100+ fun summer Would You Rather questions for kids—perfect for road trips, dinner, parties, and easy, screen-free conversations.
Summer always sounds so fun in theory… more time outside, more family moments, more flexibility. But somewhere in the middle of it, you end up hearing “I’m bored” more times than you expected
That’s exactly why I love having simple things like “Would You Rather” questions ready to go. They take zero prep, work for all ages, and instantly get everyone talking and laughing — whether you’re at the dinner table, in the car, or just trying to fill a few quiet minutes.
It’s one of those easy, go-to activities that somehow turns into some of the best conversations.
Why You’ll Love These Summer Would You Rather Questions
This is one of those activities that feels effortless but actually creates connection.
You’ll love it because it’s:
- No prep at all
- Perfect for all ages
- Great for quick moments or longer conversations
- Easy to use anywhere (home, car, vacation)
- Screen-free and engaging
It’s a simple way to get everyone talking without forcing it.
How to Play
This couldn’t be easier.
- Read a “Would You Rather” question
- Everyone picks their answer
- Share why (optional… but usually the fun part!)
You can keep it simple or mix it up:
- Go around the table
- Let kids take turns asking
- Turn it into a game (vote or move sides)
- Keep score for fun
There’s no right or wrong way — just go with what works for your family.
What These Questions Are Good For
This is one of those “use it anytime” activities.
Perfect for:
- Family dinners
- Road trips
- Pool days
- Waiting in line
- Bedtime chats
- Summer parties
They also help kids build:
- Conversation skills
- Confidence sharing opinions
- Listening to others
- Family connection
And honestly… some of the best conversations come from the simplest questions.
A Few “Would You Rather?” Questions to Get the Giggles Going
Need a quick way to jump in? Here are some of our favorite questions to kick things off:
- Would you rather swim in a lake all summer or a swimming pool?
- Would you rather spend the day flying around on the back of a bee or a butterfly?
- Would you rather have to wear a swimsuit for a day in the winter or wear a snowsuit for a day in the summer?
- Would you rather work as a lifeguard or work as a summer camp counselor?
- Would you rather ride on the highest roller coaster or the longest roller coast?
- Would you rather have to eat 5 popsicles every day of the summer or have to eat 5 ice cream cones every day of the summer?
- Would you rather spend a super rainy day at an amusement park or a sunny day at home?
- Would you rather swim everyday of summer vacation in your backyard pool that is super tiny or swim once in a super huge swimming pool?
- Would you rather have summer weather all year round or winter weather all year round?
- Would you rather be awesome at playing beach volleyball or Frisbee golf?
- Would you rather spend a month tent camping in a jungle or a month tent camping in a forest?
- Would you rather eat vanilla ice cream everyday of the summer or eat your favorite flavor only on one day?
- Would you rather travel to a fun European vacation by boat or by airplane?
- Would you rather be bitten by 10 mosquitos or 5 bees?
- Would you rather eat s’mores or a chocolate sundae for dessert everyday of the summer?
- Would you rather set up the tent or take down the tent at your family campsite?
- Would you rather swim in a pool filled with fruit salad or ice cream?
- Would you rather spend summer with your family in an RV or in a fancy hotel?
- Would you rather go to summer camp with your friends or stay home with your family?
- Would you rather swim in the ocean or swim in a pool?
- Would you rather go fishing or go waterskiing?
- Would you rather live on a boat for the summer or live in a tree house?
- Would you rather be a lifeguard or a carnival ride operator?
- Would you rather spend summer on a farm or in the big city?
- Would you rather get really bad sunburn or get stung by a jellyfish?
- Would you rather float in the pool on a giant unicorn or a giant dragon?
- Would you rather watch the clouds during the day or see the stars at night?
- Would you rather always have to wear a snorkel on your face or flippers on your feet?
- Would you rather go to a crowded beach or a deserted island?
- Would you rather ride a rollercoaster or a waterslide?
- Would you rather walk barefoot on grass or walk barefoot in the sand?
These questions are just a taste of the 100+ questions in the full set—some silly, some sweet, and all guaranteed to get your kids thinking (and probably laughing too).
Easy Ways to Make It More Fun
Want to mix things up a little?
- Turn it into a game (points or voting)
- Make everyone explain their answer
- Kids vs. adults (always fun)
- Let kids create their own questions
You can keep it quick or turn it into a full activity — both work.
Even More Summer Fun
If you’re looking for more ways to keep the kids happy (and sneak in some connection), here are some of our tried-and-true favorites:
- Summer This or That Questions
- Summer Bingo Free Printable
- Backyard Scavenger Hunt
- Summer Minute to Win It Games
Share Your Summer Moments
We’d love to see how you’re enjoying these “Would You Rather?” questions with your family! Share your moments on Instagram and tag us@MicheleTripple. Let’s inspire other families to make the most of their summer together.
Download Your Free Printable
To make it even easier, we’ve created a free printable version of our “Would You Rather?” summer questions. Simply download, print, and you’re ready to play anytime, anywhere.
Michele Tripple is a renowned author and expert in the fields of parenting, relationships, and personal development. She is a certified Life Coach with her degree in marriage and family studies, her experience as a Family Life Educator, and over a decade of experience as a professional writer; Michele has authored books that provide practical advice and insights into improving family dynamics and personal growth. Her work is celebrated for its blend of research-driven information and relatable, real-world applications. Michele has been a keynote speaker at conferences and has contributed to numerous publications and media outlets, solidifying her reputation as an authoritative voice in her field and helping families build relationships.