Sarasota's #1 Sailing Charter! 2012 Winner - Sarasota Chamber International Business of the Year. 2012 Winner - National Tourism Week, SCVB - Excellence in Guest Service, Management. 2010 Winner - Sarasota Chamber Woman Entreprenurial Excellence. 2009 Winner - Siesta Key Chamber Business Person of the Year. Official Sarasota Educational Vessel by County Proclamation. Official 5-Star Area Attraction. Specializing in affordable private charters. Never more than 3 couples on group charters. Snacks and sailing lessons included. Every sail personalized for every guest. "Fresh Air, Fine Chocolates and a few hours of Peace on Earth." Sail your cares away on an affordable, personalized Key Sailing charter, serving fresh air, fine chocolates, and a few hours of peace on earth. Key Sailing is perfect for weddings, proposals, family celebrations, date night, dolphin watching, and even sailing lessons. Key Sailing gives local and global guests true pampering on a private yacht. Rev. Tim and Jan Solomon have sailed locally and globally together for 40 years, and the bayfront veteran's park is named in honor of Jan's father, Chaplain Hamel. Sails from Slip E19 Marina Jack. ~ Tim and Jan, Sailing Sarasota Together Since 1973!