Cuba • November 2026 • Interest List
Cuba, up close and personal.
I’m putting together two small-group Cuba trips for November. These will be intimate, people-first journeys through Havana, Playa Larga, Trinidad, Varadero, Viñales, and the quieter corners in between.
Important: These trips are designed to directly support the Cuban people. We’ll stay in locally owned casas particulares, eat at privately run restaurants, work with local guides, and operate in full compliance with U.S. OFAC “Support for the Cuban People” travel guidelines.
All November dates are tentative and depend on the current political and fuel situation on the island.
All November dates are tentative and depend on the current political and fuel situation on the island.
Two groups Planned for November
Max 10 people Small experience
Local-first Casas, guides, food
What the trip looks like
Havana
Arrival, tours, food, city exploration.
Arrival, tours, food, city exploration.
Playa Larga
Snorkeling, history, coastal life.
Snorkeling, history, coastal life.
Trinidad
Music, culture, artisans.
Music, culture, artisans.
Varadero
Beach day and Caribbean water.
Beach day and Caribbean water.
Viñales
Farms, mountains, locals.
Farms, mountains, locals.
Havana
Final night and wrap-up.
Final night and wrap-up.
What Cuba actually feels like
Not polished. Not packaged. Just people, streets, music, food, coastline, and the strange beauty of a country that stays with you long after you leave.
Pricing & timeline
$2,500 per person
No deposits right now.
This is only an interest list.
Who this trip is for
This is for you if:
- You want real Cuba
- You’re excited to stay with locals
- You understand this is not a resort
This is not for you if:
- You want luxury or resorts
- You need everything predictable