Job Description This is a remote position. CAPTAIN & STEWARDESS COUPLE (2:2 ROTATION) | MED, CARIBBEAN & OYSTER WORLD RALLY We're looking for a brilliant Captain & Stewardess couple to join a busy private sailing programme that's got a lot to look forward to over the next few years. The owners have completely fallen in love with racing, so alongside Mediterranean cruising, the yacht has a packed Caribbean regatta calendar and the Oyster World Rally ahead. It's a varied programme that mixes proper sailing, owner use, racing and adventure, with no two seasons looking quite the same. Operating on a 2:2 rotation, you'll be joining a well-established team and a programme that's continuing to grow. Winters are spent in the Caribbean, summers in the Mediterranean, and there's plenty on the horizon as the owners continue to invest in both the yacht and the wider programme. The yacht is currently in Newport, Rhode Island for her pre-winter yard period before heading south to the Caribbean in December. Start date is October/November 2026. This would suit a couple in an established relationship who genuinely enjoy sailing life, take pride in what they do, and are looking for a role they can really make their own. Great owners, exciting plans, and the chance to be part of something for the long term. Requirements Captain Requirements: Yachtmaster Ocean or Master 200 minimum Strong engineering background and happy to get hands-on Previous cruising and racing experience Experience running larger yachts with strong superyacht standards Organised, proactive and confident leading a programme Stewardess Requirements: Loves sailing and being involved on deck, not just interior duties Excellent attention to detail and housekeeping standards Positive, upbeat and adaptable Comfortable in both guest-facing and hands-on sailing environments Requirements For Both: All relevant STCW and ancillary certifications B1/B2 visa preferred (can be arranged for the right couple) Experience on larger sailing yachts High standards of cleanliness, presentation and professionalism Looking for a long-term position rather than just another season Strong team players with a super positive attitude We are considering couple teams due to ease of cabin arrangements. This isn't just another crew job. It's a chance to join an ambitious sailing programme with exciting plans ahead, a great team around you, and owners who genuinely appreciate exceptional crew. TOP TIPS BEFORE APPLYING: If you’re genuinely interested in this role, take a moment to think about how you present yourself. At this stage, we only know you from your application - so make it count! Please read the full job description carefully and only apply if you meet the relevant experience and certification requirements. A few things that really help your application stand out: • Keep your CV clear, professional and ideally no more than 2 pages • Include a short profile/objective section about yourself • Add all relevant experience, qualifications, skills and contact details • Include at least 3 written references where possible • Chefs - please include a food portfolio (your own work only please) and any relevant Instagram links • Upload all relevant and valid certificates as PDFs Most importantly, complete your application properly through the system so we can review everything in one place. ⚠️ Please apply directly via the “I’m Interested” button only.
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