I have chartered a Bavaria
42 from Horizon out of True Blue Bay on the south end of Grenada. That was good but there is a long jaunt from St. George up to the North to get to Carricou before you can enter into St. Vincent and the Grenadines at Union Island. The boat and company were great, True Blue Bay is beautiful. St. George was good for us, too. We had three couples.
If going again, I would charter a catamaran
out of Canuan in the Grenadines. Moorings has a base there and you can fly in there from San Juan
. Tabago Cay is the main attraction and is very close. The cat can slink right up behind the reef. That was my all time favorite place to sail to. Saltwhistle Bay on Mareau just west of Tabago is also very nice. get in early and take a ride with the man at the end of the road, go over the island to the little convenience store on the other side. Stop at the top at the little church and enjoy the view. He gives a little tour that was fun and not out of your way.
Union Island is also interesting, busier by far. There is a gallery on the left side of the road leading off to the left from the main harbor that has a little overlook up the hill where you can enjoy a drink while looking out over the harbor. We were there in the summer in an off season so the harbor was not busy but I understand it can get busy and have a few shady characters. Anchor
behind their reef to the east side of the harbor, again, the cat lets you do that better.
There are other Islands we did not get to like Bequia, the ritzy private island, (don't remember the name right off), but I would go back to the Grenadines and do it in a cat from Canuan. I would go to Tobago
Cay, stay a while, explore the others and stop off again at Tobago
before going home.
If you start off in the Genadines and sail their islands, you don't have to mess with customs
by boat. Coming from Grenada we had to checkout at Carricou, check in at Union Island, check out at Union Island and check back into Grenada back in the bay east of True Blue. It wasn't bad but you had to plan for it, find the customs
office and it took an hour to two to get done.