Sailing

Heritage Academy’s sailing program offers students in grades 6–12 an exceptional opportunity to engage in competitive sailing while balancing academic commitments. Practices provide students with hands-on experience in a dynamic coastal environment

The team competes in the South Atlantic Interscholastic Sailing Association (SAISA), participating in regional regattas and fostering a spirit of teamwork and sportsmanship. Under the leadership of Head Coach Harry Stickley and Assistant Coach Bev Crawford, student-athletes receive dedicated mentorship to develop their sailing skills and strategic understanding of the sport.

“I can’t control the wind but I can adjust the sail.”

Hilton Head Island Sailing League Fall 2025 Season Information:

The South Carolina Yacht Club will again be offering the HHI high school sailing league. Sailing activities will be offered to anyone in grades 8-12 in public and private schools in the Hilton Head Island area. This year, we will offer all schools the opportunity to participate in a 9-week sailing season incorporating practices and competition. (August 25-October 24)

Important Dates

August 18th-
Parent and sailor information meeting.
South Carolina Yacht Club 6:00PM
10 Yacht Club Drive, HHI, SC 29926

Week of August 25 –
Practice begins, weather permitting.

Open Practice must attend two per week (Monday, Tuesday, Thursday). Possible “Wednesdays”. TBD. Start time will be 4:15.

Participating Schools

  • Hilton Head Prep
  • Hilton Head Christian Academy
  • John Paul II, Cross Schools
  • Hilton Head High School/Middle
  • Heritage Academy
  • Savannah Day
  • Home School of the Low Country
  • Bridges Academy

Requirements

All participants are required to attend at least Two (2) practices each week. These practices can vary based on weather, wind, and sea conditions.

Daily participation and attendance will be monitored using the Hilton Head High School League “Stack Team App.” Information will be provided at the parents meeting. August 18th

Coaches

The South Carolina Yacht Club will provide coaching for practices and regattas. Sweta Shervegar, a two-time Olympic hopeful and years of dinghy coaching with Oakcliff sailing. She will be the head sailing coach in charge of all high school and Middle school sailing.

Parent Involvement

We will request heavy parent involvement for transportation to and from the South Carolina Yacht Club for practices and regattas.

Cost

Each school has a different policy for program costs. The Cost will be $250 per sailor, paid to SCYC.

Schedule

September 9th
HHIHS League Regatta #1 4:30 Start time at SCYC

September 30th
HHIHS League Regatta #2 4:30 Start time at SCYC

October 6th
HHIHS League Regatta #3 4:30 Start time at SCYC

October 11-13
Fall break (Columbus weekend)

October 23rd
Kathy Miller Perpetual Trophy Fall Island Championship Start time 4:00 at SCYC

Open Practice must attend two per week (Monday, Tuesday, Thursday). Possible Wednesdays. TBD. Start time will be 4:15.

Heritage Academy

Heritage Academy is a private co-educational day school offering a rigorous curriculum for a diverse student body in grades 6-12.

11 New Orleans Road,
Hilton Head Island
South Carolina 29928

(843) 842-8600