We've been down Thanksgiving week twice before but are considering mid-October this year.

Should we expect some restaurants/bars/shops to still be on break from the off-season?

Any October weather we should be aware of? I know we're clipping the end of hurricane season. We have gotten a bit of rain in November before and a bit doesn't bother us, but we wouldn't want it to be raining every day.

Thinking about going with a power cat for the first time this year as our big sailor won't be with us. Technically my husband and I are qualified to charter a sailboat, but if it's just the two of us, we probably wouldn't do much (if any) sailing.

We are considering the smallest boats at both MarineMax and Moorings. Moorings is a bigger boat, but also considerably more money. Any reason not to go with the Marine Max 36ft for just two people?

Thanks all!