Hey it’s Captain Mike. I’ve created the absolute easiest way to jump on a sailboat and live the sailing lifestyle in paradise. It’s a unique live-aboard experience with daily sailing and return to our protected mooring with plenty of time for activities, eating, and exploring. It’s organic, real, old-school. Some days it’s sailing all day, some days it’s coffee, kayaking, and talking story. The weather and conditions make the call for the day’s adventures.
No crowds. No scripts.
1. Hawaii Based - easy U.S. travel & airport pickups
2. Eat Well - food onboard included
3. Toys Included - Kayaks, SUP's, beach chairs, fishing rods
4. No Stress - No tests, no studying, no ocean crossings
All aboard the legendary Trimaran Free Spirit.
I'm a retired restaurant owner and lifelong hospitality professional. While you'll be well cared for, this is not a traditional luxury charter where everything is done for you. Instead, you'll become part of the crew and learn the ins and outs of boat life.
Honestly, my goal isn’t to run a big charter company. It’s to create unforgettable experiences and share this legendary trimaran with good people who are on the same wavelength. You’ll gain hands-on experience, learn practical skills, and discover the rhythms of life afloat... or just kick back and relax...it's up to you.
No sailing experience is required and it’s a maximum of 5 guests aboard.
I’m opening this up to a small number of people who want more than a vacation. You can come aboard and live this for a full week. Sail the boat. Unplug from everything on land and reconnect with something real.
It's 5 days that bridge the gap between dreaming and doing.
If this resonates with you, let’s talk and see if it’s a good fit.
Please email us directly through our contact page.
Aloha,
Captain Mike
USCG 25 ton with Sailing Endorsement