"I couldn't even find the access road, and it was light out," Mealy said. "You really have to know where it is. It's the kind of road you don't want to take because it's so steep and narrow."
"It's very rare for someone who doesn't know the area to wind up where her van wound up," Mealy said.
Smiley and Azriel set out around 5 p.m. Saturday from their home in Silverlake, Wash., to Smiley's stepfather's home 120 miles south in Castlerock, Wash.
Investigators found Smiley's wallet, ID card and credit card in the van but no purse. There were also no overnight bags in the van, despite the fact that Smiley and her son were planning to go away for the weekend.
Divers searched the pond for two days but didn't find anything. Asked whether it's possible that they got lost in the nearby woods, Mealy said there were too many houses with porch lights on for them to not have been able to get help.
Her bizarre journey is documented by a series of surveillance cameras. Smiley and her son were spotted shortly before 8 p.m. at the Handy Pantry Food Store in Olympia where surveillance video captures them making a purchase. Police say that is where Smiley bought the wine.
At 9:08 p.m. Smiley and her son pull into the Martin Way Diner where they ordered a corn dog to go. Surveillance video from the diner caught Smiley leaving the restaurant after paying, tripping and falling in the parking lot, and then getting up and driving away with her son. They never returned for the corn dog.
Mealy said surveillance video also recorded Smiley and her son on the northwest side of Olympia peering into the windows of the Gull Harbor Market at 9:55 p.m., which was closed.
Smiley and her son kept driving, but away from the freeway. At 10 p.m. Smiley knocked on the door of a private residence where an elderly couple invited her and her son in and allowed Smiley to use the phone.
"The elderly couple gives the kid a piece of pizza, and Smiley calls her grandfather and says that these people are going to give her directions and that she got lost, but will be on her way," said Mealy.
The directions the couple gave Smiley to get back to the freeway are "not at all complicated," according to Mealy, who said the freeway is very well lit and would have been hard to miss.
Instead of taking the couple's directions, Mealy went in the opposite direction, again being recorded on the surveillance camera of the closed market.
"It would be obvious with anyone with any sense, but then again, I don't know what her state of mind is, that you weren't heading toward the freeway," said Mealy.
"Unfortunately, the next thing we know is that we're recovering her van from a private beach at 11:15 a.m. the next day," he said.
ABC News' Brian Cohen contributed to this story.