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.

Best Maryland Private Schools Offering Sailing Sport (2025)

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 70%, which is lower than the Maryland private school average acceptance rate of 81%.
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
The Gunston School
The Gunston School Photo
(3)
911 Gunston Rd
Centreville, MD 21617
(410) 758-0620
Grades: 9-12
| 248 students
Key School
Key School Photo
(7)
534 Hillsmere Drive
Annapolis, MD 21403
(410) 263-9231
Grades: NS-12
| 650 students
Archbishop Spalding High School
Archbishop Spalding High School Photo
(Catholic)
(1)
8080 New Cut Road
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.
All-boys
5407 Roland Avenue
Baltimore, MD 21210
(410) 323-3800
Grades: PK-12
| 1,035 students
Indian Creek School
(3)
1130 Anne Chambers Way
Crownsville, MD 21032
(410) 923-3660
Grades: PK-12
| 560 students
22600 Camp Calvert Road
Leonardtown, MD 20650
(301) 373-4184
Grades: 9-12
| 700 students
St. Marys High School
St. Marys High School Photo - Campus
(Catholic)
113 Duke Of Gloucester St
Annapolis, MD 21401
(410) 990-4236
Grades: 9-12
| 476 students
900 High Street
Easton, MD 21601
(410) 822-2251
Grades: PK-8
| 384 students
Severn School
Severn School Photo
201 Water St
Severna Park, MD 21146
(410) 647-7700
Grades: NS-12
| 911 students
St. Elizabeth School
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
Grades: 3-12
| 123 students
Ss Peter & Paul High School
Ss Peter & Paul High School Photo
(Catholic)
1212 S. Washington Street
Easton, MD 21601
(410) 822-2275
Grades: 9-12
| 185 students

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