Rediscover your direction.
Flying with Founders retreats are designed to offer a comprehensive and transformative experience for startup founders and funders. These retreats are not just about relaxation; they are about igniting your entrepreneurial spirit, equipping you with the tools you need to navigate challenges, fostering both personal and professional growth within a community unlike any other.
RETREATS
AS A SERVICE
Join an existing retreat or connect with us to plan your organization’s next Leadership Retreat.
Explore
Venture outside of your comfort zone by engaging in diverse cultures and landscapes, broadening your perspectives and profoundly experiencing new things the world has to offer.
Connect
Forge meaningful relationships with like-minded founders who share your passion for entrepreneurship. Connecting with others who understand your journey can provide invaluable support and insights along the way.
Grow
Be challenged mentally, physically, and emotionally in ways that will ultimately fortify you both as a founder navigating the entrepreneurial journey and as an individual embracing personal growth.
Find your “why” before burnout finds you.
What to expect on a Founders Retreat:
Joy
We believe that to achieve the most you can, you must also be able to let go and simply have fun — maintain your creativity, reduce stress, and increase motivation by giving yourself a chance to enjoy life and laughter amidst all the chaos of starting a business.
Coaching
On each of our retreats, we host daily workshop sessions with curated coaching on various topics in both business and personal development. Come with an open mind, ready to both receive and contribute to these sessions, and experience the transformation that comes from them.
Community
Spend this time connecting with like-minded individuals, forming relationships that will last far beyond the bounds of the retreat itself. We have witnessed incredible interactions, friendships, and business partnerships form as a result of the shared experiences and deep conversations that happen on a Founders Retreat, which cannot be replicated under any other circumstances.
Wellness
Health and wellness are top priorities to us; you will be deeply nourished with delicious foods that energize your brain and body, and we offer a variety of active opportunities to either kickstart or continue your founder fitness, should you choose to participate.
Productivity
We realize it’s difficult to step away from your business responsibilities completely — that’s why we are not asking you to entirely unplug. Rather, we provide structured work time each day to allow you to utilize the space and clarity provided in a retreat setting to get solid work done. Or, you’re welcome to fully unplug and use this time for personal needs or further exploration!
Memories
Our mission is to create once in a lifetime experiences that translate into unforgettable memories, and we can promise that you will treasure these moments as they propel you into whatever is coming next.
check out past retreats:
Upcoming Retreats
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SXSW Founder House
03.07.25 - 03.10.25
Join our Founder House at SXSW this year — we’ve got the logistics covered so you can focus on what matters most: the connections and impact that such an experience can have to transform your trajectory.
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Startup Grind Global Founder House
04.28.25 - 05.01.25
Attend the Startup Grind Global Conference in Silicon Valley and stay with us. Form relationships with other founders and maximize the impact of this event without having to worry about the logistics.
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El Salvador 2026
01.11.26 - 01.18.26
Set yourself up to take off into the New Year. Our most popular retreat in Central America is full of all you need to get setup for a successful year. Workshops, wellness, adventure, and culture create a once in a lifetime experience together.