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YOU WERE

ALWAYS MEANT

TO MOVE

We build intentional travel experiences for people who want to reset, not escape.
Next trip: Bonaire. July 2025. Small group. Solo-friendly. Dive in.

What We Offer

Less itinerary. More clarity.

Group & Custom Journeys coming soon.

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At Nothing Ventured, we design solo and small-group trips for people who want their life back.

Think slow mornings. Uncrowded waters, and memorable experiences that don't involve a screen.

 

We design solo and small-group trips for people who want their life back.

Think slow mornings. Uncrowded waters. A trip that doesn’t ask you to perform.

Start With What You Need Most

Select the type of journey that calls to you—whether it's embracing solo exploration, joining a small group of like-minded travelers, or designing a custom experience tailored just for you.

Why Nothing Ventured?

Because burnout isn’t a badge.  â€‹And most trips leave you more tired than when you left.

 

At Nothing Ventured, we build experiences that actually help you come home to yourself—before you even unpack.

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

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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