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UCF #104200149 | Updated: 2025-03-17

Decades later, no new clues to fate of all six Pickering Boys


Jay, Chad Smith, Robbie Rumboldt, Jamie Lefebvre, Michael Cummins, Danny Higgins
The last time the boys were seen was when they stumbled into the marina after a night of partying.

The Lost Boys Of Pickering

Update 2025

Private investigator Bruce Ricketts who spent years trying to find answers for the boys families, died on January 2, 2024.

Ricketts had looked into the case pro bono for more than 13 years before his death. He spent several days in 2018 sharing what he knew with the Pickering News Advertiser.

Ricketts never concluded his investigation and there is no word on whether anybody reached out to him.

Anyone with information on this case can call Durham police at 905-579-1520, or anonymously contact Durham Regional Crime Stoppers by calling 1-800-222-TIPS (8477).

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Pre-update

Pickering, Ontario — , in what would become a fateful headline, the 'Lost Boys' of Lake Ontario - and an unsolved case of multiple missing persons - has left many questions unanswered for decades.

After leaving a neighborhood basement party on a cold night a group of six teenage boys (who had been drinking) headed out for some clandestine 'goofing around' at the Lake Ontario.

The last time the Lost Boys were seen was when they stumbled into the marina on March 17, 1995 after a night of partying. Jay Boyle, 17, was with Chad Smith, 18, Robbie Rumboldt, 17, all of Pickering; Jamie Lefebvre, 17, of Scarborough; Michael Cummins, 17, of Oshawa; and Danny Higgins, 16, of Ajax.

Jay was tall and muscular, and had a blazing fastball that labelled him as a baseball phenom in his early teens. He'd done time for assault and was facing more assault and weapons charges. He also had a daughter with his girlfriend Monique, who shared a rented basement apartment with Boyle.

That night, Boyle's mother was taking care of baby Kierra, who turned 29 this year (2023). The boys broke into two marinas and stole a four-metre imitation Boston Whaler, and made off with that, a three-wheeled paddleboat they boosted the night before and a case of beer they found in another boat. Residents heard the sound of a motorboat at 2:30 and 3 a.m., but the boys were never seen again.

Disappearance of Adam, Trevor, and Mitchell O'Brien

A massive search effort was underway 36 hours after the boys were last seen. Durham and Toronto Police were joined by the Coast Guard, a Hercules C-130 aircraft and a helicopter from the Canadian Forces base in Trenton.

Nothing was ever found. None of their bodies nor the boats they were on have ever been found.

Remains encased in a pair of red pants were found in the Niagara River in 1998
Remains encased in a pair of red pants were found in the Niagara River in 1998. When Pickering teenager Jay Boyle went missing in 1995, he was wearing a pair of red Levi's jeans. Private investigator Bruce Ricketts and the family of Jay have been waiting for DNA results on the pants. - Torstar photo.

Forensic testing on a piece of clothing found in the Niagara River has yielded no new clues as to the fate of a group of teens. It took more than five years to get results of tests on a pair of distinctive red jeans found in 1998.

Boyle's family knew the DNA testing was a long shot, but still hoped it may provide some answer to the lingering questions they have about what happened to Jay and his friends. Instead, all the family has is their ongoing uncertainty.

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"They got a significant amount of DNA from the jeans … but it didn't match my brother," said Siobhan Boyle, whose 17-year-old brother Jay Boyle disappeared along 5 other teens.

It is believed the six stole a boat and a water tricycle from a marina, then took to the frigid waters of Lake Ontario for an ill-fated joy ride. None have been heard from since.

Three of the boys were caught on a surveillance video at 1:48 a.m. on March 17. Ricketts said DRPS showed screen captures from the video to the parents who identified the three boys as Jamie, Robbie and Michael.

Security footage around the same time six teenage boys went missing
Private investigator Bruce Ricketts is seeking the identity of three people seen on security footage around the same time six teenage boys went missing in Pickering in 1995. Ricketts only recently viewed the footage and is asking either the people in the video, or people who may know them, to contact him. - Bruce Ricketts photo.

Ricketts noted three people - two females and one male - entering the marina service area a short time after the missing boys were seen on the tape.

Ricketts explained the three new individuals walked across the lot, when suddenly the male moved ahead, turned to face the females and held out his arm as if he was pointing something. The video is too low resolution to make out faces or what the male might have been holding.

"These three persons are potential witnesses to what happened that night at the marina, decades years ago, and could shed a crucial light on this case," Ricketts said.

Ricketts is asking for anyone with knowledge of the event or who might know the identity of the three individuals to come forward to his tip line at lostboys.tipline@gmail.com.

7 + 4 = ?
Matt Northway

Matt Northway

Contributed by Matt Northway.

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Comments (2)

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Cathy
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Dec 2025
Cathy(Tucson, AZ, United States)says...

There was a psychic I just watched it she said the divers fell short of finding them but they stopped diving right meters 1,500 m before they would have found them in the water. And the psychic said a fisherman in a boat pulled up piece of the boat in their netting. She said the boy driving the boat decided to spin it really hard to fling everyone out of the boat and then the boat capsized.

19 December 2025 21:45
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Alexandria McDermott
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Sep 2025
Alexandria McDermott(Gananoque, ON, Canada)says...

This case is one of the mysteries that refuse to stay buried!! Tragic accident? Sinister foul play? It is a haunting journey into a night that changed six families.

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