Geographic Expeditions

Cuba Insider

Cuba Insider hero image

Explore Cuba's Culture and Nature

Open the door to Cuba’s vibrant culture on an exclusive custom journey. Roam Havana’s colorful neighborhoods, alive with music and art, then slow your pace in the lush Viñales Valley. Enjoy rare-access visits with artists, entrepreneurs, and musicians—experiences made possible by GeoEx’s long-standing local connections. The itinerary is tailored to your interests and offer a deeply authentic window into this captivating island nation.

Cuba Insider gallery Gallery Cuba House of Fuster DanitaDelimont RM CA11 JAN0380
Cuba Insider gallery Gallery Cuba Vinales Horsebackriding GettyImages 1078495112
Cuba Insider gallery Gallery Cuba classic cars havana Ebony O'Reilly
Cuba Insider gallery Gallery Cuba Hemmingway House DanitaDelimont RM CA11 DBK0024
Cuba Insider gallery Gallery Havana, Cuba iStock 1160256923 5428x3619

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What to Expect

Explore Havana’s vibrant streets, private art studios, and family-run paladars where local flavors come alive. Along the way, you’ll connect with musicians, artists, and communities that share the island’s rich history and traditions. Days blend guided discovery with time to explore at your own pace, returning each evening to distinctive accommodations rooted in Cuban culture and warmth.

Trip Highlights

  • Enjoy exclusive access made possible by GeoEx’s long-standing local connections across Cuba
  • Visit the tobacco fields of Viñales and meet the farmers behind Cuba’s most famous export
  • Venture beyond Havana and uncover life in lesser-known provinces

Upcoming Departures

  • Custom Trips Offered 
    November – May

Trip Pricing

  • Custom Trip: From $6,200

    Based on double occupancy

Inclusions

  • All handpicked accommodations, ground transportation, and airport transfers
  • All guided sightseeing, events, and experiences
  • Top-tier local guides
  • Most meals
  • Most gratuities, excluding your guide
  • Emergency evacuation services and secondary medical expense insurance
  • Dedicated support from GeoEx’s travel experts and in-house air reservations team

Your Route Through Cuba

Journey at a Glance

  1. Cuba Insider Experience Havana
    Day 1 – 3

    Experience Havana

    Arrive in Havana and explore vibrant neighborhoods alive with art and music. Meet local creators and entrepreneurs, savor Cuban cuisine, experience traditional dance, and immerse yourself in the city’s dynamic cultural scene.

  2. Cuba Insider Viñales Valley
    Day 4

    Viñales Valley

    Journey into the stunning Viñales Valley, framed by dramatic mogotes and fertile fields. Visit artist Ramon Vasquez Leon’s studio, hike lush tobacco fields, savor a farm lunch, and learn about tobacco curing.

The most memorable part of our trip was undoubtedly the moments we spent connecting with Cubans. It left a lasting impression on us.

Starr Barron

GeoEx Staff

Ready for adventure?

Let's bring the trip you've been dreaming of to life.

Car driving in Cienfuegos, Cuba