If you've been looking for a place to spend the crazy amounts of excess cash that living in this super-cheap city has afforded you, you may want to become a member of the Wingtip Club. Located in the two penthouse floors above its namesake store, membership (which is fully redeemable for store credit) allows you (and up to three guests) access to a billiards room, golf simulator, personalized catering menu, main bar, wine cave, rentable parlor rooms, and a champagne room (which you are not allowed to have sex in). Allied: Once you tire of being a billiards shark, get to The Cigar Bar & Grill at 850 Montgomery St and pick up some Smith & Forge, the hard cider that's built strong -- built from Apples and built to Refresh.
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1. Wingtip 550 Montgomery St, San Francisco, CA 94111