USCG Master-licensed for vessels up to 1,600 gross tons, Captain Keith’s Charters in Point Loma operates sailing lessons and charters aboard a Ranger 33 on San Diego Bay. Beginner-to-advanced instruction covers tacking, jibing, sail trim, and coastal navigation, a curriculum that feeds into the more structured certification tracks at San Diego Sailing Academy. The boat is berthed at Sun Harbor Marina, giving lessons direct access to the bay’s prevailing 10- to 15-knot westerlies and the shipping-channel navigation challenges around North Island. Sunset cruises and whale-watching charters run seasonally alongside the instruction schedule, accommodating groups up to six passengers. The most complex engagements involve multi-session private coaching for clients preparing to skipper their own coastal passages, covering heavy-weather sail reduction, man-overboard recovery, and night piloting.