I am seasick prone, but don't have a problem crossing the Pillsbury Sound. There are some rollers usually coming from the south, but they are long period and fun. The south side of St. Thomas has not been an issue for us.

First stops out of Charlotte Amalie for us, depending on where we are headed, include Water Island, Christmas Cove, Maho/Francis and Lameshure Bay on St. John. Water Island has amenities and a great beach and Christmas Cove has Pizza Pi (seasonally) if you don't want to cook. Our #1 favorite is Maho/Francis and we spent four nights there in July.

St. John itself is an amazing sailing area. The National Park creates great unspoiled anchorages without crowding and little or no development on land. Not a lot of dining options, but we always have great cooks on the boat.

Another option for a fun change when the weather is good, head up the south side from St. John to North Sound, Virgin Gorda and check in at Gun Creek.

Cheers, RickG