Tour Leaders

Interested in leading trips to a destination unlike anywhere else in the world? Looking to match your experience leading tours in Cuba with a company that can provide guidance, benefits, connections on the island and a community of passionate coworkers? Join us as a tour leader and use your own expertise, knowledge and experiences to enrich the experience of our travelers.

The tour leader’s role goes beyond merely the logistics of the trip planning. We work with the best tour leaders to go beyond ordinary and create authentic, unforgettable experiences for all of our clients. We are a highly professional team offering resources, training and a close-knit community that shares an infectious love of Cuba. You’ll earn the industry’s best benefits, all while creating a positive social impact on travelers and locals alike. 

Professionalism and Service

Our expert team extends from Miami to Havana providing the highest level of service at each stage of the client’s journey. We have mastered the art of Cuba travel, and are the only destination management company on Condé Nast Travel Specialist List and Travel + Leisure A-List. 

Community 

We are passionate individuals with a culture focused on self-growth, innovation and wellbeing.  

Pay and Benefits 

Competitive pay, health insurance, generous PTO and free travel are all part of the job. 

Impact 

Create life-changing experiences for all of our travelers while empowering and building connections with Cuban people.