Specials

Our Nightly Specials

$31.00Monday - Grouper Tacos

Fresh, tender grouper server with tequila lime coleslaw, tomato, queso, and salsa fresca. Served with a side of black beans and rice.
Suggested wines: Pinot Grigio, Chardonnay

$21.00Tuesday - Meatloaf

Homestyle meatloaf served with mashed potatoes and gravy.
Half portion $16.00
Suggested wines:
Merlot, Pinot Noir, a red Blend

$32.00Thursday - Pan-seared Sea Scallops Florentine

Tender spinach, lemon, white wine, and parmesan. Over gluten-free penne pasta.
Half portion 24
Suggested Wine:
Pinot Grigio, Chardonnay

$32.00Friday - Seafood Crepes

A delectable selection of lobster, fresh shrimp, blue crab, ad fresh fish tossed with a basil crème sauce.
Half portion $24.00
Suggested Wine:
Pinot Grigio, Chardonnay

$32.00Saturday - Prime Rib

Oven roasted Prime Rib with au jus cooked just the way you like it. Served with mashed potatoes.
Half portion $27.00
Suggested Wine:
Pinot Noir, Merlot, Cabernet, Red Zinfandel, Malbec

$32.00Sunday - Lobster Stuffed Shrimp

Six jumbo Gulf Shrimp stuffed with Maine Lobster, celery, onions, and red bell pepper. Served over a bed of fettucine alfredo.
Suggested Wine: Pinot Grigio, Chardonnay

Cocktail Hour

Served from 4:30 to 5:30

$18.00Lobster Roll

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

$14.00Peel and Eat Shrimp

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

$15.00Shrimp Cocktail

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

$12.00Wings

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

$14.00Conch Fritters

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

$18.00Charcuterie Plate

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

$7.00Chips and Housemade Salsa or Queso dip

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 | bowl $8

Lunch Menu

Starters

$10.00Willie's Wings

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.

$6.00House Made Soup

Prepared by our chef's daily, ask for today's selection.

$9.00Mini Burgers

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 chef's, then lightly breaded, deep fried to a golden brown and served with lemon & our house made tartar.
Market Price

$7.00Fried Green Tomatoes

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).

$6.00Fire House Chili

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.

$6.00Caboose Fries

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

$9.00Chili Cheese Fries

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

$9.00Buffalo Blue Cheese Fries

Our fries coated with buffalo wing sauce and blue cheese crumbles.

$9.00Philly Cheese Fries

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

$10.00Conch Fritters

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

$8.00Ale Battered Onion Rings

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

Salads

Dressing Choices are Bleu Cheese, Ranch, Mango Vinaigrette, Thousand Island, Balsamic Vinaigrette, Jalapeno Ranch, Cranberry Vinaigrette, and Honey Mustard
Extra dressing is available for a 25₵ charge, Bleu Cheese dressing is 50₵

$11.00Traditional Caesar

Florida grown fresh romaine, shredded parmesan cheese, and homemade croutons tossed in our Caesar dressing.
With grilled chicken breast $15.00
With shrimp $17.00
With grouper - Market Price
With scoop of chicken salad $19.00

$14.00Caboose Cobb

A fresh mix of Romaine, Iceberg, and Radicchio, topped with a sliced hard-boiled egg, garden fresh cucumber, tomato, Applewood smoked bacon, fresh avocado, & blue cheese crumbles.
With grilled chicken breast $18.00
With shrimp $20.00
With fish - Market Price
With scoop of chicken salad $20.00

$17.00Crab Cake Salad

Our house made crab cake is loaded with wild caught lump blue crab, and claw meat, hand pattied and served over a mix of Romaine, Iceberg, Radicchio, onion, and tomato & served with a mango vinaigrette dressing.

$10.00Soup & Salad

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

$11.00Black Beans over Yellow Rice

With salsa fresca. (this is not a salad, but it doesn't fit under other groups either)
With grilled chicken breast $15.00
With shrimp $17.00
With fish - Market Price

$10.00Garden Salad

Mixed greens, tomato, carrots, onion and cucumber.
With grilled chicken breast $14.00
With shrimp $16.00
With fish - Market Price
With scoop of chicken salad $17.00

$12.00Taco Salad

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

$15.00Cranberry Walnut

A fresh mix of romaine and iceberg lettuce, radicchio, walnuts, sun dried cranberries, red onion, and feta cheese served with a cranberry citrus vinaigrette.
With grilled chicken breast $19.00
With shrimp $21.00
With fish - Market Price
With scoop of chicken salad $21.00

Sandwiches

Served with chips and a pickle;
Substitute fries, or onion rings for $2.75
Substitute cole slaw $2.75
Substitute a side salad for $3.30
Seasonal fresh fruit $3.50
Side beans and rice $2.50

$17.00Crab Cake Sandwich

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.

$14.00Depot Burger

A juicy, hand pattied, ground chuck burger from Florida grown cattle on a fresh kaiser with green leaf 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 green leaf lettuce, tomato, and served with housemade tartar.
Market Price
Grilled or Cajun grilled add $1.00

$14.00TBA

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

$14.00Reuben

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

$13.00Tuna Salad Sandwich

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

$12.00BLT

A generous portion of Applewood smoked bacon, vine ripe tomato, crisp lettuce, & mayo on toasted white bread.
add Brie $1.00

$11.00Half & Half

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.

$9.00Grilled Cheese

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

$9.00Hot Dog

¼ pound all beef Hebrew National
Add kraut, chili or cheese - Ea. $1.00

$11.00Chili Cheese Onion Dog

Our ¼ pound all beef Hebrew National with chili, cheese, and onions.

$14.00Cuban Panini

Herb roasted pork loin, ham, Swiss, mustard & pickles on grilled Panini.

$15.00Caboose Chicken Club

Fresh grilled chicken breast, Applewood smoked bacon, American cheese, green leaf lettuce and tomato on a fresh kaiser roll.

$14.00Boca Steak Sandwich

"Philly Style" tender strips of beef grilled with peppers & onions, topped with our cheddar cheese sauce and served on a fresh, toasted hoagie roll.

$16.00Cranberry Walnut Chicken Salad

(a house recipe) Tender chicken, cranberries, walnuts, onion, celery, crisp lettuce and tomato on Honey Wheat.

Baskets

Served with caboose fries and small cole slaw

$16.00Crispy Shrimp

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

$15.00Chicken Fingers

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, and a side of Cole slaw.
Market Price

Wraps

Served with chips and a pickle;
Substitute fries, or onion rings for $2.75
Substitute coleslaw $2.75
Substitute a side salad for $3.30
Seasonal fresh fruit $3.50
Side beans and rice $2.50

Boca Grande Wrap

A house specialty! lightly breaded and fried, fresh grouper, black beans, yellow rice, lettuce & tomato in a fresh tortilla, served with our house made tartar (no substitutions).
Market Price

$12.00Garden Vegetable Wrap

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

$13.00Thanksgiving Wrap

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

$16.00Grilled Shrimp Wrap

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

$13.00Chicken Caesar Wrap

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

$15.00Railroad Wrap

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

Desserts

$6.00Key Lime Pie

Our house made specialty.

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.
*Available in a kiddie size, single, or double.

Menu

Appetizers

$10.00*Southern Fried Green Tomato and Crab Cake Combo

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

House Made Soup

Made fresh daily by our chef’s using the freshest, locally grown ingredients, ask for today’s selection
Cup $6.00 | Bowl $8.00

*Fresh Grouper Fingers

Delivered fresh daily, locally caught grouper prepared by our chef’s, hand breaded and fried golden brown, served with a lemon wedge & our house made tartar

Market Price 

$14.00Conch Fritters

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

$15.00Chef Shakespeare's Fried Calamari

hand breaded and pan fried calamari sautéed with banana peppers.

$17.00Caboose Thai Shrimp

Fresh, wild caught gulf shrimp, panko breaded and flash fried, then lightly coated in our house made thai chili aoli

$12.00Crab Cake

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

Entrees

$32.00*Shrimp and Grits

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 a lite sherry cream sauce (a new favorite)
Half Portion $24.00
Suggested Wine: Pinot Grigio, Chardonnay

$36.00NY Strip Steak 12 oz

Angus beef hand cut by our chef’s, then rubbed with our secret blend of seasonings and grilled to order with carmelized red onions Served with your choice of rice or potato and garden fresh seasonal vegetables
Suggested Wine: Syrah, Merlot, Cabernet, Red Zinfandel

$30.00Seafood Pot Pie

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 $25.00
Suggested Wine: Pinot Grigio, Chardonnay, Pinot Noir

$36.00*Crispy Duck

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

$29.00Mediterranean Chicken

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, baby spinach, and feta cheese over Gluten Free penne pasta
Suggested Wine: Pinot Grigio

$33.00Grouper Tacos

We use the freshest fish available, tequila lime slaw, tomato, queso, and salsa fresca served with a side of black beans and rice
Suggested Wine: Pinot Grigio, Chardonnay

$35.00*Fresh Grouper

Cajun grilled, fried, or sautéed with lemon & white wine, served with your choice of rice or potato and fresh garden vegetables
Suggested Wine: Sauvignon Blanc, Riesling

$35.00Seafood Crepes

A delectable selection of lobster, shrimp, crab, and grouper tossed in a basil crème sauce

Half Portion: $19
Suggested Wine: Pinot Grigio, Chardonnay

$25.00Chicken Pot Pie

Tender pieces of succulent chicken, fresh sweet peas, and carrots, topped with a puff pastry crust
Half Portion $19.00
Suggested Wine: Pinot Grigio

$15.00Jose Gaspar’s Black Beans & Rice

a generous portion served with salsa fresca 

w/grilled chicken breast $21
w/ fresh fish $25 
w/Sriracha shimp $21

Sandwiches

$23.00Fresh Grouper Sandwich

Gulf Grouper, locally caught, lightly coated with breading by hand and fried golden brown, served on a Kaiser with lettuce and tomato with our house made tartar on the side
Grilled add $1.00 | Cajun add $1.00

$16.00Depot Burger

Half pound of juicy ground chuck on a fresh Kaiser with lettuce and tomato served with our caboose fries
Add cheese or bacon each $1.00
Beyond Veggie Burger available $17.00

Entree Salads

Available as a side salad.

$12.00Heart of Iceberg

Crisp iceberg wedge with fresh tomato slices, bleu cheese crumbles, smokehouse bacon crumbles, and our house made bleu cheese dressing
Side $8.00

$16.00Caboose Cobb

A blend of fresh romaine and iceberg lettuce, radicchio, garden fresh tomato, a sliced hardboiled egg, bacon, avocado, cucumbers, and bleu cheese crumbles
Side $10.00
With grilled chicken breast $20.00
With grilled shrimp $22.00
With fresh fish $26.00

$14.00Traditional Caesar

Romaine lettuce and shaved parmesan cheese tossed in a creamy Caesar dressing
Side $7.00
With grilled chicken breast $18.00
With grilled Gulf shrimp $21.00
With fresh fish $26.00

$16.00Cranberry Walnut

A fresh mix of romaine and iceberg lettuce, radicchio, walnuts, sun dried cranberries, red onion, and feta cheese served with a cranberry citrus vinaigrette

With grilled chicken breast $20.00
With grilled gulf shrimp $22.00
With fresh fish $26.00
Side $10.00

Desserts

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 or coleslaw.

$10.00Chicken Fingers

Tender pieces of all white meat fried golden brown.

$14.00Fresh Catch Fingers

3 fried fingers of our fresh catch of the day.

$8.00Grilled Cheese Sandwich

American cheese on white bread.

$9.00Hamburger

2 all beef mini burgers cooked to perfection.
Add cheese for $1.00

$8.00Hot Dog

2 all beef mini hot dogs.

$8.00Macaroni and Cheese

$11.00Fried Shrimp

Fresh gulf shrimp fried to a golden brown.

$6.00Peanut Butter & Jelly

Creamy peanut butter and grape jelly on white bread.

$6.00Peanut Butter & Jelly

Creamy peanut butter and grape jelly on white bread.

$6.00Peanut Butter & Jelly

Creamy peanut butter and grape jelly on white bread.

Children's Dinner Menu

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

All items are served with your choice of applesauce, fries, fresh seasonal fruit or steamed vegetables.

$10.00Spaghetti Marinara

Our marinara sauce served over spaghetti.

$10.00Chicken Fingers

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

$7.00Grilled Cheese Sandwich

American cheese on white bread.

$9.00Buttered Noodles

Spaghetti noodles lightly buttered.

$8.00Hamburger

2 all beef mini burgers cooked to perfection.
Add cheese for $1.00

$9.00Macaroni and Cheese

Kraft® brand.

$12.00Fried Shrimp

Fresh gulf shrimp fried to a golden brown.

$12.00Fried Shrimp

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 lemonade

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

$10.00The Pullman

Absolut Vodka, Blue Curacao, Lemonade

$12.00The Cowcatcher

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

$12.00Boca Baby

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

$10.00Malibu Bay Breeze

Malibu Rum, Cranberry Juice, and Pineapple Juice

$11.00All American Lemonade

Tito’s Handmade Vodka, Lemonade and a Lemon 

$11.00Sunshine Punch

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

$12.00Classic Margarita

Patron Silver Tequila, sour mix, orange triple sec 

$11.00Whiskey Sour

Crown Royal Canadian Whiskey and sour mix

$10.00Gin Collins

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

$10.00Ocean Breeze

Absolut Vodka, Orange Juice, Cranberry Juice

$7.00Hibiscus

$7.00Mimosa

$12.00Bloody Mary

$9.00Seagrams 7 & 7

One check per table, please! 
Consuming raw or undercooked meats, poultry, seafood, shellfish or eggs may increase the risk of foodborne illness.
We accept Visa, MasterCard, and Discover.

* Our House Specialty