- Regina Rae (Gina) Aldrich: Kacie Aldrich's mother.
- Kacie Aldrich: The book's central character, she is a teen trying to figure out who her father is.
- Laura Binkler: A girl who bullies Kacie.
- Dot Fegmeister: Laura Binkler's sidekick.
- Calbert: Dot Fegmeister's sometimes boyfriend.
- Thea Delacroix: Owner of the restaurant Thea's Place and the building it is in.
- Pete Jamieson: In his 60s, he is owner of the Mainlander and runs tours on Lake Superior.
- Veronica (Ronnie) Jamieson: Daughter of Pete Jamieson and an accomplished sailor who helps him run tours.
- Vince Treiland: Ronnie Jamieson's wealthy fiancé and owner of Freshlake Charters and the Redemption.
- The Pirate: Kacie Aldrich's imaginary companion.
- Bernie Macklebury: Gina Aldrich's fiancé.
- Len Mitchell: Bayfield County Human Services worker.
- Bill Durning: Bayfield County Human Services worker.
- Matthew: Guest on True Wind, an architect used to sailing on Lake Minnetonka.
- David: Guest on True Wind, a lawyer used to sailing on Lake Minnetonka.
- Jack "Kinney" McKinney: Gina Aldrich's long-ago boyfriend and sailor who returns to Bayfield.
- Micah: A friend first of Laura Binkler, then of Kacie Aldrich.
- Dr. Alder Sykes: Guest on the Redemption, married to Hattie Sykes.
- Hattie Sykes: Guest on the Redemption.
- Leo Wallace: Guest on the Redemption.
- Petunia Wallace: Guest on the Redemption, married to Leo Wallace and sister of Hattie Sykes.
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