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Start by lining your stomach and getting a sense of your surroundings. The Hangar Cafe (6261 13th Ave. S.) in Georgetown turns out waffles and crepes, savory and sweet, seven days a week. The tiny little house sits right under the landing path of Boeing Field, a fine way to acclimate yourself to this DIY neighborhood. It's also a swell place to park the car and switch to bikes if you're so inclined (though Saturday in the South End will still put you on the road with a few trucks).
The first wine stop is a tree-lined street right off Michigan. Only the logo of Fall Line Winery (6122 Sixth Ave. S.) marks the door on a deceptively small, one-story office building that looks more like it should house your dentist. One thing's for sure—you could bring your crepe and picnic off of Fall Line's floor; winemaker Tim Sorenson is as fastidious as he is lettered. He has a Ph.D. from Harvard and teaches economics at Seattle University. Of course, an econ professor should be too smart by half to open a money-sucking maw such as a winery. I worked with Sorenson briefly at a wine shop long ago; we were both trying to whip our palates into shape. I remember that he would get caught up trying to understand every facet of a wine. Fall Line wines benefit from Sorenson's attention to detail, and from the fact that his wines contain grapes from some of the state's best vineyards, among them Ciel du Cheval and Boushey. The wines possess lavish fruit and are superclean, meaning that it's all about that fruit without any obvious winemaking. Tim took his palate and apprenticed under the winemaker of one of your next stops (Ben Smith of Cadence) before opening Fall Line with his wife, Nancy, in 2003, so see if you can spot any similarities in style.
O-S Winery (1501 S. 92nd Pl., Suite B) sits hidden in a light industrial park right off Director, just before the overpass on your way out of South Park. For all the boldness of the label and the purposefully sharp names, O-S's wines have a particular lightness to them compared to its neighbors. Which is weird because all everyone talks about is how rich these wines are: rich yes, heavy no. From the tiny makeshift tasting room, you can gaze into the winery. The barrel vault calls from the back of the space. Lit from within, the warm glow is like looking in on a family's hearth. The cabernet franc O-S makes from Champoux vineyard could be the poster child of Washington's Grape Red Hope, luscious fruit with a kick of acidity and enough character in youth to make you stop and think. But age a bottle of this wine for a few years, and you start to see why everyone's talking about Washington wine.
Taco break! The hunger drummed up by a handful of rich red wines can be maddening. Why power through? Refresh yourself with a couple of carne asada tacos from El Rincon back up on 16th Avenue South, or bag a few tortas to enjoy on one of the grassy knolls of a nearby office park.