For the 2025-26 school year, there are 10 private high schools offering sailing as an interscholastic sport serving 6,161 students in Maryland.
The top ranked offering sailing sport private high schools in Maryland include Key School, Gilman School, and Indian Creek School.
The average acceptance rate is 78%, which is higher than the Maryland private high school average acceptance rate of 77%.
40% of private high schools offering sailing sport in Maryland are religiously affiliated (most commonly Catholic).
Top ²ÝÁñÉçÇø High Schools Offering Sailing Sport in Maryland (2025-26)
School
Location
Quick Facts
911 Gunston Rd
Centreville, MD 21617
(410) 758-0620
Centreville, MD 21617
(410) 758-0620
Gr: 9-12 | 255 students Avg. class size: 11 students Sports: 11 | Extracurrculars: 18 Tuition & acceptance rate listed
534 Hillsmere Drive
Annapolis, MD 21403
(410) 263-9231
Annapolis, MD 21403
(410) 263-9231
Gr: NS-12 | 650 students Avg. class size: 16 students Sports: 16 Tuition & acceptance rate listed
8080 New Cut Road
Severn, MD 21144
(410) 969-9105
Severn, MD 21144
(410) 969-9105
Gr: 9-12 | 1,286 student Avg. class size: 20 students Sports: 26 | Extracurrculars: 32 Tuition & acceptance rate listed
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
Gr: PK-12 | 1,035 student Avg. class size: 16 students Sports: 18 | Extracurrculars: 35 Tuition listed
1130 Anne Chambers Way
Crownsville, MD 21032
(410) 923-3660
Crownsville, MD 21032
(410) 923-3660
Gr: PK-12 | 560 students Avg. class size: 15 students Sports: 13 | Extracurrculars: 11 Tuition & acceptance rate listed
22600 Camp Calvert Road
Leonardtown, MD 20650
(301) 373-4184
Leonardtown, MD 20650
(301) 373-4184
Gr: 9-12 | 680 students Avg. class size: 20 students Sports: 20 | Extracurrculars: 26 Tuition & acceptance rate listed
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
Gr: 9-12 | 476 students Avg. class size: 24 students Sports: 17 | Extracurrculars: 22 Tuition & acceptance rate listed
201 Water St
Severna Park, MD 21146
(410) 647-7700
Severna Park, MD 21146
(410) 647-7700
Gr: NS-12 | 911 students Avg. class size: 13 students Sports: 14 | Extracurrculars: 50 Tuition & acceptance rate listed
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
Gr: 3-12 | 123 students Avg. class size: 7 students Sports: 15 | Extracurrculars: 7 Tuition listed
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
Gr: 9-12 | 185 students Avg. class size: 18 students Sports: 12 Tuition listed
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