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CAPTAIN & MATE/CHEF COUPLE TEAM | CHARTER | OYSTER 575

Role overview

Qualifications

  • Yachtmaster Offshore Commercially Endorsed
  • STCW
  • Minimum 2-3 seasons of sailing yacht charter experience
  • Proven experience operating charter sailing yachts between 40ft and 60ft

Responsibilities

  • Safe operation and navigation of the yacht
  • Charter guest management and experience
  • Meal planning and provisioning
  • Preparing high-quality meals for guests and crew

Key facts

  • Remote from: Anywhere
  • Fixed term
  • English

Other skills

  • Mechanical Aptitude
  • Hospitality
  • Communication
  • Teamwork
  • Proactivity

About the company

Oyster Crew logo

Oyster Crew

Staffing & Recruiting

Oyster Yachts was founded in 1973, rapidly establishing an international reputation in the sailing world for performance, quality, comfort and safety. Since new owner and CEO Richard Hadida took the helm in 2018, the company has gone from strength to strength; our first new model, the Oyster 565 won the Bluewater Cruiser of the Year at the British Yachting Awards in 2019Our mission is simple: to design, build and support the finest bluewater sailboats, capable of sailing safely anywhere in the world, in comfort and luxury.At the heart of Oyster are the people: those who design and build them and those who own and love them. Along with Oyster owners, we see ourselves as a family, inspired by each other, the stories we tell and the adventures we have.We are always on the look out for good quality crews to match to our fleet of yachts and owners. Whether it’s adventuring in high latitudes, family cruising around the world or chartering in the Caribbean and Mediterranean, there are plenty of amazing opportunities for aspiring Oyster crews and for those crews already in the Oyster family who are looking to take the next step. If you think you have what it takes, we really look forward to meeting you very soon.

Company details

Company typeSME
IndustryStaffing & Recruiting
Company size201 - 500

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Job description

This is a remote position.

CHARTER CAPTAIN & MATE/CHEF COUPLE TEAM

Location: Caribbean

Start Date: NOVEMBER 2026

Salary: DOE

The Opportunity:

We are seeking an experienced Charter Captain and Mate/Chef Couple Team to join an active sailing family and their guests aboard a beautiful sailing yacht.

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 Programme:

- Active private and charter programme
- Caribbean cruising
- BVI-flagged yacht
- Winter charter season in the Caribbean
- Family and guest-focused operation

Position Overview:

Captain:

The Captain will be responsible for the safe navigation, operation, maintenance, and overall management of the yacht while delivering a first-class experience for owners and charter guests.

Mate/Chef:

The Mate/Chef will be responsible for meal preparation, provisioning, guest hospitality, housekeeping support, and assisting with deck operations and sailing activities.

Key Responsibilities:

Captain:

- Safe operation and navigation of the yacht
- Charter guest management and experience
- Passage planning and voyage preparation
- Vessel maintenance and upkeep
- Safety management and regulatory compliance
- Managing onboard operations to a professional standard

Mate/Chef:

- Meal planning and provisioning
- Preparing high-quality meals for guests and crew
- Guest hospitality and service
- Interior presentation and housekeeping support
- Assisting with sailing operations and deck duties
- Supporting guest activities onboard



Requirements

- Yachtmaster Offshore Commercially Endorsed
- STCW
- 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

Ideal Candidates:

The successful couple will be:

- Experienced charter yacht professionals
- 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

Preferred Experience:

- Both candidates holding Yachtmaster Offshore Commercially Endorsed certification
- Ocean sailing experience
- Previous Caribbean charter experience
- Strong engineering background
- Experience working with families and repeat charter guests

Additional Information:

- Couple Team position
- Caribbean-based winter charter programme
- BVI-flagged yacht
- Active sailing programme with owners, family, and guests
- Long-term opportunity for the right candidates

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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.



Salary: DOE

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MR

Marcus Rivera

Chief Revenue Officer

m.rivera@company.com
linkedin.com/in/marcusrivera
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