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OYSTER WORLD RALLY | First Mate & Deck/Cook/All Rounder Couple Team

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Job Description

This is a remote position.

Programme: Mediterranean Cruising | ARC 2027 | Oyster World Rally 2028

STARTING JUNE 2027, We are looking for an experienced sailing couple to join this exciting long-term programme with this hands on sailing owner and friends. The First Mate should hold Yachtmaster Offshore as a minimum (Yachtmaster Ocean preferred), with strong sailing ability and ideally previous Oyster experience. They will be a thorough and conscientious sailor/engineer who takes pride in maintaining high standards, is safety-focused, and never cuts corners.

Alongside them, we are seeking an experienced sailing crew member who is comfortable taking ownership of provisioning and cooking onboard. Highly organised, adaptable and proactive, he/she will be responsible for keeping the yacht well-stocked while preparing fresh, varied meals for owners, guests and crew throughout the programme.

Starting in June 2027, this private Oyster programme will begin with extensive Mediterranean cruising before joining ARC 2027 for the Atlantic crossing and continuing on to the Oyster World Rally, departing Antigua in January 2028.

Led by the owner who will act as Captain throughout the programme, the yacht is seeking an experienced sailing couple to become an integral part of the team for this exciting long-term adventure. The owners have opted for the concierge-supported rally programme and are keen to make the most of every destination, combining rewarding offshore passages with plenty of time ashore exploring the places, cultures and experiences encountered along the way.

The ideal couple will bring strong sailing and watch-keeping experience, a proactive and hands-on approach, and a commitment to maintaining high standards onboard.


Requirements

First Mate Requirements:

  • Yachtmaster Offshore minimum
  • Strong offshore sailing and watchkeeping experience
  • Exceptional attention to detail
  • Professional, safety-focused approach
  • Confident supporting owner-led operations

Desirable:

  • Yachtmaster Ocean
  • Previous Oyster experience
  • Strong passage planning and rally experience

Crew / Cook Requirements:

  • Competent watchkeeper with offshore experience
  • Strong provisioning and inventory management skills
  • Confident preparing fresh, varied meals for crew and guests
  • Organised, practical and adaptable

The Ideal Team:

The owners are seeking a capable, friendly and professional couple who:

  • Enjoy long-distance cruising and adventure
  • Take a thorough, proactive approach onboard
  • Work well within a close-knit team environment
  • Are happy balancing offshore sailing with destination-led cruising
  • Bring positive energy and a genuine passion for life on board

A fantastic opportunity to join a supportive ownership programme and play a key role in an exciting Mediterranean, Atlantic and around-the-world sailing adventure.


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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