Cuba 360 is a 2026 Tripadvisor Travelers' Choice Award winner.
Local Cuba travelCUBA 360
EXPERIENCE.
Go beyond the postcard. Experience the authentic soul of the Caribbean through US compliant journeys led by local guides who know the country inside out.
100% US Citizen Compliant
Traveling to Cuba as a US citizen is completely legal under the "Support for the Cuban People" travel category. We handle all the licensing, logistics, and compliance details, ensuring your journey is as seamless as it is unforgettable.
- Expert guidance on OFAC regulations
- Certified Support for the Cuban People itineraries
- Full documentation provided for your records
A Trusted Partner for US Travelers
"Since 2017, we've welcomed over 5,000 US citizens to Cuba, creating unforgettable memories and authentic connections."
5k+
Guests Served
7yr
Legacy
As Featured In
Sources on our original site — tap a logo to read the story.
Our Tour Types
Whether you prefer the intimacy of a private guide or the camaraderie of a group, we have a curated path for your Cuban discovery.
Private Tours
Perfect for families, couples, or groups of friends wanting a dedicated guide and flexible pace.
Learn MoreSmall Group Tours
Set dates and curated itineraries, ideal for solo travelers or couples looking to join like-minded explorers.
See DatesBespoke Tours
Completely customized experiences (3-night minimum) tailored to your specific interests.
Start PlanningLogistics Note: All multi-day tours start and end in Havana for the most seamless and cost-effective experience.
Why Cuba 360?
We don't just show you Cuba; we introduce you to its people, its rhythms, and its hidden corners.
Authentic Access
Exclusive entry to private studios, closed-door jazz sessions, and hidden paladares known only to locals.
Local guides
Our guides are historians, musicians, and artists who provide deep intellectual context to every street corner.
Purposeful Travel
We prioritize private businesses and community-led initiatives across the island — including environmental programs through partners like the Ariguanabo Foundation.
Private Curated Experiences
Curated Small Group Tours
Local Projects & Community Support
Tourism should leave places better than we found them. We steer travelers toward privately owned businesses and help fund grassroots efforts — from neighborhood arts and education to conservation along the Ariguanabo river through the Ariguanabo Foundation, one of several initiatives we are proud to back. A portion of every booking supports this wider work.
24/7 On-Ground Support
Dedicated concierge team throughout your journey.
Private Paladares
Reservations at Cuba's elite private dining rooms.
Seamless Logistics
Elite private drivers and luxury classic cars.
Bespoke Itineraries
Tailored to your specific rhythms and interests.
Start Your Journey
Share your travel dreams, and our team will help you plan the trip.
Use our contact page for private tours, small-group dates, party size, and trip ideas—or email us directly.
Open contact form