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Desert Canyon Landscape
ABOUT

Nothing Ventured, Everything Gained

We design intentional travel for people who want more than a vacation—solo or with a small crew.

White Washed Wood

Meet Dakota

Your Trip Guide, Field Scout & Fellow Wayfinder

Dakota has a way of making the unknown feel like home. He’s the kind of person who can pack a truck in 15 minutes, find the quietest trailhead in a crowd, and calmly navigate whatever life or nature throws his way.

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As the founder of Nothing Ventured, Dakota blends a deep respect for wild places with sharp logistical instincts and a grounded, no-pressure presence. Over the years, he’s led group dives, traveled solo across continents, and helped first-time adventurers feel at home thousands of miles from where they started.

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Whether you’re stepping into the unknown solo or showing up with your own crew, Dakota doesn’t just plan trips—he holds space for journeys to become whatever they’re meant to be.

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Dakota is also a certified scuba instructor and founder of Journeyman Diver, where he leads advanced dive training and guided ocean experiences.

Dakota Sims, founder of Nothing Ventured, standing outdoors with travel backpack, ready for exploration

Why We Exist

Nothing Ventured helps divers and solo explorers return to what matters. It’s not a tour—it’s a slower, more thoughtful way to travel. We help people move clearly, breathe deeper, and travel differently. Not a tour. Not a package. Just space to reset.

Next Trip: Bonaire – July 2025

Led by Dakota Sims. Crystal waters. Slow mornings. Real clarity.

Reserve your spot now—limited spaces available.

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