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PRIVATE | Captain | New Build Oyster 595 in US/Caribbean

Full-timePosted Oct 28, 2026

Job description

This is a remote position. CAPTAIN | NEW BUILD OYSTER 595 | BAHAMAS, CARIBBEAN and US EAST COAST We are looking for an experienced Captain for a privately owned sailing yacht ahead of an exciting long-term cruising programme. Starting in early December in Antigua, this is a fantastic opportunity for a Captain looking to become a valued part of a relaxed owner-operated programme cruising the Bahamas, Caribbean and US East Coast.

The owners spend significant time onboard, typically joining the yacht every few weeks, and enjoy a laid-back cruising lifestyle focused on beautiful anchorages, good food and quality time on the water. This position would suit a hands-on sailor who is equally comfortable managing the vessel, maintaining systems, and building a strong relationship with engaged owners who enjoy learning about their yacht and being involved in its operation.

The successful candidate will be a highly competent sailor with previous command experience on sailing yachts and a strong understanding of engineering, electrical, electronic and sailing systems. Experience cruising the US East Coast, Bahamas and Caribbean would be a significant advantage. Organisation, attention to detail and pride in presenting and maintaining a yacht to a high standard are essential.

The owners appreciate a tidy, well-run vessel and are looking for someone who is proactive, respectful and takes ownership of the programme. This is not a high-adrenaline racing or adventure programme. Instead, it offers the opportunity to join a well-planned private cruising programme with appreciative owners, beautiful destinations and a great quality of life onboard.

Requirements

Yachtmaster Offshore minimum AEC 1 & 2 useful or strong engineering and technical knowledge B1/B2 Visa (essential) Familiarity with the US East Coast, Bahamas and Caribbean preferred Clean, today & organised, professional and owner-focused Strong references =============================================================== 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.

Description copied from Oyster Yachts's careers page. Read the full posting before you apply.

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