Find your next role
Strengthen your profile
Oyster Crew
Staffing & Recruiting
See how your profile stacks up against this role.
We compared the job requirements to your profile to show where you're strong and where you fall short.
This is a remote position.
We are looking for an experienced Captain for a privately owned sailing yacht ahead of an exciting long-term cruising programme.
Starting November in Florida, 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.
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 PDFsMost 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.
After you apply, unlock the direct contact details of the people who actually make the call. A quick follow-up makes you 5x more likely to land an interview.
Marcus Rivera
Chief Revenue Officer
World Courier
Come work with us.
Tribe Wellness Sales, Inc
Legion Health
Global People Sphere
Oyster Crew
Oyster Crew
Oyster Crew
