3 Special Key West Hole-in-the-Wall Restaurants

Embark on a culinary escapade through the quirky corners of Key West, Florida, where culinary treasures lurk in unsuspecting nooks. This article unveils three delightful Key West hole-in-the-wall restaurants that defy the ordinary, inviting you to trade white tablecloths for character-filled nooks and Michelin stars for flavors that pack a punch. In a town where roosters share sidewalks with tourists, these culinary hideouts promise an unforgettable journey for your taste buds. So, forget the fancy, embrace the funky, and discover why these offbeat gems are the true heart and soul of Key West’s dining scene.

Kaya Island Eats – 1 of 3 Key West Hole-in-the-Wall Restaurants

In the heart of Key West, Kaya Island Eats beckons with a quirky Caribbean charm and a menu brimming with surprises. Amidst their ventures into inventive vegetarian fare, there are many dishes leaving a memorable fare. Don’t forget their in-house key lime pie, a testament to the exceptional culinary experience. 

Location: 628 Rear Duval St, Key West, FL 33040

Food Highlights

  • The frozen Mail Yao: a tropical concoction, served as a cool antidote on a scorching day.
  • Bang bang fish bites: crispy mahi mahi tossed in sesame seeds with green onions
  • Conch fritters, fried to perfection and adorned with roulade sauce, proved a savory delight.
  • The Da King Chicken Sandwich: crowned with mango chutney, and Mahi Tacos exuded island flair in generous portions.
  • Must tries: bbq pork sandwich, Cajun catch, jerk chicken wings, peel and eat shrimp


Kaya Island Eats is not just a restaurant; it’s a vibe. With an eclectic mix of creative vegetarian options and an ambiance that blends island relaxation with a touch of whimsy, Kaya stands out in the Keys’ culinary scene. The outdoor seating, adds to the relaxed charm, making it the go-to spot for a fun, chill experience with excellent food.

Yummy crab – 2 of 3 Key West Hole-in-the-Wall Restaurants

In the heart of Key West, Yummy Crab stands tall as a hidden gem, offering not just a meal but a flavorful experience that leaves taste buds applauding. Hailing from Los Angeles, these seafood enthusiasts discovered a haven of deliciousness. From the shrimp and crab boil to the pound of crab legs, Yummy Crab proves that great taste doesn’t need a grand entrance. Join the culinary adventure as Yummy Crab takes seafood to new heights.

Location: 300 Front St. (upstairs), Key West, FL 33040

Food Highlights

  • Garlic Medium Spicy Crab, Shrimp, and Lobster: A delicious trio that dances on taste buds with savory goodness.
  • Shrimp and Crab Boil with Garlic Butter Sauce: Out of this world, especially when set to a medium spice level.
  • Pound of Crab Legs with Garlic Butter Old Bay: An indescribable treat, where tenderness meets delectable seasoning.
  • Shrimp Fried Rice: An amazing delight that elevates the seafood dining experience.


Yummy Crab, though hidden, unveils itself on the second floor with indoor and outdoor seating. Overlooking passersby, it provides a cozy spot to savor seafood delights. While the exterior may not boast grandeur, the interior ambiance creates an evening haven. From the breezy balcony to the unexplored yet flavorful menu, Yummy Crab deserves more recognition, turning first-time visitors into regulars.

Sloppy Joe’s – 3 of 3 Key West Hole-in-the-Wall Restaurants

In the lively chaos of Duval Street, Key West, Sloppy Joe’s stands as a legendary watering hole. With a lively atmosphere and rich history, it’s a must-visit for both locals and tourists. From the spicy bloodies to the legendary Sloppy Joe, a journey through Sloppy Joe’s is an adventure drenched in fun.

Location: 201 Duval St, Key West, FL 33040

Food Highlights

  • Papa Dobles, Bloody Mary, and Red Slushy with Rum: A trio of libations that defies the norm.
  • Fish Tacos and Soft Pretzels: A delightful combo for those looking to nibble while drowning in the lively atmosphere.
  • Sloppy Joe’s Nachos and Pork Tacos: Perfect accompaniments to countless Coors Lights, adding a flavorful touch to the revelry.


Sloppy Joe’s transcends the boundaries of a traditional bar. With multiple vibrant bars, the place hums with live bands, ringing bells, and the occasional Hemingway Lookalike contest. The atmosphere buzzes with excitement, a haven for those seeking a break from the mundane. The bartenders, some there for years, ensure that the drinks flow generously, setting the stage for a memorable time. From lunchtime delights to late-night revelry, Sloppy Joe’s offers an unmatched Key West experience.

Key West Hole-in-the-Wall Restaurants reviewed.