Hi Walt, here are a few thoughts.
I did it a few years ago, also in late November and had a great time. Chris Doyle's "Cruising Guide to the Leeward Islands" is worth buying before you go. I bought it for grins after I got back and found it to be quite accurate. I especially liked the fact that many of the locals were mentioned by name. It's a clear indication that someone did their homework.The Sunsail base was in Falmouth Harbour, which is on the south coast about 35 min drive from the airport. You'll probably burn a chunk of the first day with check-in, boat orientation, check ride and provisioning. Sunsail will provision the boat for a fee, if you request it in advance. If you prefer to DIY, there's a decent supermarket (Bailey's) within walking distance.English Harbour is cool. You can sail, walk or drive there from Falmouth. We sailed over and anchored for a couple of days. If you're there on a Sunday evening, go up to Shirley Heights for the weekly "jump-up". The view is breathtaking (you can see Guadeloupe, Montserrat and Redonda from there), the food and music are excellent and there's an excellent vibe. People drive from all over for this party, so try not to miss it. Even if it's not Sunday, the view alone is worth the trip.The sailing is a little different from the BVI. The winds are strong and steady, the water is deep and the seas are big in exposed areas. We had a Beneteau 400 with in-mast furling. Some of the crew were new to sailing, so both sails were partly furled for the first few days to reduce heel. Even so, we were getting 8+ kts of boatspeed without trying. Fortunately, the anchorages aren't far apart, so you won't be bashing upwind for too long, unless of course you're like me and enjoy that sort of thing.We took the more tranquil route from English Harbour around the south coast and up the west coast to Dickenson Bay. The water inside the reefs and in the lee of the island was much calmer and navigation was straightforward...the boat had excellent Iolaire/Imray charts. The bars and restaurants and the tourists from the hotels on the beach keep Dickenson lively. Unfortunately, we didn't have much time, as we were delayed on the way there by unseasonably early Christmas winds. We had to wait two days in Jolly Harbour for 35+ kt winds to abate.To sum up...if everyone aboard is prepared to deal with the open water and heavy air, then go for it! The sailing is exceptional. However, if even one of the crew isn't up to the task, then give it some serious thought. SOMEBODY aboard (and it may not be the inexperienced crew) won't be happy and that could ruin the trip.Sorry about the length of the post, I hope it helps.Peter "I shall return"H23 "Raven"