Inside Long Island’s ‘Point Break’ where daring winter surfers ride waves amidst the snow: ‘This can be deadly’

Winter Surfing at Montauk Point

At Montauk Point, Long Island, local surfers are embracing the chilly Atlantic waters, channeling their inner Patrick Swayze for some intense winter surfing.

“This could definitely be dangerous,” said Dr. John Kavanaugh, a seasoned winter surfer with long hair and a goatee, just before he headed out into 70-degree windy conditions at Ditch Plains. “Some days, you even find ice blocks in the water… People often think we’re a bit crazy for doing this.”

But it’s not just East Hampton chiropractors who are catching waves in the winter. On a recent Wednesday afternoon, about a dozen surfers were out braving the cold off the Montauk bluffs.

“When the waves are good, it can get pretty packed, even in winter. You’d think it’s summer with all the people around,” Kavanaugh, now 60, observed. He noted that the beach is often crowded, even during the off-season.

New Wave of Surfers

The cold waters have seen a shift from a niche group of thrill-seekers to a more diverse crowd that’s typically more affluent. Kavanaugh humorously remarked, “Surfing is no longer just for high school dropouts.” His dog Ozzy was by his side, looking rather like a beach mascot. “Now, there are doctors and lawyers out here, too.”

“Working from home has changed things for a lot of folks. Plenty of finance professionals surf year-round,” Kavanaugh said, still catching waves before returning to his chiropractic practice.

While he appreciates the quieter, less touristy winter beaches, regulars have to navigate around a few extra surfers in the water—kind of like dodging buoys.

Even in winter, when Montauk often feels deserted, there’s a unique sense of community among those who brave the cold.

Kavanaugh has a knack for turning a simple beach outing into a festive cookout. He brings a custom-carved log to create a fire pit, gathering friends for warm meals under the chilly sky. “We celebrate. A big bonfire is the best way to go. Loads of food, hot drinks… it’s a blast.”

He’s shared stories of memorable winters spent with friends, reminiscing about a holiday season that felt as vibrant as Aspen, full of sun and fun.

Braving the Cold

Diving into icy waters isn’t just about thrill-seeking; it requires a certain level of perseverance. “It’s a whole different ball game during the winter. The water feels heavier, and you just move slower in this wetsuit,” Kavanaugh explained. “You have to stay alert with this cold stuff.”

He knows the risks all too well, recalling a summer experience where he almost drowned in massive 25-foot waves, alongside others who were panicking.

Those who take the plunge into Montauk Point’s frigid waters do it for more than just bravado. “It’s beautiful out there, especially in winter when the waves are at their best,” Kavanaugh shared, claiming he could hold his breath underwater for quite a while on a clear day. “There’s something exhilarating about it. You can’t really get that sensation in summer. You hop in, and it just wakes you up!”