Flotilla Skipper

Our flotilla skippers are in many ways our local managers, making sure every part of our guests' holidays meets the highest standard. This is much more than a sailing job: we're looking for people with personality, management and organisational skills, and the initiative to get things done and resolve local issues.

The role runs for the full 2027 season, from mid April to late October, in Greece.

What you'll do

• Run a flotilla of up to 12 yachts, supported by your first mate
• Lead the initial and daily guest briefings, covering technical yacht briefings, safety, navigation, and cruise itineraries
• Help guests berth and leave port, and look after their satisfaction and welfare throughout the trip
• Lead the flotilla's social events
• Help guests with technical issues on their yachts away from base, solving problems quickly wherever possible
• Help prepare the yachts on turnaround days, as this is a hands-on role
• Manage local spending to budget and submit weekly accounts and flotilla reports to head office

Salary: Competitive and based on experience. Every applicant receives full details of the starting salary and package in writing before their interview.

All found: your accommodation and meals are included throughout the season, on board or ashore, with return flights, insurance, and pre-season training on top.

Your package also includes:

• Discounted holidays for family and friends
• Uniform
• Further opportunities with Seafarer and our parent company, Best of Travel
• Assistance with visa applications, if applicable

Qualifications

• RYA Yachtmaster Offshore with a commercial endorsement
• Previous professional skippering or flotilla experience preferred
• A sound working knowledge of practical sailing skills and yacht systems, including engines, sails, rigging, and general yacht maintenance, and the ability to share it clearly
• Service focused, enthusiastic, and sociable, with a determination to give our guests their best ever holiday
• A flexible, mature, and self-disciplined approach to problem solving
• 18 or over and well presented
• Available for an online interview between November and March

All our flotillas operate in English, so foreign languages aren't essential, though they can be an asset. We welcome applications from all ages and all nationalities. Formalities are straightforward for EU nationals. For British and other non-EU nationals, positions depend on obtaining the necessary work permits, and we offer help with visa applications. We're also happy to consider couples, so please make it clear on both CVs if you're applying together.

Why Seafarer

Hospitality sits at the heart of what we do: a Greek value that means making people feel welcome and looked after, so they leave with stories to tell.

You'll work alongside people with years of experience in sailing and travel, and we invest in our team so you can learn, develop your skills, and take on new challenges. This is a superb opportunity to broaden your skills, whether you're building a career in the sailing or travel industries, or taking a career break.

How to apply

Send your CV (two pages maximum) and a short covering letter through the application form on our vacancies page: https://seafarersailing.co.uk/jobs/. Please apply as soon as possible, and no later than mid January 2027 for our main recruitment period.