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Learning and Leading with

Women of the Global South

April 6, 2024-April 13, 2024


Meet Cuban women who lead.

This exclusive travel experience features the voices of Cuban women entrepreneurs, leaders and activists and is designed to be transformational. When we step out of our rush, experience a cultural immersion, experience the arts and meet people who are leading in a different context, we become more open, creative and ready for new ways of thinking.

Break-through to new levels of personal and professional leadership.

Stepping away from the everyday and experiencing a unique cultural immersion with other women leaders is the backdrop for our leadership journey. Professionally facilitated sessions and inspirational exchanges will ensure maximum impact and lasting professional connections.

A transformative opportunity to connect globally as Cuba opens its doors.  

How Women Lead is curating a powerful leadership experience for 25 global women leaders we believe have the potential to influence the trajectory for women in business, journalism, philanthropy, justice and civil society. Influential women leaders from around the world will come together in Cuba to explore what is possible for women through elevated leadership and connectivity. A deep dive into the rich history, art, music, cuisine, and culture on this unique Caribbean island will inspire our own leadership thinking and connectivity as a group. We have chosen Cuba as a perfect backdrop for breakthrough thinking and new connections.

Daily mindfulness, leadership discussions and open space technology will structure an exploration of purpose, leadership and impact:
Our Curated Connections & Experience:






personalizing your leadership journey

Our team will get to know you before the trip so that we meet your own priorities for the travel, the leadership and person-to-person experience, as well as your perspective and vision for global women’s leadership. This will give us the information and develop a framework for your compelling leadership journey and provide us with information to share with others on the trip.



Before the trip we will suggest a variety of books and articles that are optional but can help you get the most out of the trip. We will bring great books and articles for you to share throughout the week about Cuba, its arts, romanticism, culture, and politics.


We will arrive in Miami from around the world by Saturday to kick off our journey. We will recommend a favorite Miami hotel if needed for Friday evening and host you for brunch where we will get to know each other, review the itinerary and goals for the retreat. Transportation will take us to Miami International Airport Saturday morning for a one-hour flight and our Cuban journey begins.


We have secured the services of a very experienced Cuba tour operator who is customizing the person to person exchanges and Cuban travel for us. They will have expert guides who will give us first class support so we can focus on enjoying Cuba and our own leadership journey.

Returning refreshed, inspired, & connected.

Our vision is that through this shared experience, we will return home as a powerful, connected force capable of transforming our communities and businesses and elevate the lives of women. In addition to the retreat, quarterly follow-up gatherings will solidify breakthroughs and professional connections, with an analysis of progress at the one-year anniversary.

We have 4 spots left on a first come, first serve basis.

Contact to reserve your spot & submit a non-refundable $500 deposit.

  • Expert guides with deep knowledge and broad connections in Cuba 

  • Skilled facilitators to help guide your personal leadership journey

  • Access to fellow high-caliber women leaders

  • Hotels, travel within Cuba, and most meals

  • Leadership curriculum materials

  • Entrance fees to special excursions

* Based on double room occupancy

Not Included
  • Single room option (add $600)

  • Airfare to & from Miami, to & from Havana

  • Visa fee

  • Tips

  • Personal insurances not covered by our travel agency (including optional travel or evacuation insurance which can be purchased through our travel agent)

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