One of the best experiences to have in 2026 is a trip to Havana. More than just a tourist destination, it is a city making history right now—one that breathes music in every corner and boasts a culinary culture that will steal your heart.
With the travel agency CubaOutings, every tour transforms into an unforgettable memory. Our team has curated five must-do excursions for 2026, designed to help every traveler discover and connect with the authentic essence of Cuba.
Old Havana: Living History in Every Corner
Old Havana is a colonial setting that transports you centuries back in time. With our private travel agency, CubaOutings, you can legally book a cultural trip to Havana from the United States to enjoy its plazas and alleyways, where stories come alive. A stroll through colonial architecture, corners filled with vibrant street art, authentic cafes, and an atmosphere so special that every moment becomes an unforgettable photo opportunity.
Places you can’t miss in Old Havana
- Obispo Street
- Cathedral Square
- Old Square
Live Cuban Music: The Soul of the Island
In Cuba, music isn’t just heard, it’s breathed and lived. Our private guides will take you to the best places to enjoy live music in Havana. We guarantee tours that include concerts and visits to private bars where you can listen to great Cuban music.
Authentic Cuban food
Cuban cuisine is a fusion of African, Spanish, and Caribbean traditions. Our private guides personalize the tour so you can enjoy the best Cuban food in authentic paladares (privately owned restaurants) where every dish is made with authentic ingredients. You’ll savor ropa vieja (shredded beef), yuca with mojo sauce, artisanal mojitos, and an intimate atmosphere that will connect you with the local culture.
Havana’s Malecón: The City’s Open Soul
At sunset, Havana’s Malecón transforms into a haven of calm and positive energy. Our private tours are designed to let you enjoy authentic scenery and moments of serenity, with the confidence of experiencing something truly unique and personalized.
Location: Havana’s Malecón
What you’ll experience: unforgettable sunsets, street musicians, fishermen, and spontaneous conversations with locals.
Museums and Fortresses: Guardians of the Past
Cuba’s history is preserved in its museums and fortresses. With our guides, each visit becomes a living lesson in identity and resilience.
Must-see places: Museum of the Revolution, Castillo de la Real Fuerza
What you’ll experience: historical artifacts, military architecture, and stories that connect you with the island’s rebellious spirit.
These five experiences are the soul of Havana. With CubaOutings, you don’t just visit Cuba: you feel it, you savor it, and you remember it forever. If you’re looking for an authentic, cultural, and deeply human experience, this is your starting point.