Destination Leadership Retreats
by Cashman Klein
Transform Your Team. Elevate Your Leadership. Escape the Ordinary.

Looking to energize your leadership team, spark innovation, and build deeper connections?
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Cashman Klein delivers full-service destination leadership retreats designed to do just that—without adding to your workload.
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We handle everything—so you can focus on what matters: your people, your mission, your momentum.
What We Deliver
Turnkey Planning
From travel coordination to on-site logistics
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Tailored Itineraries
Designed to balance strategy, connection, and fun
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Premier Venues
Iconic spaces like New York City, Miami Beach, Nashville, and more!
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Engaging Leadership Experiences
Workshops, guest speakers, and immersive team challenges
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Exclusive Entertainment & Dining
Curated to reflect your team’s style and your company’s culture


Why Cashman Klein?
We’ve helped executive teams break through barriers, reimagine strategy, and return recharged and aligned.
Whether you're launching a new initiative or just need time and space to reconnect—our retreats are built to create clarity, cohesion, and culture.
“This was truly an amazing trip. Thank y’all for working so hard to make all this come together. Learning not only better communication skills but how my own style can be interpreted and ways to improve on it as well.”
“By far one of the best leadership trainings I have been too! Very insightful and I can't wait to put it to use!”
“It was a great trip!! Thank you for all of the thoughtful planning that went into it!! Lots of new knowledge and a focused mindset to take back to our teams!”
What Are People Saying About Our Retreats?

