90 Fun Challenges to Do With Friends (2027)

The best fun challenges to do with friends are either silly enough to play tonight (blindfolded drawing, the whisper challenge, a 10-minute cook-off) or simple enough to keep going for 30 days (10,000 steps, no sugar, read every night). Below are 90 of both, sorted by mood: silly, easy, hard, for two, long-distance, 24-hour, and the multi-day challenges that turn a fun idea into a habit.

Pick one from the first half for your next hangout. If the group has fun, pick one from the second half and see who is still in on day 10.

Silly and funny challenges to do with friends (one evening)

1. Blindfolded drawing: one person draws a word blind, the others guess. The worse the drawing, the better the night.
2. The whisper challenge: one friend wears headphones with music on, the other mouths a phrase, they guess. Swap after every round.
3. Accent roulette: write accents on slips of paper; everyone reads a menu or a weather report in the one they draw.
4. Two truths and a lie, speed round: 30 seconds per person, points for every friend you fool.
5. Bad karaoke battle: pick the song for your opponent. Scores only for commitment, never for singing.
6. 10-minute pantry cook-off: same five ingredients each, a timer, and one neutral judge.
7. Draw your friend from memory: no peeking, then reveal them side by side.
8. Tower of random objects: tallest freestanding tower from whatever is in the room in 3 minutes.
9. Movie plot in emojis: one person texts a film in emojis to the group chat, first correct answer wins.
10. Say it without the word: describe common things without the obvious word ("cold, in the freezer, not ice").
11. Copy the dance: one person makes up eight counts, everyone else has to repeat it perfectly.
12. Paper plane distance contest: one sheet each, three throws, longest flight takes the crown.

Easy challenges to do with friends

13. 20 Questions: one person thinks of a thing, the rest get 20 yes-or-no questions.
14. Guess the song in 3 seconds: play the first three seconds of a song from a shared playlist.
15. Would you rather, no skipping: every answer needs a one-line reason.
16. Photo scavenger hunt: ten things to photograph on a walk ("something blue", "a dog in a jacket").
17. Compliment chain: go around the circle, each compliment has to be specific and new.
18. One-word story: build a story one word per person; anyone who hesitates is out.
19. Trivia night on one topic: each friend writes five questions about their specialist subject.
20. No-phone dinner: phones stacked in the middle, first to touch theirs pays for dessert.

Hard challenges to do with friends

21. Plank-off: everyone holds a plank; the last one down picks the next challenge.
22. Wall sit for charity: each minute held is a euro or dollar to a cause the group picks.
23. No phone for 24 hours: agree on the time, hand the phones to one person, meet up after.
24. Memorize 20 digits of pi in 10 minutes: recite in turn, the longest correct run wins.
25. Cold shower pact: everyone takes a 60-second cold shower tomorrow morning and reports in.
26. Learn a 30-second dance from TikTok in one evening and film the group version.
27. 5 km together: walkers and runners start at the same time; everyone finishes, nobody is left behind.
28. One week, zero complaints: every complaint costs a push-up, counted honestly by the group.

Challenges for two friends (duo challenges)

29. Finish each other's drawing: swap paper every 30 seconds until the picture is done.
30. Taste test blindfolded: one feeds, one guesses, then switch.
31. Same outfit, $10 budget: each of you styles the other from a thrift store.
32. Partner push-ups: high-five at the top of every rep, keep the count together.
33. The 30-day buddy pact: pick one habit, both check in every day, loser of the longest streak buys coffee. This is the simplest way to turn an accountability partner into a game.
34. Learn the same 20 phrases in a new language this week, then quiz each other.

Long-distance challenges with friends (FaceTime, video or group chat)

35. Same recipe, different kitchens: cook it on a video call and compare the results.
36. Daily photo prompt: one word a day in the group chat ("yellow", "tiny", "old"), everyone posts a photo.
37. Step count week: whoever walks the most steps in seven days picks the next challenge.
38. Book sprint: everyone reads the same short book and meets on video when the last person finishes. For a longer book, run it as a buddy read with a few chapters a day.
39. Morning check-in: everyone sends a sunrise or coffee photo before 8am for a week.
40. Online quiz night: one host, screen share, teams in breakout rooms.

Long-distance challenges die fastest, because nobody sees anyone. A shared check-in that everyone can see is what keeps them alive (more on that below).

24-hour challenges to do with friends

A 24-hour challenge is the middle ground: harder than a game night, over before anyone can lose interest. Agree on the rules in the group chat the night before, start at breakfast, and share proof before bed. These ten work for a weekend or a day off.

41. 24 hours without phones: phones in a drawer from 9am to 9am. Plan the day together beforehand so nobody needs to look anything up.
42. No-spend day: nobody spends a cent for 24 hours. Pack lunch, walk instead of ride, cook what is in the fridge.
43. Yes day: everyone says yes to every reasonable idea from the group, within a budget you set first.
44. Questions only: for one day you may only talk to each other in questions. Funnier than it sounds, harder than it looks.
45. Photo scavenger hunt: a list of 20 things ("a red door", "a dog in a coat") and 24 hours to post them all in the group chat.
46. Step race: most steps from midnight to midnight wins. Screenshots at 11:59pm.
47. Water only: no coffee, soda or juice for a day. Most people find out how much coffee they drink by 10am.
48. Kindness relay: three small acts of kindness each, proof or a one-line story in the chat.
49. Make something by tomorrow: a song, a one-minute film or a comic, shown at breakfast the next day.
50. Sunrise to sunset: watch both together, and do something outside in between.

Liked it? The ones that work for a day usually work for a week too. Turn the favourite into a daily habit below.

Challenges that last: 7 to 30 days with friends

The one-evening challenges make a good night. These make a better month, and January is the best time to start one: see New Year's resolution ideas or a Dry January with friends. Each one works as a daily or weekly pact: everyone does it, everyone checks in, everyone sees who showed up.

Fitness

51. 10,000 steps every day for 30 days: the easiest one to start and the easiest one to prove.
52. 100 push-ups a day, split into sets. Every time a friend checks in, you remember you still owe some.
53. Plank ladder: 30 seconds on day one, add 10 seconds a day.
54. Run 1 mile every day for a month, any pace.
55. 30 days of yoga: follow the same free video series so you can compare notes.
56. Stairs only for a month: no elevators, no escalators.
57. Gym five times a week: the group sets the minimum, not the workout.
58. Walk or bike to work every day you go in.

Want more like these? See fitness challenges with friends, or, for the hardest one of all, how to do 75 Hard with friends. Want 75 days without the restart rule? Try the 75 Soft challenge.

Health and food

59. 2 liters of water a day.
60. No added sugar for 30 days.
61. Cook at home every day: no takeout, leftovers count.
62. Five fruits and vegetables a day.
63. No alcohol for 30 days: Dry January works in any month.
64. Meal prep every Sunday for the week.
65. No eating after 8pm.
66. A protein breakfast every day.

Mind and wellbeing

67. Meditate 10 minutes a day.
68. Three lines of gratitude before bed.
69. No social media for 30 days: delete the apps, keep the group chat.
70. Read 30 minutes a day.
71. No phone for the first hour after waking up.
72. In bed before 11pm.
73. A walk without your phone every day.
74. Stretch 15 minutes before bed.

For a braver one, try a rejection therapy 30 day challenge: everyone collects one "no" a day and shares the best story in the group chat.

Productivity

75. Up before 7am every day.
76. Write 500 words a day.
77. 15 minutes of a new language: keep the streak alive together.
78. Your number one task before noon.
79. Read 20 pages a day.
80. No streaming for 30 days: swap it for one project the group can see.
81. 30 minutes on a side project, every day.
82. Clear one small area of your home each day.

Creative and kind

83. A photo of something beautiful every day.
84. One new recipe a week.
85. Draw something every day, even badly.
86. Call a different friend or family member each day.
87. One specific compliment a day.
88. 30 days without complaining.
89. A new place in your city every week.
90. One random act of kindness a day.

For shorter formats, see weekly challenge ideas and daily challenges; for a full month, how to start a 30-day challenge with friends, or pick from these monthly challenges with one theme for each month.

How to start a challenge with friends (and still be doing it on day 10)

Picking the challenge is the easy part. The hard part is around day four, when the novelty is gone and nobody has mentioned it in the group chat for a while.

1. Pick one challenge, not three. Let the least sporty friend have a veto.
2. Agree on what counts: "a walk" is vague, "20 minutes outside" is not.
3. Make it visible: in Daily Pact you create a pact, invite everyone with one link in the group chat (or contacts, email or a QR code), and each person checks in with one tap.
4. Set a daily reminder for the time you will actually do it.
5. Watch the leaderboard: friendly competition does the motivating for you.
6. Plan for sick days: with PactPause a friend asks the group for a break, the group votes, and their streak survives.

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Doing it with a big group?

Fun challenges are a good way to get a bigger crowd moving: a team at work, a class, a sports club, a whole friend group. In Daily Pact one person can invite everyone at once by sharing one link, picking several contacts, pasting a list of emails (up to 200 at a time) or showing a QR code. Then pick who pays: one person can cover everyone with a Group plan, from $9.99 a month for up to 15 people, or everyone uses their own 14-day free trial. See how it works for groups, or compare the best apps for group challenges.

Frequently asked questions

What are some fun challenges to do with friends at home?

Blindfolded drawing, the whisper challenge, a 10-minute pantry cook-off and a plank-off all work in a living room with nothing but paper and a phone timer. For a longer one, try a no-phone evening every day for a week. There are more ideas in fun challenges to do at home.

What is a good challenge to do with your best friend?

A 30-day buddy pact: pick one habit you both want (steps, reading, no sugar), check in every day and keep score of streaks. It is cheap, it fits around two schedules, and the friendly rivalry does the motivating.

What are hard challenges to do with friends?

A plank-off, 24 hours without phones, a 5 km together or one week without complaining. Hard should mean effort, not risk: skip anything involving eating extreme amounts, holding your breath or dares that can hurt someone.

How do you keep a challenge with friends going?

Make every check-in visible to the group, agree on what counts before you start, and plan for missed days instead of pretending they won't happen. Groups that can see each other's progress every day last far longer than groups that only talk about it.

Ready to start?

The hardest part is the first day. Pick one challenge from this list, send it to the group chat, and start tomorrow.