Raffi Patatian is one of the most conscientious, careful, and knowledgeable sailors I know. He set off for Mexico aboard his Hallberg Rassy 43, Wind River, in the fall of 2023. Since then, he has sailed many miles down the West Coast and across the Pacific Ocean, mostly singlehanded. He’s an entrepreneur who ran his own IT business in the Bay Area before heading off cruising. Raffi and I caught up at his Sausalito home when he briefly returned from Fiji to pick up some boat parts.

Jamie and Behan Gifford have been sailing their Stevens 47, Totem, around the world for more than a decade. They raised three children aboard but are now empty nesters, planning the next chapter of their cruising life. Lauren and I joined them aboard Totem to discuss life afloat, upgrades to their beloved boat, their successful coaching business, and their upcoming sailing plans. (Photo by Jill Hearne)

Jon Bilger is the director and founder of PredictWind. Jon founded the company after working on forecasting for the Alinghi Americas Cup team. The technology has revolutionized accessibility of weather forecasting and routing for both racers and cruisers. I talk to Jon about his own sailing background, how he developed Predict Wind, some new exciting tools - like 100 meter accuracy tidal current modeling for San Francisco Bay - and more.