Caballeros Cigar Bar & Lounge

Caballeros

Food & Drinks

Approachable yet refined dishes and a thoughtfully curated bar program — every plate and pour designed to pair naturally with a fine cigar and good conversation.

Starters &

Small Plates

  • Caballeros Charcuterie Board

    $26

    Artisanal cheeses, cured meats, fig jam, seasonal fruit, crostini.

    Cigar pairing: Ecuadorian Connecticut / Mild Dominican

  • Tinned Fish

    $24

    Premium imported conservas served with pickled vegetables, romesco sauce, chimichurri aioli, smoked whitefish, mussels in escabeche, focaccia toast.

    Cigar pairing: Mild Dominican / Connecticut

  • Steak Bites

    $26

    Caballeros Style. Tender steak bites with bourbon pepper glaze & crispy shallots.

    Cigar pairing: Nicaraguan Maduro / Full-Bodied Dominican

  • Smoked Bourbon Chicken Wings

    $19

    Honey bourbon glaze or lemon buffalo dry rub, celery slaw.

    Cigar pairing: Habano Rosado

  • Crispy Calamari

    $20

    Lightly fried calamari, lemon, Calabrian chili aioli, marinara.

    Cigar pairing: Cameroun Wrapper

  • Wagyu Braised Sliders

    $24

    Caramelized onion, truffle mayo, brioche.

    Cigar pairing: Nicaraguan Corojo

  • Old World Brussels Sprouts

    $17

    Bourbon-orange reduction, dried cherries.

    Cigar pairing: Connecticut Broadleaf

  • Pork Belly & Grits

    $22

    Crispy pork belly, bourbon glaze, creamy stone-ground grits.

    Cigar pairing: Maduro

  • Low Country Shrimp & Grits

    $22

    Blackened shrimp, smoked Andouille, creamy stone-ground grits, scallions.

    Cigar pairing: Connecticut Broadleaf

  • Falafel Sliders

    $23

    Crispy falafel, harissa aioli, tzatziki, pickled red onion, brioche, served with za'atar fries.

    Cigar pairing: Mild Dominican / Connecticut

Soups &

Salads

  • French Onion Soup

    $14

    Rich beef broth, sourdough crouton, Emmental cheese.

    Cigar pairing: Aged Dominican Maduro

    Optional pairing: Cherry Cognac Shot (+8)

  • Scallop Bisque

    $18

    Creamy lobster-scallop bisque with sherry & smoked paprika.

    Cigar pairing: Connecticut Shade / Mild Dominican

  • Traditional Caesar

    $18

    Romaine hearts, brioche croutons, aged parmesan, cracked pepper.

  • Caramelized Wedge

    $19

    Charred iceberg, blue cheese dressing, crispy guanciale, tomatoes, chives.

  • Caballeros Chévre

    $16

    Warm caramelized goat cheese, grilled rustic bread, arugula greens, candied walnuts, cherry tomatoes, finished with honey and aged balsamic drizzle.

Burgers &

Sandwiches

  • Caballeros Dominican

    $26

    Wagyu braised beef, fried plantains, lettuce, tomato, pineapple aioli.

    Cigar pairing: Dominican Corojo

  • Classic Cuban

    $25

    Roast pork, ham, Swiss, pickles, yellow mustard.

    Cigar pairing: Cuban-Seed Connecticut

  • The Stinger

    $24

    Crispy chicken, hot honey, lettuce, tomato, mayo.

    Cigar pairing: Nicaraguan Habano

  • Wagyu Truffle Burger

    $28

    Onion jam, truffle mayo, roasted tomato, brioche.

    Cigar pairing: Full-Bodied

  • El Jardín

    $24

    Grilled portobello mushroom, roasted red pepper, zucchini, eggplant, fresh mozzarella, arugula, balsamic reduction, garlic aioli on toasted focaccia.

Caballeros

Flatbreads

  • Caprese Flatbread

    $22

    Mozzarella, roasted tomatoes, basil, balsamic glaze.

    Cigar pairing: Connecticut Shade

  • Mediterranean Flatbread

    $24

    Hummus, goat cheese, lemon oil, arugula.

    Cigar pairing: Mild Dominican

  • Spanish Maduro Flatbread

    $24M

    Ricotta, caramelized onion, charred peppers, Manchego.

    Cigar pairing: Spanish-Style Maduro

Sides

  • Truffle Rosemary Fries

    $12

    Cigar pairing: Cameroon

  • Sweet Potato Fries

    $12

    Cigar pairing: Connecticut Shade

  • Baked Five Cheese Mac

    $13M

    Cigar pairing: Dominican Maduro

Desserts

  • Classic Tiramisu

    $14

    Espresso-soaked ladyfingers, mascarpone cream, cocoa dust.

    Cigar pairing: Espresso Maduro

  • Vanilla Bean Crème Brûlée

    $14

    Caramelized sugar crust, fresh berries.

    Cigar pairing: Connecticut Shade

The Bar

Cocktails

Classic Cocktails

  • Old Fashioned

    Bourbon or Rye, Sugar, Angostura Bitters.

  • Manhattan

    Rye Whiskey, Sweet Vermouth, Angostura Bitters.

  • Negroni

    Gin, Campari, Sweet Vermouth.

  • Martini

    Gin or Vodka, Dry Vermouth.

  • Espresso Martini

    Vodka, Espresso, Coffee Liqueur.

  • Lemon Drop Martini

    Vodka, Lemon Juice, Triple Sec, Simple Syrup.

  • Boulevardier

    Bourbon, Campari, Sweet Vermouth.

  • Whiskey Sour

    Bourbon, Lemon Juice, Simple Syrup.

  • Daiquiri

    Rum, Lime Juice, Simple Syrup.

  • Margarita

    Tequila, Lime Juice, Orange Liqueur.

  • French 75

    Gin, Lemon Juice, Sugar, Champagne.

  • Sidecar

    Cognac, Orange Liqueur, Lemon Juice.

Signature Cocktails

  • Fig Old Fashioned

    Bourbon, Fig Syrup, Orange Bitters.

  • El Patrón Del Fuego

    Reposado Tequila, Ancho Chile Liqueur, Cacao Liqueur, Agave Syrup, Orange Bitters.

  • The Caballero No. 7

    Brown Butter Bourbon, Toasted Pecan Syrup, Black Walnut Bitters, Angostura.

  • La Casa Del Humo

    Mezcal, Aged Dark Rum, Pineapple Reduction.

  • The Gentleman's Vice

    Cognac, Espresso Liqueur, Cold Brew, Vanilla Syrup.

  • The Andalusian Night

    Spanish Brandy, PX Sherry, Saffron Honey Syrup, Orange Bitters.

  • Smoke & Leather

    Blended Scotch, Oloroso Sherry, Lapsang Tea Syrup, Aromatic Bitters.

  • Midnight In Havana

    Aged Dark Rum, Amaro, Molasses Bitters.

  • El Jefe's Reserve

    Añejo Tequila, Grand Marnier, Cinnamon Tincture, Orange Bitters.

  • Black Gold Caballeros

    Espresso-Infused Vodka, Cacao Liqueur, Vanilla Syrup, Cold Brew.

  • The Last Draw

    Rye Whiskey, Espresso Syrup, Mole Bitters, Angostura.

  • La Firma

    Rosemary-Infused Gin, Dry Vermouth.

  • The Quiet Power

    Premium Vodka, Fino Sherry, White Pepper Tincture.

  • Dealer's Choice

    Bartender's recommendation based on spirit preference, mood, and pairing.

Consuming raw or undercooked meats, poultry, seafood, shellfish, or eggs may increase your risk of foodborne illness.