Into the Unknown

Unsettled's Official Blog: Musings on the intersection of work, life and adventure in the 21st century.

Trending Stories

The Art of Asking Better Questions

Technology and AI are driving us toward aloneness—not the kind of solitude that helps us grow, but a distracted separation that erodes independent thought. The future isn’t fixed, though. We can reclaim our attention, reconnect with each other, and rediscover the questions only silence can answer: What truly matters to me? Where do I want to head next?

Reclaiming Solitude in the Age of AI.

Technology and AI are driving us toward aloneness—not the kind of solitude that helps us grow, but a distracted separation that erodes independent thought. The future isn’t fixed, though. We can reclaim our attention, reconnect with each other, and rediscover the questions only silence can answer: What truly matters to me? Where do I want to head next?

What Are Pintxos Bars?

What makes pintxos bars more than just food? In Basque Country, they’re a living symbol of independence, creativity, and connection—values that mirror the Unsettled way of exploring life.

I’ve Got About 30 Good Summers Left

At 40, I’ve got about 30 good summers left — if I’m lucky. Here’s what I’m doing to protect them: getting clear on my priorities, learning when to say yes (and no), and designing life with intention before it slips by.

Where Do Introverts Belong In Travel?

At Unsettled, we don’t box you in. Some days you crave deep conversation; other days, solitude calls. We design travel experiences where introverts and extroverts don’t just coexist—they sharpen each other.

Drinking Less, Experiencing More: A Mindful Approach to Alcohol While Traveling

Why we’re rethinking alcohol on our Unsettled trips. Discover how mindful drinking — or not drinking at all — can deepen your travel experience, connection, and presence.

The Unexpected Situationships At Unsettled

People who are thriving aren’t stuck in a situationship with themselves.

Reintroducing Unsettled Bali

Unsettled participants are a deeply curious bunch, willing to ask life’s big questions as much as they are ready to let loose and have fun.

LATEST STORIES

Why You Do NOT Want To Set Sail with Unsettled in the Exumas

Why You Do NOT Want To Set Sail with Unsettled in the Exumas

 By: Michael Youngblood, Captain at Unsettled. Are you set to ride the waves and replace routine with adventure?  Here are our top ten reasons to set sail with us! 1. Learn to Sail, Unsettled Style We will spend 4-6 hours a day sailing on the emerald waters in the...

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One Month & 7 Years Of Big Questions

One Month & 7 Years Of Big Questions

We started Unsettled to explore the world. It was time for me to unplug and go on an adventure, so I sailed from Panama to Hawaii and reflected on the future of Unsettled.

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WORK & TRAVEL INSPIRATION

What is a Virtual Retreat?

What is a Virtual Retreat?

Unsettled’s virtual retreat, our Lifestyle Incubator, is not your typical online course. It is a 30-day collaborative journey designed to help you find clarity around what’s next for you.

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ALUMNI VOICES 

Nikki Webber Allen

TED Resident and Entrepreneur

Ryan Nichols

Sustainable Building & Design Entrepreneur

Stephanie Stevenson

Business Project Manager

Sasha Valle

Post-Tech-Startup Sabbatical

Zarko Lelovac

Corporate Lawyer

Carrie Thorimbert

Holistic Nutritionist & Self Care Coach

Wes Jordan

Software Tech Leader

Tekisha Harvey

Brand Strategist

Kyle Fiore

Strategic Advertising Planner

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Unsettled is a global community for those who live and work differently. 

Growth | Meaning | Adventure