The most progressive burger/sandwich/vegetarian menu in Tallahassee.


11-9 Mon-Thu

11-10 Sat + Sun

(850) 521-1933
  • 1st time there and was thrilled about so many burger choices. I'll definitely have to go back as burgers are in my top 3 faves. Portions are big too. Unique flavor combos.

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    Jeanne ThomasJeanne Thomas
  • Midtown Caboose has some of the best hamburgers in all of Florida! They are AMAZING! We visited here recently and absolutely loved the vibe of this place. Burgers are reasonably-priced (considering how unique and how many ingredients some of them have), service was great, and food tasted wonderful! Our only issue was the parking - do expect it might be a little difficult to find space at peak lunch/dinner hour!

    We got: The Knuckle Sandwich, The PB&J Burger, and the S’more Than Words Burger, along with some fries, coleslaw, onion rings and hush puppies! The Knuckle Sandwich was an AWESOME combination - pastrami and a hamburger?! That’s heaven!! The PB&J Burger is an amazing creation - it may sound weird, but we first tried peanut butter on a burger at a fancy restaurant in Orlando and we never looked back. Try this one - the sweet and salty combine perfectly for an amazing bite! And finally the S’mores burger…oh my LORD was this good. I have never had anything like this and I am so, so happy we ordered it. It was unlike any other burger I’ve ever had and the taste was SO good. You need to try this hamburger when you’re here…but to be fair, any of those options is a home run! This is one of those places where you could order pretty much anything and be super happy. But since they have really unique burger options you don’t see elsewhere, why not try them?!

    Regarding sides, they all were great options as well. French fries had great seasoning, coleslaw tasted exactly like what coleslaw should taste like (10/10), onion rings had an awesome crunch and great flavor, and hush puppies were perfect little balls of fried corn goodness. All in all, this was a fantastic restaurant, and when we are back in Tallahassee, this is the FIRST restaurant we will head to!

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  • Excellent small mom n pop shop. The entrance is inviting. There is indoor and outdoor seating. The place is very trendy. It was a bit warm during the day outside, but im sure would be excellent for dinner or cooler months dining. The staff are very friendly and extremely knowledgeable about the menu and options you have for each meal. The Georiga Peach Tea was good, although I'm not a huge fan of Jack Daniel's. I ordered the sushi burger substituted with grilled chicken and a side salad. It was absolutely amazing, although the chicken was cooked a little too much and almost dried it out. My partner ordered the Monkey Cristo (their take on the famous Monte Cristo) with tater tots. It was delicious and came with your choice of sauce (strawberry), which was delicious and a great addition to the traditional sandwich. The tater tots were fresh but had zero salt or seasoning. Overall, it is an excellent place to grab a bite to eat. Prices were competitive, and the food was delicious.

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    Phoebe ChristinePhoebe Christine
  • The menu was packed with a diverse selection of burgers and sandwiches that all looked incredibly tempting. After much deliberation, I finally settled on the spicy shrimp Po-boy, and I have to say, it did not disappoint. The sandwich had a delightful kick to it that added to its already excellent flavor profile. However, the onion rings were undoubtedly the highlight of the meal. They were out of this world, perfectly crispy on the outside, and incredibly juicy on the inside. If you're looking for a side dish to go along with your meal, I highly recommend trying them out.

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    Chad NewmanChad Newman
  • Saturday night 730 was extra busy so we waited 1/2 hr for service and another 1/2 hr for burgers and fries. Food was delicious and as ordered.
    Thanks for a good meal.

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    Marsha Ledbury DeinnocentisMarsha Ledbury Deinnocentis
  • Being an out of towner, seeing the parking lot overflowing almost sent me in a different direction, but man am I glad I waited for a spot!

    The... Read More

    David M.David M.
  • Dang good burgers! I tried one of the daily special burgers: the Porktastic. It paired well with one of the local brews (a mango wit).

    Other burgers on... Read More

    Steve K.Steve K.
  • I ordered the liberty bell burger with onion rings and everything was a nice experience! However, it was extremely greasy to the point where it felt a bit... Read More

    Yasmine K.Yasmine K.



Crab rangoon $13

Deep fried crab + cream cheese wontons, strawberry-jalapeño sauce

Pizza Chips $13

Deep fried garlic pizza dough balls, marinara and jalapeño cheese sauce for dipping

Peppercorn Goat Cheese $13

Goat cheese, cracked black peppercorns, mixed greens, cherry tomatoes, red onion, balsamic glaze, toasted pita

Pulled Pork Wontons $14

Deep fried wontons with smoked pulled pork rolled, cream cheese, jalapeños, choice of BBQ

Heavenly Hummus $13

House made garlic hummus, cucumber, tomato, toasted pita

Uncle Trav’s Buffalo Chicken Dip $13

Shredded grilled chicken, three cheeses, buffalo sauce, toasted pita

The Orient Express $13

Fried coconut shrimp, strawberry-jalapeño cream cheese sauce

Caboose Wings $15

Ten crispy fried chicken wings tossed in sauce of your choice, with ranch or blue cheese, carrots + celery upon request
[strawberry jalapeño, buffalo, sweet heat, mango habanero, train wreck, hot BBQ, mild BBQ, honey BBQ]

Salads & Soups

Add grilled chicken ($4), salmon ($7), shrimp ($7), or rare ahi tuna ($8) to any salad.

The Mimi $14

Arugula, strawberries, blueberries, goat cheese, red onion, raspberry walnut vinaigrette

The Ella $14

Romaine, turkey, brie, green apple, dried cranberries, walnuts, red onion, maple-walnut dressing

The Popeye $14

Spinach, hard boiled egg, bacon, red onion, croutons, creamy caboose dressing

Caboose Caesar $14

Romaine, cherry tomatoes, croutons, parmesan, caesar

The Odyssey $14

Mixed greens, sun-dried tomatoes, feta, banana peppers, red onion, cucumber, greek dressing

Ty Cobb Salad Supreme $16

Romaine, grilled chicken, bacon, boiled egg, tomato, avocado, red onion, cucumber, wasabi ranch

Soup & Half Salad Combo $14

A half portion of any salad and cup of soup

Bowl of Chili $8

Bowl of Spicy Chili or Veggie Chili


Substitute turkey burger, vegan garden burger, grilled chicken, fried chicken for free, or beyond burger $3.

Classic Caboose $15

Cheddar, lettuce, tomato, pickle, red onion, mayo, sourdough

PB & J $15

Cheddar, bacon, peanut butter, choice of jam, kaiser

Maui Wowie $16

Coconut shrimp, lettuce, tomato, red onion, bacon, strawberry-jalapeño cream cheese sauce, sourdough

Oh Canada $16

Canadian bacon, fried egg, cheddar, crispy hash brown, pancakes or waffles, syrup

Sushi Chef $16

Rare ahi tuna, asparagus, sprouts, wasabi aioli, eel sauce, ciabatta

Mac Daddy $15

Mac + cheese, bacon, fried pickles, choice of bbq, onion roll

Shepherd’s Pie Burger $16

Cheddar, mashed potatoes, beef gravy, green beans, kaiser

Sundance Kid $16

Chorizo, pico de gallo, sour cream, refried beans, fried egg, cheddar, enchilada sauce, sourdough

The Raegan $15

Fried green tomato, goat cheese, arugula, red onion, balsamic glaze, ciabatta

Knuckle Sandwich $15

Hot pastrami, sauerkraut, swiss, 1000 island, spicy mustard, marble rye

Legend of Weewa Ike $16

Beer battered fried burger, peanut butter, chili, red onion, cheddar, onion roll, served med-well or well done

Liberty Bell $16

Cheesesteak meat, sautéed onion and peppers, secret marinade, garlic aioli, swiss, kaiser

MEXecutioner $16

Jalapeños, mango habanero sauce, onion ring, red beans + rice, spicy nacho cheese, onion roll

Mother of Dragons $15

Bacon, fried egg, red onion, jalapeño, ghost pepper cheese, railroad, hot BBQ ciabatta

Runaway Train $15

Cheddar, red onion, maple mayo, bacon, caramelized apples, onion roll

S’More Than Words $15

Graham cracker crumbles, melted marshmallow, dark chocolate, bacon, brioche bun

The Betsy $15

Green olives, mozzarella, white onion, mayo, kaiser


Monkey Cristo $15

Ham, turkey, swiss, sourdough, battered + deep fried, powdered sugar, choice of jam

Hungry Hausler $15

Pulled pork, roasted red pepper, cream cheese, pineapple, jalapeños, slaw, choice of bbq

Train Robber $15

Grilled chicken, lettuce, tomato, red onion, pineapple, cilantro-lime cream cheese, sweet heat, toasted baguette

The Rudy $15

Premium sliced roast beef, pickles, red onion, smoked gouda, wasabi aioli, pressed baguette, au jus

Triple Play $15

Turkey, ham, roast beef, swiss, lettuce, tomato, red onion, black pepper mayo, toasted baguette

Meatballs Sub $15

House-made meatballs, marinara, mozzarella, pesto aioli, baguette

Vegtiballs Sub $15

The same as above with vegan veggie balls

Charter Boat $16

Grilled salmon, pepper jack, avocado, sprouts, red onion, tomato, railroad sauce, kaiser

More Cheese Please $15

Swiss, smoked gouda, cheddar, goat cheese, provolone, sliced tomato, sourdough

John Dillonger $15

Spicy fried chicken, bacon, pepper jack, lettuce, tomato, red onion, black pepper mayo, ciabatta

Caboose BLT $15

Fried green tomatoes, bacon, lettuce, railroad sauce, sourdough

Quilted Piggy $15

Chorizo, sautéed peppers + onions, mashed potatos, pepper jack, chipotle aioli, baguette

Spicy Shrimp Po’ Boy $16

Blackened shrimp, bacon, havarti, lettuce, tomato, red onion, railroad, baguette

The HMR $15

Grilled chicken, bacon, gouda, pineapple, lettuce, tomato, red onion, choice of bbq

The Jenifer $15

Portabella mushroom, roasted red pepper, cucumber, lettuce, tomato, pesto aioli, wheat bread

Cuban Cigar $15

Pulled pork, ham, swiss, pickles, mustard, horseradish mayo, pressed french baguette

The Nighthawk $15

Hot pastrami, provolone, bacon, fried egg, spicy mustard, slaw, marble rye

Robbie’s Revenge $15

Roasted turkey, bacon, havarti, avocado, red onion, pesto aioli, honey drizzle, marble rye

Red Rooster $15

Grilled chicken, spicy thai-peanut sauce, provolone, red onion, jalapeño, sprouts, grilled pineapple, onion roll

Louisiana Purchase $16

Grilled andouille, shrimp, red beans + rice, sautéed peppers + onions, pepper jack, railroad, baguette


Magnum PI $16

Grilled gulf coast shrimp, pineapple, cucumber, red onion, lettuce, cream cheese, sweet heat

Monkey Business $15

Hot pastrami, bacon, lettuce, banana peppers, goat cheese, tomato, red onion, creamy caboose dressing

Taylor’s Turkey Train $15

Sliced turkey, green apples, brie, spinach, raspberry honey mustard

Fisherman $16

Grilled salmon, bacon, lettuce, tomato, red onion, parmesan, caesar dressing

Americana $15

Ground beef, bacon, fried pickles, lettuce, red onion, mustard, cheddar

The Gilligan $16

Coconut shrimp, spinach, blueberries, pineapple, red onion, raspberry-walnut vinaigrette

Spicy Sombrero $15

Red beans + rice, red onion, sour cream, jalapeños, cheddar, and choice of beef, chicken, or veggie burger

The Greek Squad $15

Sautéed portabella, hummus, spinach, tomato, red onion, feta, sweet heat

Breakfast Burrito $15

Scrambled eggs, chorizo, bell peppers, red onion, tomato, tater tots, cheddar


Burgers, sandwiches, and wraps come with 1 side: french fries, cilantro-jalapeño coleslaw, tater tots, hush puppies, green beans, carrots and celery with ranch or blue cheese

Substitute a premium side for $2 more: sweet potato fries, onion rings, mac + cheese, mashed potatoes and gravy, red beans & rice, caramelized apples, house salad, caesar salad, chili, veggie chili, soup of the day


Cheesecake $8

New York style cheesecake

Milkshakes $7

Chocolate, Vanilla, Strawberry

Double Chocolate Cake $8