Little Havana Walking Tour – Food Tastings, Traditions & Music

We’ll visit D’Asís Guayaberas, one of Little Havana’s most cherished and elegant shops, specializing in the traditional guayabera—a classic Cuban shirt known for its fine pleats, pockets, and timeless style. Inside this family-run boutique, guests will: • Learn the history and cultural significance of the guayabera, from its origins in Cuba to its status today as a symbol of Latin pride and heritage • Discover how these garments are crafted with care, often using linen or cotton and detailed embroidery • See a stunning range of guayaberas in different colors and styles—from traditional white to modern interpretations • Meet the passionate artisans or shop owners who continue this legacy with pride Guests are welcome to try on pieces or shop for a one-of-a-kind souvenir that reflects the essence of Cuban elegance. This stop blends fashion, identity, and cultural storytelling into one unforgettable experience.

Step into an authentic Cuban cigar factory, where the air is rich with the earthy aroma of aged tobacco and tradition. Here, you’ll watch expert torcedores (cigar rollers) at work—crafting cigars entirely by hand, just as it’s been done in Cuba for generations. You’ll learn about each step of the cigar-making process: from the selection of tobacco leaves, to rolling, binding, and finishing techniques. The artisans may share stories about their craft, the history of cigar culture in Cuba, and how this tradition was preserved and brought to Miami’s Little Havana. Guests will have the opportunity to: • Observe live cigar rolling demonstrations • Learn the difference between filler, binder, and wrapper leaves • Understand how cigars are aged and stored • Browse a selection of hand-rolled cigars available for purchase

We’ll stop at Domino Park, the heart and soul of Little Havana. This iconic gathering place is where generations of Cubans have come to play dominos, debate politics, share stories, and keep tradition alive. You’ll see local players deeply immersed in spirited games, often accompanied by lively conversation—sometimes serious, sometimes full of laughter. The park is more than a place to play; it’s a cultural institution where community, resilience, and identity come together. While here, we’ll: • Learn the history of the park and its role in Cuban exile culture • Observe real-time domino matches played by longtime locals • Talk about the park’s namesake, Maximo Gomez, a Cuban independence hero • Soak in the atmosphere of this community hub, surrounded by Cuban music, murals, and monuments

We’ll pause at the Bay of Pigs Monument, a solemn and powerful tribute to the Cuban exiles who fought in the 1961 Bay of Pigs invasion in an attempt to liberate Cuba from Fidel Castro’s regime. This monument honors the bravery, sacrifice, and enduring hope of those who risked everything for freedom. At this historic site, guests will: • Learn the story of Brigade 2506, the group of Cuban exiles trained by the U.S. and launched into Cuba in a failed but deeply symbolic military operation • Understand the emotional and political importance of this moment for the Cuban exile community in Miami • See the names of the fallen engraved on the monument, and reflect on how their legacy continues to shape the identity and activism of Little Havana • Hear personal or community stories tied to the event, offering a deeper emotional connection to Miami’s Cuban roots This stop offers a powerful moment of remembrance and reflection in the midst of our cultural journey.

We’ll stop at Party Cake Bakery, a beloved local institution where the sweet side of Cuban culture truly comes to life. Known for its fresh, traditional pastries and strong cafecito, this family owned bakery has been serving Miami for decades. During our visit, guests will: • Taste authentic Cuban pastries like pastelitos de guayaba and croquetas freshly baked and full of flavor • Learn about the role of Cuban bakeries as social hubs in the community where locals gather daily for a quick bite, and good conversation • Meet the warm, friendly staff and experience firsthand the hospitality that defines Miami’s Cuban culture

We’ll take a delicious detour at Churromanía, where crispy, golden churros meet gooey dulce de leche and rich chocolate. This stop adds a sweet twist to our cultural journey, blending Latin American street food flair with irresistible flavor. At Churromanía, guests will: • Enjoy freshly made churros, hot and crunchy on the outside, soft on the inside • Choose from a variety of toppings and fillings, including dulce de leche, Nutella, chocolate, and more • Learn how churros became a beloved treat across Latin America and how Churromanía brings that tradition to Miami • Take a quick break to relax and indulge, surrounded by the vibrant energy of Little Havana

We’ll step into the legendary Ball & Chain, one of Little Havana’s most iconic venues—where history, music, and nightlife all come together under one vibrant roof. Originally opened in the 1930s, this historic bar and music club once hosted jazz greats like Billie Holiday, Chet Baker, and Count Basie, and today it continues to pulse with live Cuban rhythms and infectious energy. During our visit, guests will: • Soak in the historic atmosphere of this beautifully restored venue, complete with vintage decor and tropical charm • Enjoy live Cuban music or salsa, often playing in the lively outdoor patio or inside the main stage area • Hear the story of Ball & Chain’s wild past—from its jazz-era glory days to its revival as a cultural hotspot • Optionally sip a classic Cuban cocktail, like a mojito or daiquiri, made with flair by expert bartenders (drinks not included unless part of tour)

As we stroll along iconic Calle Ocho, we’ll pass through the Calle Ocho Walk of Fame—Little Havana’s tribute to the most celebrated figures in Latin music, film, and culture. Inspired by Hollywood’s version, this stretch of sidewalk honors Latino stars who have made a lasting impact on the world and on the Cuban-American community. During this stop, guests will: • See stars embedded in the sidewalk honoring legends like Celia Cruz, Gloria Estefan, Julio Iglesias, and more • Learn how this Walk of Fame celebrates Cuban heritage and Latin American pride right in the heart of Miami • Hear brief stories about some of the most beloved inductees and their connection to the culture of Calle Ocho • Take photos with their favorite stars and soak in the vibrant energy of this historic street It’s a lively and meaningful stop that blends celebrity, culture, and community pride—all with the rhythm of Miami in the background.