Flotilla sailing holidays suit guests who enjoy sociable sailing with a planned-out itinerary, evening activities and the support of having a lead crew present to help when needed. A flotilla is a group of between 8-12 boats that travel together visiting new destinations each day. Whilst the flotilla follows a set itinerary, our guests have the independence to explore knowing that the lead team are close by to provide support, safety, knowledge, and fun. Every day the lead crew will brief the guests on the next destination, weather updates and any must-see spots along the way. They will help the guests cast off in the morning and then sail directly to the next destination so they can be there to help everyone moor up at night. We run flotillas in Italy, Greece and Croatia.
Living and working on the lead boat with your team as part of the flotilla allows you to be part of our customer’s holiday. You will be responsible for the successful running of an exciting and organised itinerary exploring all that their chosen destination has to offer, from the history to the culture and food. From daily briefings to punch parties and regattas; flotillas bring people together, creating memories that last a lifetime.
Our teams are made of four members (skipper, technician, host, and kids coordinator) who cover all the necessary skills and experience needed to provide our guests with exceptional holidays. Below is a brief summary of what each role involves:
Flotilla Skipper

They are responsible for the safety and organisation of the flotilla. They hold their RYA Yachtmaster or a local equivalent and will support with the mooring of the yachts on a daily basis. They will run daily briefings for all the guests and give updates on expected weather conditions. They are the leader of the flotilla crew and work closely with their team to offer an amazing flotilla experience. They are always there to talk guests through a tight parking spot or to explain the coming weather system.
Flotilla Technicians

Flotilla Host

Kids Coordinators

To apply for any of these roles please return to the careers page and apply via the flotilla roles section or email us at [email protected] if you have any questions.
View our Flotilla vacancies