Sounds like fun.
Someone should "act" old and responsible here.
Have you ever sailed in the ocean? Has your friend?
You have been sailing for maybe two years I'm guessing. I'm a little concerned about you experience level here.
If you plan on reaching down the shore then you may have to sail off the beach with an on shore breeze.
Have you ever done a surf launch.
Don't assume anything will be easy, even sailing on the inside.
Two is one and one is none. Have a spare knife, tools etc. and don't store in the same place.
Bring some neosporin w/pain relief. Salt water is nasty on cuts.
Stay safe, we want to hear the stories from you, not the Coast Gaurd reports.
I'm done now