Boutique Cuba Travel Curators

CUBA 360
EXPERIENCE.

Go beyond the postcard. Experience the authentic soul of the Caribbean through expert-led, US compliant journeys tailored for the discerning traveler.

World Travel Awards

Nominated six years in a row · 2021–2026

Cuba 360 — consistent nominee recognition. View our WTA profile

Travelers on a people-to-people style experience in Havana

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.

  • check_circleExpert guidance on OFAC regulations
  • check_circleCertified Support for the Cuban People itineraries
  • check_circleFull 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.

Your Way to Explore

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.

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Private Tours

Perfect for families, couples, or groups of friends wanting a dedicated guide and flexible pace.

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Small Group Tours

Set dates and curated itineraries, ideal for solo travelers or couples looking to join like-minded explorers.

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Bespoke Tours

Completely customized experiences (3-night minimum) tailored to your specific interests.

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Logistics 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.

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Authentic Access

Exclusive entry to private studios, closed-door jazz sessions, and hidden paladares known only to locals.

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Expert Curators

Our guides are historians, musicians, and artists who provide deep intellectual context to every street corner.

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Purposeful Travel

We prioritize private businesses and community-led initiatives across the island — including environmental programs through partners like the Ariguanabo Foundation.

The Collection

Private Curated Experiences

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Bella Cuba

8 days / 7 nights · Private itinerary

From $810 / personView details
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Up Beat Cuba

12 days / 11 nights · Private itinerary

From $1,360 / personView details
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Sunny Days Cuba

14 days / 13 nights · Private itinerary

From $1,400 / personView details
The Collection

Curated Small Group Tours

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Cuban landscapes, classic cars, and culture

A Taste of Cuba

9 days / 8 nights · Small-group departure

From $1,000 / personView details
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Cesar Birding Special

12 days / 11 nights · Birding small group

From $2,300 / personView details
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Western Cuba Marvels

14 days / 13 nights · Small-group departure

Ask for a quoteView details

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.

Cuban culture and community
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24/7 On-Ground Support

Dedicated concierge team throughout your journey.

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Private Paladares

Reservations at Cuba's elite private dining rooms.

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Seamless Logistics

Elite private drivers and luxury classic cars.

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Bespoke Itineraries

Tailored to your specific rhythms and interests.

Start Your Journey

Share your travel dreams, and our curators will craft your definitive Cuban story.

Use our contact page for private tours, small-group dates, party size, and trip ideas—or email us directly.

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