DADE CITY A Taste of Cuba Right Here!
DADE CITY COMMUNITY REDEVELOPMENT AGENCY
From authentic Havanna style recipes to creative Tampa inspired twists. Discover eight restaurants serving some of the best Cuban sandwiches in Dade City. Few sandwiches have achieved the iconic status of the pressed Cuban sandwich, or Cubano. Crispy on the outside, warm and melty on the inside, it’s a Florida favorite that has earned a loyal following—especially here in Dade City.
The Cuban sandwich’s origins are as layered as the sandwich itself. Spanish settlers introduced ingredients such as ham, Swiss cheese, and crusty bread to Cuba, where they blended with local flavors, including roasted pork and pickles. The sandwich became more widely recognized as a lunchtime staple in the late 1800s as Cuban immigrants established communities in places like Ybor City, where the Cubano became a lunchtime staple. Today, it remains one of Florida’s signature culinary traditions.
BEEF ‘O’ BRADY’S: Made with Famous La Segunda Cuban Bread. Many residents will recognize the café as the former home of the beloved Olga’s Bakery & Deli, whose legacy remains part of the building’s story. Being just a short drive from the birthplace of the modern Cuban sandwich, it’s no surprise that Dade City has embraced this local classic. Whether you prefer a traditional recipe or a unique twist, these eight local restaurants each bring something special to the table.
THE ROOST MARKET & CAFE: A Tampa Twist on the Classic. The newest addition to Dade City’s dining scene, The Roost opened its doors on June 1st and has quickly become known for its deli-style sandwiches, fresh breakfast offerings, specialty coffee, homemade sides, and desserts. Its signature Tampa Cuban puts a distinctive spin on the classic by combining smoked ham, seasoned roast pork, Genoa salami, Swiss cheese, pickles, lettuce, tomatoes, and the restaurant’s house M&M blend, all pressed on Cuban bread until perfectly crisp.
FARM BASKET CAFÉ: Fresh from the Market. While Farm Basket Café is a newer addition to downtown, the Farm Basket name has been around since the early 1990s through its well-known produce market. Today, Farm Basket Café owns the space, serving fresh Cuban sandwiches crafted with quality Boar’s Head meats, crisp vegetables, and authentic Cuban bread. Consistently praised by customers, the café’s Cuban has quickly become one of downtown Dade City’s standout sandwiches.
CRAZY CRAVINGS: Traditional Cuban, Fresh Local Ingredients. For the past seven years, Crazy Cravings has built a reputation for creative comfort food, indulgent desserts, and dishes inspired by international flavors, particularly Mexican cuisine. While many menu items showcase bold culinary twists to classic American dishes, the restaurant’s pressed Cuban stays true to tradition. Made with fresh, locally sourced ingredients, it’s become a customer favorite for those looking for an authentic Cuban sandwich.
Founded in Brandon in 1985, Beef ‘O’ Brady’s has grown into a popular family sports pub with locations throughout Florida, including Dade City. Their Cuban sandwich features generous portions of roasted pork and ham layered on authentic Cuban bread from La Segunda Bakery before being pressed to a perfectly golden finish.
LE GARDEN BISTRO: French Culinary Experience Meets a Florida Favorite. Family-owned Le Garden Bistro brings more than 20 years of culinary experience to Dade City. Brothers Vander and Valdir relocated from Boston with a passion for preparing fresh, French-inspired cuisine using locally sourced ingredients. Their Cuban sandwich features roasted pork, ham, Swiss cheese, pickles, and mustard served on crisp pressed Cuban bread alongside golden fries. Guests can also enjoy this favorite at The Wine Library.
TASTE A LITTLE CUBAN CUISINE
