Chartering a 39-foot sailboat - complete with three cabins, captain, basic provisions and mooring fees - from Sunsail will run you about $1,250 a person (based on four guests per vessel). Experienced sailors who prefer to skipper their own boats can save about $1,100 (the captain's weekly income). To ensure safety, the finest anchorages and carefully tailored itineraries, Sunsail's boats travel in flotillas - up to a maximum of 12. www.sunsail.com