
Michael O'Brien
Your guide, and helm for an incredible week at sea! With years of experience across luxury charters, sailing, and diving, Michael’s favorite part of being a captain is making sure every guest has the trip of a lifetime. As both a seasoned captain and a PADI Divemaster, he’s just as happy taking you to hidden dive spots, throwing out a fishing line, or prepping top-tier water activities as he is navigating smooth waters. Having also worked as a yacht chef, Michael gets the art of hospitality inside and out—bringing a calm, easygoing energy to the deck where safety and great times go hand in hand. Whether you want an action-packed week of water sports or a relaxing cruise soaking in the sun, Michael’s practical, hands-on approach ensures your charter is safe, seamless, and completely unforgettable.


























