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1. La Tosca
This classically trained “Italian mambo” quintet provides refined background music that’ll actually make you want to pause the cocktail chatter at times and listen. The ensemble—with members from Bolivia, France, Panama, and Poland led by Andrea Falcone, an accordion player of Italian descent—performs everything from gypsy jazz to Brahms, all with an understated precision that can rise to full nightclub fury if the occasion calls for it. $400 an hour. infoandreafalcone@gmail.com
2. Raymond Chester’s Sunshine Punch
This light and bright crowd pleaser, from the bartender at Lowcountry, features a cheery burnt orange hue and a tapestry of citrus flavors. Here’s how to make enough for 30 guests.
45 oz. | Brugal Blanco Supremo rum |
30 oz. | Freshly squeezed orange juice |
15 oz. | Aperol |
15 oz. | Solerno blood orange liqueur |
7½ oz. | Carpano Bianco vermouth |
60 dashes | Bittermens Boston Bittahs |
90 oz. | Prosecco |
2 to 4 | Trays of ice cubes (the larger the cubes the better) |
2 to 3 | Cara Cara oranges, thinly sliced into rounds, for garnish |
Combine all the ingredients, except the orange slices, in a very large bowl or container. Gently stir about 10 times. (Overstirring will water down the punch.) Strain into a very large punch bowl filled with ice and serve in coupes or Collins glasses garnished with orange slices.
3. JustIce
These crystalline blocks, cubes, and spheres won’t just look pretty in your guests’ libations. They’ll also melt more slowly than smaller cubes or crushed ice, so folks can take their time and not end up with watery sadness in the bottom of their glasses. $10 for a 20-piece bag. 1400 W. 46th St., icecoldjustice.com
4. Votive from Norcross and Scott
Less hassle than flowers, which send your host scrambling for a vase, this woodsy, blossom-scented candle by Chicago artisan Tatine ($19, plus Lassen matches, $8 a box, and brass matchbox cover, $30) will stay lit for about 16 hours. 1476 W. Berwyn Ave., norcrossandscott.com
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5. Carol’s Event Staffing
We don’t know whether Vince Vaughn’s wedding had any crashers, but it did have Carol’s waitstaff keeping the fun going. Carol Brewer has run her business for 23 years, so she’s learned a thing or two about how (and how much) Chicagoans drink. Her pro-grade bartenders, like Joshua Simpson (pictured), will work any size event, and they’ll even handle coat check. From $200. 5038 N. Lincoln Ave., carolseventstaffing.com
6. P.O.S.H.
This downtown emporium harbors a trove of vintage French glassware—pick up a set of old-school Champagne coupes—and Prohibition-era bar accoutrements, like a 1920s silver-plated ice bucket from a British hotel ($300). It’s just the right dose of nostalgia-tinged elegance. 613 N. State St., poshchicago.com
7. Azeeza
Seen on the likes of Gabrielle Union, the Chicago designer Azeeza Khan’s flowy, diaphanous creations (like the shimmery Blake, $995, pictured) are a midsummer night’s dream. 900 N. Michigan Ave., azeeza.us
8. Blowout Junkie
The stylists at the two chic, airy locations of this sibling-owned blowout bar use a deft touch—and luxe Kérastase styling products—to create sleek and modern looks that never stray into pageant-girl pouf. From $40. 445 W. Huron St.; 1219 W. Madison St.; blowoutjunkie.com