For the 2025 school year, there are 11 private schools offering sailing as an interscholastic sport serving 6,568 students in Maryland.
The top ranked offering sailing sport private schools in Maryland include Gilman School, Severn School, and Key School.
The average acceptance rate is 75%, which is lower than the Maryland private school average acceptance rate of 78%.
45% of private schools offering sailing sport in Maryland are religiously affiliated (most commonly Catholic).
Top Private Schools Offering Sailing Sport in Maryland (2025)
School
Location
Grades
Students
8080 New Cut Road
Severn, MD 21144
(410) 969-9105
Severn, MD 21144
(410) 969-9105
Grades: 9-12
| 1,296 students
Gilman School![Gilman School Photo - Gilman's Upper School prepares young men to build the world of tomorrow. Students engage in a timeless and challenging college-preparatory program that emphasizes a strong work ethic, critical thinking skills, effective oral and written communication, and lifelong enjoyment of intellectual pursuits. Gilman School Photo - Gilman's Upper School prepares young men to build the world of tomorrow. Students engage in a timeless and challenging college-preparatory program that emphasizes a strong work ethic, critical thinking skills, effective oral and written communication, and lifelong enjoyment of intellectual pursuits.]()

All-boys
5407 Roland Avenue
Baltimore, MD 21210
(410) 323-3800
Baltimore, MD 21210
(410) 323-3800
Grades: PK-12
| 1,035 students
1130 Anne Chambers Way
Crownsville, MD 21032
(410) 923-3660
Crownsville, MD 21032
(410) 923-3660
Grades: PK-12
| 560 students
22600 Camp Calvert Road
Leonardtown, MD 20650
(301) 373-4184
Leonardtown, MD 20650
(301) 373-4184
Grades: 9-12
| 700 students
St. Marys High School![St. Marys High School Photo - Campus St. Marys High School Photo - Campus]()

(Catholic)
113 Duke Of Gloucester St
Annapolis, MD 21401
(410) 990-4236
Annapolis, MD 21401
(410) 990-4236
Grades: 9-12
| 476 students
Saints Peter & Paul Elementary School
(Catholic)
900 High Street
Easton, MD 21601
(410) 822-2251
Easton, MD 21601
(410) 822-2251
Grades: PK-8
| 384 students
St. Elizabeth School![St. Elizabeth School Photo - St. Elizabeth School helps students with special needs, like Rickel, go the distance. St. Elizabeth School Photo - St. Elizabeth School helps students with special needs, like Rickel, go the distance.]()

Special Education School
801 Argonne Drive
Baltimore, MD 21218
(410) 889-5054
Baltimore, MD 21218
(410) 889-5054
Grades: 3-12
| 123 students
Ss Peter & Paul High School![Ss Peter & Paul High School Photo Ss Peter & Paul High School Photo]()

(Catholic)
1212 S. Washington Street
Easton, MD 21601
(410) 822-2275
Easton, MD 21601
(410) 822-2275
Grades: 9-12
| 185 students
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