— Fiona after Widdershins says "he who hesitates is lost"
Fiona, full name possibly Fiona Widdershins (it is unknown if she took her stepfather's surname), is introduced in The Grim Grotto.
Fiona is a very intelligent teenage girl who studies mycology (fungi, mushrooms and the like).
She apparently dislikes how male pronouns (he, him, his) are often used as a default in the English language, as she always adds "or she" whenever her stepfather does it.
Fiona is the stepdaughter of Captain Widdershins and he told her that her father moved away when she was young, and that her mother was remarried to Captain Widdershins. He continually tells Fiona that her mother died in a "manatee accident," though Fiona doesn't believe it was an accident; indeed, towards the end of the book, it is revealed that Widdershins was wrong about this. It is possible that he is her actual biological father and lied about being her stepfather.
Later, in The End, an unrelated character named Miranda Caliban claimed her husband Thursday was eaten by a manatee to cover up for the fact that they had broken up. It is unknown whether these two incidents are related, but suggests Mrs. Widdershins and Miranda Caliban may be the same. Kit Snicket also mentions in The End she recently talked to Thursday, possibly referring to Captain Widdershins while on the Queegqueg. This could suggest Friday being Fiona's sister or half-sister, given that Fiona/Fernald/Friday are all F-names.
Fiona is the sister of Fernald, the Hook-Handed Man, and although their last names are unknown, he rejects the Widdershins surname. Fiona is fiercely loyal to her brother.
She actually met Count Olaf before the series, when she was an infant. Olaf mentions he attempted to throw thumbtacks into her cradle.
The Grim Grotto
Fiona first appears when Violet, Klaus and Sunny Baudelaire enter the Queequeg. Though she is not part of the Queequeg's "Crew of Two," she is the ship's head engineer. Fiona is the first non-Baudelaire that can actually understand some of Sunny's utterances.
Later, Fiona goes with the Baudelaires into the Gorgonian Grotto to look for the sugar bowl, but when the four children come back, empty-handed, they find the Queequeg deserted; Captain Widdershins and Phil had been convinced by an unnamed woman to abandon the ship. Count Olaf then captures the submarine with his own, the Carmelita, and takes the Baudelaires and Fiona to the brig to be tortured by the Hook-Handed Man, who turns out to be Fiona's long-lost brother Fernald. The Baudelaires and Fiona persuade Fernald to join them and help them escape. The Baudelaires escape, but Fiona and Fernald are caught and tell Esmé Squalor that they support Count Olaf. At this point, Esmé begins to call Fiona "Triangle-Eyes," due to the triangular shape of her glasses.
Later, Fernald persuades Fiona to really be part of Count Olaf's troupe. Violet is the first to truly see Fiona's volatility.
Fiona and Fernald do not appear in The Penultimate Peril, but Count Olaf says that the two betrayed him and stole the Carmelita.
Fiona and Klaus relationship
Fiona kisses Klaus before she leaves with her brother in The Grim Grotto, suggesting some romantic involvement. Klaus appears to return her feelings; he reacts to her post-kiss vanishment with, "How could someone so wonderful do something so horrible?" In The Penultimate Peril, Snicket mentions that "Fiona broke Klaus's heart," which is repeated multiple times in The End. Kit Snicket tells Klaus before her disappearance that "Fiona was so desperate to reach [him]," and "she wanted [him] to forgive her as well."
- She is described as "a bit older than Violet". Since Violet turned 15 in The Grim Grotto, that means Fiona is probably 15 or 16 years old.