Oyster Crew
Staffing & Recruiting
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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.
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⚠️ Please apply directly via the “I’m Interested” button only.
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Marcus Rivera
Chief Revenue Officer

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Oyster Crew

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