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strolling.
SideStroll is an AI companion that learns your taste, watches for a good time window, and offers one mysterious offline sidequest instead of another feed to browse.
Your life is the game.
These are your quests.
AI That Gets You
Answer questions about yourself, pick your interests, and SideStroll learns what makes you tick — then crafts quests just for you.
One Invitation
Today shows the best current action: start, hold a Crew Stroll slot, or send a few Signals while the agent learns.
Solo or Multiplayer
Go on a solo sidequest or get matched with other other students for a quiet shared experience, without chat, public lists, or social pressure.
Mystery Reveals
Quest details unlock only when they become useful, so the app feels focused instead of over-explained.
Calendar Sync
SideStroll watches for free slots in your schedule and proactively suggests the best adventures during your downtime.
Quest Journal
Track your completed sidequests, rate them, and build your personal adventure history over time.
Three steps to your first sidequest
Tell us about you
Pick interests, swipe on questions, and let SideStroll build your adventure profile.
Sync your life
Share busy calendar blocks so SideStroll can avoid asking at the wrong moment.
Go on a sidequest
Get a personalized quest, head out, and complete it by arriving at the destination.
See SideStroll in action
Ready to start sidequesting?
Join the waitlist and be the first to know when SideStroll launches. We'll send you early access.