Unsettled's sailing experiences are for those seeking the unknown, ready for a challenging adventure, and value meaningful connections.

These trips are for those who see the lines between work and play not as boundaries, but as sources of inspiration, creativity, and excitement.

We sail with spontaneity, adapting to the crew's energy and changing conditions. It's a blend of sailing, real-life cruising, beach play, human creativity, and fostering freedom and self-expression without rigid itineraries.

It's not for everyone, but if it's for you, you can look forward to the adventure of a lifetime.

Upcoming Sailing Experiences

Unsettled Sailing: Bahamas

Exumas, Bahamas

December 9 - 16 2023

1 week

Unsettled Sailing: Bahamas

1 week out of the office, offline, and offshore.

Unsettled Sailing: Tahiti

Bora Bora, French Polynesia

April 27 - May 4 2024

1 week

Unsettled Sailing: Tahiti

Unsettled Sails French Polynesia


Unsettled Sailing: Turkey

Göcek, Türkiye

September 21 - 28 2024

1 week

Unsettled Sailing: Turkey

Unsettled Turkey.



Why we sail at Unsettled...

At Unsetled, our purpose is to guide individuals on a transformative journey toward growth, meaning, and adventure. We're driven by the desire to inspire, explore, and build meaningful connections. Living and exploring as a diverse crew on a sailboat is one of the most inspiring ways we can think of to fulfill our mission. Sailing is also a powerful metaphor for living your true north and embracing the unpredictable nature of life as a process. 

We sail to enjoy the journey, build meaningful connections, and live differently. Unsettled Sailing: It's more than a destination. 


How we sail at Unsettled...

We believe that the best experiences are not passively consumed, but actively co-created. Unsettled sailing experiences are not “guided” in the traditional sense, but facilitated in a way that leaves us open to new perspectives, ideas, and possibilities in our life and work.

Make no mistake, you are a crew on a sailing adventure. Each crew member fully steps into the role of co-creator, sailor, chef, party host, and inspiring human.

You must be willing to embrace the unpredictable nature of a multi-day sailing trip. You must let go of the idea that we have control. If and when you do, you'll see the magic that unfolds on these trips.

There are no age limits. No job requirements. No resumes. As long as you’re not an asshole, you’ll fit right in.  

What Does Sailing With Unsettled Feel Like?

Sailing with Unsettled is an immersive adventure, where you'll immerse yourself in a community, a beautiful destination, and personal growth. 

If you bring the right mindset, it'll be a platform for profound experiences, with just enough structure to guide you. 

During an Unsettled Sailing trip, anticipate a week full of sailing (yes, you're actually sailing), swimming, paddleboard... But mostly, expect adventures of the mind; of growth; and wonderment. 

While we explore some of the most beautiful waters in the world, these trips aren't sightseeing experiences. Dive into conversations about life, savor family-style meals, and toast to new friendships during happy hours. 

This is an opportunity to craft memories, share stories, and create unforgettable experiences with amazing people. 

So how do they feel? They're completely unsettling -- and they'll shake up your routine and perspective in life more than you ever imagined. 

Ready to start exploring?


Next Sailing Departure: Unsettled Bahamas Dec 9 - 16, 2023

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