginger Minj and Jujubee in "Licked: For Gay"
A gloriously filthy lesbian drag parody of Wicked that turns the Emerald City into a sapphic fever dream. Written by and starring Ginger Minj (RuPaul's Drag Race All Stars 10 winner) as a brand-obsessed Glinda, with three-time Drag Race finalist Jujubee serving butch broom-rider realness as Elphaba, plus Cape Cod favorite Aria Hard as a dishy bartender with secrets. The show unfolds inside the OzDust Barroom with Ariana Grande's music reimagined in full Broadway style—broom-flying duets, breakup ballads, and a confetti-drenched coming-out finale. It's packed with heart, brains, courage, and zero straight edges.
Jackie Cox: Beam Me Up Jackie!
Jackie Cox is bringing the full drag spectacle to the Red Room stage — expect sharp wit, killer performances, and the kind of theatrical energy that makes Provincetown nights legendary. This is the intimate venue experience that P'town does better than anywhere else: a packed room, a performer who knows how to work it, and the kind of night you'll actually remember.
SOAKED! Pool Party
Sunday morning at Boatslip's pool is where the real party happens — a sun-soaked gathering of people ready to dance, splash around, and actually enjoy each other's company. The energy here is pure joy: good music, cold drinks, and a crowd that shows up to celebrate together rather than perform for Instagram. This is the kind of weekend ritual that keeps people coming back to Provincetown summer after summer.
Matt Alber
Matt Alber returns to Provincetown for Bear Week, making his Post Office Cabaret debut! Matt is a two-time Grammy® Award-winning recording artist, filmmaker and youth mentor based in Portland, OR. His original songs and reinterpretations of pop classics appear regularly on television series' like 911 (FOX), The Fosters (ABC Family) & 911 Lonestar (FOX.) Notable appearances include sold out performances at Lincoln Center in New York on the esteemed American Songbook Series and featured soloist at the opening ceremonies of the Gay Olympic Games in Chicago at Soldier Field. As a filmmaker, Matt focuses on the stories of LGBTQ+ youth & elders. His current docu-series, Queer As Fundamental (Queer AF*) features the life stories of six young Queer artists on a journey to express how they fundamental to the fabric of life. To learn more, visit: www.queeraf.tv
True Colors
True Colors is Boatslip's Pride-season Tea Dance — a Sunday afternoon celebration on the waterfront deck where the community gathers to dance, connect, and just be themselves. Live DJs keep the energy high while the sun sets over the water, and the crowd is exactly what you'd hope for: people who came to have a genuine good time with their chosen family. This is the kind of event that reminds you why Provincetown summers matter.
Jackie Cox: Beam Me Up Jackie!
Jackie Cox is bringing her signature wit and theatrical flair to the Red Room stage for a night of cabaret that's part tribute, part fever dream. Expect sharp comedy, killer performances, and the kind of energy that makes you remember why you love live drag — this is someone who knows how to work a room and leave you wanting more. Sunday night at the Red Room is the perfect excuse to experience one of drag's most inventive performers in an intimate setting.
Matt Alber
Matt Alber brings his sharp wit and musical talent to the Post Office Cabaret stage—a performer who knows how to work a room and make you feel seen. Expect clever storytelling woven through original songs and covers, the kind of show that lands somewhere between cabaret intimacy and comedy club energy. It's the type of Sunday night that reminds you why live performance matters, especially in a room full of people who get it.
Ginger Minj and Jujubee in "Licked: For Gay"
A gloriously filthy lesbian drag parody of Wicked that transforms the Emerald City into a sapphic fever dream. Written by and starring Ginger Minj (All Stars 10 winner) as a brand-obsessed, three-shots-deep Glinda, with Jujubee serving butch broom-rider realness as a fascism-fighting Elphaba, the show unfolds inside the OzDust Barroom with dorm-room tension, chaotic love triangles, and Ariana Grande anthems reimagined as Broadway battle cries. Expect confetti-drenched coming-out finales, rhinestoned corruption, and the kind of heart, brains, and courage that'll have you clicking your heels and clutching your pearls.
I Know Who You Did Last Summer: Liza Lott, Raquel Blake, Mark Meehan
Three powerhouse performers bringing theatrical chaos and comedy to the Red Room stage — expect sharp parody, quick wit, and the kind of cabaret energy that makes Sunday nights in Provincetown legendary. Liza Lott, Raquel Blake, and Mark Meehan are the kind of artists who know how to work a room and keep an audience laughing through the night. This is the show that reminds you why live performance still hits different.
Cannon Ball Pool Party
Poolside at Boatslip on a Monday morning means one thing: a sun-soaked dance party where the vibe is pure celebration. The Cannon Ball brings that legendary Tea Dance energy straight to the pool deck—good music, good people, and the kind of carefree atmosphere that makes Provincetown's summer scene so magnetic. Whether you're floating between conversations or dancing in the sun, this is where the community gathers to reset and have a genuinely good time.
I Love the 90s
The 90s are back on the Boatslip deck, and it's exactly as good as you remember. Expect a sun-soaked afternoon of pure nostalgia—Britney, Spice Girls, TLC, and all the pop divas who defined a generation spinning on the outdoor patio while the crowd gets progressively more into it. This is the Tea Dance energy you come to Provincetown for: good music, better people, and that golden-hour glow that makes everything feel a little more magical.
A Gay Masseur's Guide to Happy Endings: Austin Jennings Boykin
Austin Jennings Boykin brings his sharp, irreverent comedy to the Red Room's intimate stage — a one-man show that mines the absurdities and real talk of working as a gay masseur. Expect storytelling that's equal parts hilarious and honest, the kind of performance that lands because the person on stage actually lived it. This is the sort of Monday night that reminds you why Provincetown's theater scene is worth planning around.
Ginger Minj and Jujubee in "Licked: For Gay"
A gloriously filthy lesbian drag parody of Wicked that turns the Emerald City into a sapphic fever dream. Written by and starring Ginger Minj (All Stars 10 winner) as a brand-obsessed Glinda and Jujubee as a butch Elphaba who'd rather fight fascism than fake a fairytale, this show unfolds inside the Ozdust Barroom with all the dorm-room tension, chaotic love triangles, and rhinestoned corruption you could want. Powered by Ariana Grande's music reimagined in full Broadway style, it's packed with heart, brains, courage, and a confetti-drenched coming-out finale that'll have you clicking your heels and clutching your pearls.
Cannon Ball Pool Party
Poolside summer vibes at Boatslip's legendary waterfront spot — think sun, dancing, and a crowd that knows how to have a good time. The Cannon Ball brings that same electric Tea Dance energy to the pool deck, where you can float between the water and the dance floor without missing a beat. It's the kind of Tuesday afternoon that makes you remember why you love this community.
Mrs Roper Goes to Tea
A legendary drag queen takes over Boatslip's iconic Tea Dance for an afternoon of pure theatrical chaos. Expect live performances, a packed outdoor patio, and the kind of crowd that shows up ready to celebrate and have a genuinely good time. This is the Tea Dance with personality — where the drag is sharp, the energy is infectious, and everyone's welcome to be exactly who they are.
John Hill
John Hill brings theatrical flair and sharp wit to the Red Room stage — the kind of cabaret performance that reminds you why live entertainment matters. Whether you're drawn to drag culture, musical theater, or just a night of genuinely good entertainment, this is the kind of show that stays with you. Tuesday nights at the Red Room are where Provincetown's creative energy comes alive.
Jackie & Jan's Y2J
Two of RuPaul's Drag Race's sharpest queens are bringing a full live-singing Y2K spectacular to the Red Room — think Britney and Backstreet Boys anthems, chaotic comedy, TRL-worthy looks, and enough rhinestones to crash a Dell desktop. Jackie Cox and Jan Sport have built their reputation on vocals and wit, and this show leans hard into both, wrapping them around a nostalgic fever dream of low-rise jeans, LiveJournal drama, and the glorious panic of the late 90s and early 2000s. If you grew up in that era or just love a queen who can actually sing, this is the kind of high-energy night that justifies a trip to Provincetown.
A Gay Masseur's Guide to Happy Endings: Austin Jennings Boykin
Austin Jennings Boykin brings his sharp wit and theatrical flair to the Red Room stage with a cabaret show that's part confession, part comedy, all personality. This is the kind of intimate performance where you're laughing one moment and genuinely moved the next — the exact vibe the Red Room does best. Expect stories that only a gay masseur could tell, delivered with the kind of comedic timing and charm that makes you understand why people keep coming back to Provincetown for live entertainment that actually takes risks.
Cannon Ball Pool Party
Midweek poolside reset at Provincetown's most legendary waterfront spot — the kind of day party where the sun's out, the music's pumping, and everyone's in the best mood. Boatslip's pool deck fills up fast with a crowd that knows how to have a good time, cold drinks in hand and zero pretense required. This is what summer in P-town is actually about.
Pretty in Pink
Provincetown's legendary Tea Dance goes pink—a sun-soaked afternoon on the Boatslip deck where the whole scene leans into the color and the vibe. Think packed dance floor, strong drinks, and that specific kind of joy that happens when everyone's dressed up and ready to celebrate together. It's the kind of mid-week reset that reminds you why summer on the Cape is worth the trip.
Cannon Ball Pool Party
Boatslip's poolside scene in full summer mode — think sun, splashing, and a crowd that knows how to have a good time. The Cannon Ball brings that legendary Tea Dance energy to the water, with DJ beats pumping across the patio and the kind of casual glamour that makes Provincetown summers unforgettable. Daytime drinking, friends old and new, and the Atlantic breeze as your soundtrack. This is what mid-July in P-town is all about.
Solid Gold
Thursday afternoons at Boatslip hit different — Solid Gold brings the heat to the legendary Tea Dance with live DJs spinning on the oceanfront patio, a packed dance floor, and that particular kind of energy that only happens when the sun's still high and the crowd's already moving. It's the kind of day party where you lose track of time, the drinks keep flowing, and everyone's here for the same reason: to dance and celebrate with people who get it. This is Provincetown's most reliable reason to skip the early evening and stay on the water.
John Hill
John Hill brings theatrical flair and musical storytelling to the Red Room's intimate stage — the kind of cabaret performance that reminds you why live entertainment matters. Whether you're drawn to drag culture, musical theater, or just a night of genuine artistry, this is the sort of show that stays with you. Thursday nights at the Red Room are where Provincetown's creative scene comes alive.
Mike Flanagan: Bear Hug! Town Hall - Bear Week 2026
Mike Flanagan's taking over the Post Office Cafe & Cabaret stage for Bear Hug, and you're in for a night of pure entertainment magic at one of Provincetown's most iconic venues. This isn't just a show—it's a celebration of community, talent, and the kind of energy that makes Bear Week unforgettable, all happening on the legendary cabaret stage that's been launching careers for nearly 50 years. Grab a craft cocktail, settle in, and get ready to be absolutely charmed by one of the best nights of the week.
Ginger Minj and Jujubee in "Licked: For Gay"
A sapphic fever dream of a drag parody that turns Wicked inside out—literally. Ginger Minj (All Stars 10 winner) and Jujubee (three-time Drag Race finalist) tear into a gloriously filthy reimagining of the Emerald City, set in a dive bar where Glinda's three shots deep and finally spilling the tea, Elphaba's ready to fight fascism, and the confetti doesn't stop flying. Ariana Grande's pop anthems get the full Broadway treatment, powering broom-flying duets, breakup ballads, and a coming-out finale that'll have you clutching your pearls. It's scandalous, ridiculously gay, and packed with heart—because in this Oz, the house isn't the only thing getting slayed.
Mike Flanagan: Bear Hug! Town Hall - Bear Week 2026
Mike Flanagan takes over Town Hall for Bear Week 2026
Cannon Ball! Pool Party
Boatslip's poolside party is pure summer energy — a daytime dance scene with the kind of crowd that knows how to have a good time, cold drinks in hand, and the sun doing all the heavy lifting. It's the sweet spot between the legendary Tea Dance vibe and a proper pool party, where you can actually talk to people between sets and nobody's pretending they're not having fun. Fridays at 11am means you can show up, stay as long as you want, and still have the rest of your day ahead of you.
Dog Tag Tea
Leather meets tea dance at Provincetown's most anticipated Friday afternoon gathering — where the Boatslip's iconic waterfront deck transforms into a celebration of community, pride, and unapologetic self-expression. The energy is electric: a packed dance floor, sun on the water, and a crowd that spans the full spectrum of leather and queer culture. This is where the leather community comes together to dance, connect, and remind each other that visibility and joy go hand in hand. Expect good music, better people, and the kind of afternoon that stays with you.
Dominick Pupa
Dominick Pupa brings the kind of comedy and performance energy that makes the Red Room the place to be on a Friday night — sharp wit, pop culture references that land, and the theatrical flair that keeps Provincetown's entertainment scene sharp. If you're into drag culture and diva energy, this is exactly the kind of night that reminds you why live performance in P'town hits different. 7pm at the Red Room.
Broadway Barbara Live!
Broadway Barbara returns to Provincetown with the show that's been selling out across the country. Expect a night of Broadway standards reimagined with her signature comedic flair, ribald backstage stories, and the occasional Fosse flourish. This is the kind of performance that reminds you why live theatre matters — sharp, funny, and utterly unfiltered.
Cannon Ball! Pool Party
Boatslip's poolside party is pure summer joy — a daytime dance party where you're surrounded by friends old and new, good music, and the kind of energy that makes you remember why you love this community. The pool deck is packed with people letting loose, the sun's out, the drinks are flowing, and there's zero pretense about it. This is the Saturday that actually feels like a celebration, not just another event to check off.
The Real Housewives of Tea Dance
Provincetown's most glamorous afternoon party gets a Real Housewives twist — expect drag performers serving looks and attitude, a packed outdoor patio with the Atlantic as your backdrop, and the kind of crowd that knows how to turn a Saturday into an event. The Boatslip's legendary Tea Dance energy meets full-on themed chaos, with live entertainment and enough drama (the fun kind) to keep things lively from 4pm onward. This is peak summer Provincetown: sun, sequins, and people who came to celebrate.
Dominick Pupa
Dominick Pupa brings the kind of high-energy cabaret performance that keeps Provincetown's Red Room packed — expect sharp comedy, pop diva moments, and the theatrical flair that makes live entertainment actually worth leaving the house for. This is the kind of show where the crowd's as much a part of the night as the performer, and Saturday at 7pm is when it all goes down.
Broadway Barbara Live!
Broadway Barbara is back in Provincetown with a night of Broadway standards, ribald show biz stories, and the kind of theatrical flair that's made her a social media sensation. Expect songs, Fosse choreography, and plenty of over-sharing as she takes you through her life and career with comedic interpretations of classic tunes. A rare chance to catch a stage legend at the Red Room.