For starters, I'd suggest picking up the cruising guide to the BVI - great book with lots of info and it will help you make a lot of decisions on stops.
1. You can go clockwise or counter clockwise. Doesn't really matter. Likely stops you'd want to make could be: JVD (Jost Van Dyke), Cane Garden Bay, Marina Cay, North Sound (two nights maybe - two at Leverick Bay on a dock
is a great way to go and you can rent a car and tour the island stopping at the Baths, Copper Mine, Savannah Bay and Hog Heaven), Cooper
and end at Norman before heading back. Anegada
could be a good stop as well, although you'd certainly want two nights there so you'd have to skip something else. You simply can't fit it all in with 7 days.
2. Plenty of bars and restaurants along the above route
at each stop. My wifes favorite is Coco Maya on Virgin gorda. If you do two nights at Leverick, you could pick up a rental car at 5pm the day you arrive and have it until 5pm the following day so you can go out for dinner that first night. Then you could do dinner at Leverick 2nd night - they have great food
as well and a great buffet Friday night if you can make it then.
3. Bring as little as you need. Most of the day, you'll just be in a bathing suit and t-shirt. Bring lots of sunscreen. A lot of people will try to pack carry on only, but we bring too much with our dive gear
to do that and don't have an issue with it. If you are on a cat, you'll have room to stow bags anyway.
4. In March, it will be busier, but many places have lots of room. Cooper
Island is one spot that fills up - best to get there before 2pm. White Bay on JVD can get busy too - hard to say on time as it can be full for lunch as well. There's a number of harbors on JVD to choose from though. This is where the guide can be very helpful as you can look at the map and places surrounding and come up with a back up plan as needed.
I'd also suggest visiting Traveltalkonline
. Members can get a discount at certain places and it's a site devoted to talking about travel with the BVI as the busiest section.