The Jolly Roger advertises trips geared to cruise ship passengers schedules. According to the website, you e-mail then with date, # of passengers, etc. and they will tell you what trips they have that might fit your schedule. Website is

http://www.jollyrogercayman.com/

Mainstay Sailing and Red Baron Charters indicate they offer charters but you would likely need a group for those.

The Cayman Island Sailing Club offers a 22 ft sail boat for charter. Doesn't say whether it includes a captain or not. Again, pretty pricey so that also may not be in your budget. The also have day sailers available for rent a t more affordable prices if you know how to sail yourself.

The following website has info on a couple of private sailing charters. They indicate that they go to Stingray City but perhaps you could contact them about an alternate itinerary.

cozumelcruiseexcursions.com/Grand_Cayman_Exc…

Seems like most of the sailing excursions head for Stingray City but perhaps some of the other forum "regulars" can come up with suggestions.

Barb---Great information. Can you tell me where Cayman Island Sailing Club is located?

Actually I can't. If I had to make an educated guess I'd say it's at or near the Cayman Yacht Club, which is on the North Sound, as that's where a web page indicated races were being held that were being centered around the sailing club. Perhaps one of the "regulars" can provide the info. The sailing club website has a "contact page" so perhaps you could just email the appropriate person listed for rentals.