In late July, Carr attempted to swim the entire 75 kilometres from Erie, Pa., to Port Dover, Ont. Instead she fell about 30 kilometres short of that goal as high waves forced her to stop swimming at Long Point, Ont.
To complete that leg of her swim, Carr was dropped by boat at Long Point in pitch black conditions just before midnight Sunday.
CBC News spoke with one of her supporters on Monday morning, who said she's on pace to reach Port Dover by noon ET Monday.
"As far as water conditions, she couldn't ask for anything better," said spokesman Aaron Gautreau. "Waves less than a foot, it's warm outside. The water is much, much calmer than her last swim and she's making incredible strides so far. She's showing no signs of slowing down."
Carr is swimming to raise money for Camp Trillium, a camp for children with cancer.
So far, she's raised more than $190,000 this summer.
Two years ago, the native of Walsh, Ont., swam across Lake Ontario at the age of 14, becoming the youngest person known to have accomplished the feat.
"The whole message of this swim is never give up, to come through with your dreams," said Gautreau.
Annaleise is swimming with a GPS. You can track her progress during the crossing here on her website.