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Where will you be sailing? Offshore? Coastal? Great Lakes?

We've found good prices in the sale section of APS on last year's clothing.

Offshore I'd bite the bullet and get the expensive, made for those conditions clothes and shoes. Conditions can be bad enough without throwing in cold and wet clothing to the mix.

Inland I make do with my everyday bad weather clothes.

I bought a pair of Dubarry shoes at the boat show and made the mistake of wearing them to work one day. I darn near faceplanted on the lobby floor they were so sticky. I splurged for those times we sail to a meeting I can just jump off the boat and head indoors. I've tried Sebago and Sperry and while I love the shoes and the price, my feet protest quite painfully. Mostly I wear Keens or Crocs on the boat.
 
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