The screenshot from West Coast Sailing is a good reference for the gear we need to start the season. Minimally, you need a life jacket, a wetsuit, spray gear, footwear, and non-cotton layers to stay warm.  Let us know if you are having difficulty and we'll try to help.
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Helmets - KSRF has a few extra helmets if sailors would like to wear them on windy days.

Local places to find gear:

Silverdale/Bremerton
REI (expensive)
West Marine (near Lowes in East Bremerton)
Sportsman's Warehouse (near Costco)
Fred Meyer, for a cheap watch

Poulsbo
Longship Marine Consignment (downtown)
Olympic Outdoor Center, Port Gamble (kayaking gear is very similar)

Seattle
Fisheries Supply, near Gasworks Park. Tell them you are on a high school team and ask for a discount.