Moorings is good, can have a captain or rent and bare boat. When we bare boated we rented from Virgin Traders, a 48ft 3br aft cabin. If you want a sailboat get a cat if you have more than 4 people.
There are also many private crewed yachts for charter. Here is one I've been on...(no A/c though so it depends on what time of year...gets hot in by May)