Instructor Mike Pinneo during a beginner’s lesson in Cabo San Lucas.

Instructor Mike Pinneo during a beginner’s lesson in Cabo San Lucas.

Photographer: Jake Stangel for Bloomberg Businessweek

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“Catch any waves?” I haven’t even boarded the plane for Mexico, but my buddy Christopher is already hassling me. Like thousands of other Americans, my girlfriend, Anna, and I are spending New Year’s Eve in San José del Cabo at the southern tip of the Baja California Peninsula. Afterward, we plan to drive up the Pacific coast looking for adventures.

She doesn’t know it, but a ring has been stuffed in the bottom of my luggage for almost two weeks. I’ve even survived the holidays among my family without my curious nephews finding it. My plan is to get to a little strip of solitary beach up the coast, and there I’ll ask her to marry me.