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
$28Artisanal cheeses, cured meats, fig jam, seasonal fruit, crostini.
Cigar pairing: Ecuadorian Connecticut / Mild Dominican
Smoked Bourbon Chicken Wings
$19Honey bourbon glaze or dry rub, celery.
Cigar pairing: Habano Rosado
Calamari & Shrimp
$20Lightly fried calamari and shrimp, lemon and Calabrian chili aioli.
Cigar pairing: Cameroun Wrapper
Wagyu Sliders
$21Caramelized onion, truffle mayo, brioche. Served with fries.
Cigar pairing: Nicaraguan Corojo
Old World Brussels Sprouts
$14Bourbon-orange reduction.
Cigar pairing: Connecticut Broadleaf
Low Country Shrimp & Grits
$22Blackened shrimp, sofrito, creamy stone-ground grits, scallions.
Cigar pairing: Connecticut Broadleaf
Falafel Sliders
$21Crispy falafel, harissa aioli, tzatziki, pickled red onion, brioche. Served with za'atar fries.
Cigar pairing: Mild Dominican / Connecticut
Steak Bites
$26Caballeros Style. Tender steak bites with red wine reduction and crispy shallots.
Cigar pairing: Nicaraguan Maduro / Full-Bodied Dominican
Soups &
Salads
French Onion Soup
$14Rich beef broth, sourdough crouton, Swiss cheese.
Cigar pairing: Aged Dominican Maduro
Optional pairing: Cherry Cognac Shot (+8)
Traditional Caesar
$18Romaine hearts, garlic croutons, aged parmesan, cracked pepper.
Caramelized Wedge
$19Charred iceberg, blue cheese dressing, crispy guanciale, tomatoes, chives.
Caballeros Chèvre
$18Warm caramelized goat cheese with honey, grilled rustic bread, arugula, candied walnuts, cherry tomato, aged balsamic drizzle.
Caballeros
Flatbreads
Caprese Flatbread
$18Mozzarella, roasted tomatoes, basil, balsamic glaze.
Cigar pairing: Connecticut Shade
Mediterranean Flatbread
$16Hummus, goat cheese, lemon oil, arugula.
Cigar pairing: Mild Dominican
Spanish Maduro Flatbread
$18Ricotta, caramelized onion, charred peppers, Manchego.
Cigar pairing: Spanish-Style Maduro
Burgers &
Sandwiches
Served with fries
Caballeros Dominican
$26Braised short rib, fried plantains, lettuce, tomato, pineapple aioli.
Cigar pairing: Dominican Corojo
Classic Cuban
$22Roast pork, ham, Swiss, pickles, yellow mustard.
Cigar pairing: Cuban-Seed Connecticut
The Stinger
$18Crispy chicken, hot honey, lettuce, tomato, mayo.
Cigar pairing: Nicaraguan Habano
Wagyu Truffle Burger
$24Onion jam, truffle mayo, roasted tomato, brioche.
Cigar pairing: Full-Bodied
Sides
Fries
$12Truffle, za'atar, or sweet potato.
Cigar pairing: Connecticut Shade
Baked Five Cheese Mac
$16Cigar pairing: Dominican Maduro
Desserts
Classic Tiramisu
$14Espresso-soaked ladyfingers, mascarpone cream, cocoa dust.
Cigar pairing: Espresso Maduro
Vanilla Bean Crème Brûlée
$12Caramelized sugar crust, fresh berries.
Cigar pairing: Connecticut Shade
The Bar
Cocktails
Classic Cocktails
Old Fashioned
$15Bourbon or Rye, Sugar, Angostura Bitters.
Manhattan
$15Rye Whiskey, Sweet Vermouth, Angostura Bitters.
Negroni
$15Gin, Campari, Sweet Vermouth.
Martini
$15Gin or Vodka, Dry Vermouth.
Espresso Martini
$16Vodka, Espresso, Coffee Liqueur.
Lemon Drop Martini
$15Vodka, Lemon Juice, Triple Sec, Simple Syrup.
Boulevardier
$15Bourbon, Campari, Sweet Vermouth.
Whiskey Sour
$14Bourbon, Lemon Juice, Simple Syrup.
Daiquiri
$14Rum, Lime Juice, Simple Syrup.
Margarita
$14Tequila, Lime Juice, Orange Liqueur.
French 75
$15Gin, Lemon Juice, Sugar, Champagne.
Sidecar
$16Cognac, Orange Liqueur, Lemon Juice.
Cosmopolitan
$14Citrus Vodka, Cointreau, Lime Juice, Cranberry Juice.
Tom Collins
$14Gin, Simple Syrup, Lemon Juice, Club Soda.
Moscow Mule
$14Vodka, Lime Juice, Ginger Beer.
Signature Cocktails
Fig Old Fashioned
$18Bourbon, Fig Syrup, Orange Bitters.
El Patrón Del Fuego
$19Reposado Tequila, Ancho Chile Liqueur, Cacao Liqueur, Agave Syrup, Orange Bitters.
The Caballero No. 7
$18Brown Butter Bourbon, Toasted Pecan Syrup, Black Walnut Bitters, Angostura.
La Casa Del Humo
$19Mezcal, Aged Dark Rum, Pineapple Reduction.
The Gentleman's Vice
$18Cognac, Espresso Liqueur, Cold Brew, Vanilla Syrup.
The Andalusian Night
$18Spanish Brandy, PX Sherry, Saffron Honey Syrup, Orange Bitters.
Smoke & Leather
$20Blended Scotch, Oloroso Sherry, Lapsang Souchong Tea Syrup, Aromatic Bitters.
Midnight In Havana
$18Aged Dark Rum, Amaro, Molasses Bitters.
El Jefe's Reserve
$19Añejo Tequila, Grand Marnier, Cinnamon Tincture, Orange Bitters.
Black Gold Caballeros
$18Espresso-Infused Vodka, Cacao Liqueur, Vanilla Syrup, Cold Brew.
The Last Draw
$18Rye Whiskey, Espresso Syrup, Mole Bitters, Angostura.
La Firma
$17Rosemary-Infused Gin, Dry Vermouth.
The Quiet Power
$18Premium Vodka, Fino Sherry, White Pepper Tincture.
Dealer's Choice
$18Bartender's recommendation based on spirit preference, mood, and pairing.
The Cellar
Wine
By the Glass
Sparkling
La Marca Prosecco 187ml
$8Italy
Pairs: Connecticut Shade
Whites
Seven Daughters Moscato
$10Italy
Pairs: Connecticut Shade
DeLoach Chardonnay
$10California
Pairs: Connecticut / mild Habano
Le Garenne Chenin Blanc
$10Loire, France
Pairs: Connecticut Shade
Terras Gauda Albariño
$10Rías Baixas, Spain
Pairs: Connecticut / Cameroon
Drylands Sauvignon Blanc
$12Marlborough, New Zealand
Pairs: Connecticut Shade
Black Star Farms Dry Riesling
$10Pairs: Connecticut / Cameroon
Reds
Wairau River Pinot Noir
$15Marlborough, New Zealand
Pairs: Cameroon / medium Habano
Cune Crianza
$10Rioja, Spain
Pairs: Habano
Amalaya Malbec
$10Salta, Argentina
Pairs: Maduro
Felino Cabernet Sauvignon
$15Mendoza, Argentina
Pairs: Maduro / full Habano
Montes Alpha Carménère
$15Chile
Pairs: Maduro
By the Bottle
Sparkling / Whites
Pere Ventura Brut Reserva Cava
$38Spain
Pairs: Connecticut Shade
Seven Daughters Moscato
$36Italy
Pairs: Connecticut Shade
DeLoach Chardonnay
$36California
Pairs: Connecticut / mild Habano
Terras Gauda Albariño
$36Rías Baixas, Spain
Pairs: Connecticut / Cameroon
Drylands Sauvignon Blanc
$44Marlborough, New Zealand
Pairs: Connecticut Shade
Reds
Wairau River Pinot Noir
$56Marlborough, New Zealand
Pairs: Cameroon / medium Habano
Cune Crianza
$36Rioja, Spain
Pairs: Habano
Amalaya Malbec
$36Salta, Argentina
Pairs: Maduro
Felino Cabernet Sauvignon
$56Mendoza, Argentina
Pairs: Maduro / full Habano
Montes Alpha Carménère
$56Chile
Pairs: Maduro
Rust en Vrede Cabernet Sauvignon
$75Stellenbosch, South Africa
Pairs: Maduro
Two Hands Angel's Share Shiraz
$50McLaren Vale, Australia
Pairs: Maduro / Oscuro
Tenuta Sette Ponti Crognolo
$75Tuscany, Italy
Pairs: Habano / Maduro
Consuming raw or undercooked meats, poultry, seafood, shellfish, or eggs may increase your risk of foodborne illness.