Sailing Books for Kids · 85 titles considered

The Best Sailing Books for Kids

By the Bookroo Editors
Updated July 27, 2026

A sailboat looks serene from shore because the shore cannot hear the skipper changing the plan. On board, the wind has shifted, the sandwich has slid under a seat, somebody has tied the useful knot to the wrong thing, and a child who was bored five minutes ago is suddenly steering. Sailing stories understand that small-boat mixture of freedom and consequence: the crew can go anywhere the water reaches, provided they pay attention to weather, rigging, one another, and the inconvenient fact that the boat never stops being a boat.

Drawing from Bookroo’s collection of 85 sailing books, our editors chose thirteen that earn their sea legs: Arthur Ransome’s island-camping classic, the Newbery-winning life of navigator Nathaniel Bowditch, a transatlantic family voyage, a Little Golden Book sailor dog, a true round-the-world trip with a hen, and two Newbery Honor adventures from the age of sail. Start with the fixed shortlist, then browse board books for the smallest deckhands, picture books about first trips and sudden squalls, and longer voyages for independent readers.

The Shortlist

Our 13 Favorite Sailing Books for Kids

Swallows and Amazons
Sale price
$2184
Chapter Book · Ages 9–14 · 1930

Swallows and Amazons

Four siblings sail to a Lake District island, meet two rival captains, and discover that summer is better with a treaty—and a little piracy.

384 pages
Best for
The child ready to be trusted with a real adventure
4.0 Goodreads · 33,222 ratings
$22.99Save 5%
Hardcover
Carry On, Mr. Bowditch
Sale price
$958
Chapter Book · Ages 12–18 · 1955

Carry On, Mr. Bowditch

A small, bookish apprentice in eighteenth-century Salem teaches himself the mathematics that will make ocean navigation safer.

251 pages· 59,495 words· Est. 5.5 hour read
Best for
Math-minded readers who ask what navigation is for
4.1 Goodreads · 21,189 ratings
$9.99Save 4%
Paperback
The Wanderer
Sale price
$759
Chapter Book · Ages 8–12 · 2000

The Wanderer

By Sharon Creech, David Diaz (Illustrator)

Sophie crosses the Atlantic with three uncles and two cousins, keeping a log while the sea presses on a family story she cannot quite tell.

280 pages· 40,173 words· Est. 5.5 hour read
Best for
A middle-grade reader who wants the storm and the feelings
3.9 Goodreads · 12,831 ratings
$7.99Save 5%
Paperback
The Sailor Dog
Sale price
$574
Picture Book · Ages 2–5 · 1953

The Sailor Dog

Scuppers was born at sea and knows he should be a sailor; one wrecked boat is not going to settle the question.

24 pages· 976 words· Est. 8 min read-aloud
Best for
A first sailing classic with real resilience
4.1 Goodreads · 1,937 ratings
$5.99Save 4%
Hardcover
The Wreck of the Zephyr
Sale price
$1797
Picture Book · Ages 6–9 · 1983

The Wreck of the Zephyr

A sailboat wrecked high on a cliff comes with a story about a gifted young sailor, a terrible storm, and boats that learned to fly.

31 pages· 1,189 words· Est. 10 min read-aloud
Best for
Dreamers old enough to enjoy an unanswered question
4.1 Goodreads · 2,079 ratings
$18.95Save 5%
Hardcover
The Maggie B.
Sale price
$1899
Picture Book · Ages 4–8 · 1975

The Maggie B.

A girl wishes for one day on a boat named for her, with someone nice for company—and wakes inside the voyage.

32 pages· 782 words· Est. 7 min read-aloud
Best for
The coziest possible day under sail
4.4 Goodreads · 646 ratings
$19.99Save 5%
Hardcover
Down to the Sea with Mr. Magee
Sale price
$858
Picture Book · Ages 3–7 · 2000

Down to the Sea with Mr. Magee

Mr. Magee and his dog pack a picnic, launch their little sailboat, and meet a whale with disastrous ideas about saying hello.

36 pages· 695 words· Est. 6 min read-aloud
Best for
A high-energy sailing read-aloud
4.4 Goodreads · 1,252 ratings
$8.99Save 5%
Paperback
The Hen Who Sailed Around the World
Sale price
$1697
Picture Book · Ages 4–8 · 2018

The Hen Who Sailed Around the World

A young sailor and his red hen spend three years circling the world, including four months frozen into Greenland’s ice.

40 pages· 820 words· Est. 7 min read-aloud
Best for
The child who insists the wildest story should be true
4.8/7 Bookroo·4.2/5 Goodreads · 218 ratings
$17.99Save 6%
Hardcover
Ready, Set, Sail!
Sale price
$1597
Picture Book · Ages 4–8 · 2018

Ready, Set, Sail!

A tiger and turtle rig their sloop, check the compass and life vests, and call out each job as they head to sea.

32 pages
Best for
Learning the words before a first sail
5.3/7 Bookroo·3.6/5 Goodreads · 146 ratings
$16.99Save 6%
Hardcover
Bunny Overboard
Sale price
$1597
Picture Book · Ages 3–5 · 2020

Bunny Overboard

Bunny needs the reader to blow wind into the sails, rock up some waves, and investigate what is knocking below deck.

80 pages· 270 words· Est. 3 min read-aloud
Best for
Preschoolers who cannot leave the book alone
4.8/7 Bookroo·4.0/5 Goodreads · 258 ratings
$16.99Save 6%
Hardcover
Lily Leads the Way
Sale price
$1697
Picture Book · Ages 4–8 · 2022

Lily Leads the Way

By Margi Preus, Matt Myers (Illustrator)

A little sailboat is crowded out by louder harbor traffic, then notices the tall ships heading toward a lowered bridge.

32 pages
Best for
Small voices that have something important to say
3.7 Goodreads · 172 ratings
$17.99Save 6%
Hardcover
Caught by the Sea
Sale price
$1498
Chapter Book · Ages 10–13 · 2001

Caught by the Sea

Gary Paulsen buys boats before he knows what he is doing and learns from storms, sharks, near disasters, and the pull of going out again.

103 pages· 19,875 words· Est. 2 hour read
Best for
Older readers who prefer true mistakes to tidy instruction
3.7 Goodreads · 521 ratings
$15.95Save 6%
Hardcover
All Sail Set
Sale price
$1398
Chapter Book · Ages 9–14 · 1935

All Sail Set

A boy helps Donald McKay build the clipper Flying Cloud, then joins her record-breaking maiden voyage around Cape Horn.

175 pages
Best for
Shipbuilding, rigging, and the working age of sail
3.8 Goodreads · 460 ratings
$14.95Save 6%
Paperback
Browse by age

Sailing Board Books for Babies & Toddlers

Little boats, first nautical words, gentle storms, and sturdy pages for children still more interested in rocking the book than reading it—ages 0–4.

Hopper and Wilson
Sale price
$699

Hopper and Wilson

Ages 3–5 · 2011

Two friends sail to the world's end, discovering home is where the heart is.

Sale price
$799

Maisy's Sailboat

Ages 0–3 · 2017

Join a sea adventure with unexpected catches and colorful discoveries.

Sale price
$599

Wind Power!

Ages 2–5 · 2016

Can Blaze harness wind power to win the sailboat race?

Browse by age

Sailing Picture Books

First sails, brave little boats, knots, harbors, races, rescues, and enough wind to turn a calm outing into a proper story—ages 3–8.

Ocean Meets Sky
Sale price
$1799

Ocean Meets Sky

Ages 4–8 · 2018

A boy sails to find where the ocean meets the sky.

Old Wood Boat
Sale price
$1899

Old Wood Boat

Ages 4–8 · 2022

An old boat, restored by a family, sets sail for new adventures.

Sale price
$399

Too Cool for Rules

Ages 4–8 · 2011

Can Alvin and the Chipmunks break free from Dave's rules on their cruise?

Obadiah the Bold
Sale price
$499

Obadiah the Bold

Ages 4–8 · 1965

A boy's pirate dreams clash with sibling reality.

Sale price
$995

Sea Story

Ages 3–6 · 1990

Mice embark on a sailing adventure with a crucial mission before returning home.

Ahoy!
Sale price
$1999

Ahoy!

Ages 4–8 · 2024

A child and parent embark on a living room sea adventure.

It Could Be Worse
Sale price
$1799

It Could Be Worse

Ages 2–5 · 2021

Two shipwrecked sailors face absurd challenges, but can optimism prevail over disaster?

Moana Finds the Way
Sale price
$599

Moana Finds the Way

Ages 4–6 · 2016

A daring teen sails to find a legendary island, facing mythical challenges.

South
Sale price
$1795

South

Ages 5–7 · 2017

A fisherman and an injured bird embark on a journey south, forging an unexpected bond along the way.

I Want a Boat!
Sale price
$1899

I Want a Boat!

Ages 4–6 · 2021

A box becomes a boat, sparking an imaginative ocean adventure.

Browse by age

Sailing Chapter Books & Middle Grade

Longer voyages with working crews: navigation and shipbuilding, lake adventures, Atlantic crossings, storms, survival, and the hard education of taking a boat beyond the harbor—ages 7–14.

Sale price
$1499

The Liars Society

Ages 8–12 · 2024

Two students must solve a theft to join a secret society or risk losing everything.

Sale price
$999

The Ghostfaces

Ages 10–13 · 2016

Stranded in unknown lands, a crew faces a fierce tribe's impending attack. Can they defend their new allies?

Sale price
$699

Amelia Bedelia Sets Sail

Ages 6–10 · 2015

A young girl spends a week at the beach with her family and her cousin, where they have various adventures and learn new things.

Sale price
$699

The Famouse Fjord Race

Ages 7–10 · 2014

A seasick mouseking faces dragons and vilekings in a perilous boat race. Can his team survive the chaos?

The Star Thief
Sale price
$1699

The Star Thief

Ages 8–12 · 2017

A maid is thrust into a battle between mythical constellations and a steamship crew seeking their power.

Sale price
$999

Robinson Crusoe

Ages 7–9 · 1719

Survive alone on a deserted island after a shipwreck. Can he endure?

By the Great Horn Spoon!
Sale price
$899

By the Great Horn Spoon!

Ages 9–12 · 1963

A boy and his butler seek gold in California to save his family from ruin.