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Registering a SkyCaddie watch device is done by syncing with the CaddieSync software, that you can install on a computer.
Go to the website
and look at the upper right corner where it says 'Got a SkyCaddie?', and click there, on 'renew your plan' or the like.
That will go to a page to download CaddieSync onto your computer, then ... connect the SkyCaddie watch to your computer, then turn the watch On, then click on
Sync My SkyCaddie now
and complete the process.
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(Actually, the website has changed - I checked it - so click on 'Sync' not on 'Got a SkyCaddie?' and otherwise the instructions are good.)