For the 2025-26 school year, there are 12 private schools offering sailing as an interscholastic sport serving 6,963 students in Maryland.
The top ranked offering sailing sport private schools in Maryland include Gilman School, Severn School, and Key School.
The average tuition cost is $21,907, which is higher than the Maryland private school average tuition cost of $16,554.
50% of private schools offering sailing sport in Maryland are religiously affiliated (most commonly Catholic).
Top Private 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: 15 students Sports: 18 | Extracurrculars: 35 Tuition & acceptance rate 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
Mother Mary Lange Catholic School![Mother Mary Lange Catholic School Photo]( "Mother Mary Lange Catholic School Photo")
(Catholic)
200 N Martin Luther King Jr Blvd
Baltimore, MD 21201
(443) 884-9800
Baltimore, MD 21201
(443) 884-9800
Gr: PK-8 | 398 students Sports: 53 Tuition listed
22600 Camp Calvert Road
Leonardtown, MD 20650
(301) 373-4184
Leonardtown, MD 20650
(301) 373-4184
Gr: 9-12 | 700 students Avg. class size: 20 students Sports: 19 | 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
Saints Peter & Paul Elementary School
(Catholic)
900 High Street
Easton, MD 21601
(410) 822-2251
Easton, MD 21601
(410) 822-2251
Gr: PK-8 | 384 students Avg. class size: 20 students Sports: 11 | Extracurrculars: 6 Tuition 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
Recent Articles
Transferring from Public to Private School Mid-Year: What to Expect
Considering a mid-year transfer from public to private school? Learn what to expect with admissions, academic placement, social adjustment, and financial aid to ensure a smooth transition.
A Guide to Day vs. Boarding School: Which Is Right for Your Family
Discover the key differences between day and boarding schools to determine the best fit for your child. Explore benefits, costs, lifestyle factors, and questions to help guide your family’s decision.
The A to Z of Private Schools 2025
Explore the A to Z of private schools in 2025—from admissions to tuition—offering parents and educators clear insights into today’s options.
