Whether you’re dreaming of the turquoise waters of the Ionian or the or Island hopping in the BVI’s, a sailing charter holiday is the ultimate way to reclaim your sense of adventure and experience the thrill of sailing. But for a first-timer, the transition from “landlubber” to “charter skipper” often comes with a lot of questions. In this post I share my top tips and answer the most common questions that I get asked by RYA Day Skipper and ICC students who are planning or looking ahead to their first sailing holiday charter.

Here is everything you need to know to plan, pack, and set sail on your first charter holiday. First I explain the key differences and options for your charter, if you already know which option you want to go for just scroll down for my Q & A’s – to help get you ready for your charter holiday.