r/remotework•
latte_yen

Packed retreat schedule vs actual free time - what is the best way to the structure corporate team retreats?

Just finished hosting an offsite here in Thailand for a group of 50, and while super fun, we hit the exact same pattern we often see.

Whenever founders or HR come to us to plan things out, they almost always push for a super packed schedule. Tons of back to back workshops, strategy sessions, organized team bonding etc.

When the post-retreat feedback comes back and attendees are almost unanimousely saying the exact same thing... they had fun and enjoyed the exercises but just wanted more downtime to chill, hang out, and talk naturally.

So question for leaders booking one, how do you handle this? Do you try to pack the agenda so it feels "worth the flight", or intentionally leave big chunks of open time?

Posted Sep 8, 2026, 11:51 AM UTC

11
Loading comments…