
Hallmark movies place crime solvers in all sorts of curious situations. Police have been paired up with crossword editors, bakers, home renovation pros, literature professors, archaeologists, dancers, fashion designers… the list goes on and on.
Other times, it’s less about the unexpected pairings and more about the locale. A college campus, a morning TV show, Martha’s Vineyard… big cities and small towns alike. Nowhere is safe from a Hallmark mystery!
And now, we can add MYSTERY ISLAND to the list of settings for multiple Hallmark mystery movies.
We previously reviewed the first film in the series, and now we’re back to tackle the latest installment: Winner Takes All.
How does it compare to the original? Is MYSTERY ISLAND ever gonna run out of mysteries? We’re going to find out together!
First, though, a heads-up: I’ll recap the story below, and then give my thoughts on the whole endeavor. If you’d like to read my conclusions but skip the full recap, scroll down to the bottom of the post.
Ready? Okay, let’s dig in!
FILM RECAP
It’s a dark night on MYSTERY ISLAND, as police psychologist Dr. Emilia Priestly pans her flashlight back and forth by the pool, before creeping slowly back into the luxurious house.
There’s the clink of a glass. She’s not alone. She walks across the water feature and up a few stairs when her flashlight goes out for a second.
When it comes back on, BAM. Detective Jason Trent is there, surprising her. The two of them venture into the kitchen, and Emilia quotes a message about the trail “going cold.” So they check the freezer.
There’s a body inside, and they are weirdly casual about it.
Suddenly the Baroness is there, and we shift to a well-lit office as she, Jason, and Emilia toss ideas back and forth. They’re workshopping a new murder mystery. Fredericks, the house manager and CEO of MYSTERY ISLAND, claims he can’t find the unused mystery storylines written by John Murtaugh, the island’s creator (and the victim in the previous film).
The Baroness has a video call with Carlos, their lead investor, and it turns out he has named the Baroness COO of MYSTERY ISLAND. To generate funds and interest, she proposes a puzzle contest where the top solvers win tickets to attend a murder mystery on MYSTERY ISLAND. And if they solve the mystery that weekend, they win a cash prize. She also suggests inviting celebrity crime novelist Cassandra Cornwall to help promote the event.
They have a tight deadline to deliver a draft of the event to Carlos, and Emilia and Jason immediately start bickering about their other jobs and responsibilities.
Cut to Emilia sitting poolside, where she talks to Jason on the phone and they awkwardly discuss how awkward they are together and that they enjoy working together. Awww…kward.
We then jump-cut to the contest weekend and a shot of our eyepatch-wearing white-tuxedoed pal Fredericks, as he introduces a staff of ten employees to Emilia and Jason.
Emilia and Jason give the staff (and the viewers) a rundown of the invited guests:
- NYPD detective Bobby Teller, who solved the contest puzzle in 32 minutes
- Bobby’s plus one, his brother Davis, an investment banker
- Alice Whatley, a whodunit podcaster who solved the puzzle in less than an hour
- Alice’s plus one, her aunt Louise Baker, a hotel manager from Manhattan
- Cassandra Cornwall, who is an old friend of John Murtaugh
- Cassandra’s plus one, her useless husband Ted
The Baroness will also be playing, and has brought her new boyfriend James, a Texas oilman, with her. Emilia and Jason will be undercover as staff to help run the event.
Fredericks informs the guests about the murder boards in their rooms to assist in their solving, and that today’s event starts as soon as they enter their rooms. At some point, a body will drop.
(If one of the invited guests is the victim, they’ll be housed in the “deceased bungalow,” which has a jacuzzi and is adjacent to a golf course. Davis likes this idea and suggests someone kill him.)
Jason then collects everyone’s phones, and the guests discuss detective novels like those of Agatha Christie, Evelyn Murtaugh, and Cassandra Cornwall. It turns out, James and the Baroness bonded over one of CC’s books on a long flight.
Everyone scatters to their rooms, eager for the event to begin.
In the Baroness’s room, James knocks at the door and kisses her. His Texas oilman accent is an act, but apparently his affection for her is real. (They have switched rooms at his request to give her a nicer view.) Since James is an actor and employee of MYSTERY ISLAND, the Baroness is hiding their true relationship from Emilia for now.
Or so she thinks. We cut to Emilia, who suspects something is up with the Baroness and James. Emilia and Jason awkward-flirt some more and she continues offering snacks to the guests while Jason bartends.
Emilia sees Fredericks looking awfully chummy with Aunt Louise, which piques her interest. Alice talks to CC, mentioning she’s done several podcasts about CC’s books, and inquiring if CC would be a guest on her show sometime. CC is cold in response, then walks off after Fredericks.
Emilia follows and overhears CC telling Fredericks that he owes her. When they notice Emilia, Fredericks covers by saying CC is unhappy with her room, and Emilia offers to handle the problem. Ted asks about the room, but CC blows off Ted and walks away.
Emilia asks Fredericks about his conversation with Aunt Louise and he similarly blows her off. Boy, Emilia has only been cosplaying as staff for like FIVE MINUTES and she’s getting the full food service experience.
Cut to dinner time, where everyone is seated except James, who arrives late, back to full cowboy accent. Fredericks informs everyone that they should all be in the game room at 9 PM sharp, but not a moment before.
During dinner, Alice asks if Bobby would go on her podcast, and he asks her in reply how she solved the puzzle so fast. (Um, didn’t he solve it faster than her?)
She admits Aunt Louise helped a bunch. Davis claims Bobby also needed help, and Bobby mentions Davis was kicked out of three colleges and downplays his achievements as an investment banker. What a jerk!
James stirs the pot by claiming Davis’s boss was his advisor, but he fired him. Then he targets CC, telling her he’s not actually a fan of her books and that bringing CC to the island is a waste of time and money. He claims it’ll be different “when he’s running things” and the Baroness tries to shut him down, saying Carlos isn’t interested in selling. James replies that he’ll just have to take the island from him, then. Oooh, heavy-handed intrigue.
Emilia and Jason slip away, pleased at how their mystery is playing out so far. She spots Fredericks standing alone by the pool and again asks him what’s going on, but gets nowhere with him.
They retreat to the game room, and we see the guests gathered around a Scrabble board. Davis and Ted are missing, though, and Aunt Louise goes to look for them. James starts making drinks while Fredericks slips out.
James focuses on Alice this time, claiming he’s going to buy the podcast network her show is on, and her crime podcast will have to be more family friendly.
Davis finally arrives, and Ted shows up not long after. James puts the tray of drinks on the Scrabble board and spins it around, mixing up the drinks. Aunt Louise returns, and everyone toasts.
James begins choking, and several guests tend to him, while CC blithely claims the game has started.
But everyone is shocked when the gazebo bursts into flame outside. James stands up, suddenly fine. But Emilia and Jason are shocked.
The explosion isn’t part of the script.
COMMERCIAL BREAK!
Jason uses a fire extinguisher and puts out the burning gazebo, and they find Fredericks on the ground nearby. Before he dies, he whispers the word “arrest” to Jason.
Bobby tries to handle the investigation, but Jason and Emilia reveal their true roles and send everyone inside. Aunt Louise is crying, while everyone else is stunned/confused.
They find a tripwire in the wreckage of the gazebo, which Fredericks must have tripped, alongside a destroyed briefcase that they believe contained the explosives.
Jason goes to the office to call the mainland while Emilia collects everyone’s passports. James reveals to the guests his true identity as an actor so there are no more secrets.
Oh James, there simply MUST be more secrets. We’re only 30 minutes in.
(Also, from this point forward, to avoid confusion, we will refer to him and his fictional counterpart as Actor James and Victim James, respectively.)
Bobby recognizes him from an improv show he did years ago on a cruise ship. The Baroness gushes about Actor James’s brilliant performance in an off-Broadway show based on the story of Orestes.
The next morning, the Baroness and Emilia find Jason going over security footage from the island. He’s managed to eliminate any of the staff members as suspects for the explosion, leaving only the guests as potential killers.
Jason uses the passports to see if any of the guests had previously come to MYSTERY ISLAND and interacted with Fredericks. They also discuss a trip the Baroness and Fredericks took to New York to find an actor (where they hired Actor James), so all that NY-centric backstory for the guests is surely going to come into play at some point.
Emilia and Jason question the Baroness first, and Emilia confronts her about her relationship with Actor James.
We get interrogation scenes next:
- CC reveals that her publisher wants a MYSTERY ISLAND tie-in for her next book, and she approached Fredericks about it, but she was unhappy with the results
- Ted plays dumb, claiming he was stargazing near the gazebo
- Davis claims he’s the one who solved the contest puzzle, not Bobby
- Davis also claims Bobby was previously in financial trouble, but “figured it out”
- Aunt Louise confirmed she met with Fredericks on that New York trip
- Louise claims she and Fredericks were in love years ago, but Fredericks broke it off, only to reconnect with her recently, giving her and Alice the solution to the contest puzzle so they could come to MYSTERY ISLAND
- Louise says Fredericks was going to resign and no longer work for MYSTERY ISLAND, so he and Louise could be together and “live an opulent lifestyle”
(Emilia and Jason talk about Fredericks’ demotion, which is weird. He was named CEO at the end of the last film, while the Baroness is now COO, implying he’s lost some influence. But later, they mention Fredericks as CEO still… so where did the demotion happen?)
COMMERCIAL BREAK!
The title changes continue as Ray — former coroner, now police chief — arrives with several cops to help investigate.
They head to Fredericks’ room, which has clearly been searched already. Ted and Davis, as the people late to arrive to the game room that night, are the top suspects.
Ray finds a secret safe with a fingerprint lock and his team gets to work collecting DNA from the guests.
More interviews ensue:
- Actor James asks if his death scene was convincing
- Actor James also hands over a note he found in his room that reads “meet me at the gazebo tonight for some real fun”
- They realize the note is freshly typed, so they go looking for a typewriter.
And wouldn’t you know it, Evelyn Murtaugh’s typewriter is missing from the library.
They show the Baroness the note, and she thinks Actor James was the target, not Fredericks. But she never told anyone that she and Actor James switched rooms, so Emilia and Jason believe she was the actual target.
Emilia and Jason move the Baroness to a safe room since she’s still in danger. Everyone else gets sent to their rooms while Ray heads back to the mainland with the body and the DNA samples.
Jason cooks some food for Emilia and they discuss Fredericks’ secrets before starting to profile the killer. They’re very casual about walking around a manor with a murderer lurking nearby.
Emilia goes back to the kitchen for her forgotten key and is startled by Alice, who she ABSOLUTELY DECKS by accident!
COMMERCIAL BREAK!
Alice is surprisingly cool about getting punched in the face, and offers her services as a mystery solver to Emilia.
Emilia shuts her down, saying that she’s not good at solving mysteries, she’s good at telling stories about mysteries others have solved. (Plus Fredericks provided the solution to the puzzle for her). Alice admits that she came to MYSTERY ISLAND hoping to boost the visibility of her podcast.
The next morning, Emilia is working at the murder board when Jason arrives. They ponder if the death is intended to tarnish the island’s reputation and push Carlos to sell MYSTERY ISLAND.
They check on the Baroness, who excitedly shares her conclusion… the same one Emilia and Jason just discussed. They spoil her moment, but only a tiny bit.
Outside at a lavish buffet, Bobby talks to Alice and offers to team up, but she turns him down. He asks if his brother told her he’s a lousy detective, which he denies. He then brags about deducing that the Baroness and Actor James are a real couple, but the fact that they are embracing quite openly RIGHT IN FRONT OF THEM AT THIS VERY MOMENT hurts his case as a brilliant detective somewhat. (We also see something in Bobby’s ear.)
Jason mentions the investigation is ongoing and asks them all to stay. Davis suggests the group continue solving the original murder game as a distraction. Everyone but Bobby likes this idea, and he walks off.
Actor James and the Baroness retire to the deceased bungalow, since he was the game’s victim and the game has resumed. Jason asks Davis to help keep Bobby around while they’re investigating, and Davis mentions that Bobby could use the prize money, since he might have to retire early. Apparently he’s being investigated by Internal Affairs for taking bribes from a prominent crime family.
Jason tells Ray about the New York crime connection when Alice interrupts to apologize to Emilia about last night. She then asks if Actor James and the Baroness are a couple (WHY DO THEY KEEP ACTING LIKE THIS IS A BIG SECRET?!) and they ask if she figured it out. She mentions Bobby did, and they wonder who told him.
They clock the thing in Bobby’s ear, and believe he knows about Actor James and the Baroness because of a listening device planted in the library. They find the listening device and check the other rooms, in case he’s bugging them as well.
In the deceased bungalow, Actor James and the Baroness talk, and he pitches returning to the mystery as a new character. Emilia and Jason arrive, requesting their help.
They stage an emergency to lure out Bobby and prove he’s the one who planted the listening devices. Bobby arms himself with a corkscrew and heads to the beach, where he finds the Baroness confronting a man in a dark hooded jacket.
When he approaches, the man turns around and reveals himself to be… Jason. The trap is sprung!
COMMERCIAL BREAK!
While Jason takes a call from the cops on the mainland, Bobby and Emilia talk about police work and masks. He namedrops his mentor, a detective who relocated to Boston.
When he hands over the listening devices, Jason mentions that the investment group looking to buy MYSTERY ISLAND is run by the same crime family that supposedly bribed Bobby. Bobby lawyers up rather than answering any more questions.
They leave Bobby’s room and overhear an argument between Aunt Louise and CC about Louise’s relationship with Fredericks.
As Jason and Emilia await the chief’s arrival, Emilia connects that Jason’s mentor and Bobby’s mentor were the same cop, Detective Ruiz. (In the previous film, Jason mentioned Ruiz’s murder was unsolved.)
With Ray’s help, they open Fredericks’ fingerprint safe and find the missing mystery plots written by John Murtaugh, along with contracts for a $2 million dollar estate in Scotland.
Jason calls the realtor and confirms Fredericks already put down a million for the estate and planned to pay the rest in a week. Where would he get this money so quickly?
As the Baroness reads through the missing mystery plots, she recognizes one of Murtaugh’s mysteries as the plot of one of CC’s novels.
They compare all of the mystery plots to CC’s books, and each Murtaugh mystery predates the novel based on it. Every CC mystery has been stolen.
They confront CC about this, accusing her of rifling through Fredericks’ things. They believe she was upset that he was out of mystery plots for her, and her newest book is suffering delays because of it.
COMMERCIAL BREAK!
CC claims she was happy to pay Fredericks because of her publishing success, and that she didn’t kill Fredericks. She needed him alive to help her finish her next book.
Back at the deceased bungalow, the Baroness wonders if she wasn’t the target after all, but Emilia and Jason still aren’t sure. They then meet Hugh Walsh, aka Actor James’s new detective character.
As Hugh and the Baroness rejoin the game, Emilia and Jason head to the murder board, but are stumped. They’re missing something.
Jason goes to talk to Bobby about Ruiz. They discuss Ruiz’s murder (and add the detail that Ruiz was drugged before he was killed) but Bobby still refuses to talk without his lawyer present.
In the game room, Hugh is talking to Louise, Alice, and the Baroness, and they discuss the game’s murder, returning to the drinks spinning on the Scrabble board. Alice deduces that Victim James picked up the wrong glass and was killed by his own drink… meaning that he intended to kill someone else.
Emilia and Jason bring food to Bobby’s room and discover he’s hung himself.
COMMERCIAL BREAK!
As Jason throws a sheet over Bobby’s body on the bed, Emilia spots the missing typewriter in Bobby’s room. There’s a suicide note from Bobby to Jason typed on it, confessing to Fredericks’ murder. But Jason can’t read the entire note without contaminating the crime scene. (Which is weird, because someone would have had to scroll the paper back down for all the text to NOT be visible on a typewriter.)
They tell Davis about Bobby’s death and the confession, and Davis refuses to believe that Bobby would kill for money, despite his shaky ethics. They fill in Actor James and the Baroness, and then overhear cries for help.
Davis and Ted are fighting near the pool about a deal gone bad, and we finally get the truth about why Davis and Ted were late to the game room on the first night. Ted cut a deal to get Davis as his financial planner in exchange for CC taking on Bobby as a contributor to her next book. (Ted was desperate, he’d lost most of CC’s money in the stock market.)
The chief examines Bobby’s body, and determines he was strangled BEFORE he was hanged, so it was murder, not suicide. Emilia spots that part of Bobby’s murder board was wiped clean, so she suspects he’d figured something out before he died.
They read the rest of the note from the typewriter and see that the word “defence” is spelled the British way, not the American way. So Jason wants to talk to the Baroness again.
Naturally, she’s upset she’s gone from potential victim to potential suspect. Actor James is similarly upset, and goes for a walk while Emilia and the Baroness chat.
The Baroness mentions MYSTERY ISLAND’s bad luck and suggests she might tell Carlos to sell the island and she’ll just move to New York and live with James.
Jason works at the murder board when Emilia arrives, frustrated that MYSTERY ISLAND might be going away. She and Jason resolve to listen to all of the recordings Bobby made, convinced that he heard something that they missed.
COMMERCIAL BREAK!
We get a montage while Jason and Emilia eat pizza and listen to Bobby’s recordings. When a marker runs out, Emilia goes to the Baroness’s desk for more, and finds it out of order. Someone has been in the password book! (So, you know, maybe hide it better if it’s so valuable?)
They check the computer and find that Bobby was the last person who logged in. They look at the computer history and see something important. They stare importantly at it, and at each other. IMPORTANT.
Cut to the big gathering scene. But not the one we expect.
Louise and Alice have collected everyone to solve the murder of Victim James. They focus on the person who stopped the rotating Scrabble board and caused Victim James to pick the poisoned drink… the Baroness!
She dated Victim James, lured him to MYSTERY ISLAND, and then killed him to protect her beloved murder-happy game locale.
The Baroness congratulates Alice and awards her the prize money, but they’re interrupted when Jason strikes the gong in the corner of the foyer.
The cops arrive, and Jason and Emilia wheel in a murder board for their own grand reveal. They accuse Actor James of killing Bobby because Bobby recognized him from that improv show years ago.
In fact, they believe all of the misdirections (the note under James’s door, the fake suicide, the British spelling of “defence”) were the work of Actor James!
FINAL COMMERCIAL BREAK!
It turns out Actor James and Fredericks worked on the same cruise ship seven years ago, and Bobby found this out.
Fredericks and the Baroness had gone to New York to find an actor to play their Texas oilman, and they saw Actor James performing in Orestes.
And Orestes sounds an awful lot like “Arrest” when spoken by a dying man. GASP.
They ping-pong between three main topics: Fredericks, Bobby, and the cruise ship, and it’s sort of a mish-mash of random facts for a bit. They believe that Fredericks knew about a murder Actor James committed… seven years ago. Bobby didn’t know the details, but the connection between Actor James and Fredericks was enough leverage for him to try to shake down Actor James for money.
But Actor James killed Bobby instead and staged his suicide.
Emilia and Jason followed Bobby’s lead down the rabbit hole, uncovering how Actor James’s father died in prison… and how Actor James blamed the detective that put his father in jail: Detective Ruiz, Jason and Bobby’s mentor.
Actor James had discovered the offshore accounts where his father had hidden his embezzled money, and Fredericks tried to blackmail Actor James into helping him pay off his Scottish dream home with Louise.
Actor James was supposed to bring the money to the island to hand it off to Fredericks, but instead, he killed him and tried to pin it on Bobby while using the Baroness as a distraction.
Sadly, this is all conjecture. They have no hard proof of James’s involvement in Fredericks’ or Bobby’s murders. OH NO, WILL ACTOR JAMES GET AWAY WITH IT?
Well, no.
But why not?
They don’t have proof of him killing Fredericks or Bobby, it’s true. But they DO have his DNA from Ruiz’s murder, because he spat in Ruiz’s face before he killed him.
He is arrested and dragged off, still claiming he loves the Baroness. She looks around, baffled by the entire reveal.
In our closing scene, the guests have left, and Emilia, Jason, and the Baroness decompress after the long weekend. CC wants to write a book about the weekend’s events, but the Baroness would rather Emilia write it instead.
She leaves, and Emilia and Jason discuss the book and return to their flirty banter from before, a bit less awkward now.
The end.
CONCLUSION
This was a curious watch. I enjoyed the actual mystery more than the murder in the original film, but I don’t feel like the filmmakers played entirely fair with the viewers this time around.
Like many murder mystery novels of the past, crucial information was kept out of our hands, so when the big reveal rolled around, we couldn’t really conclusively point to a suspect ourselves, due to lack of evidence.
There are huge assumptions in the big reveal that don’t feel like genuine deductions, and it makes both Bobby’s actions and the last murder seem a bit nonsensical. (Strangely enough, the actual solution of this film’s mystery feels more like the FAKE solution to the previous film’s mystery.)
I’m not saying the story doesn’t wrap up nicely. They manage to tie both movies together in an interesting way… but as someone who likes to try to solve the case alongside the protagonists, I felt a little cheated.
I’ve lamented in the past about escape room puzzles that feel non-intuitive, and this murder mystery gave me the same lack of satisfaction.
And given how Winner Takes All wrapped up all the loose ends from the previous film, I wonder if there’s anything more for a follow-up to accomplish. This might be a one-and-done (well, two-and-done, anyway).
You should definitely watch it for the fun twists and tropes, though. It’s not a bad way to spend a couple of hours.
Did you enjoy your return visit to MYSTERY ISLAND, fellow puzzlers? Let me know in the comments section below!

































































































































