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Cover of Barry Loser and the Holiday of Doom
Illustrated · ages 7–10

Barry Loser and the Holiday of Doom

Written and illustrated by Jim Smith

Book 5 of 11 in Barry LoserView the full series

A holiday-set Barry Loser story that adds caravan-trip chaos to the usual school-and-friendship comedy. It is especially good for children who like funny books about friendships going weird.

  • Best for7–10
  • FormatIllustrated
  • Length240 pp
  • Read aloud~3 hr25 min
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The vibe

What it’s like.

Style

  • Conversational
  • Comedic

Tone

  • Funny
  • Silly
  • Irreverent
  • Adventurous

Themes

On the pageholiday, cartoon doodles, caravan holiday, friendship, seaside, jealousy, family

Experience meters

Energy4/ 5
Humour5/ 5
Scariness1/ 5
Peril1/ 5
Wonder2/ 5
Cosiness3/ 5
Emotional intensity2/ 5
Conceptual intensity2/ 5

What’s it about?

The story.

Barry Loser is thrilled when his friends are invited on his family caravan holiday to Plonkton. It should be an amazingly keel weekend by the sea, but things go wrong when Barry's best friend Bunky starts fancying a cat. For Barry, this is not a small emotional complication but a full-scale disaster. The fifth book shifts the usual Barry Loser embarrassment-machine into a holiday setting, giving the series a fresh backdrop while keeping the same doodly humour, fast prose and exaggerated first-person narration. The story is still driven by jokes rather than plot complexity, but it adds a recognisable friendship wobble: what happens when your best mate suddenly becomes interested in someone else? With its seaside setting, family holiday awkwardness and heavily illustrated pages, this is an easy, funny continuation for existing Barry Loser readers.

Fit check

Right for your child?

Where it lands by age

  • 1
  • 3
  • 5
  • 7
  • 9
  • 11
  • 13
  • Best fit · 7–10
  • Read aloud · 7–10
  • Independent · 7–10

Prose load

Moderate

Visual support

High

Reluctant-reader friendly

Very

Read-aloud quality

Strong

Works well for

  • Reading aloud
  • Reading together
  • Reluctant readers
Low sensitivityNo content warnings

Nothing in the book is likely to concern most parents. Safe to recommend without preview.

Bedtime suitability

2 / 5 · Better outside bedtime

Sensitive-child

4 / 5 · Good fit

Graphic intensity

1 / 5 · None

Best for

  • Wimpy kid fans
  • Tom gates fans
  • Holiday story
  • Friendship wobbles
  • Reluctant readers

Avoid if

  • Needs calm bedtime read
  • Dislikes silly slang
  • Prefers plot driven adventure

Particularly good for children who are…

  • Reluctant reader
  • Making friends
  • Anxiety and worry

In the classroom

How it works in school.

A riotously silly illustrated series in a one-of-a-kind voice — catnip for reluctant readers and a classroom-library favourite.

Classroom role

  • Classroom library

A book children love that happens to support school — never a stand-in for the texts a class is taught with. Reviewed for the classroom · June 2026.

Why it lands

Why they love it.

Why kids love it

The specific recognition is the friend liking someone else — Barry's best friend Bunky starts fancying a cat (yes, a cat) during the caravan holiday, and Barry has no idea what to do with that. The Barry Loser about the small, real pain of being briefly third-wheel.

  • Friendship and belonging
  • Adventure and freedom
  • Trickery and cleverness

Why parents love it

The Barry Loser at a British caravan park — the setting alone is the joke. Friendship-wobble plot gives the book emotional shape under the chaos. Useful for the actual British holiday slot, or for a child working through jealousy.

  • Shared humour
  • Quick to read

In the series

Barry Loser.

11 books · open the series →

About the author & illustrator

Jim Smith.

JS

Jim Smith

Writer & illustrator · United Kingdom · b. 1971

Jim Smith is a British author-illustrator born in 1971, best known for the Barry Loser series of doodled-diary chapter books and the Future Ratboy graphic-novel-comic-hybrid series. The Barry Loser books, narrated by world-class loser-in-his-own-mind Barry, with hand-lettered, wonky text and constant in-jokes, are a UK-flavoured cousin of Wimpy Kid and Tom Gates, with the same reluctant-reader pull. Smith's voice is gleeful, unpretentious and quietly observant about playground social rules. Strong appeal for ages 7–10, particularly for British children who recognise the school-lunch, breaktime, brother-pestering register. Not to be confused with Jeff Smith (Bone) or with comics writer Jim Smith.

More from Jim Smith

If you liked this

Three ways out of this book.

If you liked this, try…

Lateral matches. Same shelf, different texture.

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by Lincoln Peirce

Come into this from…

Easier or preparing reads — perfect lead-ins.

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Barry Loser: I am Not a Loser

by Jim Smith

Cover of I am sort of a Loser
I am sort of a Loser

by Jim Smith

The Brilliant World of Tom Gates
Liz Pichon
The Brilliant World of Tom Gates

by Liz Pichon

Where to go next…

Escalation reads — a step up in scale, silliness, or stakes.

Cover of Bunny vs Monkey
Bunny vs Monkey

by Jamie Smart

Cover of Barry Loser and the Case of the Crumpled Carton
Barry Loser and the Case of the Crumpled Carton

by Jim Smith

Future Ratboy and the Attack of the Killer Robot Grannies
Jim Smith
Future Ratboy and the Attack of the Killer Robot Grannies

by Jim Smith

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Last reviewed · April 2026Suggest a correctionHow we recommend

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