FIRE ISLAND
BEAR WEEKEND
JUNE 11-15, 2026
Five days. Endless nights. One legendary island.
This June, Fire Island turns up the heat as bears, cubs, chubs, admirers, and friends from around the world descend on the Pines & Cherry Grove for the most seductive, unapologetic, and unforgettable bear event of the summer.
From sun-drenched afternoons on the beach to sweat-soaked dance floors after dark, Fire Island Bear Weekend is where desire meets community—and the vibe is as thick as the bodies. Expect poolside flirtation, moonlit walks, packed parties, intimate moments, and that unmistakable Fire Island electricity that keeps you coming back for more.
This is not just a weekend. It’s a takeover. It’s a reunion. It’s where confidence is contagious, clothes are optional, and every look holds a promise. Whether you’re here to dance until sunrise, connect with old friends, make new ones, or indulge in the kind of freedom only Fire Island can offer—this is your moment.
Fire Island Bear Weekend 2026
If you know, you know.
If you don’t—this is the year you find out.
EVENT SCHEDULE
THURSDAY JUNE 11
BEERS & BEARS OPENING NIGHT PARTY
CHERRY’S 8PM
FRIDAY JUNE 12
BEAR ASS TEA
THE BELVEDERE 4PM
HIGH TEA
THE PINES PAVILION 8PM
SATURDAY JUNE 13
VIP EVENT
ALEXIS MICHELE OF RPDR
REFLECTIONS 12PM
FIRE ISLAND BEAR CONTEST
CHERRY’S 4PM
TRUCK STOP
MUSIC: BRADY PRINCE
PINES PAVILION 10PM
SUNDAY, JUNE 14
BEARDED DRAG BRUNCH
THE BLUE WHALE 12PM
URBAN BEAR MEGA POOL PARTY
THE TRYST POOL CLUB 2PM
SHOWTUNES SUNDAY
PINES PAVILION 10PM
MONDAY JUNE 15
THE PIXIE AVENTURA SHOW
PINES PAVILION 10PM
*Daily Meetings Available for Those in Recovery
LIMITED VIP WEEKEND PASSES AVAILABLE
VIP PASS HOLDERS GET THESE ADDED BENEFITS:
VIP EVENT with ALEXIS MICHELLE of Ru Pauls Drag Race & All Stars @ Reflections
Discounted Bearded Drag Brunch @ The Blue Whale ($30; regularly $65)
omplimentary Luggage Check at Sunday's Mega Pool Party
Complimentary admission to Showtunes Sunday at The Pavilion
Complimentary admission to The Pixie Aventura Show at The Pavilion
10 % discount on all drinks at Beers & Bears and The Fire Island Bear Contest at Cherrys, Truck Stop at The Pavilion, Mega Pool Party at The Tryst Pool Club plus High and Low Tea in The Pines.
10% discount on all food at The Pines Canteen, The Blue Whale and Cherry Lane Restaurant
Thursday
June 11
BEERS & BEARS
DJ TED BISHOP
Opening Night Party
Cherrys 8PM
Get the weekend going at Cherry's on the Bay for the legendary BEERS & BEARS Opening Night Meat & Greet at 8:00 PM. Hosted by the one and only Danny J with beats from DJ Ted Bishop. Grab a cold one, lock eyes with someone dangerous, and let the games begin.
Free with your FIBW All Access Pass or $10 at the door.
FRIDAY
June 12
BEAR ASS TEA
DJ INSYX PIRANHA
Clothing OPtional Pool party
THE BELVEDERE 4PM
Strip down (or don't!) at the Bear Ass Tea Pool Party at the Belvedere Guest House for Men, starting at 4:00 PM. Clothing optional. Open bar. Music by DJ INSYX Paranah. Hosted by Urban Bear's Robert Valin & Danny J. Wet, wild, and exactly the kind of afternoon you'll be telling stories about for years.
Open Bar 4pm to Sunset
Free with your FIBW All Access Pass or $75 at the door.
SATURDAY
June 13
RuPaul’s Drag Race & All Stars’
ALEXIS MICHELLE
VIP PARTY
REFLECTIONS 73 BAY WALK FIRE ISLAND PINES 12pm
Turn it up at the FIBW VIP Party at Reflections in Fire Island Pines, featuring the legendary ALEXIS MICHELLE of RuPaul's Drag Race. Cocktails, charisma, and a room full of the weekend's hottest faces. This one's exclusive — so dress to thrill.
*Included with your VIP ACCESS PASS; $50 at the door
SATURDAY
June 13
FIRE ISLAND BEAR CONTEST
CHERRY’S
DOORS OPEN 4PM
CONTEST at 5PM
The crown is up for grabs at the Fire Island Bear Contest, 5:00 PM at Cherry's on the Bay. Think you've got what it takes? Email dan.jimenez@fireislandbearweekend.com for the contestant application. Spectators welcome — and encouraged.
Free
SATURDAY
June 13
TRUCK STOP
MUSIC: BRADY PRINCE
PINES PAVILION 10PM
The moment you've been waiting for. TRUCK STOP at The Pines Pavilion, the weekend's blockbuster main event, presented by Fire Island Bear Weekend, The Urban Bear, MISTR and The Tryst Pool Club and SpikedAde. Powerhouse sounds from DJ Brady Prince (BRUT, Folsom Street Fair, Chicago Market Days). Bring your stamina. You're gonna need it.
Free with your FIBW All Access Pass.
$30 advance; $40 at the door.
SUNDAY
June 14
BEARDED DRAG BRUNCH
THE BLUE WHALE 12pm
Pull yourself out of bed (or somebody else's), throw on something fabulous, and float over to The Blue Whale for the BEARDED DRAG BRUNCH — the campiest, hairiest, most deliciously unhinged brunch on the island. Think bottomless mimosas, beards in full beat, and queens who will read you between bites of eggs benedict.
They'll bring the show. You bring the beards. And honey — anything else you want to throw on to get into the spirit— feather boas, last season's caftan, your best Maybelline or that wig you swore you'd never wear in public. The more, the merrier. The messier, the better.
Drag is strongly encouraged. Glamour is non-negotiable. Talent? Optional. It's drag. It's brunch. It's beards. It's everything. Come hungry. Leave glittered.
*$65; $30 with your VIP ACCESS PASS payable to The Blue Whale
SUNDAY
June 14
URBAN BEAR
MEGA POOL PARTY
DJ NOBL3 B3AR
THE TRYST POOL CLUB
2pm-6pm
Go out with a splash at The Urban Bear Mega Pool Party, 2:00 PM to 6:00 PM at the harbor in gorgeous Fire Island Pines. Cabanas, luggage check, and pure poolside seduction with DJ NOBL3 B3AR (Furball, CAKE, Pride Bear Blast) on the decks. The perfect last dip before reality calls you home.
$30; Free with All Access Pass
PLUS:
SUNDAY JUNE 14
SHOWTUNES SUNDAY
THE PAVILION 10PM
MONDAY JUNE 15
THE PIXIE AVENTURA SHOW
THE PAVILION 10PM
$10; Free with your VIP Access pass
ACCOMMODATIONS
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THE BELVEDERE
CHERRY GROVE
The Belvedere Guest House is the island’s only all-gay, clothing-optional resort, perfectly situated on the bay and only 500 feet from the beach. This Venetian-style retreat features a rooftop terrace and bayfront deck with stunning sunsets, a pool, hot tub, private gym, and easy access to the island’s beaches, nightlife, and iconic venues—making it an ideal base for everything Fire Island has to offer. belvederefireisland.com -
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OCEAN GROVE HOTEL
CHERRY GROVE
Fire Island’s largest hotel located in Cherry Grove and home of the world famous Miss Fire Island contest! Only steps away are the beach, restaurants, shops, dance clubs and bars, catering to your every whim. grovehotel.com -
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REFLECTIONS
THE PINES
Few homes in Fire Island have the mystique and history this house does. This bright shinning white home with multi colored camel statues is one of the first you see as you come over on the Pines ferry. Amazing views, spacious rooms and comfortable surroundings makes this a great place to stay during Fire Island Bear Weekend! https://reflectionsfip.com/
THE SEARCH FOR FIRE ISLAND BEAR 2026 BEGINS!
You Don’t Have to Be Perfect to Be Mr. Fire Island Bear…
You just have to be authentically you.
Every year, men from across the community step forward to compete for the title of Mr. Fire Island Bear — not just for the crown, but to celebrate confidence, body positivity, and the incredible diversity of our bear community.
Some contestants are performers. Some are shy guys stepping out of their comfort zone. Some just love Fire Island and want to represent it.
What they all share is personality, heart, and the courage to step on stage. If that sounds like you — we want you to apply.
The Winner receives a $300 Cash Prize Plus Gift Certificates from Community Businesses
including K-Straps, Urban Bear & Others.
Contest Categories
• Off-Stage Interview
• Bear Wear
• Leather or Sexy Underwear
• Confidence & Personality
• On-Stage Q&A
• Fan Favorite Bonus Round
Send a short bio to Dan.Jimenez@fireislandbearweekend.com and tell us why you’d like to be Fire Island Bear 2026 by applying below
PICTURED ABOVE: DOM IMPALA, MR. FIRE ISLAND BEAR 2025
Born in Jamaica and now a vibrant part of the NYC bear community, Dom Impala has become a familiar face on stages across the city as a gogo dancer, performer, and event host. Since moving to New York from Florida in 2017, Dom has brought his charisma, energy, and unmistakable presence to the scene—culminating in his win as Mr. Fire Island Bear 2025.