
Golf, tennis and other sports often hold tournaments pairing professionals with excited amateurs. If ou want the same experience for sailing, you need to head to the
Bitter End Yacht Club in the Virgin Islands for their Pro Am Regatta Week. They pair novice sailors with America's Cup skippers, Olympic medalists, Around the World Race winners and world champions. Racing takes place aboard Freedom 30s and Hunter 216s. Other activities include windsurfing, snorkeling, wine dinners and an awards dinner. The event takes place October 28 through November 4.