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Starbrite makes a color called light beige which is a fine match unless your boat hasn't faded in the last 25 years or so, most have, and the color they used back then is just too dark. Call the company directly to oder, it's about $12 a tube.

It is fine, and smart, to caulk over existing caulk that is in good condition. Removing all the old caulk that still remains bonded to the boat is silly. Just make sure the old is clean and dry.

The silicone caulk BW used does not crack, it pulls away from the sides, expansion and contraction.