While a superficial relationship with your 'hood will do for a time, to achieve real intimacy you need to access its deepest darkest secrets, and which restaurants have applied for outdoor seating. Get all the dirt at EveryBlock.com.
EveryBlock culls hood-specific data from wide-ranging, otherwise tedious sources like government offices and websites, local newspapers, community weeklies, blogs, TV, and radio, then amalgamates it for you into a neat little distracting package. Just type in zip code or hood name and search categories such as real estate listings, condo conversion approvals, crime reports (two pairs of D&G sunglasses stolen in Coral Gables! From a Nissan!), restaurant and liquor license applications, and restaurant code inspections (apparently cockroach is not a crustacean used in paella). EB also pulls data from sites like Craigslist and Yelp for business reviews on shops both new and old, and comes with a mapping system for a bird's-eye view, so you won't get lost on your headlong dash to get some paella.
For even greater knowledge EB features Flickr pics taken in particular areas, from bikini'd chicks at Nikki Beach's Stone Crab Happy Hour, to Westwood Lake toddlers engaging in something called EuroBungy, to some random Biscayne South resident lovingly fondling a tub of Starbucks ice cream -- proving that sometimes, failed intimacy can lead to the greatest intimacy of all.