Bravery and Trying New Things: 5 Powerful Books for Kids

Introduction to Books on Trying New Things

Whether it’s stepping onto a diving board, auditioning for a play, or simply tasting a new food, trying new things can be both exciting and overwhelming for children. Picture books that explore these moments help young readers name their feelings, build resilience, and discover the courage to take that first step—even when it’s hard. The stories below offer heartfelt, humorous, and relatable perspectives on facing fears, taking responsibility, and growing through new experiences. Each one is a valuable tool for classroom discussion or family reading time.

For some of these books, I have created interactive read-alouds to enrich their use in the classroom. These interactive read-alouds include discussion questions, activities, and prompts that engage students and deepen their understanding of the book’s themes. More interactive read-alouds are on the way. If there are specific books for which you would like to see a read-aloud created, please contact me using the form at the bottom of the page.

To learn more about supporting social-emotional learning and using interactive read-alouds in the classroom, check out these posts:

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Book Recommendations

Get Your Dragon to Try New Things- Steve Herman

Summary: Diggory Doo, the lovable dragon, is full of energy and talent—but there’s just one problem: he refuses to try anything new. Whether it’s eating broccoli, making friends, or learning to swim, his go-to answer is always, “Tomorrow!” Through encouragement and patience, his human friend helps him face his fears, step outside his comfort zone, and see how rewarding new experiences can be.

Description: Part of the popular My Dragon Books series, this story uses humor, rhyme, and expressive illustrations to help children understand the value of embracing new things—even when they feel scary at first. Young readers follow Diggory Doo’s journey from avoidance to adventure, offering a gentle, lighthearted way to talk about courage, flexibility, and growth mindset.

This title is especially useful for teaching social-emotional skills like resilience, adaptability, and self-confidence. It’s ideal for PreK–2 classrooms, school counseling sessions, or at home with children who tend to resist change or new routines.

Reviews and Considerations: Many parents and educators report that this book helps children open up about their own fears and reluctance to try new things. Several reviewers mention their children actively referring back to the story in real-life situations—an encouraging sign of deep connection.

Teachers and social workers praise its use in SEL lessons, particularly for discussing emotions and behavioral flexibility. However, a few readers noted that while the story highlights the problem well, it doesn’t always delve into strategies for working through fear—so adult discussion may be needed to bridge that gap. Others caution that the tone may feel dismissive to more introverted or anxious children, depending on their sensitivity.

Jabari Jumps- Gaia Cornwall

Summary: Jabari is certain he’s ready to leap off the high diving board—he’s passed his swim test, he’s practiced, and he’s determined not to let fear get in the way. But when it’s his turn to climb, he finds himself slowing down, stretching a bit longer, and rethinking his jump. With quiet support from his dad, Jabari learns that bravery isn’t about being unafraid—it’s about moving forward, even when you’re nervous.

Description: Jabari Jumps is a standout picture book that gently captures a universal childhood experience: wanting to be brave, but needing a little time. What sets this book apart is how it beautifully balances emotional authenticity and quiet perseverance. The relationship between Jabari and his father is warm, supportive, and affirming—modeling emotionally responsive parenting without overt lessons.

This is an excellent classroom or counseling read for topics like fear of new experiences, developing courage, and growth mindset. Children see themselves in Jabari’s hesitation, but they’re also cheered on by his eventual triumph—an empowering moment made even more moving by Cornwall’s expressive, collage-style illustrations.

Reviews and Considerations: Educators and parents widely praise Jabari Jumps for its emotional depth and inclusive representation. Many highlight how it resonates across ages—from preschoolers exploring new skills to older elementary students facing real fears. Teachers appreciate its versatility: it works equally well for SEL themes, summer read-alouds, or representation in school libraries.

The artwork receives particular acclaim for its layered textures and nuanced perspectives—one page shows Jabari’s view from the top of the diving board, capturing both the scale of his challenge and the strength of his courage. Readers also appreciate the realistic depiction of a Black family in a joyful, everyday experience—a much-needed addition to children’s literature.

Some reviewers note the story is quiet in tone, which makes it especially useful for reflection-based activities like journaling, classroom discussions, or empathy mapping.

The Monster In the Bubble - Andi Green

Summary: Squeek, the Monster of Innocence, lives inside a cozy bubble, safe and snug from anything unfamiliar. He dreams of grand adventures—making friends, climbing mountains, even flying to the moon—but every time he thinks of leaving, fear pulls him back. What if things go wrong? What if he’s not ready? So, he stays. Until one day, something shifts, and Squeek discovers that maybe, just maybe, the world outside his bubble holds more than fear—it holds possibility.

Description: The Monster in the Bubble is a gentle, empathetic story that gives voice to children who struggle with anxiety, avoidance, and fear of new experiences. Through the character of Squeek, Andi Green offers a tender metaphor for social hesitation and the emotional safety of routines or solitude. The bubble represents both comfort and limitation—a visual reminder of how protection can sometimes hold us back.

The book encourages emotional awareness and growth without forcing it. It shows that readiness looks different for every child and sometimes the nudge to be brave can come in subtle, unexpected ways. The story is especially helpful for children navigating social anxiety, transitions, or reluctance to leave familiar settings. It works beautifully one-on-one, allowing space for deeper conversation and reassurance.

Reviews and Considerations: Many parents and educators praise the WorryWoo series for giving children language around complex feelings. In this title, readers consistently describe The Monster in the Bubble as validating and comforting for introverted, sensitive, or anxious kids. Parents of children on the autism spectrum or those dealing with social delays note how quickly their kids connect with Squeek’s hesitations and inner world.

The artwork is a standout—whimsical, soft, and expressive—and often draws readers in before they even open the book. The plush toy version of Squeek is frequently used as a companion tool for emotional regulation and storytelling.

Some reviewers noted that the ending feels abrupt or magical rather than practical (the bubble simply disappears). While it may not offer explicit coping strategies, this story excels in starting meaningful conversations and showing children that they’re not alone in their fears.

There Might Be Lobsters - Carolyn Crimi

Summary: Sukie is a small dog with some very big worries. The beach is full of overwhelming obstacles—the stairs are too tall, the waves too loud, and the beach balls far too beachy. But Sukie’s greatest fear? There might be lobsters. Despite the encouragement of her cheerful companion Eleanor, Sukie just can’t bring herself to join in the fun. That is, until a beloved stuffed monkey drifts away with the tide—and Sukie must decide whether she can be brave when it matters most.

Description: There Might Be Lobsters is a tender and funny portrayal of childhood anxiety. Sukie’s hesitant inner monologue captures the spiraling “what ifs” that so many children experience when facing unfamiliar or overwhelming situations. With rhythmic repetition and a touch of humor, the story makes space for big feelings while also showing that courage can emerge when someone we love needs us.

This book is a gentle, relatable entry point for discussing fear, self-doubt, and bravery. Laurel Molk’s expressive watercolor illustrations perfectly mirror Sukie’s emotional journey—highlighting both her hesitation and her triumph. In classroom or family settings, the story encourages empathy and conversation, especially for children who tend to hang back or worry.

Reviews and Considerations: Educators and parents have embraced Sukie’s story for its honesty and heart. Many appreciate how the book normalizes fear without shaming it—and how Sukie’s moment of bravery arises naturally from love and connection, not pressure. The refrain “there might be lobsters” has become a humorous yet meaningful metaphor for all the invisible worries children carry.

Readers consistently mention how engaging the illustrations are, especially for younger children. Several reviews praise the book’s usefulness in early childhood and special education settings, especially for kids with anxiety or sensory sensitivity.

While some note the repetition, most agree it effectively reinforces the emotional arc and invites participation—making this a popular read-aloud with preschool through early elementary students.

Pilar's Worries - Victoria Sanchez

Summary: Pilar adores ballet—she dances in her room, on her way to class, even while brushing her teeth. But when auditions are announced for her favorite ballet performance, Pilar’s stomach tightens. What if she forgets the steps? What if she trips? What if everyone stares? As Pilar’s anxiety builds, she must decide if she’s brave enough to step onto the stage—or if her fear will keep her from doing what she loves most.

Description: Pilar’s Worries thoughtfully explores the very real experience of performance anxiety in children, while gently modeling mindfulness strategies and positive self-talk. Pilar is a nuanced character—not simply shy or bold, but both. Her inner world is brought to life with empathy, and her support system, particularly her mother, offers affirming guidance that doesn’t diminish her feelings.

The story’s quiet strength lies in its balance: it doesn’t promise that Pilar’s fear will disappear, but instead shows how children can move forward despite worry. Rich illustrations support the narrative with warmth and cultural authenticity, making this an ideal resource for early elementary classrooms and family reading.

Reviews and Considerations: Parents and educators consistently praise Pilar’s Worries for its relatable depiction of childhood anxiety and emotional regulation. Several highlight how it opens up conversations around fear, perfectionism, and growth. Reviewers especially appreciate that Pilar is not a one-dimensional “worried kid,” but rather a joyful dancer who faces specific challenges.

Therapists and teachers have recommended it for children who struggle with public speaking, performing, or trying new things—helping them see themselves in Pilar’s story and empowering them with gentle coping tools. The recurring theme of “doing what you love, even when it’s hard” resonates across ages.

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