We have not chartered with the Moorings so no info on how they do things. The companies we have used offer a sleep aboard the night before. In this case, technically the charter starts at Noon the next day, but we have always been of the dock sooner. Your first full day will likely be several hours of motoring before you can set sail as you will be in the lee of Grenada for about half of the distance.

January is typically windier, and with a NE fetch which can make for some brisk upwind sailing as several legs are open ocean. May should be in the 15-20 kts range from the East. On Mayreau, you really should make the climb to the church at the top of the hill as the views to the cays are spectacular. Dinner with Dennis or Righteous is usually good as well as entertaining. Plenty of good places on Bequia - we like the Gingerbread House as well as Frangipani. With due deference to Sammy, we have had good beach barbeques in the Cays with Teddy (son of Mr. Quality), and in Chatham Bay will Bollhead. We also got off a little cheaper a Goatie's, but it is pricey for sure.

We have been to this area 7 times I think and never had a crime problem. It is not as well off as other Caribbean areas and people there will do just about anything to make money. Lock the dinghy and the boat when you are not on it and recognize you are in a foreign country and you should be fine.

Please note that the mooring customs here are different as there typically are no pennants on the moorings. The assistance of a boat boy to handle lines is useful in return for $5 EC and a cold drink.