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Menu

A * denotes a House Specialty!

Don’t forget, Tuesday night is meatloaf night!

Specials

Cocktail Hour

Lobster Roll

18.00

A lightly toasted split top roll filled with tender, sweet chunks of cooked cold water lobster tossed in a coating of mayonnaise containing a dash of lemon zest and secret ingredients

Peel and Eat Shrimp

14.00

Peel your own ½ pound of shrimp cooked with old bay seasoning and served with our housemade cocktail sauce

Shrimp Cocktail

15.00

for those that don’t want to get their fingers dirty

Wings

12.00

These premium chicken wings have a kick. Fried so they’re nice and crispy, then we coat them with our yummy secret sauce & serve them with celery sticks

Conch Fritters

14.00

fresh conch, blended in a special batter, deep fried and served with cocktail sauce ( a true Florida staple)

Charcuterie Plate

18.00

a delicious selection of cured meats, gourmet cheeses, olives, and fruit all selected by our chef to compliment each other

Chips and Housemade Salsa or Queso dip

7.00

Fresh Grouper Appetizer

Caught locally, and delivered daily: Our grouper is hand cut and prepared by our chef’s, then lightly breaded, deep fried to a golden brown and served with lemon & our house made tartar

Market Price

Soup of the Day

Cup 6.00 | Bowl 8.00

Lunch Menu

We will be open for lunches 7 days a week and the ice cream shop will be open until 5 PM.

Starters

Willie's Wings

11.00

These premium chicken wings have a kick. Fried so they’re nice and crispy then we coat them with our yummy secret sauce & serve them with celery sticks

Ale Battered Onion Rings

9.00

Thick, white onion slices coated with beer batter, deep fried and served with our house made jalapeno-ranch dressing

House Made Soup

7.00

Prepared by our chefs daily, ask for today’s selection

Mini Burgers

11.00

Three mini burgers topped with American cheese and served on toasted mini buns

Fresh Grouper Fingers

Caught locally, and delivered daily: our grouper is hand cut and prepared by our chefs, then lightly breaded, deep fried to a golden brown and served with lemon & our house made tartar

Market Price

Fried Green Tomatoes

8.00

A southern tradition, hand breaded and fried to perfection, served with our house made jalapeno ranch dressing (no one else makes them like we do)

Fire House Chili

6.00

Gluten Free

Made with angus beef, onions, three types of beans, tomatoes, and other fresh garden ingredients, this house made specialty is topped with onion & cheddar cheese

Caboose Fries

6.00

A basket full of our house fries, cooked to a perfect golden brown

Chili Cheese Fries

9.00

House fries loaded with our house made chili and topped with cheddar cheese

Buffalo Blue Cheese Fries

9.00

Our fries coated with buffalo wing sauce and blue cheese crumbles

Philly Cheese Fries

10.00

Fries loaded with tender steak, garden fresh peppers, onions, and a generous portion of cheddar cheese sauce

Conch Fritters

12.00

Fresh conch, blended in a special batter, deep fried and served with cocktail sauce (a true Florida staple)

Salads

Dressing Choices are: Bleu Cheese | Ranch | Mango Vinaigrette | Thousand Island | Balsamic Vinaigrette | Jalapeno Ranch | Cranberry Vinaigrette | Honey Mustard

Extra dressing is available for a 0.25 charge, Bleu Cheese dressing is 0.50

You can add to any of the salads for an additional charge:

Grilled Chicken Breast 6.00 | Shrimp 6.00 | Grouper Market Price | Scoop of Tuna Salad 6.00 | Scoop of Chicken Salad 6.00

Traditional Caesar

11.00

Florida grown fresh romaine, shredded parmesan cheese, and homemade croutons tossed in our caesar dressing  

Caboose Cobb

14.00

Gluten Free

A fresh blend of mixed greens, topped with a sliced hard-boiled egg, garden fresh cucumber, tomato, applewood smoked bacon, fresh avocado, & blue cheese crumbles

Crab Cake Salad

18.00

Our house made crab cake is loaded with wild caught lump blue crab, and claw meat, hand pattied and served over a mix of fresh greens, onion, cucumbers, carrots, and tomato & served with a mango vinaigrette dressing

Soup & Salad

11.00

A bowl of our chef’s daily special soup and your choice of a garden or Caesar salad

Garden Salad

10.00

Gluten Free

Mixed greens, tomato, carrots, onion and cucumber

Taco Salad

13.00

Crispy tortilla chips topped with chili, onion, cheddar cheese, lettuce, tomato, nacho cheese, our house made salsa fresca & sour cream

Cranberry Walnut

15.00

Gluten Free

A fresh blend of mixed greens, walnuts, sun dried cranberries, red onion, and feta cheese served with a cranberry citrus vinaigrette

Sandwiches

Sandwiches are served with chips.

Pickle available on request

Substitute Fries for 3.00 | Onion Rings for 4.00 | Cole Slaw for 2.75 | A Side Salad for 3.50 | Seasonal Fresh Fruit for 3.50 | Side Beans and Rice for 3.50

Crab Cake Sandwich

18.00

Our fresh made crab cake (loaded with lump blue crab and claw meat) with fresh lettuce, tomato, & our house made Dijon mustard sauce on grilled rye bread

Depot Burger

14.00

A juicy, hand pattied, ground chuck burger from Florida grown cattle on a fresh kaiser with crisp lettuce and tomato

Add Cheese 1.00 | Add Bacon 2.00

Fresh Grouper Sandwich

Fresh gulf grouper, hand breaded and lightly fried, on a kaiser with crisp lettuce, tomato, and served with housemade tartar

Market Price

Grilled or Cajun Grilled add 1.00

TBA

16.00

Thin sliced turkey breast, applewood smoked bacon, lettuce, tomato, avocado, & mayo on honey wheat

Reuben

16.00

Choice of classic corned beef or turkey on grilled rye with housemade thousand island dressing, Swiss cheese & sauerkraut

Tuna Salad Sandwich

15.00

Chunk white albacore tossed with our house made seasoned mayo with lettuce and tomato on honey wheat

BLT

13.00

A generous portion of applewood smoked bacon, vine ripe tomato, crisp lettuce, & mayo on toasted white bread

Add brie 1.00

Half & Half

13.00

Half a turkey, chicken salad, or tuna sandwich on wheat with a bowl of house made soup or choice of side garden or Caesar salad

Grilled Cheese

10.00

American cheese with applewood smoked bacon & fresh sliced tomato on white bread

Hot Dog

9.00

Quarter pound all beef hebrew national

Add kraut, chili or cheese 1.00 each

Chili Cheese Onion Dog

11.00

Our quarter pound all beef hebrew national with chili, cheese, and onions

Cuban Panini

15.00

Herb roasted pork loin, ham, swiss, mustard & pickles on grilled panini

Caboose Chicken Club

17.00

Fresh grilled chicken breast, applewood smoked bacon, American cheese, crisp lettuce and tomato on a fresh kaiser roll

Boca Steak Sandwich

16.00

“Philly-style” tender strips of beef grilled with peppers & onions, topped with our cheddar cheese sauce and served on a fresh, toasted hoagie roll

Cranberry Walnut Chicken Salad Sandwich

16.00

A house recipe! Tender chicken, cranberries, walnuts, onion, celery, crisp lettuce and tomato on honey wheat

Wraps

Wraps are served with chips.

Pickle available on request

Substitute Fries for 3.00 | Onion Rings for 4.00 | Cole Slaw for 2.75 | A Side Salad for 3.50 | Seasonal Fresh Fruit for 3.50 | Side Beans and Rice for 3.50

*Boca Grande Wrap

Lightly breaded and fried, fresh grouper, black beans, yellow rice, lettuce & tomato in a fresh tortilla, served with our house made tartar

Market Price

Thanksgiving Wrap

13.00

Thin sliced turkey, cranberry sauce, lettuce & stuffing in a fresh flour tortilla

Grilled Shrimp Wrap

18.00

Fresh, wild caught shrimp, marinated artichokes, roasted red peppers & onions with crisp lettuce in a fresh flour tortilla (no substitutions)

Chicken Caesar Wrap

14.00

Tender grilled chicken, crisp romaine, with a Caesar dressing in a fresh flour tortilla

Railroad Wrap

15.00

Tender grilled chicken, black beans, yellow rice, lettuce and tomato in a fresh flour tortilla (no substitutions)

Baskets

Served with caboose fries and small cole slaw

Crispy Shrimp

17.00

A generous portion of fresh, wild caught shrimp lightly breaded by hand and fried to a golden brown

Chicken Fingers

15.00

Succulent chicken breast tenders hand breaded and fried to a perfect golden brown

Fresh Grouper Fingers

Fresh “and we do mean fresh, it’s delivered daily and prepared by our chefs” local grouper, lightly breaded and fried golden brown, served with our house made tartar sauce.

Market Price

Grouper and Shrimp Combo Basket

Fresh, local grouper, lightly breaded and fried golden brown, and wild caught shrimp lightly breaded by hand and fried golden brown served with our house made tartar sauce

Market Price

Vegetarian or Vegan

You can add to any of the following menu items for an additional charge:

Grilled Chicken Breast for 6.00 | Shrimp for 6.00 | Grouper Market Price | Scoop of Tuna Salad for 6.00 | Scoop of Chicken Salad for 6.00

Tomato Brie Wrap

16.00

Fresh tomato and brie with pears, avocados, cucumbers, mixed greens and citrus aioli in a flour tortilla

Heirlooms and Burrata

17.00

Fresh burrata mozzarella with heirloom tomatoes, watermelon radish, almonds, mixed greens, basil oil and balsamic reduction

The Greek Wrap

16.00

Tomato, feta, olives, cucumber, roasted peppers and artichokes, banana peppers and hummus

Vegan Whole Grain And Mushroom Burger

14.00

House made with whole grains and wild mushrooms with ginger soy seasoned slaw and spicy vegan mayo on a Kaiser bun

Vegan Cold Plate

15.00

Edamame, roasted beets, heirloom tomatoes, sweety drop peppers, olives, walnuts, cucumbers, grapefruit, avocado, watermelon radish and balsamic reduction

Vegan Garden Vegetable Wrap

12.00

A medley of fresh garden vegetables with mango vinaigrette dressing in a fresh flour tortilla

Vegan Black Beans over Yellow Rice

11.00

With salsa fresca

Desserts

Key Lime Pie

7.00

Our house made specialty.

Chef’s Daily Creation

Ask your server for today’s selection

Ice Cream

Our Ice Cream is made on the premises using 16% cream. That’s why it’s so rich and creamy. Ask your server for today’s selection, made by your request

Dinner Menu

We will close for dinners after Sunday, March 15th. We will be closed every Wednesday and Thursday nights for dinners. Our last night for dinners is Easter Sunday.

Appetizers

2 Mini Fish Tacos

Fresh local Grouper, tequila/lime slaw, salsa fresca served in flour tortillas

Market Price

Beef Tips

18.00

Sous Vide beef tenderloin tips, chimichurri, truffled demi-glace

Shrimp Ceviche

15.00

Tender Royal Red Shrimp, tomato, red onion, garlic, cilantro, avocado, and key lime cilantro sauce

2 Vegan Meatballs

14.00

Impossible Burger mixed with vegan sausage, carrots, onion, celery, bell pepper, garlic, parsley, wheat and coconut flour, mixed herbs, and tomato sauce topped with Vegan Parmesan cheese and basil oil

Crab Cake

13.00

One of our house made crab cakes, loaded with lump blue crab, claw meat and served with our house made tartar sauce

*Southern Fried Green Tomato

16.00

Our hand breaded, fried to perfection, green tomato slices served with our house made ranch dressing

Soups and Salads

House Made Soup

Cup 8.00 | Bowl 10.00

Heart of Iceberg

13.00

Crisp iceberg wedge with fresh tomato slices, bleu cheese crumbles, brown sugar-black pepper bacon, and our house made bleu cheese dressing

side 8.00

Caboose Cobb

16.00

A blend of fresh mixed greens, garden fresh tomato, sliced hardboiled egg, bacon, avocado, cucumbers, and bleu cheese crumbles

side 10.00

Traditional Caesar

14.00

Romaine lettuce and shaved Parmesan cheese tossed with our creamy Caesar dressing

side 7.00

Cranberry Walnut

16.00

A fresh mix of greens, walnuts, sun dried cranberries, red onion, and feta cheese served with cranberry citrus vinaigrette

side 10.00

Beet and Bleu Cheese

15.00

A fresh mix of greens, oven roasted beets, avocado, and bleu cheese served with our house made balsamic dressing

Garden Salad

10.00

Mixed Greens, Tomato, Carrots, Onion and Cucumber

side 7.00

Entrees

*Shrimp and Grits

32.00

Our take on a Southern Tradition. Wild caught Gulf Shrimp lightly seasoned, and grilled, served with our house made cheddar cheese grit cakes (Jacques’ recipe) and topped with lite sherry cream sauce served with fresh garden vegetables
half portion 24.00

Suggested Wine: Pinot Grigio, Chardonnay

Grass Fed Florida Cattle Rancher’s Beef Tenderloin

40.00

Florida grown beef tenderloin seared in a cast iron skillet, topped with bleu cheese, candied walnuts, red wine demi-glace served with your choice of rice or potatoes and fresh garden vegetables

Suggested Wine: Syrah, Merlot, Cabernet, Red Zinfandel

*Crispy Duck

36.00

(A house favorite)
Half of a succulent farm raised duck, cooked to perfection and served with orange teriyaki sauce and your choice of rice or potato and fresh garden vegetables

Suggested Wine: Pinot Noir

Key West Chicken

27.00

Tender chicken cutlets, hand breaded, sautéed to a light golden brown, and drizzled with our house made beurre blanc served with your choice of potatoes or rice and fresh garden vegetables

Suggested Wine: Pinot Grigio

Diver Scallops

39.00

Fresh sea scallops seasoned and seared to perfection, and finished w/roasted red pepper coulis served with your choice of rice or potatoes and fresh garden vegetables

Suggested Wine: Pinot Grigio, Chardonnay

Chicken Pot Pie

25.00

A house specialty. Tender pieces of succulent chicken, fresh sweet peas, and carrots topped with puff pastry crust
half portion 21.00

Suggested Wine: Pinot Grigio

Seafood Pot Pie

33.00

Tender pieces of fresh, locally caught grouper, wild caught gulf shrimp, blue crab, and a fresh garden medley of celery, onions, and carrots cooked until tender in a tomato saffron broth topped with a puff pastry crust
half portion 28.00

Suggested Wine:  Pinot Grigio, Chardonnay, Pinot Noir

Mediterranean Chicken

29.00

Fresh, hormone free, grilled chicken breast marinated in a blend of balsamic, olive oil and our special combination of seasonings, prepared with fresh garlic, villagio marzano tomatoes, kalamata olives, baby spinach, and feta cheese over Gluten Free penne pasta

Suggested Wine: Pinot Grigio

Vegan Surf and Turf

23.00

Pan roasted portobello steaks with oyster mushrooms, potato puree, pearl onions and chimichurri

Suggested Wine: Sauv Blanc, Pinot Noir

*Jacques’ Fresh Grouper

Cajun grilled, fried, or sautéed with lemon & white wine, served with your choice of rice or potato and fresh garden vegetables

Market Price

Suggested Wine: Sauvignon Blanc, Riesling

Desserts

Dessert

Ask your server for today’s selection.

Childrens Menu

Children's Lunch Menu

The Loose Caboose Children's Lunch Menu For ages 12 and under.

All items are served with your choice of: Applesauce | Fries | Fresh Seasonal Fruit | Coleslaw | Fresh Vegetable of the Day

Ask your server about vegetarian options.

Chicken Fingers

10.00

3 Tender pieces of all white meat grilled or fried golden brown

Fresh Catch Fingers

14.00

3 Fried or grilled fingers of our fresh catch of the day

Grilled Cheese Sandwich

8.00

American cheese on white bread or whole wheat

Hamburger

9.00

2 All beef mini burgers cooked to perfection

Add cheese for 1.00

Hot Dog

8.00

2 All beef mini hot dogs.

Macaroni and Cheese

8.00

Fried Shrimp

11.00

Fresh gulf shrimp fried or grilled to a golden brown

Peanut Butter & Jelly

6.00

Creamy peanut butter and grape jelly on white bread or whole wheat

Peanut Butter & Jelly

6.00

Creamy peanut butter and grape jelly on white bread.

Peanut Butter & Jelly

6.00

Creamy peanut butter and grape jelly on white bread.

Children's Dinner Menu

The Loose Caboose Children's Lunch Menu For ages 12 and under.

All items are served with your choice of: Applesauce | Fries | Fresh Seasonal Fruit | Coleslaw | Fresh Vegetable of the Day

Ask your server about vegetarian options.

Spaghetti Marinara

10.00

Our marinara sauce served over spaghetti.

Chicken Fingers

10.00

Tender pieces of all white meat fried to a golden brown.

Fresh Grouper Fingers

3 Fried fingers of our fresh catch of the day.

Market Price

Grilled Cheese Sandwich

7.00

American cheese on white bread.

Buttered Noodles

9.00

Spaghetti noodles lightly buttered.

Hamburger

8.00

2 All beef mini burgers cooked to perfection.

Add cheese for 1.00

Macaroni and Cheese

9.00

Kraft® brand.

Fried Shrimp

12.00

Fresh gulf shrimp fried to a golden brown.

Beverages

Soft Drinks

Sodas

Pepsi, diet pepsi, sierra mist, lemonade, mountain dew, root beer, dr pepper.

Free Refills

Iced Tea

Sweet or unsweetened.

Free Refills

Flavored teas

Choice of mango, cherry, blackberry, or raspberry.

1 Refill

Flavored Lemonades

Choice of mango, cherry, blackberry, or raspberry.

1 Refill

Canned Ginger Ale

No Refills

Fruit Smoothies

When available small or large mango, strawberry, pina colada, or lemonade.

Beers

Domestic

Bud, Bud Light, Mich Ultra, Miller Lite, Coors Lite, Yuengling, St Paulie NA.

Imports & Premiums

Heineken, Corona, Sam Adams, Blue Moon, Corona Light, Stella.

Microbrews

Keywest Sunset Ale, Holy Mackeral (when available).

Draft Microbrews

Amberbock, Landshark, ask your server about our special selection.

Pitchers Available

House Wine

Woodbridge Chardonnay

Woodbridge Pinot Grigio

Woodbridge White Zinfindel

Beaulieu Cabernet

Columbia Crest Merlo

Sangria

Cocktails

The Pullman

10.00

Absolut Vodka, Blue Curacao, Lemonade

The Cowcatcher

12.00

Patron, Blue Curacao, Lime Juice, Lemon Juice, Club Soda

Boca Baby

12.00

Captain Morgan, Absolut, Malibu Rum , splash of Orange Juice, Pineapple Juice, and Pina Colada mix

Malibu Bay Breeze

10.00

Malibu Rum, Cranberry Juice, and Pineapple Juice

All American Lemonade

11.00

Tito’s Handmade Vodka, Lemonade and a Lemon 

Sunshine Punch

11.00

Bacardi Rum, Orange Juice, Cranberry Juice, Lime Juice Grenadine Syrup and an orange slice

Classic Margarita

12.00

Patron Silver Tequila, sour mix, orange triple sec 

Whiskey Sour

11.00

Crown Royal Canadian Whiskey and sour mix

Gin Collins

10.00

Bombay Gin, sour mix, soda water, and a cherry

Ocean Breeze

10.00

Absolut Vodka, Orange Juice, Cranberry Juice

Hibiscus

7.00

Mimosa

7.00

Bloody Mary

12.00

Seagrams 7 & 7

9.00

Desserts 

Ask your server for today’s selection.

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

We accept Visa, Mastercard, American Express and Discover. There is a split plate charge of $2.50

One check per table, please!

We thank our military, both active duty and veterans for their service to our country.  As a token of our appreciation, please show your military id, and we will discount your bill by 15%.