For the most part, the exclusive Ocean Reef Club on Key Largo, 50 miles south of Miami, is off-limits to you and me--unless we've been invited or we're prospective members. But things open up to non-members during the annual Vintage Weekend, December 2-5, when hundreds of antique cars, planes, and yachts go on display. The Vintage Weekend package costs $1,440 double and includes three nights lodging at the Inn, road rally and lunch at the infamous Alabama Jack's roadhouse, a Concours d'Elegance (that's an automobile beauty pageant) and luncheon on Saturday, inspection of antique planes at the club's private airport, cocktail party, dinner reception, and more. In years past the event has sold out as early as October.

The 2,500-acre, family-friendly Ocean Reef Club got its start as a fishing camp in 1945 and now is a members-only residential community with palatial waterside homes, a yacht basin, two 18-hole golf courses, a 900-acre nature preserve, a tennis center, and a posh "fishing village" with upscale shops and restaurants. One of the club officials told me recently that despite the club's luxe lifestyle, its high-income, executive-class residents are actually a warm and cuddly bunch, the sort of people who can sail into the harbor on their 125-foot yachts without showing off. If you've ever wondered how to pull off a trick like that, Vintage Weekend may be your chance to find out.

Smart Traveler Mark Orwoll is the International Editor of Travel + Leisure.