Casa De Montecristo stocks its ample humidors and regal environs with row after row of tasty smoking tobacco. A La Sirena Trident summons piquancy from the depths of the broadleaf ($9.95), while an E.P. Carrillo Elite hits only the most select flavor notes ($11.95). Casa De Montecristo also boasts a free VIP membership lounge, which can be accessed by calling ahead. The spacious smoking cavern teems with plush amenities such as leather chairs and private humidified lockers. Kick back in the bar and tune in to a flat-screen television, or recline in the theater room for a movie, game, or cigar-smoking tutorial led by Groucho Marx.
Olive or Twist pairs its 36 unique martinis, 20 bottled microbrews, and international wines with contemporary American fare concocted by chef Robert Nava. Shaken or stirred libations range from the Thin Mint martini, which comes in a Girl Scout box, to the Florida Key Lime Pie martini, a dram of Bacardi rum, Midori liqueur, and chocolate liqueur garnished with lime ($9–$11). Diners can also choose from brews including 3 Floyd's Alpha King pale ale ($5) to accompany small plates such as the potato-wrapped prawns with spinach, artichokes, and mustard-seed butter ($10). Tenderloin sliders topped with blue cheese and red-onion confit ($9) annex tummies before calling for reinforcements of classic American sandwiches ($6–$12) or large-plate entrees such as the jerk ribs with an auxiliary unit of saffron shoestring potatoes ($18). For dessert, sweet teeth delight in the banana split ($8) and apple-and-cheese strudel ($5), named after Frank Zappa's overlooked fifth child. Dinner patrons should call ahead for reservations amid Olive or Twist's low-lit tables and brick walls.
The LBGT-friendly Velvet Rope invites revelers with open minds and refined tastes to enhance their evenings with the lounge's slate of fine wines, international cuisine, and elaborate entertainment in the form of go-go dancers and drag shows. Beneath the suffuse lighting of tulip chandeliers, the bustling main floor hosts a full bar, where 35 specialty martinis brim with creative ingredients—such as cookie-dough vodka and absinthe—while the private VIP loft accommodates dozens with a dedicated server, a private television, and plush furnishings for late-night pillow forts. Food and drink packages deck out special events, and the nightclub's calendar overflows with karaoke nights, drink specials, and live performances.
Grotto Oak Brook offers a meat-centric approach to fine dining. The dinner menu features prime steaks and chops, seafood, and pastas trimmed from the willow-like foliage of Tuscan semolina trees. Commence consumption with an appetizer of baked clams ($8 for a half-dozen, $15 for a dozen) or bruschetta, heaped with juicy tomatoes, fresh basil, balsamic vinegar, and olive oil ($9). Oxymoron-lovers can sink teeth into a nine-ounce petite filet mignon ($32), while Manhattanite meatheads can slice into their hometown with the generous 1-ounce New York strip-steak ($38). Specialties such as the half-chicken Vesuvio ($21 for boneless, $20 for bone-in), as well as seafood dishes, including the jumbo-shrimp scampi ($26), cater to animal-haters, while vegetarians can find plant-based sustenance in eggplant parmigiana ($17) and customizable pasta dishes ($16+). Pair your meal with a selection from the list of more than 60 wines imported from Italy, France, California, and the recently discovered lunar grape arbor.
Rose and Stanley Sacharski never meant to open a tiki bar. Their first watering hole, The Lucky Start on Fullerton and Lockwood, was a simple neighborhood tavern until some bamboo wall coverings inspired endless questions from customers: were they a tiki bar? By 1963, the Sacharskis decided their answer was yes, and let their young son pick a new name—Hala Kahiki—from a copy of Dennis the Menace Goes to Hawaii.
Now located inside a former greenhouse in River Grove, Hala Kahiki pours more than 100 tropical-themed cocktails, mingling rum with daiquiris and gin with tropical fruits. Hanging shells sway above the bamboo-lined bar, and rattan lampshades and cane chairs evoke the pleasures of an endless Hawaiian summer. Tables and chairs dot a spacious outdoor garden, and an on-site gift shop stocks Hawaiian shirts, leis, wood-hewn lamps, and several former cast members of Gilligan's Island.
Thick velvet curtains complement vivid crimson walls and leather furnishings at The Play Room, an upscale cocktail bar where area musicians echo over a menu laden with homemade Italian-American bites. An in-house chalkboard scrawled with daily specials and the correct spelling of the chef’s name, while twisty ribbons of gemelli pasta snake through the Famous Pasta Josephine’s panoply of spicy sausage, pecorino cheese, and house marinara cream. Libations flow from a full-service bar, where expert mixologists concoct specialty cocktails or pour one of a dozen wines in the flickering glow of an on-site fireplace, which casts its gauzy glow over the eatery’s dulcet lineup of local musicians.