Side Quests To Do With Friends

40 group side quests, organized by your actual situation — a night out, a free afternoon, a rainy evening in. Pick the scene, grab your people, go.

Pick one for me

The best side quests with friends give a group something to do together besides stare at a screen — a shared goal, a little friction, a story you retell later. But "with friends" means something different on a Tuesday night than on a free Saturday, so this list is carved by situation: out at night, outside in daylight, spending nothing, staying in, competing, or just the two of you.

Every quest links to a full guide with steps, time, and gear. Planning a night out days ahead (most of you are — we checked)? Skim the night section, send the link to the group chat, done.

The Best Side Quests to Do With Friends

Start here: the six we'd hand any group, any city, any budget. Each one needs nothing more than your people showing up.

Gaming-Inspired Real-Life Challenges - Personal Growth quest
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Gaming-Inspired Real-Life Challenges

Your life stats are stagnant—time to grind IRL and unlock new abilities.

Transform gaming mechanics into real-world quests with achievement tracking, skill trees, and XP systems that make personal development feel like your favorite RPG.

30 days (15-30 min/day)Free
Beginner
View Quest
Gaming-Inspired Real-Life Challenges
Host a Skill-Swap Dinner Party - Social & Community quest

Host a Skill-Swap Dinner Party

The best dinner parties end with everyone leaving smarter than they arrived.

Turn dinner into a learning experience. Each guest teaches something they're good at while you share a meal together.

3-4 hoursFree
Beginner
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Host a Skill-Swap Dinner Party
Architecture Scavenger Hunt: Decode Your City's Hidden Design Language - Urban Exploration quest
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Architecture Scavenger Hunt: Decode Your City's Hidden Design Language

That building you pass every day? It's been screaming details at you that you've never noticed.

Hunt for architectural details hiding in plain sight—corbels, keystones, terra cotta faces, and century-old brickwork patterns that tell your city's real story.

2-3 hoursFree
Beginner
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Architecture Scavenger Hunt: Decode Your City's Hidden Design Language
Community Kitchen & Culinary Connection Hub - Social & Community quest

Community Kitchen & Culinary Connection Hub

The best recipes get passed hand-to-hand, not screen-to-screen.

Cook alongside neighbors in a shared kitchen space where recipes become conversation starters and meals turn strangers into friends.

2-3 hours per sessionFree
Beginner
View Quest
Community Kitchen & Culinary Connection Hub
Random Side Quest Generator: Complete Guide to Spontaneous Adventures - Personal Growth quest
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Random Side Quest Generator: Complete Guide to Spontaneous Adventures

Let the dice argue. You just have to go.

Grab a friend, a handful of dice and a stack of pocket cards, then let the roll decide what you do next. You write the options, the dice pick one, and you go. Each outing takes 15 to 30 minutes, and arguing with the dice is not allowed.

15-30 minutes per questFamilyGear from $8
Beginner
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Random Side Quest Generator: Complete Guide to Spontaneous Adventures
Backyard Conversation Workshop - Social & Community quest

Backyard Conversation Workshop

Getting better at talking is weirdly fun with friends

Round up six friends, drag some chairs into a circle in your yard, and spend 90 minutes getting genuinely better at talking to people. One skill, eight-minute pair rounds, a soft chime to switch partners, and a lot more laughing than you'd expect.

90 minutes per sessionFriendsGear from $20
Beginner
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Backyard Conversation Workshop

At Night: Side Quests for a Night Out

The city after dark is a different map. Night photography walks, after-dark exploration, glow-lit challenges — the quests that turn "we should go out" into an actual plan. A $15 headlamp turns any of these into a night quest →

Night Photography - Creative Arts quest

Night Photography

The city transforms after dark—learn to capture what your eyes can't see.

Learn night photography fundamentals through hands-on shooting. Master manual settings, long exposure techniques, and light painting in urban and natural environments.

2-3 hoursGear from $25
Intermediate
View Quest
Night Photography
Urban Nightlife & After-Dark Activities - Urban Exploration quest

Urban Nightlife & After-Dark Activities

The city you know transforms completely after 10 PM—time to meet its night shift.

Navigate your city after sunset with night markets, rooftop bars, street performances, and underground venues that come alive when darkness falls.

3-6 hoursAdultsGear from $45
Intermediate
View Quest
Urban Nightlife & After-Dark Activities
Night Photography: Capture the City After Dark - Creative Arts quest

Night Photography: Capture the City After Dark

The city transforms when the sun drops—neon bleeds into wet pavement, headlights become rivers of light, and shadows reveal what daylight hides.

Learn to shoot sharp, dramatic night photos of cityscapes and street scenes using long exposure, light trails, and ambient glow techniques.

2-3 hoursGear from $37
Intermediate
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Night Photography: Capture the City After Dark
Craft Night Social Making: Build Community Through Hands-On Creation - Social & Community quest

Craft Night Social Making: Build Community Through Hands-On Creation

Hands busy, snacks out, and suddenly everyone's talking.

Invite six or eight people over, put one simple craft project on the table, and spend an afternoon making the same thing together. Everyone leaves with something they built, a few new jokes, and a reason to come back next month. Snacks on a lazy susan, music low, nobody rushing.

2-3 hours per sessionFamilyGear from $40
Beginner
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Craft Night Social Making: Build Community Through Hands-On Creation
Urban Nightlife & After-Dark Exploration Hub - Urban Exploration quest

Urban Nightlife & After-Dark Exploration Hub

Cities transform when the sun drops—learn to read them in a different light.

Navigate cities after sunset, document nocturnal architecture, and capture the energy of urban nightlife through strategic exploration routes.

3-5 hoursAdultsGear from $200
Intermediate
View Quest
Urban Nightlife & After-Dark Exploration Hub
Stargazer Pro Night - Nature & Outdoors quest

Stargazer Pro Night

Today, you're going to aim a telescope at deep-space objects and see photons that have traveled millions of years to reach your eye.

Set up a telescope in a dark-sky location and spend the evening identifying celestial objects through your eyepiece. You'll align your telescope using star patterns, track planets as they drift across your field of view, distinguish between star clusters and distant galaxies, and watch for meteors streaking overhead. This quest transforms abstract astronomy into hands-on discovery as you navigate the night sky using star charts and patience.

2+ hoursGear required
Intermediate
View Quest
Stargazer Pro Night

Outside: Outdoor Side Quests for Groups

Daylight, fresh air, and a shared mission — foraging walks, biodiversity hunts, guerrilla gardening. Sunscreen optional, group chat mandatory.

Collaborative Mural Weekend Build - Creative Arts quest

Collaborative Mural Weekend Build

Round up your friends and paint that bare wall.

Grab three to five friends and spend a weekend turning a blank brick wall into a mural you all signed. You'll sketch a design together, block in the big shapes on Saturday, add the glowing details on Sunday, and invite people over to see it.

12-16 hours over 2 daysFamilyGear from $75
Intermediate
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Collaborative Mural Weekend Build
Randonauting: Break Your Reality Bubble - Personal Growth quest

Randonauting: Break Your Reality Bubble

Let the universe choose your next destination and discover the extraordinary hiding in plain sight.

Use quantum randomness to discover hidden places in your area you'd never normally visit, breaking free from predictable patterns and autopilot routines.

2-3 hoursGear from $25
Beginner
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Randonauting: Break Your Reality Bubble
Documentary Photography & Visual Storytelling - Creative Arts quest

Documentary Photography & Visual Storytelling

Go back until the neighborhood waves instead of posing.

Pick one ordinary corner near you, grab a friend, and go photograph it. Then go back. By the second visit the fruit seller stops noticing you and waves instead, and that's when the honest pictures show up. Your prize at the end: a 10 to 15 photo story of a place nobody else bothered to look at.

3-4 hours per sessionDate nightFree
Intermediate
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Documentary Photography & Visual Storytelling
Community Connection Quest Hub - Social & Community quest

Community Connection Quest Hub

Your neighborhood has characters worth knowing—start collecting their stories instead of just walking past them.

Transform from neighborhood stranger to familiar face through structured social micro-missions that build genuine connections without forced networking energy.

15-30 minutes per interactionFree
Beginner
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Community Connection Quest Hub
Instant Film Photo Walk - Creative Arts quest

Instant Film Photo Walk

Every shot lands in your hand, undeletable.

Grab a friend, one instant camera and a single pack of film, and spend an easy afternoon walking your streets. You get eight to ten shots between you, and every print develops right there in your hand. At the end you each pick a favorite and trade.

2-4 hours per sessionFamilyGear required
Intermediate
View Quest
Instant Film Photo Walk
Complete Urban Sustainability Quest Hub - Urban Exploration quest

Complete Urban Sustainability Quest Hub

Turn your city into a living laboratory for sustainable systems.

Document and audit your city's sustainability infrastructure through hands-on exploration, data collection, and community engagement.

4-6 hoursFree
Intermediate
View Quest
Complete Urban Sustainability Quest Hub

Free Side Quests With Friends

Zero dollars, full adventure. Every quest here starts with what you already own — the only investment is an afternoon.

Hands-On Making & Craft Skills: Learn Traditional Techniques in Your City - Creative Arts quest

Hands-On Making & Craft Skills: Learn Traditional Techniques in Your City

Your hands remember what YouTube tutorials can't teach.

Master real craft techniques from actual makers. Block printing, hand-building pottery, natural dyeing, and woodworking basics taught through hands-on practice.

2-4 hours per skill sessionFree
Beginner
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Hands-On Making & Craft Skills: Learn Traditional Techniques in Your City
Library Scavenger Hunt: Master the Dewey Decimal Deep Dive - Personal Growth quest

Library Scavenger Hunt: Master the Dewey Decimal Deep Dive

Your library card is actually a treasure map—you just need to know how to read it.

Navigate your local library like a pro with this hands-on scavenger hunt that builds research skills while uncovering hidden sections, rare books, and community resources most patrons never find.

90 minutes to 2 hoursFree
Beginner
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Library Scavenger Hunt: Master the Dewey Decimal Deep Dive
Record Your Neighborhood's Secret Soundscape - Creative Arts quest

Record Your Neighborhood's Secret Soundscape

Your block has a soundtrack, and nobody's hit play

Can you build a tour of your block that a neighbor can follow with their eyes shut? Walk a ten-block circle with a friend, listen for six places that sound completely different, record a few minutes at each, then string the best ones into a ten-minute audio tour.

2-3 hoursDate nightFree
Intermediate
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Record Your Neighborhood's Secret Soundscape
Decode Your City's Ghost Signs - Urban Exploration quest

Decode Your City's Ghost Signs

Those faded paint ads on brick walls? They're time capsules worth thousands in stories.

Hunt down faded vintage advertisements painted on brick buildings and learn to read the stories hidden in your city's walls.

2-3 hoursFree
Beginner
View Quest
Decode Your City's Ghost Signs
Urban Skills & Microcredentials Hub - Personal Growth quest

Urban Skills & Microcredentials Hub

Your city's already offering free certifications that employers actually recognize—you just need to know where to look.

Build a portfolio of stackable digital credentials through free and low-cost urban skill workshops, from CPR certification to food handling licenses.

2-4 hours per credential, ongoing monthlyFree
Beginner
View Quest
Urban Skills & Microcredentials Hub
Community Connection Quest Hub: Real-World Social Skills - Social & Community quest

Community Connection Quest Hub: Real-World Social Skills

Your phone can't teach you how to read a room or navigate an awkward silence.

Stop scrolling, start connecting. Five hands-on quests that build genuine social confidence through real-world community interactions.

Varies by quest: 30 minutes to 4 hours eachFree
Beginner
View Quest
Community Connection Quest Hub: Real-World Social Skills

At Home: Indoor Quests for Your Group

Rain, winter, or nobody wants to leave the apartment — indoor quests that turn a night in into the event: cooking circles, craft nights, tabletop builds.

Collaborative Feast Cooking Session - Social & Community quest

Collaborative Feast Cooking Session

Everybody teaches a dish, everybody swaps jobs

Gather four to eight friends in your kitchen and cook a four-part meal together, swapping stations every 45 minutes so everyone teaches and learns something. Three to four hours later you sit down to fresh pasta, a slow-simmered main, a bright salad and dessert you all made.

3-4 hoursFamilyGear from $43
Intermediate
View Quest
Collaborative Feast Cooking Session
Urban Sustainability & Eco Living Center Quest - Urban Exploration quest

Urban Sustainability & Eco Living Center Quest

The future of city living isn't in a TED talk—it's in the compost bins, solar panels, and greywater systems you can touch and test yourself.

Explore hands-on sustainability demonstrations, regenerative systems, and eco-tech at your local green living hub to upgrade your urban environmental impact.

2-3 hoursFree
Beginner
View Quest
Urban Sustainability & Eco Living Center Quest
Community Connection Hub: Beyond Small Talk - Social & Community quest

Community Connection Hub: Beyond Small Talk

Most community events trap you in 'What do you do?' loops—this format gets to the real stuff in 10 minutes.

Create recurring community meetups where strangers discuss meaningful topics using structured conversation frameworks that bypass surface-level chatter.

90 minutes per sessionGear from $25
Intermediate
View Quest
Community Connection Hub: Beyond Small Talk
Creative Arts Challenges: Learn & Make Together - Creative Arts quest

Creative Arts Challenges: Learn & Make Together

Your whole table starts this one clueless, and that's the fun

Gather four or five friends around one table, pick one art medium nobody has tried, and give yourselves 90 minutes to make something. Watch a short tutorial together, then race the timer. Halfway through, everyone walks the table and says one nice, specific thing about someone else's piece.

2-3 hours per sessionFamilyGear from $63
Beginner
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Creative Arts Challenges: Learn & Make Together
Ultimate Library Scavenger Hunt: 12 Literary Challenges - Personal Growth quest

Ultimate Library Scavenger Hunt: 12 Literary Challenges

Transform a quiet library visit into an epic treasure hunt that sharpens your research skills while uncovering literary secrets.

Master library navigation with this engaging scavenger hunt featuring 12 literary challenges. Perfect for all ages, this interactive quest transforms your local library into an adventure playground while building research skills and discovering hidden treasures.

1.5-2 hoursGear from $1
Beginner
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Ultimate Library Scavenger Hunt: 12 Literary Challenges
Community-Based Learning & Social Skills Hub - Social & Community quest

Community-Based Learning & Social Skills Hub

The timer ends every chat before it gets awkward

Ever wish you could practice conversation somewhere everyone else is practicing too? Find a conversation club at a library or community center and spend 90 minutes rotating through short rounds with a new partner each time. A big timer counts down, a card deck hands you the topic, and nobody expects you to be smooth.

90 minutes per sessionFriendsPaid activity
Beginner
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Community-Based Learning & Social Skills Hub

Crazy & Competitive: Challenge Your Friends

For groups that need a scoreboard: scavenger hunts, real-life challenge runs, photo battles. Loser buys the post-quest food.

Farmer's Market Challenge - Social & Community quest

Farmer's Market Challenge

Turn your market trip into a culinary adventure by letting chance decide your menu.

Navigate your local farmer's market with creative challenges that push you to discover new ingredients, chat with vendors, and cook something adventurous.

2-3 hoursGear from $25
Beginner
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Farmer's Market Challenge
Urban Adventure Gamification System - Urban Exploration quest

Urban Adventure Gamification System

Your city just became a playable map—here's how to rack up points while exploring it.

Transform city streets into interactive game boards using location-based apps, AR challenges, and point systems. Complete missions, collect digital badges, and compete with friends in real-world urban environments.

2-4 hours per sessionGear from $30
Beginner
View Quest
Urban Adventure Gamification System
Farmer's Market Challenge: Talk to Five Vendors & Learn Their Stories - Social & Community quest

Farmer's Market Challenge: Talk to Five Vendors & Learn Their Stories

Your food has stories—go ask the people who grew it.

Turn your farmer's market run into a real conversation. Talk to five vendors, learn where their food comes from, and walk away with stories that change how you eat.

1.5-2 hoursSupplies from $30
Beginner
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Farmer's Market Challenge: Talk to Five Vendors & Learn Their Stories
Design a Local Adventure for a Friend - Creative Arts quest

Design a Local Adventure for a Friend

Send a friend clue by clue to a secret treat.

Pick a friend, keep it secret, and build them a three-stop walking adventure through your own neighborhood. Each stop gets a clue and one tiny task, and the last one ends with a treat you bought ahead of time. You hand over the first clue and stroll along while they figure it out.

3-4 hours (plus field testing)FamilySupplies required
Intermediate
View Quest
Design a Local Adventure for a Friend
Friend Challenge Gauntlet: Real-World Group Competitions - Social & Community quest

Friend Challenge Gauntlet: Real-World Group Competitions

Who in your group can actually win under pressure?

Gather four to eight friends, invent one silly contest, and start a scoreboard that follows your group all season. Tonight's winner gets five points and a trophy that moves from house to house. In two to four hours you'll crown your first champion and schedule the rematch.

2-4 hours per eventFamilyGear from $15
Beginner
View Quest
Friend Challenge Gauntlet: Real-World Group Competitions
Modern Treasure Hunting with Geocaching - Nature & Outdoors quest

Modern Treasure Hunting with Geocaching

Millions of waterproof containers are hidden within walking distance of you right now—each one waiting to be found.

Navigate to hidden containers using GPS coordinates, sign logbooks, and trade small treasures in the world's largest outdoor treasure hunt.

2-4 hours per sessionGear from $3
Beginner
View Quest
Modern Treasure Hunting with Geocaching

For Two: Side Quests for Couples & Duos

Everything above works for two — these are built for it. Conversation-first, date-adjacent, and better with exactly one other person.

Conversation Circle Hosting: Build Real Connection Through Structured Group Dialogue - Social & Community quest

Conversation Circle Hosting: Build Real Connection Through Structured Group Dialogue

Whoever holds the stone has the floor, and nobody talks over them

Invite six to twelve people into your living room, hand them one good question, and watch what happens when nobody interrupts. You pass a heavy stone around a circle of chairs, and whoever holds it gets three to five uninterrupted minutes. Ninety minutes later, your friends won't want to leave.

2-3 hoursFamilyGear from $15
Intermediate
View Quest
Conversation Circle Hosting: Build Real Connection Through Structured Group Dialogue
Conversation Skills & Real-World Practice - Social & Community quest

Conversation Skills & Real-World Practice

Your phone can't teach you how to hold eye contact or read the room.

Practice structured conversation techniques in everyday settings. Learn active listening, small talk strategies, and body language through intentional real-world interactions.

30-45 minutes per sessionGear from $15
Beginner
View Quest
Conversation Skills & Real-World Practice
Neighborhood Conversation Starter Ritual - Social & Community quest

Neighborhood Conversation Starter Ritual

The best community connections start with showing up, not screens.

Turn strangers into neighbors with a simple weekly ritual that sparks genuine conversations and builds lasting community bonds.

2-3 hours weeklyFree
Beginner
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Neighborhood Conversation Starter Ritual
Real Life Social Quests: Community Connection Activities - Social & Community quest

Real Life Social Quests: Community Connection Activities

Your neighborhood has 47 people within two blocks you've never spoken to—let's change that.

Face-to-face connection activities that transform strangers into neighbors. Practical social quests for building genuine community ties in your actual neighborhood.

30 minutes to 3 hours per questFree
Beginner
View Quest
Real Life Social Quests: Community Connection Activities

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More side quest lists

Keep exploring

Browse a category, grab the gear, or let the generator pick.

Frequently Asked Questions

What are good side quests to do with friends?

Group-friendly side quests include hosting a neighborhood swap meet, a skill-swap dinner, a night-photography walk, a group urban scavenger hunt, or a tabletop firepit night. Anything with a shared goal works.

What side quests can we do at night?

Night-photography walks, after-dark urban exploration, stargazing missions, and glow-lit challenges all work best after sunset. See the "At Night" section above — each links to a full guide with steps and safety notes.

What are free side quests to do with friends?

Most group quests cost nothing: scavenger hunts, conversation workshops, skill swaps, photo walks, and neighborhood exploration all start with what you already own. The "Free" section above only lists quests with zero required purchases.

What can a group do together at home?

Indoor group quests include cooking circles, craft nights, skill-swap dinners, and tabletop projects — see the "At Home" section. They work for rainy days, winter nights, or any evening nobody wants to leave the apartment.

Are there side quests for couples?

Yes — conversation-driven and two-person quests work naturally as dates. The "For Two" section lists quests built for exactly two people, and the generator can filter for duos.

Can the side quest generator pick group quests?

Yes — set the 'who are you with' filter to friends or a group and the generator only returns quests that work for more than one person.