[Hiring] Captain and Mate/Chef Couple Team @Oyster Yachts

Role Description

This is a remote position. Starting November 2026, we are seeking an experienced Charter Captain and Mate/Chef Couple Team to join an active sailing family and their guests aboard this beautiful Oyster 575 sailing yacht during the Caribbean season and New England summers.

This is an excellent opportunity for an enthusiastic and professional couple who take pride in maintaining high standards onboard while delivering exceptional guest experiences. The successful candidates will play a key role in ensuring owners, guests, and charter clients enjoy memorable and well-managed sailing adventures.

• The owner is a competent sailor and often he and his family or friends will sail the boat without crew.
• In this case, crew will be provided with accommodation ashore or holidays can be arranged around these times.
• Running charters and maintaining the yacht to a high standard are the biggest part of the crew's job description.
• A solid background of chartering and hands-on engineering skills are essential.
• The owner prefers the crew to have 'ocean sailing experience' for safe hands on ocean deliveries between the Caribbean and US East Coast.

Qualifications

• Yachtmaster Offshore Commercially Endorsed
• STCW
• ENG 1
• B1/B2 or right to work in US (only if the crew continue onto the US summer season with this yacht)
• Minimum 2-3 seasons of sailing yacht charter experience
• Proven experience operating charter sailing yachts between 40ft and 60ft
• Strong sailing knowledge and practical seamanship
• Good engineering and maintenance skills
• Professional presentation and communication skills

Requirements

• Passionate sailors with a genuine love of life onboard
• Friendly, approachable, and guest-focused
• Organised, proactive, and self-motivated
• Strong team players
• Committed to maintaining a beautifully presented yacht
• Dedicated to creating exceptional experiences for owners and guests

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.