The Whoopee Boys

The Whoopee Boys

Year: 1986

Runtime: 88 mins

Language: English

Director: John Byrum

ComedyRomance

In a series of ill‑fated schemes, two obnoxious, dim‑witted misfits try to rescue a school for underprivileged children. Their plan hinges on infiltrating Palm Beach’s glittering high society to steal the funds they need, but their blunders constantly land them in the wrong place at the wrong time, while they stumble through clueless social rituals and inevitable chaos.

Warning: spoilers below!

Haven’t seen The Whoopee Boys yet? This summary contains major spoilers. Bookmark the page, watch the movie, and come back for the full breakdown. If you're ready, scroll on and relive the story!

Timeline – The Whoopee Boys (1986)

Trace every key event in The Whoopee Boys (1986) with our detailed, chronological timeline. Perfect for unpacking nonlinear stories, spotting hidden connections, and understanding how each scene builds toward the film’s climax. Whether you're revisiting or decoding for the first time, this timeline gives you the full picture.

1

Departure North for Palm Beach

Jake and Barney, two dim-witted street peddlers, flee the frozen north in search of work transporting cars. They apply to a company and are denied the chance to drive a Cadillac to Palm Beach. Jake flirts with the owner and threatens to eat her goldfish to seal a deal.

Early Northern city / company
2

Palm Beach Arrival and Party Crash

The duo arrives in Palm Beach and crashes a party hosted by a rich elderly couple who have lost their dog. Their disruptive presence shocks the guests and creates immediate intrigue. This encounter sets them on the path toward Olivia and the orphanage plot.

Shortly after arrival Palm Beach party
3

Barney's Attempt to Befriend an Admiral

Barney tries to befriend a Navy admiral and his wife, but his awkward charm falls flat. The awkward attempt underscores the duo's social incompetence. Their misadventures continue as they seek shelter and opportunities in Florida.

Soon after arrival Party scene / Palm Beach
4

Olivia Offers Shelter and an Agreement

Jake meets Olivia, an heiress who runs a local orphanage, and she offers to take them in if they help around the orphanage. The proposition gives the duo a place to stay and a new objective. This introduction links the main romance with the philanthropic thread.

Shortly after meeting Olivia Olivia's Palm Beach home / orphanage
5

Olivia's Constraint: The 30-Day Deadline

Olivia reveals she is about to be married to someone approved by her uncle, with a 30-day deadline to secure the match. If she fails, her orphanage will be handed to real estate developer Strobe, her ex-boyfriend. The pressure injects urgency into Jake's potential romance and their plan to help.

Countdown starts at 30 days Orphanage / family gathering
6

Jake Offers to Marry Olivia

Jake offers to marry Olivia to protect the orphanage, but she doubts that he will meet her uncle's 'Perfect Gentleman' standard. The moment marks a turning point in the relationship, shifting from casual affection to calculated alliance. The stakes heighten as the prospect of marriage becomes a strategic option.

Soon after Olivia's home
7

Charm School Begins

To improve his prospects, Jake and Barney enroll in Henrietta Phelps's charm school, joined by a quirky ensemble including Eddie Lipschitz, Officer White, Shelley, Roy Rajmataj, and Claudia. The training mix of etiquette and comic misfit creates a shifting dynamic. The group becomes central to the plan to outwit Strobe and his circle.

During/after decision to enroll Henrietta Phelps's charm school
8

Colonel Phelps and the Secret Society

During their training, Colonel Phelps reveals he is part of a secret society that teaches 'perfect gentleman' ideals, paralleling the Illuminati in concept. The colonel guides them through mock portraits with royals and politicians to boost their legitimacy. The revelation adds a clandestine layer to their antics.

Mid-training Charm school / Colonel Phelps's circle
9

Impressing the Uncle: The Plan Takes Shape

Having completed the course, Jake aims to win Olivia back while Barney calls on their charm-school allies to influence Olivia's stern uncle, Judge Sternhill. The plan is to present them as socially polished candidates. The scheme blends humor with a race against time.

Post-training Palm Beach / Sternhill's domain
10

Skeet Shoot and the Machine Gun Ruse

Officer White lends Barney a machine gun to help Jake hit skeet, with Barney pulling the trigger. The display is part of a broader ruse to project competence and authority. The moment deepens the deception surrounding their etiquette training.

Before the party Skeet range
11

Cross Courts, Confession, and the Ruse Falls Apart

At a party, Jake makes Strobe look foolish, prompting Judge Sternhill's disappointment. He proposes a game called 'cross courts' with Eddie, but Eddie accidentally confesses to White about the charm school. The ruse collapses as the truth threatens the engagement.

During party Party
12

Wedding Heist: The Disguised Bride

During the ceremony, Jake and Barney infiltrate the wedding. White distracts the priest while Roy disguises himself as the priest and Eddie poses as an altar boy. Barney appears as the bride in a wig, fooling Strobe and buying time for the pair. The caper heightens the farce and suspense.

During ceremony Wedding venue
13

Strobe Arrest and the Happy Exit

Strobe is arrested by Officer White, and Jake and Olivia slip away as Sternhill finally gives his approval. The couple's future is secured as the immediate threat is removed. The scene wraps the central conflict with a comic twist.

Immediately after ruse Wedding venue / adjacent
14

Secret Society Reveal and Finale

Barney meets two women leaving the church, while Sternhill confronts Colonel Phelps. They both reveal membership in the same secret society, making Jake and Barney the newest initiates. The finale ties together humor, romance, and their unlikely ascent into a mysterious brotherhood.

End of film Church / nearby

Last Updated: October 09, 2025 at 14:18

Mobile App Preview

Coming soon on iOS and Android

The Plot Explained Mobile App

From blockbusters to hidden gems — dive into movie stories anytime, anywhere. Save your favorites, discover plots faster, and never miss a twist again.

Sign up to be the first to know when we launch. Your email stays private — always.

Unlock the Full Story of The Whoopee Boys

Don't stop at just watching — explore The Whoopee Boys in full detail. From the complete plot summary and scene-by-scene timeline to character breakdowns, thematic analysis, and a deep dive into the ending — every page helps you truly understand what The Whoopee Boys is all about. Plus, discover what's next after the movie.

The Whoopee Boys Summary

Read a complete plot summary of The Whoopee Boys, including all key story points, character arcs, and turning points. This in-depth recap is ideal for understanding the narrative structure or reviewing what happened in the movie.

The Whoopee Boys Summary

Characters, Settings & Themes in The Whoopee Boys

Discover the characters, locations, and core themes that shape The Whoopee Boys. Get insights into symbolic elements, setting significance, and deeper narrative meaning — ideal for thematic analysis and movie breakdowns.

Characters, Settings & Themes in The Whoopee Boys

More About The Whoopee Boys

Visit What's After the Movie to explore more about The Whoopee Boys: box office results, cast and crew info, production details, post-credit scenes, and external links — all in one place for movie fans and researchers.

More About The Whoopee Boys

Similar Movies to The Whoopee Boys

Discover movies like The Whoopee Boys that share similar genres, themes, and storytelling elements. Whether you’re drawn to the atmosphere, character arcs, or plot structure, these curated recommendations will help you explore more films you’ll love.