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A Simon Wolfe Mystery Books in Order

Part ofCraig A Hart Books in Order

Find A Simon Wolfe Mystery books by Craig A Hart in order, with short summaries, historical context, and guidance for starting the series.

Last updated: July 14, 2026

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A Simon Wolfe Mystery books in publication order

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2 books

1

Night at Key West

by Craig A Hart

2018

In 1930s Key West, private investigator Simon Wolfe takes a surveillance job involving a friend's wife. When she is murdered and his friend is charged, Simon must find the truth while an unexpected friendship with Ernest Hemingway complicates everything.

2

Loose Ends

by Craig A Hart

2020

Private investigator Simon Wolfe faces another mystery where unfinished business refuses to stay in the past. As clues and motives collide, he must sort through the loose ends before someone else pays the price.

A Simon Wolfe Mystery books in chronological order

  1. Book cover for "Night at Key West"

    Night at Key West

    by Craig A Hart

    2018A Simon Wolfe Mystery, Book 1
  2. Book cover for "Loose Ends"

    Loose Ends

    by Craig A Hart

    2020A Simon Wolfe Mystery, Book 2

Series background & context

A Simon Wolfe Mystery begins with Night at Key West, a historical mystery set in 1930s Florida. Simon Wolfe is a private investigator hired to watch the wife of a friend who suspects an affair. He takes the job reluctantly, expecting an awkward piece of surveillance work rather than a case that could cost someone their life.

Then the case turns into murder.

The setting is a major part of the series' appeal. Key West is hot, crowded, and full of people who prefer not to explain themselves. Hart also places Ernest Hemingway in the story, drawing on real events and the writer's years on the island. Hemingway is not just background color, though. His presence complicates Simon's time, attention, and path through the case.

Simon is not a superhero detective. He is a working investigator trying to make sense of incomplete stories, shifting motives, and people who would rather he stop asking questions. That makes the mysteries feel grounded. The danger comes from the gap between what people say and what actually happened.

Key West is beautiful. It is not safe.

The first novel mixes a missing body, a friend facing a murder charge, and a case that grows stranger the deeper Simon digs. It balances old-school private-eye elements with the particular mood of its period, including boats, bars, fishing trips, and the uneasy feeling that the truth is always just out of reach.

The later Simon Wolfe story Loose Ends continues the series' interest in unresolved trouble and the human consequences hidden behind a criminal puzzle. Readers should expect historical atmosphere, investigative legwork, and a protagonist who has to keep moving even when the odds look poor.

Start with Night at Key West. It introduces Simon, establishes the historical world around him, and shows the mix of real-life texture and fictional mystery that defines the series. It is a good choice for readers who enjoy private investigators, Florida history, and mysteries where the setting has as much personality as the detective.

Edited by

Richard Reis

Software engineer whose passion for tracking book recommendations from podcasts inspired the creation of MRB.

Anurag Ramdasan

Lead investor at 3one4 Capital whose startup expertise and love for books helped shaped MRB and its growth.

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