This story originally aired on June 17, 2017. You may have thought about living on the San Juan in an abstract, big-picture sense: basking in the rain shadow, long bike rides along rolling hills, the best garden of your life. But what about the practical parts of day-to-day life, like dating? What if you couldn’t take someone out to dinner without everyone you see every single day knowing your business? When you move to one of our fine islands, it takes over your life — and that’s part of the