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Cielo Farms is a scenic, Tuscan-style estate with a wine bar where you can sip and watch the sun set in the Santa Monica Mountains. It hosts comedy nights once in a while, and now it’s branching out into live music with Cielo Sessions, boasting a curated lineup local bands alongside wine, food and golden-hour vineyard views. For the first installment, expect a DJ set by KCRW’s Wyldeflower followed by a performance by American Idol finalist Jen Hirsh’s Monogem.