Congrats on your new purchases and Welcome!
Any recommendations of basics we should always go out with?I would buy leashes for each paddle.
I would buy a throw-rope bag for each boat for rescue, and extra rope to tow with, etc.
I would add a bow-line to both boat.
Scupper plugs (including the screw in ones) are mostly for cold water use.
Also (as you mentioned) leash everything, including gear in the center hatch that you will need access to on the water, they will move around). Also, leash anything of value in the pockets, in case you roll.
I use the pocket behind the seat for a toolbox of all tools needed for the boat, in a Lock-Lock plastic box.
For more info:
http://www.kayakfishingstuff.com/community/showthread.php?t=66319http://www.hobiecat.com/community/viewtopic.php?t=8424&highlight=
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Hobie Island Sailing since 2006