
Pursue your passion, independence, and a life of true adventure – earning an income on the water all around the globe...
Are you tired of office politics and the daily commute – staring at computer screens, and trading your precious time for money?
Or maybe you're winding down your old career, but don't feel like the pipe and slippers are quite ready for you yet...
Why not flip the script by learning how to monetize your passion for sailing and start an adventurous career on the water?
You can travel the world and earn great money as a qualified sailor (in many different roles) and you don’t even need to have your own boat! Freelance sailing is booming.
At WFTO, we mentor you along the journey and show you the most efficient chart to course so you can start your new career.
It’s far from a one-size-fits-all approach either – each person’s route to success is customized to their unique experience, circumstances, and goals.
You can WFTO part-time or full-time, locally or globally – the opportunities are out there, and they are plentiful.
Sailing professionals are in high demand, and get paid generously!


We provide expert guidance and mentorship for sailors and boat technicians who want to take their skills to the next level and make a great income on the water, on their terms.
There’s a diverse range of in-demand skills we coach, from lucrative entry-level positions to top-tier captaining gigs, so whatever your current experience, we can help you get started, and then make a plan to progress you all the way to the highest-earning opportunities.
Our members get lifetime access to our coaching program and a spot in our global community of fellow sailing professionals, where the grapevine still reigns supreme.

Up your skills...
Determine where you are and what it takes to get you to your goals. We navigate you through the process quickly and efficiently.

Make money – Learn to Earn...
Get the proper accreditation that qualifies you to pursue your goals, and pass first time thanks to our continued support and pre-exam coaching.

Get your first mate on board...
Every captain needs a first mate! We show you how to make it your significant other and sail as a crew that lives for adventure.

Don’t go it alone, and hire an experienced mentor to be the wind in your sails instead.
You'll save a ton of time, stress, and money by avoiding the minefield of pitfalls throughout the process.
Our mission is to get you up and running and cruising into your ideal career.
Let us show you how it’s done so you can make it happen without tripping up at every hurdle.
I've been fortunate enough to sail in so many beautiful places, earning great money while enjoying every second of the adventure.
I’ve found my ‘nirvana’ lifestyle, and now I want to show you how to do the same and escape all the modern-day madness.
You can do this full-time or set up incredible side hustles so you can be paid generously to enjoy your own leisure time.
Whatever direction you want to take, we will show you the way!













Taking the plunge into this way of life can be far from straightforward, but with our expert guidance that’s backed by decades of been-there-done-that experience, we can steer your course from where you’re at now to where you want to be – avoiding all the costly mistakes along the way.
Not only do we make the process as fast and efficient as possible – if you're onboard the program, you'll be part of the network and able to connect with like-minded sailors who are in the same boat.



This guidance has cut years off my learning curve, and I’ve only just started! I feel relieved and excited by the possibilities again.
With my battle plan kicking in I’ll be let loose as an instructor and charter skipper ASAP...riding the waves wherever the wind takes me! The amount of time Herb invested in me is impressive. We got to work right away and all of the advice has been enlightening and encouraging. I'm buzzing!


Captain Herb listened to my ambitious goals and put me straight on how to get there. I dread to think of the mistakes I was about to make. So much wasted time and S$$$!
He showed me how it’s done nowadays but also exactly what to avoid along the way. So happy I enlisted his help as the process was so overwhelming. I can now see the light at the end of the tunnel and know exactly where I'm headed. I tentatively started out on this path 15 years ago and life took me elsewhere.. but now I'm ready to get back on the horse. Another thing.. Herb's knowledge and methods are so relevant to the here and now. I couldn't believe how much the processes have changed over the years.


Before I joined the program I thought I knew what I was doing. How wrong I was! Herb showed me how to make money right away as an intermediate-level sailor. Now I’m using that income and experience to propel me toward my dream of becoming a charter captain in the BVIs! There's smooth sailing ahead for me, at long last!
He really knows his stuff and has been so invested in helping me reach my ‘nirvana’ as he calls it. I couldn’t recommend him enough. The amount of time and money I would have wasted is worth way more than the membership. It's really made the longwinded and confusing process a whole lot easier! Appreciate you, Cap!

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