You will need to show that you have experience in a similar sized yacht. Typically the bareboat fleet will let you take out a vessel up to about 10 feet longer than your experience.

If your experience is in a monohull, they will allow you to take out a multihull and vice versa.

Usually, the Caribbean requires no Captain’s license. Maybe you would like to combine your bareboat vacation along with obtaining your ASA sailing license?
Your yachting credentials will need to show the experience of skippering, anchoring, and boating skills in a similar setting to the area you intend to charter. Of all the charter areas worldwide, The British Virgin Islands require the least amount of skills.
You can bolster your ability to charter by taking on a paid captain for the first day or two or by joining up with one of the bareboat flotillas.
These flotillas travel as a group, they anchor together at the same spot each night, and the flotilla leader will make sure you anchor safely. They are there to guide you through any questions that may arise during your vacation. Next morning, all captains in the flotilla have a meeting and discuss the day, then as you’re ready, you head off on your way and meet up again that night. There is a small extra charge to be in a flotilla. It is customary to tip the flotilla leader at the end of the week.
In the Mediterranean and some other areas of the world, you will need to have an Internationally recognized Captain’s License and a VHF certification.
Don’t worry; we will help you sort through the requirements.