Skipper roles


As skipper on a bareboat charter you take the helm, allowing the customers to relax and enjoy the adventure, allowing them to be as hands on as they like while in your capable, safe hands. You’re the “heart of the vessel”, and put safety first whilst sharing nautical skills and local knowledge to ensure our customers get the most out of their experience.

As a skipper on a flotilla, you guide and support rather than take the helm, deliver daily briefings and regular weather forecasts and assist our qualified clients get the most out of a fantastic flotilla holiday. From port to port each night, your responsibility lies with safe departures, navigation, and arrivals of all the flotilla yachts and clients, while helping to keep the atmosphere as relaxed and fun as possible.

We’re looking to recruit passionate, dedicated sailors to guide our customers through some of the world’s best cruising grounds. You will be confident adapting charter itineraries based on weather forecasts and adhere to customer preferences, guiding them to top sailing spots and detours to hidden gems.

With great opportunities for career progression in the most idyllic sailing locations, we’re looking for talented, qualified skippers to charter our world class fleet. If you’re keen to show your expertise, we’d love to hear from you! 

Check out our skipper roles below

Choose Sunsail

Stunning Sailing Destinations 
Flotilla routes
Types of yachts
44 yrs
Creating holidays
4 hr
Service commitment
Consumer protection