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Step Back in Time: Sinatra, Cigars, and Spirits at Lindy's - Dinner & A Show
Step Back in Time: Sinatra, Cigars, and Spirits at Lindy's
Get ready to transport yourself to the golden era of crooners, classic cocktails, and old-school cool. As part of our Dinner and a Show series, Lindy’s invites you to an exclusive evening of Sinatra, Cigars, and Spirits.
Join us in the Dining Room for a spectacular multi-course meal set to the iconic tunes of Ol' Blue Eyes, followed by fireside cigars on the deck. We are thrilled to partner with Arlington Pipe and Cigar, who will be hosting a premium cigar bar on the patio. Their resident cigar expert will be on hand to personally cut, light, and guide you through the perfect smoke.
The Details
Date: Friday, October 23rd
Time: 6:30 PM – 9:00 PM
Location: Lindy’s Dining Room & Deck
Live Entertainment: Myles Hayes & Andrew Blendermann
Tickets: $85 per person (Plus tax & 22% automatic gratuity)
Exclusive Add-On: Pre-purchase a premium 3-pack of cigars for just $35
The Vibe: Classic, sophisticated, and unapologetically smooth. Dress to impress or come as you are—just be ready for an unforgettable night of food, music, and fine tobacco.
The Menu
6:30 PM – 7:30 PM: Butlered Appetizers and Apéritifs in the bar
- Jumbo Shrimp Oreganata: Sautéed shrimp served with stewed cannellini beans, soffritto, oven-dried tomatoes, and oreganata sauce.
- Beef Crostini: Slow-roasted beef tenderloin, seared and crusted with black pepper, thinly sliced and served on a crispy crostini with a caramelized onion cream spread.
- Caprese Bites: Fresh mozzarella pearls, sweet cherry tomatoes, and aromatic basil leaves elegantly skewered and drizzled with a rich balsamic glaze.
7:30 PM: Seated for show | Soup or Salad (Choose One)
- Lacinato Kale and Pecorino: Kale and spinach tossed in a creamy citrus Italian dressing with boiled egg whites, egg yolk, raisins, toasted almonds, and pecorino cheese.
- Little Gem Caesar Salad: Little gem romaine lettuce tossed with Caesar pesto dressing, croutons, and snow parmesan cheese.
- Tuscan Tomato Bread Soup: Sweet tomato broth with basil, extra virgin olive oil, and toasted polenta bread, topped with parmesan cheese.
Entrées (Choose One)
- Chicken Sinatra: Pan-seared chicken breast in a rich, savory Marsala wine and mushroom reduction, served over velvety mashed potatoes and tender-crisp green beans.
- Braised Short Ribs: Slow-braised short ribs served over creamy parsnip purée, roasted vegetables, and a red wine beurre blanc sauce.
- Bourbon-Glazed Pork Chop: Grilled bone-in pork chop with fire-roasted apples, chipotle sweet potatoes, braised tomato kale, and a bourbon glaze sauce.
Dessert (Choose One)
- Salted Caramel Budino: A rich and creamy caramel custard beautifully layered with whipped mascarpone cream and finished with a pinch of flaky sea salt.
- Classic Italian Tiramisu: Espresso-soaked ladyfingers layered with airy mascarpone cream, elegantly dusted with cocoa powder and dark chocolate shavings.
Featured Cocktail Specials Perfectly crafted to pair with your meal and your fireside smoke.
- The Chairman's Martini: A nod to Ol' Blue Eyes himself. Premium London Dry Gin (or Vodka), a whisper of dry vermouth, served ice-cold with a classic lemon twist.
- Smoked Maple Old Fashioned: Our rich, cigar-friendly take on the classic. Kentucky Bourbon, a dash of maple syrup, Angostura bitters, and a smoked Luxardo cherry.
- Fly Me to the Moon Manhattan: Bold and sophisticated. Rye whiskey, sweet vermouth, and aromatic bitters, served up in a chilled coupe glass.
- The Classic Negroni: The ultimate Italian apéritif. Equal parts Gin, Campari, and sweet vermouth, poured over a large ice cube with an orange peel expression.
Spaces are limited for this exclusive event. Reserve your table today and let us fly you to the moon!
Images
Date and Time
Friday Oct 23, 2026
6:30 PM - 9:00 PM CDT
Friday, October 23rd
6:30 - 9 PM
Location
Lindy’s Dining Room & Deck
Fees/Admission
Tickets: $85 per person (Plus tax & 22% automatic gratuity)
118 S. Main Street, Suite 4, Wauconda, IL 60084