Your Cuban Adventure Starts Here

Cuba is Calling

Secure your place on one of our carefully crafted journeys, design a custom adventure, or join the mailing list so you don’t miss out.

However you choose to experience Cuba with us, The Untold Adventure is your inside track to the island’s most unforgettable moments.

Our group sizes are intentionally small, designed for more personal, immersive experiences with the people and places that make Cuba so special.

That also means spots fill up fast. Browse our upcoming departures and claim yours before they’re gone.

Ready to Go? Book Your Trip Today

Havana: Beyond the Surface - July 2-6, 2025 - $2,499
Details
Jul 02, 2025, 12:00 PM – Jul 06, 2025, 12:00 PM
Havana, Havana, Cuba
Dive into Havana’s culture, flavor, and rhythm on this unforgettable 5-day/4-night city escape.
57 days to the event
Havana: Beyond the Surface - Aug 28-Sept 1, 2025 - $2,499
Book Now
Aug 28, 2025, 12:00 PM – Sep 01, 2025, 12:00 PM
Havana, Havana, Cuba
Dive into Havana’s culture, flavor, and rhythm on this unforgettable 5-day/4-night city escape.
112 days to the event
Cuba: Unveiling the Untold - Oct 22-29, 2025 - $3,499
Book Now
Oct 22, 2025, 12:00 PM – Oct 29, 2025, 12:00 PM
Cuba, Havana, Cuba
Experience Cuba’s culture, nature, and people on a powerful 8-day/7-night journey across the island.
133 days to the event
Cuba: Unveiling the Untold - Nov 12-19, 2025 - $3,499
Book Now
Nov 12, 2025, 12:00 PM – Nov 19, 2025, 12:00 PM
Cuba, Havana, Cuba
Experience Cuba’s culture, nature, and people on a powerful 8-day/7-night journey across the island.
141 days to the event
Havana: Beyond the Surface - Nov 20-24, 2025 - $2,499
Book Now
Nov 20, 2025, 12:00 PM – Nov 24, 2025, 12:00 PM
Havana, Havana, Cuba
Dive into Havana’s culture, flavor, and rhythm on this unforgettable 5-day/4-night city escape.
154 days to the event
Cuba: Unveiling the Untold - Dec 3-10, 2025 - $3,499
Book Now
Dec 03, 2025, 12:00 PM – Dec 10, 2025, 12:00 PM
Cuba, Havana, Cuba
Experience Cuba’s culture, nature, and people on a powerful 8-day/7-night journey across the island.
162 days to the event
Havana: Beyond the Surface - Dec 11-15, 2025 - $2,499
Book Now
Dec 11, 2025, 12:00 PM – Dec 15, 2025, 12:00 PM
Havana, Havana, Cuba
Dive into Havana’s culture, flavor, and rhythm on this unforgettable 5-day/4-night city escape.
196 days to the event
Cuba: Unveiling the Untold - Jan 14-21, 2026 - $3,499
Book Now
Jan 14, 2026, 12:00 PM – Jan 21, 2026, 12:00 PM
Cuba, Havana, Cuba
Experience Cuba’s culture, nature, and people on a powerful 8-day/7-night journey across the island.
224 days to the event
Cuba: Unveiling the Untold - Feb 11-18, 2026 - $3,499
Book Now
Feb 11, 2026, 12:00 PM – Feb 18, 2026, 12:00 PM
Cuba, Havana, Cuba
Experience Cuba’s culture, nature, and people on a powerful 8-day/7-night journey across the island.
252 days to the event
Cuba: Unveiling the Untold - Mar 11-18, 2026 - $3,499
Book Now
Mar 11, 2026, 12:00 PM – Mar 18, 2026, 12:00 PM
Cuba, Havana, Cuba
Experience Cuba’s culture, nature, and people on a powerful 8-day/7-night journey across the island.

Your Cuban Adventure Starts Here

Cuba is Calling

Secure your place on one of our carefully crafted journeys, design a custom adventure, or join the mailing list so you don’t miss out.

Ready to Go? Book Your Trip Today

“What a magnificent week in Cuba organized by The Untold Adventure. No detail was too small for Alberto and his team.”

– Harry, Attorney from Santa Monica, California

INQUIRE, CUSTOMIZE, OR GET IN TOUCH