The theme of our Instagram challenge for the week of June 16th is #PProadlesstaken, and we’re teaming up with Bonobos! Think of inspiring and creative ways to capture or convey moments in which you (literally or figuratively) took the riskier, less-certain journey in a photo or video: snapshot a fork in the road, capture a friend off-roading, or document a moment you had to brave an adventure by yourself.

And don’t forget to tell us about your entry and what makes it special or memorable (note that the winner always has a write-up for their photo).

Three winners* will receive $200 gift certificates for Bonobos. The honorable mentions* will receive 25% discount codes for Bonobos wear.

*Contest is open worldwide, free shipping to U.S. addresses only.


1) Post a photo or video that fits this week’s theme and tag @passionpassport and #PProadlesstaken in your first caption so that we don’t miss your entry. Note that you cannot simply ‘tag’ an older photo or video — you must post or re-post your entry.

2) Include a short blurb about what was significant about your photo or video (check out the previous challenge winner here).

3) Submit as many entries as you like between Monday, June 16th and Saturday, June 21st at 11:59pm PST.

4) Winners and honorable mentions will be announced on Sunday, June 22nd on

Good luck, and let’s see those entries!