MANIFEST
When you watch a movie, how many takes does it take to get the magical moment you see? When you go see stand-up comedy or theater, how many times have the artists played with that content and tuned the experience? Until you're on stage actually delivering your session, it is not real. Doing it as if it were the day of the offsite is the only way to experience "rubber meeting the road" before it does. You cannot get the feeling and learning from delivery without actually delivering. You can use your partner, friends, or coworkers. The next best thing is to tape it.
PREPARE
You can wait for the offsite day to try your speech or your activity for the first time. It can be part of the philosophy of the offsite as a way to emphasize the value of "getting things done" or "agile"... But too many times, it is the default, the low bar we got accustomed to. The best way to figure out how much time you want to prepare is to assess (1) the impact potential of the experience, and (2) the number of attendees. Dedicating 30 hours of design and practice is going to mean different things whether you're facilitating a core 1h upskilling that will impact performance & creativity across the board (meta-skill) to an audience of 200 people or a 30-minute personal story to your 10 peers.
LINK
How the offsite will feel will depend a lot on your ability to create the right sequence from different angles: state management (tense & energetic arousal, hedonic tone), content (story, topic), i/we/it, active/passive, etc. Taking each session separately, the linking is about facilitating an experience that takes participants where they are in the moment you start, aware of what they went through: what they know now and what is on their mind, how they feel about it all, and closing in a way that what matters will stay with them before someone else takes over and imprint their stuff. Even better, setting the next facilitator for success.