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strolling.
SideStroll is an AI companion that knows your interests, checks your calendar, reads the weather, and scans local events — then sends you on a personalized sidequest to get outside and live.
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.
Location-Aware
Using your location, nearby events, weather data, and your calendar to find the perfect moment to send you on an adventure.
Solo or Multiplayer
Go on a solo sidequest or get matched with other adventurers for a shared experience — sightseeing, events, or spontaneous fun.
Interactive Map
See quests and events around you on a live map. Walk to a location to auto-complete challenges via geofencing.
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
Connect your calendar and share your location so SideStroll knows when and where you're free.
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.