Captains Courageous

Captains Courageous Sailing Adventures develop trust, cooperation and perspective for leaders and teams who are challenged to quickly develop strategy and tactics, communicate openly and clearly, and focus on what matters most.

We are committed to taking teamwork and leadership development to new levels of effectiveness and lasting results through our dynamic and transformational sailing adventures.

Rather than a simple amateur regatta that many companies offer, Captains Courageous takes the time to understand the specific challenges and opportunities faced by your teams and leaders. We custom-design your adventure to bring forward the specific transferrable skills, insights and experiences that will positively transform your workplace. We follow through to support implementation and integration into your day-to-day business activities.

Captains Courageous brings you a team of facilitators with many years of experience in business operations and leadership, training and consulting, and personal growth facilitation and coaching. We have superior credentials for handling sailboats of all sizes in all conditions. We are dedicated to bringing forward transformational learning in an environment of safety, challenge and fun.

Your participants need have no prior sailing experience – we’ll teach them everything they need to know.

For your teams, Captains Courageous is offered in 1.5- to 5-day formats.

For your leaders, Captains Courageous is offered in 5-day formats.

Our home waters are the gorgeous Biscayne Bay of Miami and the Florida Keys, arguably the best year-round sailing venue in the Americas. We have sailed many other seas, however, and we are happy to bring Captains Courageous to any sailing area you prefer.