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Southport & Irving (SIP) hosts a pop-up party with Bottle & Bottega, Chicago’s premier wine and art entertainment studio on Tuesday, September 30 from 6-9 p.m. The inclusive $40 event begins with a 30-minute welcome reception, featuring a Spanish wine tasting, complimentary passed appetizers and education from Gordon Croy of Heritage Wine Cellars, and moves into an art class with all materials provided from paint to aprons to easels. Local artists provide hands-on instruction during the art class and each attendee takes home their wine-themed masterpiece. Post-welcome reception, attendees receive a half-price wine by the bottle discount. Reservations required; tickets available at bottleandbottega.com.