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Pineapples logo top - HomepagePineapples logo scroll - Homepage
  • Facebook page
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  • Menu
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  • Reserve
  • GIFT CARDS
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  • Jobs
  • Specials
  • About
  • Private Events
  • Moon Room

Our Menu

  • Main Menu
  • GameDay Menu
  • Happy Hour Menu

Consuming raw or undercooked meats, poultry, seafood, shellfish, eggs, or unpasteurized milk may increase your risk of food-borne illness

Beginnings

Pineapples Signature Wings
$17.00

Marinated in Intracoastal’s Dragon Point IPA, breaded, fried & tossed in a pineapple habanero hot sauce

Traditional Wings
$15.00

Served with hot, medium, or mild sauce or a parmesan garlic sauce

Key Lime Shrimp
$17.00

Tender shrimp dusted with Old Bay, then sautéed in a Key Lime Scampi Butter • Served with crostinis

Sesame Seared Ahi Tuna
$16.00

Served with ponzu sauce, pickled veggies, wakame, pickled ginger, and wasabi

Bruschetta
$12.00

Grilled seasoned crostinis with evoo, garlic, tomatoes, onions, and basil • Topped with parmesan flakes and a balsamic glaze

Burrata Caprese
$15.00

Served with tomatoes, fresh basil, evoo, basil pesto, balsamic glaze, and crostinis

Escargot
$15.00

Served with classic herb-roasted garlic butter and crostinis

Potato Party
$14.00

A blend of sweet & Idaho potatoes with Pineapple’s specialty rotating sauces

Calamari
$15.00

Fried calamari with cherry peppers • Served with marinara

Creamy Spinach and Artichoke Dip
$15.00

Housemade, served with toasted pita bread

Conch Fritters
$16.00

With our Cajun remoulade

TRY OUR FLATBREADS:
Fig & Prosciutto Flatbread
$16.00

Fig spread, prosciutto, caramelized onion, and feta cheese, topped with a balsamic drizzle on a thin, crispy flatbread finished in our pizza oven

Island Chicken Flatbread
$16.00

Citrus chipotle BBQ sauce, chicken, pineapple, diced onion & tomato, Monterey Jack cheese, and fresh cilantro on a thin, crispy flatbread finished in our pizza oven

Soups & Salads

Add: Chicken +$6.00 | Shrimp +$8.00 | Fish MP
Dressings: Champagne Vinaigrette | Ranch | Blue Cheese | Honey Mustard | Honey Lemon Vinaigrette | Balsamic Vinaigrette

House Salad
$11.00

Mixed greens, tomato, cucumber, pickled veggies, pineapple, balsamic vinaigrette

Caesar Salad
$12.00

Crisp romaine, parmesan cheese, garlic croutons, caesar dressing

Traditional Gumbo

$10.00 (Cup) | $13.00 (Bowl) • Chicken, andouille sausage & shrimp with okra and rice in a spicy tomato broth

Soup of The Day

$10.00 (Cup) | $13.00 (Bowl) • Chef’s seasonal preparation

Burrata Caprese Salad
$18.00

Romaine and mixed greens tossed in balsamic vinaigrette with burrata cheese, prosciutto di Parma, tomatoes, croutons, and candied pistachios. Drizzled with balsamic glaze

Roasted Beet Salad
$16.00

Fresh roasted red beets & sweet potatoes, fresh pineapple, feta cheese, candied pistachios, and spring mix, tossed in champagne vinaigrette. Finished with a honey drizzle

Islamorada Chicken Salad
$17.00

Mixed greens, shredded cabbage and carrots, fresh pineapple, sliced almonds, crispy wontons, Thai peanut drizzle, and Key West honey lemon vinaigrette

Black & Blue Marinated Skirt Steak Salad
$24.00

Mixed greens, topped with blackened skirt steak, blue cheese crumbles, tomatoes, dried cranberries, fried onion strings with our champagne vinaigrette

Bowls

Fresh Ahi Tuna Poke
$18.00

Diced ahi tuna with wakame seaweed salad, diced cucumbers, pickled vegetables, avocado, basmati rice, sesame seeds, and a sriracha drizzle

Kogi Sesame Chicken
$18.00

Grilled chicken with Kogi teriyaki sauce, basmati rice, pineapple salsa, Asian slaw, avocado, cucumber & pickled vegetables. Topped with sesame seeds

Pineapple Steak Bowl
$19.00

Grilled skirt steak, roasted corn and peppers, feta cheese, chimichurri, caramelized onions, cucumbers, basmati rice, and diced tomatoes

Entrees

Add a house or Caesar salad to any entree for +$4.00

Pineapples Steak Kabobs
$29.00

Marinated & glazed in bourbon bbq sauce • Served with Key West confetti rice

Center Cut Filet Mignon
$42.00

8 oz. filet topped with an herb compound butter • Served with garlic parmesan mashed potatoes & grilled asparagus

Grilled Stuffed Skirt Steak
$28.00

Skirt steak stuffed with fontina cheese, prosciutto, and basil • Topped with red wine demi-glace • Served with garlic parmesan mashed potatoes & grilled asparagus

Grilled Ribeye
$36.00

Hand-cut 12 oz. ribeye seasoned & grilled • Served with garlic parmesan mashed potatoes & grilled asparagus

Brown Sugar Bourbon Pork Chop
$28.00

Brown sugar-brined pork chop with pineapple jam • Served with garlic parmesan mashed potatoes and garlic green beans

Sunset Ale Roasted Chicken
$19.00

Intracoastal beer-brined & roasted, bayou-seasoned ½ chicken over Key West confetti rice and a chicken demi-glace • Served with sautéed green beans

Veggie Asiago Gnocchi
$18.00

Baby spinach, mushrooms, roasted red peppers, blistered tomatoes, and creamy parmesan sauce • Topped with seasoned bread crumbs, parmesan & fresh basil

Blackened Chicken Alfredo
$24.00

Cajun spiced chicken over fettuccini in a creamy alfredo sauce, with diced tomatoes & green onions • Served with crostinis

Chicken Asiago Gnocchi
$23.00

Sautéed chicken, mushrooms & basil tossed with asiago gnocchi in a rich marsala sauce • Served with crostini

Baked in the Keys
$26.00

Caribbean snapper with a layer of roasted pepper purée, topped with seasoned parmesan bread crumbs and baked • Served with Key West confetti rice and sautéed spinach

Tuscan Pasta
$32.00

Sautéed shrimp & lobster meat with spinach, garlic, and onions in a sundried tomato cream sauce with a pesto drizzle

Pineapple Glazed Salmon
$27.00

Caribbean glazed salmon over our pineapple beurre blanc • Topped with pineapple salsa • Served with Key West confetti rice and sautéed spinach

Lobster Mac & Cheese
$32.00

Cavatappi pasta with our three cheese béchamel sauce and fresh lobster meat • Topped with seasoned bread crumbs

Pineapples Catch of the Day
$25.00

Pan-seared with a pineapple beurre blanc • Served with Key West confetti rice and sautéed green beans

Handhelds

Served with fries.

Super Cheese Smash Burger
$16.00

Two specialty ground beef blend patties with two slices of American cheese, lettuce, tomato, and onion

Beef Sliders (3)
$15.00

Specialty ground beef blend patties with caramelized onions on Hawaiian buns

Pineapple’s Signature Burger
$16.00

Two specialty ground beef blend patties, teriyaki glaze, cheddar cheese, and grilled sliced pineapple

Pineapples Chicken Sandwich
$17.00

Marinated chicken, grilled & basted with teriyaki glaze, topped with pineapple jam, candied bacon, and cheddar cheese

BBQ Smash Burger
$18.00

Two specialty ground beef blend patties topped with candied bacon, bourbon BBQ sauce, Vermont cheddar cheese, and fried onion strings

Hot Honey Chicken Sandwich
$17.00

Marinated in buttermilk, fried, and topped with hot honey, pickles, and cole slaw

Gyro Sandwich
$18.00

A blend of angus ground beef & lamb, topped with tzatziki sauce, feta cheese, spinach, tomato, and onion • Served on warm pita bread

Buffalo Chicken Sandwich
$17.00

Marinated in buttermilk, fried, and tossed in pineapple habanero hot sauce, with blue cheese, slaw, and pickles

Hangover Burger
$18.00

Two specialty blend ground beef patties, fried egg, bacon, and cheddar cheese • Served with lettuce, tomato, and onion

Pineapples Fish Sandwich
$23.00

Catch of the day • Choice of grilled or blackened • Served with lettuce, tomato, onion, and Cajun remoulade

Beef on Weck
$19.00

Slow-roasted shaved prime rib, au jus, and horseradish cream on a smoked sea salt and caraway seed bun

Crabcake Sandwich
$17.00

Traditional crabcake on a toasted bun with lettuce, tomato, and a Cajun remoulade

Fish Tacos (3)
$18.00

Grilled or blackened grouper with cabbage and pineapple salsa on flour tortillas • Sub Chicken $18.00 | Sub Shrimp $23.00

Platters

Grouper Fish & Chips
$18.00

Fresh hand battered grouper, fried golden, and served with fries and tartar sauce

Chicken Fingers
$16.00

Chicken fingers and fries served with BBQ sauce for dipping

Sides

Baked Sweet Potato
$8.00

With butter and brown sugar

Pineapples Signature Loaded Baked Potato
$8.00

With butter, bacon bits, sour cream, melted cheese & scallions

Key West Confetti Rice
$5.00
Macaroni & Cheese
$7.00
French Fries
$5.00
Sweet Potato Fries
$6.00
Garlic Parmesan Mashed Potatoes
$6.00
Grilled Asparagus
$7.00
Garlic Green Beans
$7.00
Sauteed Spinach
$6.00

Desserts

Pineapple Upside Down Bundt Cake
$10.00

Served warm with a vanilla ice cream center & warm bourbon caramel drizzle

Florida Sunshine Cake
$10.00

Three-layer Florida orange cake with butter cream frosting & vanilla chips

Reese’s Peanut Butter Pie
$11.00

A gluten-free chocolate crumb crust, with creamy peanut butter filling, topped with fudge and caramel drizzle

Flourless Chocolate Cake
$10.00

Made with Belgian semi-sweet chocolate and served with whipped cream and a raspberry purée

Pineapples Key Lime Pie
$8.00

Ground Graham cracker & candied pistachio crust, fresh key lime pie filling with lime zest, topped with fresh toasted meringue

Kids Menu

Mac & Cheese
$6.00
Fish & Chips
$7.00
Single Patty Burger with Fries
$7.00
Grilled Chicken with Rice
$7.00
Chicken Fingers with Fries
$7.00
Chicken Caesar Salad
$7.00
Buttered Corkscrew Noodles
$6.00

Every Sunday | In the Moon Room

Food Specials

Buffalo Chicken Sliders
$10.00/3 Pieces

Breaded & fried chicken breast tossed in buffalo sauce. Served with blue cheese dressing on a Hawaiian roll.

Meatball Sliders
$10.00/3 Pieces

House-made meatballs, marinara & parmesan cheese on a Hawaiian roll.

Nachos
$10.00

Tortilla chips with chile con queso, pickled jalapeno, tomato, onion, guacamole, sour cream & salsa | Add beef, chicken, pulled pork or skirt steak for upcharge

Potato Croquette
$10.00

Potatoes, cheese & bacon coated with bread crumbs & deep fried. Served with chive sour cream.

Bavarian Pretzel Bites
$10.00

Served with beer cheese.

Fried Pickle Chips
$10.00

Dill pickle slices coated in seasoned flour & deep fried. Served with ranch.

Pepperoni Eggrolls
$10.00

Classic pepperoni pizza wrapped in a crispy fried eggroll. Served with marinara.

Fried Asparagus
$14.00

With Asiago cheese.

Mini Beef Empanadas
$14.00

Bite-sized empanadas filled withseasoned ground beef. Served with avocado ranch.

Fried Gnocchi
$14.00

Deep fried Italian dumplings in garlic parmesan butter. Served with marinara.

Boneless Wings
$14.00/10 Pieces

Breaded & fried chicken breast. Choice of sauce.

Elotes Style Corn Ribs
$14.00

Lightly deep fried corn-on-the-cob quarters with cilantro lime crema, cotija cheese, & tajin.

Drink Specials

Well Liquor
$4.00
High Noon
$4.00
Domestic Bucket
$15.00/5 Pieces
Nutrl Bucket
$20.00/5 Pieces
Domestic Drafts
$4.00
Craft Drafts
$5.50
Domestic Pitcher
$10.00
Craft Pitcher
$15.00
Tito's & Lemonade
$5.00
Patron Margarita
$7.00
Jameson Orange
$6.00
Jameson Green Teas
$6.00
Jim Beam Pineapple
$5.00

Available Monday to Friday 3-6 PM

Menu

Conch Fritters
$10.00

With our Cajun remoulade

2 Beef Sliders
$10.00

Beef baleen patties on a Hawaiian roll

2 Pulled Pork Sliders
$10.00

Mojo marinated, ranch slaw & onion strings

Grouper Fingers
$10.00

Hand battered with tartar sauce

Buffalo Chicken Fingers
$10.00

Tossed in buffalo, served with ranch

Smoked Fish Dip
$10.00

Fresh dip served with seasoned tortillas

Bruschetta
$10.00

Tomato, garlic, basil with balsamic glaze

6 Wings
$10.00

Hot, medium or mild. With ranch or blue cheese

Potato Party
$10.00

Sweet and Idaho potatoes with our signature sauces

Crispy Shrimp Shumai
$10.00

Shrimp wonton wrappers with garlic and ginger

Drinks

Premium Liqours
$6.00

• Titos Handmade Vodka
• Capt. Morgan Spiced Rum
• Bacardi Rum
• Tanqueray Gin
• Cabo Wabo Tequila
• Three Chord Bourbon

Domestic Drafts
$4.00

• Bud Light
• Michelob Ultra

Craft Beer Drafts
$5.00

• Dragon Point IPA
• Southern Style Amber Lager
• Kona Big Wave Golden Ale
• Florida Lager

House Wines
$5.00

White:
• Sauvignon Blanc
• White Zinfandel Moscato
• Pinot Grigio
• Chardonnay

Red:
• Pinot Noir
• Merlot
• Cabernet Sauvignon

Well Drinks
$4.00

1 Liquor Well Drinks

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