
Meet Oscar
Oscar Fernández is the founder and owner of Oscar’s Odyssey, a venture inspired by his lifelong passion for culture, storytelling, and exploration.
Born and raised in Cuba, Oscar grew up surrounded by the rhythms of Havana—the music in the streets, the scent of family kitchens, and the warmth of a community that taught him resilience, creativity, and the joy of shared experiences. From a young age, he was fascinated by the idea of journeys—not only the physical act of traveling but also the personal transformations that come from encountering new people and places.
That fascination soon became his life’s path. Over the years, Oscar traveled the world, exploring cities and landscapes far beyond his island roots. Each journey shaped his outlook, enriching his understanding of culture and giving him a profound respect for the diversity of human experience. His travels also reinforced the belief that stories and connections are what truly make a place memorable.
Today, Oscar divides his time between Miami, Florida and Havana, Cuba, embodying the bridge between two worlds. This dual home base allows him to stay deeply connected to his Cuban heritage while also maintaining a global perspective that informs everything he does.
Through Oscar’s Odyssey, Oscar has created more than a company—it is an invitation. An invitation to experience Cuba not as a tourist, but as a welcomed guest. His work blends insider knowledge, cultural insight, and a storyteller’s touch to craft journeys that go beyond the surface. Guests are encouraged to discover Havana’s hidden corners, connect with local traditions, and feel the heartbeat of the island in ways that guidebooks cannot capture.
At the core of Oscar’s Odyssey is Oscar himself: a cultural ambassador, a traveler, and a host who brings warmth and authenticity to every interaction. His mission is simple yet powerful—to honor his roots, celebrate his travels, and create spaces where people can connect across borders.
Oscar continues to expand his journey, using his life story as a compass. From the vibrant streets of Havana to the bustling energy of Miami and the countless cities he has explored, his odyssey is one of bridging cultures, building community, and sharing the transformative power of travel with the world.
Begin your journey through Cuba.
Guided Cultural Tours
Explore Havana and beyond with curated experiences led by Oscar himself. From historic landmarks to hidden neighborhoods, each tour is designed to give you an authentic view of Cuba’s history, architecture, and everyday life.
Personalized Travel Itineraries
No two journeys are the same. Oscar works directly with travelers to craft custom itineraries—whether you want to focus on art, music, food, or relaxation—that ensure your trip reflects your interests and travel style.
Exclusive Connections & Experiences
Gain access to opportunities most visitors never see. From private dinners with local chefs to behind-the-scenes cultural encounters, Oscar leverages his roots and relationships to make every trip unforgettable.