BVI rules on chartering are very complex and you will typically get different answers depending on which Gov. Agency you ask.
Basically as I understand it from looking into it personally in the BVI.... If you are the owner of
record you can charter. If you are not the vessel owner you can not.
BUT, it is not that simple... unless you have a
license or operate under the
license of some one else (which is more likely) you can not charter. You will have to pay and collect
taxes from each passenger for each day they will be on the boat and account for it.
If your boat is Imported into the BVI and you pay full
import fees... not talking about the Temp
import most of us do every year... you are limited to a set number of charters you can perform for pay. As I
recall this is about 7 total and it makes no difference if the charters are for an hour day sail or several weeks... a charter is a charter.
You will have to have insurance on your boat as one for hire and the company your working through will also have to have insurance. If your considering using a US based company... just about need to forget about it. Will probably have to use a BVI or international company and feels can be significantly higher than for your owners policy. Most of these will require you to show proof of proficiency to get a reasonable rate. That basically means you have to have a USCG license or equilivant... even if you not going to charter in the US waters... it is just an indication of proficient not a license to do.
Every Island nation you enter will have different
Customs and Immigration rules for a Crewed Charter than if you were going
bareboat. You often will be required to post a bond for cost of airfare return for your crew and show the passengers have means to support themselves and ability to leave the island nation if they can't by the boat they came in on. This is generally much more sever than if your simply chartering. Your Immigration and
customs fees for the boat will normally be much greater.
One of the lingering problems is the Advance Notification rules that keep popping up as will soon be applied, delayed, going to apply... basically these rules if ever actually put into place will require you give advanced notice of your arrival and all the info on the boat and crew/ passengers and when and where you will be entering. Hopefully these planned rules will never go into effect for cruisers but very well may for commercial charters and would be a pain.
I looks over all these rules just for the USVI and BVI and have come to the conclusion it just isn't worth it in financial terms due to the limitations and fees involve and the massive difficulty in getting the permits. Unless you have approval to be a resident, you are limited to a max of 30 day stay in BVI but some short term extension are given but the lines you have to stand in to get them make it unrealistic when it is simpler just to go away for a few days then return. But it is up to the individual Immigrations officer how many days you get.
Bottom line is they do not want you to take away any locals jobs. In the BVI to do business you are expected to employ "Belongers" when ever possible and to train them for jobs they are not yet qualified to do if your unable to find a qualified Belonger. You are the non belonger and the officialdom isn't very willing to assist you take
money out of the belongers hands or out of country.
It just isn't something you would normally consider for a part time of when the occasion arises. Mess up with the Customs and Immigration or
Work Force people and it will ruin you day.... many of them...