Served Daily: 4:00 PM – 10:00 PM
STARTERS
PLOUGHMAN BOARD
$36
Three Cheeses, Two Meats, Grapes, Crackers, Candied Pecans, Olives, Whole Grain Mustard, Mayhaw Jam
FRIED PICKLES
$13
Buttermilk-Marinated & Lightly-Breaded, Served with Ranch & Datil Ranch (V)
FRIED BRUSSELS
$16
Flash-Fried Brussels Tossed in Bacon Jam with Fried Pickled Fresno & Banana Peppers
CRANCHERO WINGS
$16
Crispy Fried Wings Tossed in Our Local Datil Pepper Dry Rub with Carrots & Celery with Ranch or Blue Cheese
WINGS OF THE MOMENT
$16
Crispy Fried Wings Tossed in Our Flavor of The Moment, with Carrots, Celery, and Choice of Ranch or Blue Cheese
PACIFIC SHRIMP COCKTAIL
$19
Soy & Ginger Poached Shrimp Over a Bed of Wakame Seaweed Salad, Sesame Seeds, Chargrilled Lemon, Served with Sweet Thai Chili Sauce, & Wasabi Aioli (GF)
BAKED SPINACH & ARTICHOKE DIP
$18
Spinach & Artichoke Dip, Grated Gruyère, with Grilled Pita Bread
BEEF TARTACOS
$20
Spanish Beef Tartare, Corn Tortilla, Black Bean Mash, Cilantro-Lime Crema, Pickled Fresno Peppers
CRAB CAKES
$32
House-Made Crab Cakes, Spicy Remoulade, Citrus-Tossed Frisée Salad
SOUP + SALADS
Add Protein To Any Salad:
CHICKEN $7 | SHRIMP $9 | *SEARED SALMON $12
SPANISH ONION SOUP
$14
Our Twist on the Classic French Onion: Dry Sherry, Toasted Bread, Melted Manchego & Gruyere Cheeses
WATERMELON CAPRESE
$16
Slices of Watermelon, Fresh Sliced Mozzarella, Chiffonade Basil, EVOO & Balsamic Glaze
KNIFE & FORK CAESAR SALAD
$15
Romaine, Jumbo Brioche Crouton, Parmesan Crisp, Caesar Dressing
BABY SPINACH & BERRY SALAD
$16
Baby Spinach, Berry Blend, Fresh Mozzarella, Candied Pecans, Pomegranate Vinaigrette
SMOKED GORGONZOLA SALAD
$16
Romaine, Roasted Baby Heirloom Tomatoes, Pickled Red Onions, Pancetta Lardons, House Croutons, Gorgonzola Crumbles, Smoky Blue Cheese Dressing
SIDES
TRUFFLE OR CRANCHERO FRIES
$11
SPRING VEGETABLE MEDLEY
$10
FRIED BRUSSELS SPROUTS
$10
PARKER ROLLS
$6
Seasonal House-Made Whipped Butter
ENTREES
BIRRIA SLOW-BRAISED SHORT RIB
$39
- Winner of The Taste of St. Augustine: People's Choice 2025 -
Birria Short Rib with Street Corn Risotto, Lime Crema, Seasonal Vegetables, Fried Corn, and Cojita Cheese
Birria Short Rib with Street Corn Risotto, Lime Crema, Seasonal Vegetables, Fried Corn, and Cojita Cheese
*LOCAL FISH
$MP
Chef’s Inspiration Based on The Catch of The Day
* PAN-SEARED SALMON
$37
Blistered Cherry Tomatoes, Diced Zucchini & Squash, Crispy Marble Potatoes, Pesto Cream Sauce
*FILET
$62
Potato Purée, Wild Mushroom Mix, Smoked Blue Cheese Demi
*STEAK & FRITES
$41
Chef’s Cut Of The Day With Chimichurri, Port Wine Demi, and Truffle Parmesan Fries
*BUTCHER BLOCK
$MP
Chef's Daily Special
SPINACH & ARTICHOKE AIRLINE CHICKEN
$36
Seared Airline Chicken Breast Stuffed with Spinach & Artichoke Dip, Spring Vegetable Medley, Crispy Herbed Polenta Cake, Creamy Chicken Jus
*PAN-SEARED DUCK BREAST
$39
Pan-Seared Duck Breast, Wild Mushroom Madeira Ragout, Spring Vegetable Medley, Sweet Potato Purée, Crispy Fried Shallots
RICOTTA PAPPARDELLE
$34
Black Pepper & Lemon Ricotta, Wilted Spinach, Parmesan Cream Sauce, Shaved Black Truffles
BACON-WRAPPED MEATLOAF
$37
House-Made Bacon-Wrapped Meatloaf, Potato Purée, Spring Vegetable Medley, Demi
SPRINGTIME VEGETABLE SCAMPI
$34
Linguine, Sautéed Zucchini, Squash, Mushrooms, Parmesan, Lemon White Wine Butter Sauce (V)
PORTABELLA STACK
$27
Marinated & Chargrilled Portabella Mushrooms & Zucchini Stacked over Crispy Fried Marble Potatoes with a Roasted Red Pepper Puree (V)
DESSERT
AFTER DINNER CHEESE BOARD
$15
Two Cheeses, Candied Pecans, Crackers, Grapes
DULCE DE LECHE MOUSSE
$13
Scratch-Made Dulce De Leche Mousse, Toasted Almonds, Caramel
CHEF SHELBY'S CHOCOLATE DECADENCE
$13
Scratch-Made Flourless Chocolate Cake filled with Strawberry Compote and Topped with Chocolate Fondue
SEASONAL BREAD PUDDING
$13
Chef's Daily Selection
SEASONAL SORBET
$9
Served Friday, Saturday & Sunday: 12:00 PM – 4:00 PM
STARTERS
PLOUGHMAN BOARD
$36
Three Cheeses, Two Meats, Grapes, Crackers, Candied Pecans, Olives, Whole Grain Mustard, Mayhaw Jam
FRIED PICKLES
$13
Buttermilk-Marinated & Lightly-Breaded, Served with Ranch & Datil Ranch (V)
CRANCHERO WINGS
$16
Crispy Fried Wings Tossed in Our Local Datil Pepper Dry Rub with Carrots & Celery with Ranch or Blue Cheese
WINGS OF THE MOMENT
$16
Crispy Fried Wings Tossed in Our Flavor of The Moment, with Carrots, Celery, and Choice of Ranch or Blue Cheese
PACIFIC SHRIMP COCKTAIL
$19
Soy & Ginger Poached Shrimp Over a Bed of Wakame Seaweed Salad, Sesame Seeds, Chargrilled Lemon, Served with Sweet Thai Chili Sauce, & Wasabi Aioli (GF)
FRIED BRUSSELS
$16
Flash-Fried Brussels Tossed in Bacon Jam with Fried Pickled Fresno & Banana Peppers
BAKED SPINACH & ARTICHOKE DIP
$18
Spinach & Artichoke Dip, Grated Gruyère, with Grilled Pita Bread
SOUP + SALADS
Add Protein To Any Salad:
CHICKEN $7 | SHRIMP $9 | *SEARED SALMON $12
SPANISH ONION SOUP
$14
Our Twist on the Classic French Onion: Dry Sherry, Toasted Bread, Melted Manchego & Gruyere Cheeses
KNIFE & FORK CAESAR SALAD
$15
Romaine, Jumbo Brioche Crouton, Parmesan Crisp, Caesar Dressing
BABY SPINACH & BERRY SALAD
$16
Baby Spinach, Berry Blend, Fresh Mozzarella, Candied Pecans, Pomegranate Vinaigrette
ENTREES
* WILD GAME BURGER
$29
Pimento Cheese, Fried Pickles, Garlic Aioli, Lettuce, and Tomato, Served with Fries
FISH & GRITS
$26
Cheddar Grit Cake Topped with Our Fish Bites of The Day, Shrimp, Elk Sausage, Peppers, Onions, Cajun Cream Sauce (GF)
*FRENCH ONION SMASH-BURGER
$25
Melted Gruyère Cheese, Caramelized Onion Jam, Beef-Demi Aioli, Lettuce, Tomato, Fries
*STEAK & FRITES
$41
Chef’s Cut Of The Day With Chimichurri, Port Wine Demi, and Truffle Parmesan Fries
CASTILLO BLACKENED FISH TACOS
$29
Two Market Fish Tacos, with House-Made Slaw, Mango Salsa, Cilantro-Lime Crema, Fries
PORTABELLA STACK
$27
Marinated & Chargrilled Portabella Mushrooms & Zucchini Stacked over Crispy Fried Marble Potatoes with a Roasted Red Pepper Puree (V)
SIDES
TRUFFLE OR CRANCHERO FRIES
$11
SPRING VEGETABLE MEDLEY
$10
FRIED BRUSSELS SPROUTS
$10
Served Daily: 7:00 AM – 10:30 AM
EGGS & THINGS
RISE & SHINE BREAKFAST
$18
Two Eggs to Your Liking, Choice of Bacon or Sausage, Breakfast Potatoes, a Biscuit & Honey Butter
SPRING VEGGIE OMELET
$19
Three-Egg Omelet, Charred Broccolini, Wild Mushrooms, topped with Lemon Ricotta, and Served with Breakfast Potatoes (V)
SHORT RIB & EGGS SKILLET
$23
Shredded Short Rib topped with Caramelized Onions & Peppers, Two Eggs to Your Liking, Beef-Demi Hollandaise, and Breakfast Potatoes
COUNTRY FRIED STEAK
$20
Country Fried Steak, Sausage Gravy, Two Eggs to Your Liking, and Cheddar Cheese Grits
BRUNCHILADAS
$19
Green Chili Cream Cheese & Chorizo Enchiladas with Corn Tortillas, Pico de Gallo, Lime Crema, Green Enchilada Sauce & Two Sunny-Side-Up Eggs
SURF & TURF BENEDICT
$23
Dueling Benedicts of Smoked Salmon & Braised Short Rib on an English Muffin with Poached Egg, and topped with Hollandaise & Beef-Demi Hollandaise. Served with Spring Mixed Salad & Citrus Vinaigrette
BREAKFAST BEVERAGES
COFFEE OR TEAVANA HOT TEA
$4.5
JUICE
$4.5
Orange, Cranberry, Grapefruit, Pineapple
CHILLED MILK
$4.5
Oat, Soy, Almond, 2%, Skim
PEPSI PRODUCTS
$5
Pepsi, Diet Pepsi, Starry, Dr. Pepper, Mountain Dew, and Lemonade
BREAKFAST SIDES
BISCUITS & HONEY BUTTER
$8
FRUIT BOWL
$7
TURKEY OR PORK SAUSAGE
$7
PORK BACON
$7
BREAKFAST POTATOES
$6
STACKS, TOAST + BISCUITS
SPANISH AVOCADO TOAST
$18
Toasted Sourdough, Black Bean Spread, Avocado Mash, Corn Salsa, Crumbled Cojita Cheese. Served with a Spring Mixed Salad & Citrus Vinaigrette (V)
Add Our Award-Winning Signature Short Ribs for $9!
Add Our Award-Winning Signature Short Ribs for $9!
FRENCH TOAST
$18
Topped with Fresh Berries, Powdered Sugar, Maple Syrup, & Whipped Butter (V)
BUTTERMILK BISCUITS & GRAVY
$15
House-Made Sausage Gravy & Fluffy Buttermilk Biscuits
LIGHT & EASY
CASTILLO CONTINENTAL
$11
Fresh Seasonal Berries with Greek Yogurt, Berry Purée, and House-Made Granola ( V)
ANASTASIA ISLAND OATMEAL
$14
Warm Oatmeal with Chopped Candied Pecans, Toasted Coconut Flakes, and Dried Cranberries (V)
SMOKED SALMON & LOX
$21
Toasted Bagel with Smoked Salmon, Caper & Dill Cream Cheese, Shaved Red Onion, and Sliced Hard-Boiled Egg, topped with Everything Bagel Seasoning
1565 CINNAMON ROLL
$10
Warmed Cinnamon Roll topped with Cream Cheese Icing
BREAKFAST COCKTAILS
THE SAN MARCO BLOODY MARY
$16
Isaac Cruft’s Classic Recipe from The San Marco Hotel, Datil Pepper Tincture, and Garnished with Olives & Bacon
GRAND MIMOSA
$15
Avissi Prosecco, Grand Marnier, Orange Juice
SEASONAL BUBBLE BAR
BERRY BREEZE
$11
Scandi Brut, Aperol, and House-Made Strawberry Hibiscus Syrup
ORANGE DREAMS
$11
Scandi Brut, Licor 43, and House-Made Orange & Vanilla Bean Shrub
THE TEA HOUSE SPARKLER
$10
Scandi Brut & House-Made Jasmine & Ginger Syrup
KEY TO THE CITY
$12
Scandi Brut, Licor 43, and Freshly Squeezed Lime Juice
BAR MENUS
Bar Is Open Daily: 4:00 PM – 11:00 PM
SPARKLING
Jaume Serra Cristalino Cava
$12
Cava, Spain
Avissi Prosecco
$14
Vento, Italy
Jaume Serra Cristalino Rosé Cava
$12
Cava, Spain
WHITES
Casa Lundari Pinot Grigio
$12
Vento, Italy
Giesen Sauvignon Blanc
$13
Marlborough, New Zealand
Kim Crawford Sauvignon Blanc
$16
Marlborough, New Zealand
J Lohr Reisling
$13
Central Coast, California
Carment Reserve Chardonnay
$13
California
The Stag Chardonnay
$15
North Coast, California
Papi Moscato
$11
Valle Central, Chile
ROSÉ
La Vielle Ferme Rosé
$12
Rhone, France
RED
Patient Cottat Pinot Noir
$15
Loire Valley, France
Rickshaw Pinot Noir
$13
Central Coast, California
Cune Tempranillo
$14
Rioja, Spain
William Hill Merlot
$14
Central Coast, California
Cline Red Zinfandel
$13
Lodi, California
Uno Malbec
$15
Mendoza, Argentina
Gnarly Head Cabernet Sauvignon
$13
Lodi, California
Estancia Cabernet Sauvignon
$15
Paso Robles, California
Silver Oak Cabernet Sauvignon
$30
Northern Sonoma, California
Black Ink Red Blend
$14
Napa Valley, California
PORTS
Sandeman Porto Founder's Reserve
$11
Porto, Portugal
Sandeman Tawny 10 Year Port
$13
Porto, Portugal
Sandeman TAWNY 20 Year Port
$15
Porto, Portugal
SPARKLING
Sparr Cremant Brut Sparkling Blend
$75
Alsace, France
Moët & Chandon Brut Impérial Champagne
$150
France, Champagne
Jaume Serra Cristalino Cava
$48
Cava, Spain
Avissi Prosecco
$56
Vento, Italy
Jaume Serra Cristalino Rosé Cava
$48
Cava, Spain
Trenel Cremant Sparkling Blend
$100
Bourgogne, France
PINOT GRIGIO & GRIS
Casa Lundari Pinot Grigio
$48
Vento, Italy
Tommasi Pinot Grigio
$60
Vento, Italy
Erath Pinot Gris
$60
Willamette Valley, Oregon
ALBARIÑO
Columna
$75
Rias Baixas, Spain
Abadia De San Campio
$65
Rias Baixas, Spain
SAUVIGNON BLANC
Round Pond
$75
Napa Valley, California
Blank Stare by Orin Swift
$100
Sonoma County, California
Giesen
$56
Marlborough, New Zealand
Kim Crawford
$64
Marlborough, New Zealand
Drylands
$70
Marlborough, New Zealand
REISLING & VIOGNIER
J Lohr Reisling
$52
Central Coast, California
Loimer Reisling
$65
Kamptal, Austria,
Maison Alexandrins Viognier
$70
Rhone, France
CHARDONNAY
J.J. Vincent
$90
Bourgogne, France
Carment Reserve
$52
California
Mer Soleil
$80
Santa Lucia Highlands, California
Sonoma-Cutrer
$65
Sonoma County, California
The Stag
$60
North Coast, California
Prince Hill by Silver Oak
$100
Willamette Valley, Oregon
INTERESTING WHITES
Silk & Spice White Blend
$48
Douro, Portugal
Papi Moscato
$44
Valle Central, Chile
A Telleria Godello
$70
Ribeiro Blanco, Spain
ROSÉ
La Vielle Ferme Rosé
$48
Rhone, France
PINOT NOIR
Rickshaw
$52
Central Coast, California
Outerbound
$90
Russian River, Northern Sonoma, California
Patriarche Pere & Fils
$80
Bourgogne, France
Patient Cottat
$60
Loire Valley, France
Wairau River
$90
Marlborough, New Zealand
Lingua Franca
$100
Willamette Valley, Oregon
Prince Hill by Silver Oak
$160
Willamette Valley, Oregon
BORDEAUX
Château Saint Sulpice
$65
Bordeaux, France
Château Magnol Haut Medoc
$85
Bordeaux, France
TEMPRANILLO
Cune
$56
Rioja, Spain
Montecillo Rioja Reserve
$75
Rioja, Spain
MERLOT
Advice From John by Orin Swift
$130
California
William Hill
$56
Central Coast, California
Ghost Pines
$75
North Coast, California
RED ZINFANDEL
Cline
$52
Lodi, California
MALBEC & SYRAH
Uno Malbec
$60
Mendoza, Argentina
Ernesto Catena Animal Malbec
$90
Mendoza, Argentina
Montes Alpha Syrah
$80
Valle Central, Chile
CABERNET FRANC
Inkblot
$90
Lodi, California
NEBBIOLO
Cordero Di Montezmolo
$180
Piedmont, Italy
CABERNET SAUVIGNON
Ernesto Cantena Siesta
$100
Uco Valley, Argentia
Penfolds
$80
South Australia, Australia
Bonanza
$65
California
Earthquake
$80
Lodi, California
Gnarly Head
$52
Lodi, California
Caymus
$180
Napa Valley, California
Duckhorn
$230
Napa Valley, California
Post & Beam
$130
Napa Valley, California
Sequoia Grove
$180
Napa Valley, California
Estancia
$60
Paso Robles, California
Austin Hope
$85
Paso Robles, California
Beringer Knights Valley
$150
Sonoma County, California
Silver Oak
$180
Northern Sonoma, California
REB BLEND
The Prisoner
$110
California
Troublemaker
$60
Central Coast, California
Silk & Spice
$65
Lisboa, Portugal
Castillo La Mancha
$65
Valencia, Spain
LOCAL CRAFT BEERS
Wakulla Hefeweizen
$8.50
First Magnitude Brewing | Gainesville, FL
Understory Hazy IPA
$8.50
Swamp Head Brewery | Gainesville, FL
Lemon Days Berliner Weisse
$8.50
Swamp Head Brewery | Gainesville, FL
DOMESTICS
Bud Light
$7.50
Anheuser-Busch | St. Louis, Missouri
Blue Moon Belgian White
$8
Blue Moon | Golden, Colorado
Coors Light
$7.50
Coors Brewery | Golden, Colorado
Michelob Ultra
$7.50
Anheuser-Busch | St. Louis, Missouri
Miller Lite
$7.50
Miller Brewing Co. | Milwaukee, Wisconsin
White Claw Flavored Seltzer
$8
Strawberry, Mango, Pineapple, Blackberry
IMPORTS
Corona Extra
$8
Ciudad De México, Mexico
Heineken
$8
Zoeterwoude, Netherlands
Modelo Especial
$8
Ciudad De México, Mexico
DRAFT BEERS
Lincolnville Lager
$8.5
Dog Rose Brewing Co. | St. Augustine, Florida
Roadside IPA
$8.5
Dog Rose Brewing Co. | St. Augustine, Florida
Honey Bee Citrus Blonde Ale
$8.5
First Magnitude Brewing | Gainesville, Florida
Duke's Brown Ale
$8.5
Bold City Brewery | Jacksonville, Florida
Rotating Seasonal Draft
$8.5
Ask for Current Selection
DRAFT BEER FLIGHTS
Northern Florida Beer Trail
$18
Honey Bee Citrus Blonde Ale, Lincolnville Lager, Duke's Brown Ale, Roadside IPA
Custom Flight
$19
Your Choice of Any Four Drafts on Tap
NON-ALCOHOLIC BEERS
Run Wild IPA
$7
Athletic Brewing Co. | Milford, Connecticut
Atlética Mexican Style-Copper $7
$7
Athletic Brewing Co. | Milford, Connecticut
Lagunitas Sparkling Hop Water
$7
Lagunitas | Petaluma, California
Blackberry Chai Hemp Sparkling Water
$10
Recess | California
Black Cherry Hemp Sparkling Water
$10
Recess | California
WHISKEY CRAFT COCKTAILS
Smoked Old Fashion
$17
Elijah Craig Small Batch Bourbon, House-Made Simple Syrup, Bitters, Maraschino Cherry, Orange Peel
The Drinker's
$16
Michter’s Rye, Daniel’s Orchid Infusion Sugar Cube, Orange Bitters, Peychaud’s Bitters, Herbsaint
DESSERT COCKTAILS
Black Forest Martini
$16
Absolut Vanilla Vodka, Luxardo Cherry Liqueur, Mozart Chocolate Cream Liqueur, Half & Half, House-Made Cherry Truffle, Luxardo Whipped Cream
CRAFT MOCKTAILS
Hibiscus Breeze Spritz
$9
House-Made Strawberry Hibiscus Simple Syrup, Fresh Squeezed Lemon Juice, Agave Nectar, Ginger Beer | For $13, Substitute with Levity London High for an alcohol-free mocktail (contains CBD/Delta 9)
Jasmine Silk Refresher
$10
House-made Jasmine Green Tea Syrup, Fresh Squeezed Lemon Juice, Agave Nectar, Lemonade | For $14, Substitute with Flora Delta 9 for an alcohol-free mocktail (contains CBD/Delta 9)
CRAFT COCKTAILS
Ancient City Blush Spritz
$15
St. Augustine Vodka, Fresh Squeezed Lemon Juice, House-Made Strawberry Hibiscus Simple Syrup, Club Soda | For $14, Substitute with Levity London High for an alcohol-free mocktail (contains CBD/Delta 9)
Castillo’s Espresso Martini
$17
Fresh Espresso, Absolut Vanilla Vodka, Kahlua, Crème de Cacao, Garnished with Espresso Beans
The Matanzas Reposado
$15
Tequila Ocho Reposado, Fresh Squeezed Lime Juice, House-Made Orange Vanilla Bean Shrub, Agave Nectar, Golden Falernum, Club Soda | For $14, Substitute with Levity Agave High Water for an alcohol-free mocktail (contains CBD/Delta 9)
Maracuyá Margarita
$13
Corazón Blanco, Fresh Squeezed Lime Juice, Agave Nectar, Reàl Passion Fruit Purée | For a Spicy Kick, Add Our House-Made Datil Pepper Tincture! | For $14, Substitute with Levity Agave High Water for an alcohol-free mocktail (contains CBD/Delta 9)
Old Quarter Bloom
$15
No.3 Gin Infused with Butterfly Pea Flower, Crème de Violette, Elderflower Liqueur, House-Made Simple Syrup, Lemonade, Castillo’s Garden Bitters
Tea House Martini
$16
Hendrick’s, House-Made Jasmine Green Tea Syrup, Fresh Squeezed Lemon Juice. Yuzu Liqueur, Elderflower Liqueur
West Indies Sour
$14
Brugal 1888, Fresh Squeezed Lime Juice, Pineapple Juice, Licor 43, Orange Bitters, Fee Foam
Anastasia Island Punch
$13
Midori, Malibu, Crème de Banane, Fresh Squeezed Lime Juice, Pineapple Juice, Nutmeg
