| Name | Relationship | Notes |
|---|---|---|
| Jack Calloway (60) | Father | Owner “Jack of Jacksonville” Real Estate |
| Ellen Calloway (58) | Mother | Event Planner turned Social Organizer |
| Julian Calloway (32) | Older Brother, Cool | VP Ops “Jack of Jacksonville” Real Estate |
| Rebecca Calloway Marks (29) | Older Sister | Attorney specializing in Property Law |
| Charlotte “Lottie” Calloway (32) | Julian’s Wife | Boutique consultant |
| Alexander “Xan” Calloway (8) | Julian’s Son | |
| Bennett Calloway (6) | Julian’s Son | |
| Adam Marks (33) | Rebecca’s Husband | Corporate Counsel for a major tech firm |
| Sophie Marks (6) | Rebecca’s Daughter | |
| Sophie Marks (5) | Rebecca’s Daughter | |
| Theo Marks(3) | Rebecca’s Son |
| Name | Position | Notes |
|---|---|---|
| Marco Javier Santos | General Manager, Calloway's Castaways | 2nd Generation Filipino-American raised in a restaurant family |
| “Captain Rollo” Navarro | Head bartender Calloway's Castaways | “Retired” smuggler, old Ray contact |
| Name | Position | Notes |
|---|---|---|
| Eleanor “Nora” Whitcomb | General Manager, Moon and Wave Suites | She rarely raises her voice. |
| Name | Position | Notes |
|---|---|---|
| Delilah Rae Montgomery "Miss Dee" | Hostess of the Dolphin and Assistant to Mae | Southern Savannah Charm |