Synchronized schedules allows aspiring-sailors and tennis-stars to split their summer between Longshore Sailing School and Westport Tennis Club. Register online for a Core Curriculum sailing class, then call Westport Tennis Club at (203) 255-3481 to enroll for tennis. Whether you sail in the morning and hit the court in the afternoon or vise-versa is up to you. Session dates with complimentary schedules are listed below. For more information please refer to the Westport Tennis Club website.
| Dates with complimentary schedules |
| Session 1 (June 25 - July 6) |
| Session 2 (July 9 - July 20) |
| Session 3 (July 23 - August 3) |
| Session 4 (August 6 - August 17) |