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·5 min read·Ideas

Fun Ways to Explore a City with Friends

Groups don't explore cities — they drift through them, waiting for someone to decide. Give the day a game and everything changes.

Fun ways to explore a city with friends start with structure

Here's the honest truth about fun ways to explore a city with friends: the enemy isn't the city, it's the group. Five people, no plan, everyone politely deferring — you end up walking the main street, eating at the first okay-looking place, and calling it a day. Nobody chose it; it just happened.

The fix is embarrassingly simple: give the day a format. A game, a score, a constraint — anything that replaces “what do you guys want to do?” with a next move. The formats below all fit in a pocket and need zero equipment.

Games that decide the route for you

  • Coin-flip walk. At every junction, heads is left, tails is right. Thirty minutes of this lands you somewhere no guidebook would.
  • The alphabet crawl. Find something photographable starting with A, then B, then C. The group that gets to M has seen more of the city than most week-long visitors.
  • One stop past. Take the metro or tram one stop further than wherever you were going. Explore what's there before doubling back.
  • Local's orders. Ask one local for their favourite nearby place, go there, ask again. Three hops deep you're somewhere genuinely un-touristy.
  • The full scavenger hunt. The heavyweight option — teams, challenges, forfeits. We wrote 30 ready-made city scavenger hunt ideas so you don't have to invent them.

Split up on purpose

The most underrated group move is temporary separation. Big groups move at the speed of the slowest decision; pairs move at the speed of curiosity. Try these:

  • The 45-minute scatter. Split into pairs, set a meeting point, and compete: best find wins. “Find” can mean a view, a snack, a shop, a story.
  • Dinner scouts. Each pair scouts one dinner candidate and pitches it in 30 seconds at the meeting point. Group votes, no vetoes.
  • Photo duel. Same neighbourhood, 30 minutes, one prompt — best photo wins, judged at the café afterwards. Steal prompts from our travel photo challenge ideas.

Splitting up also quietly solves the group-pace problem — the museum people and the food people each get an hour of their thing, and everyone returns with something to show off.

Keep score, keep it friendly

A running score turns a weekend into a season. Keep it dumb and visible: a note on someone's phone, points for wins (best find, best photo, best dinner call), and a standing prize — loser of the trip buys the last dinner. The score gives every small moment stakes: suddenly the person who spots the perfect bakery isn't just hungry, they're scoring.

One warning from experience: competition needs the same ground rules as any shared trip — agree the stakes before, keep them small, and never let the scoreboard decide where someone eats against their will. If it's just two of you travelling together for longer, our travel buddy guide covers how to compete for a week straight without a single argument about it.

A scoreboard that runs itself

Gempin was built for exactly this kind of day. Hidden-gem restaurants and sights trending on TikTok, Instagram and Google appear as Spots on the map; whoever reaches one first snaps a photo to claim it and banks the Gems. Points, proof photos and the leaderboard all happen automatically — you just explore. Pair up with a travel buddy and the comparison runs live all trip.

It's heading into early access on iOS — join the waitlist and bring your most competitive friend.