Cuba through the heart of someone who calls it home.
Born in Havana, raised on its living history and devoted to opening the island’s most authentic doors for thoughtful travellers.
12+ years curating private experiences
Verified Cultural Host & Academic Historian
Hola, soy Yoyo.
I grew up running barefoot through the baroque arcades of Old Havana, learning to listen to the echo of the stones before I learned to name them. While the world saw Cuba through a nostalgic, static filter, I discovered it as a living organism of everyday poets, inner courtyards and unmatched artistic resilience.
After graduating in History and Heritage from the University of Havana, I realised the most curious travellers were leaving without ever crossing the real threshold: an honest conversation over home-roasted coffee, or an engraving workshop hidden behind a colonial facade worn by the Malecón’s sea salt.
Así nació Cuba with Yoyo: not as a mass-tourism agency, but as an intimate, human and deeply respectful bridge. Every itinerary I design reflects my own network of affections on the island.
“I don’t show you a postcard Cuba; I introduce you to my friends, the backyard musicians, the passionate chefs and the families who make this island beat with dignity and joy.”
Yoyo in 2019 — the Habanaboys years
His own photographs, from the years when the Habanaboys were showing guests the whole island — not just Havana.


The difference of travelling with an expert host.
Rigorous knowledge, transparent legality and a non-negotiable commitment to the Cuban community.
Years of Experience
Over a decade leading private delegations, architectural tours, and bespoke cultural itineraries across the archipelago.
Historian & Storyteller
Degree in Cuban History & Architecture from Havana University; licensed official cultural concierge and researcher.
Direct Local Support
Fully compliant with US "Support for the Cuban People" guidelines, channeling 100% of resources to private paladares, artists, and families.
Excellence Rating
Over 500 bespoke journeys hosted with discerning travelers, collectors, and families from 24 countries worldwide.
The Yoyo Style: three non-negotiable pillars
We design experiences that escape the predictable, offering serenity, intimacy and genuine beauty in every moment.
An unhurried pace
Unrushed Elegance & Serenity
Forget exhausting 10-stop-a-day itineraries. We would rather enjoy a conversation on a colonial veranda at dusk, feeling the city’s pulse without the rush.
Exclusive Access
Behind-the-Scenes Privilege
Entry to private collections in Vedado, dinners in hidden paladares with avant-garde chefs and personal visits to family tobacco farms in the hills of Viñales.
Real Conversations
Authentic Dialogue & Warmth
No memorised scripts. We talk about the economy, social change, the music playing on the rooftops and the everyday dreams of the people who live here.
Ready to design your trip with Yoyo?
Every itinerary is 100% private and personalised around your interests in art, history, music or coastal relaxation.

Book a video call with Yoyo
Yusmel “Yoyo” Colombo — Cuba with Yoyo
Thirty minutes on Google Meet to shape your route together — dates, ideas and honest answers, no obligation.
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