Stepping into Little Havana in Miami feels like entering a vibrant, living postcard of Cuba. This 2-hour guided tour offers a chance to explore the neighborhood’s lively streets, historic cigar shops, and authentic rum bars — all wrapped up with tasting experiences that delight the senses. For $112 per person, you get a compact yet rich journey through some of Miami’s most flavorful and culturally significant spots. The tour is designed to be both fun and educational, with the chance to learn about cigar-making and rum production from passionate local experts.
Two things we especially love about this experience: First, the opportunity to choose a premium cigar within a curated price range — a rare treat for both aficionado and novice. Second, the chance to finish with live music at Guantanamera, while sipping three different premium rums and enjoying a mojito — a true taste of Cuban hospitality.
One consideration: The tour’s pace is brisk, with multiple stops in just two hours, so if you’re someone who prefers slow, in-depth visits, you might find it a tad quick. It’s best suited for those who want a lively, taste-focused overview of Little Havana’s most famous spots, rather than an exhaustive deep dive into each shop’s history.
If you’re interested in Cuban culture, cigars, or spirits, this tour offers a lively, authentic introduction perfect for first-time visitors or those eager to sample Miami’s Cuban heartbeat.
Key Points

- Authentic Experience: Visit iconic cigar shops and a new cigar museum to learn about Cuban tobacco culture.
- Tasting Moment: Sample three premium rums and a mojito, plus enjoy a Cuban coffee at a cigar-rolling demonstration.
- Cultural Insights: Brief history of Little Havana and walking along Calle Ocho add local context.
- All-Inclusive: Your ticket includes a cigar, cutter, coffee, and drinks, making it a convenient, all-in-one experience.
- Group Size: Limited to 14 travelers, ensuring a personal, engaging atmosphere.
- Free Cancellation: Easy to rebook or cancel up to 24 hours in advance.
Starting Point: A Historic Welcome at the Bay of Pigs Monument
The adventure begins at the Bay of Pigs Monument, a fitting starting point that sets the tone for a tour rooted in Cuban history. From here, you’ll walk a short distance to the neighborhood’s vibrant streets, feeling the buzz of Calle Ocho, Miami’s famed thoroughfare. The proximity to public transportation makes it easy for most travelers to join this tour without fuss.
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The First Stop: Little Havana Cigar Factory

The first highlight is the Little Havana Cigar Factory, where you’ll select one premium cigar from a variety of options. The shop offers cigars from all over the world and local options, giving you a taste of Cuban craftsmanship. It’s a quick stop—about 20 minutes—yet packed with opportunities to ask questions or just soak in the ambiance.
Tour guides often emphasize the importance of cigar quality and the intricate process behind each roll. As one reviewer noted, “We loved the way they explained the cigar rolling process firsthand,” making it a memorable educational moment. Choosing a cigar that fits your budget and preferences makes this a personalized experience.
Second Stop: Guantanamera Cigars and Live Music

Next, you’ll head to Guantanamera Cigars, where the experience transitions from shopping to sampling. Here, you can enjoy a mojito while listening to live music (Thursday to Sunday), which adds a fun, lively vibe. The tour includes sampling three premium rums, which pair beautifully with the rhythmic sounds and the warm Miami air.
This stop is especially praised for the engaging atmosphere. As one reviewer shared, “Listening to live music while sipping rum and tasting a mojito made me feel like I was in Cuba.” The inclusion of free admission to the shop and the musical performance makes this a highlight, especially for those who enjoy a bit of entertainment with their drinks.
Third Stop: Havana Classic Cigar and On-site Coffee
The third stop takes you inside Havana Classic Cigars, where you can smoke your first cigar and sip on Cuban coffee roasted and ground on-site. Witnessing cigar rolling firsthand and learning about the history behind Cuban tobacco is genuinely engaging. This stop lasts about 30 minutes, allowing you to savor the moment without feeling rushed.
The tour emphasizes the rich tradition of Cuban cigars. As one participant shared, “We learned so much about the history of Cuban tobacco and even got to try rolling a cigar ourselves.” The on-site coffee adds a nice touch, providing a relaxing break after the previous lively stops.
The Little Havana Experience: Cultural Exhibit

Your ticket includes admission to the Havana Collection, the newly opened Little Havana Experience exhibit. This offers a deeper dive into the neighborhood’s culture, history, and art, providing valuable context to what you see on the streets. It’s a quick 20-minute stop but adds a layer of understanding that enriches the tour.
Walking the Streets: Calle Ocho
The tour concludes with a gentle walk along Calle Ocho. This lively street is bursting with murals, shops, and eateries. It’s the perfect setting to soak in the neighborhood’s vibrant atmosphere. The brief 10-minute walk allows you to reflect on what you’ve seen and tasted.
Ending on a High Note: Guantanamera Café and Lounge
Your final stop is the Guantanamera Café and Lounge, where you can enjoy your mojito and sample additional premium rums in a relaxed setting. The experience is both social and cultural, wrapping up your two hours with a satisfying taste of Cuba’s spirit—literally and figuratively.
The blend of authentic cigar and rum experiences with manageable group size (max 14 travelers) creates an intimate, engaging atmosphere. The free tasting of rums and cigars, along with the on-site coffee and live music, make this tour a delightful way to spend a couple of hours.
The value lies in the combination of guided insights, cultural context, and generous tastings, all wrapped into a price point that is fair considering the quality and authenticity. Plus, the flexibility of free cancellation up to 24 hours makes booking less stressful.
This experience is ideal for first-time visitors wanting a quick, immersive taste of Little Havana’s culture. It’s perfect for spirits and cigar enthusiasts or anyone curious about Cuban traditions. It also suits travelers who enjoy a lively, social atmosphere—thanks to the live music and walk along Calle Ocho.
People who prefer slow, in-depth visits might find the pace a bit brisk, but overall, this tour offers a compact, authentic experience you’ll remember.
Frequently Asked Questions
Is this tour suitable for all ages?
Yes, most travelers can participate. Keep in mind that cigars and alcohol are involved, so it’s best suited for adults.
How long is the tour?
The tour lasts approximately 2 hours, covering multiple stops around Little Havana.
What’s included in the price?
You get a cigar and cutter, Cuban coffee, three samples of premium rums, and a mojito.
Do I need to prepare anything beforehand?
Just bring your curiosity and a good appetite for learning and tasting. The tour provides most of what you need.
Is transportation provided between stops?
No, the stops are within walking distance along Calle Ocho; the tour mainly involves walking.
Can I cancel or reschedule?
Yes, free cancellation is available up to 24 hours before the experience, giving you flexibility to change plans.
Are the cigars and rums of high quality?
Yes, the tour emphasizes premium spirits and cigars, and the shops are known for their quality selections.
How many people will be in the group?
The tour is capped at 14 travelers, ensuring a personalized experience.
The Little Havana Cigar & Rum Tasting Experience offers a lively, taste-focused glimpse into Miami’s Cuban neighborhood. It’s a well-structured tour that combines cultural insight, authentic flavors, and engaging storytelling, making it perfect for those eager to connect with the island’s spirit without spending an entire day.
You’ll leave with a better understanding of Cuban traditions, a few cigars to savor back home, and memories of lively streets filled with music and color. Whether you’re a spirits lover, curious traveler, or history buff, this tour balances fun and education beautifully.
If you want a compact, lively introduction to Little Havana, this experience delivers on flavor and culture—making it a highly recommended choice in Miami’s vibrant scene.
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- Private Cultural and Food Walking Tour of Little Havana
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- Little Havana Food and Cultural Walking Tour in Miami
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- Cuban Food Tour Of Little Havana
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