Event Dates
From: Friday, May 16, 2025
To: Sunday, May 18, 2025
Takes place each year in May and is organised by Exelsior M.C
Fire Island Leather Weekend 2025
Fire Island Leather Weekend takes place each year in May and is organised by Exelsior M.C, a social and charitable Club for Gay men celebrating leather.
- Fire Island Villas and hotels fill up almost a year in advance. Search for one now and reserve!
The Weekend
- Next Edition: Friday 16th – Sunday 18th May, 2025.
- Fire Island Leather Weekend is the party to kickstart your Summer a little early!
- The event is one of New York City‘s best leather parties benefiting Fire Island organisations.
- Events take place over the entire weekend.
- Highlights include a Social hour at the Ice Palace nightclub at the Grove Hotel, followed by a Master and Slave auction!
- On the Saturday events include a leather breakfast, a cocktail hour, a Sirs and Cigar afternoon.
- The evening continues with a cocktail hour and a dinner followed by the Mr Fire Island Leather contest.
- Sunday finishes the event with a Leather Brunch and a closing ceremony.
- Discover the best places to stay and play with our gay guide to Fire Island.
The Venues
- Island Breeze Restaurant – a classic American restaurant with great water views.
- Floyd’s – restaurant in Cherry Grove and a must for breakfast. Try their famous egg sandwiches and fresh muffins.
- Belvedere Guest House – Hosts several parties and events, located on the bay front at Cherry Grove.
- Stay in a Classic Fire Island home, 400ft, with direct beach access.
Getting to Fire Island
- Take the Long Island Rail Road (LIRR)
- From Penn Station in Manhattan, take the LIRR to either Bay Shore, Sayville, or Patchogue stations, depending on which part of Fire Island you’re visiting.
- Bay Shore: Access to Ocean Beach, Seaview, and other communities.
- Sayville: Access to Fire Island Pines, Cherry Grove, and Sailors Haven/Sunken Forest.
- Patchogue: Access to Davis Park and Watch Hill.
- Connect to the Ferry
- Once at the LIRR station, you can take a taxi or shuttle to the respective ferry terminal.
- Ferries will take you directly to your desired Fire Island community.
Where to stay close to all the gay bars.
Our top 4 selections with the best rates.
Fire island is home to some great condos and villas. Book early.
For further information and advice on
Fire Island Leather Weekend Website
You wont find may hotels on the Island and most people share houses over the Summer season or rent poolside villas during the peak events! Planning a trip to fire island requires advance planning and be prepared to spend a lot during popular holidays and festivals. Fire Island is approximately 2 hours journey from New York city.
A special property for discerning renters, this 4600-square foot gem has every amenity .5 spacious BRs w/ ensuite baths; 3 w/ private decks; master suite deck overlooks bay.
This beach home in an epic natural setting will take you away from your worries, recharge your batteries, and offer you an unforgettable experience with great views and an epic deck.
Walk through the doors of this beautiful oceanfront house and your first sight will be of a 17 foot high wall of glass overlooking the Atlantic Ocean and a massive, brand-new ocean deck.
Iconic architectural masterpiece (1961) with spectacular views offers unparalleled peace and privacy. A soaring ceiling and a wall of glass overlooking the dunes, the ocean and the bay. Beneath, the enormous master suite looks out to the dunes on one side and the pool deck on the other. Across the pool deck are 2 guest cabana bedrooms and a bathroom. Cooling ocean breezes flow day and night in this sophisticated, relaxed compound. Multiple work areas throughout.
Wake up to the sounds of the ocean waves and enjoy your coffee overlooking the ocean. End the day with a gentle swim across your personal heated pool with a window onto the sea. Brand new Modpools pool and hot-tub nestled into an airy 1200 square feet of ocean-view decks soaring 15 feet above the sand. Outdoor wet bar including beverage fridge and ice maker will entice you and the family to relax as the sun sets and the little ones play in the kid-friendly 5-foot depth swimming pool that has 3 panoramic underwater windows looking out at the ocean.
Harbor Walk, Fire Island, NY
The Pavilion has been a legend in the LGBTQ for years
49 Harbor Walk, Sayville, NY 11782
THis gay bar is a must always busy
158 Bayview Walk, Bay Shore, NY
A fun gay cocktail bar
Relaxed waterfront venue with a view, cocktails, Sunday brunch & drag shows.
36 Fire Island Blvd, Sayville, NY 11782
Sip·n·Twirl is the Pines’ prime gay lounge & club, a major dance floor – with state-of-the-art sound & video, and a DJ lineup that includes Community favorites and new faces, playing a variety of sounds, including Fire Island Favorites, & latest club sounds from around the world
1 Ocean Walk, Cherry Grove, NY 11782
This gay club has been a Fire Island staple since the mid-50’s.
Check out the top homes in Fire Island. Book well in advance – we mean months if not a year in advance, especially for signature events and high season.