For the 2025-26 school year, there are 8 private schools offering sailing as an interscholastic sport serving 4,480 students in Connecticut.
The top ranked offering sailing sport private schools in Connecticut include Choate Rosemary Hall, Brunswick School, and The Hotchkiss School.
The average acceptance rate is 56%, which is lower than the Connecticut private school average acceptance rate of 71%.
Top Private Schools Offering Sailing Sport in Connecticut (2025-26)
School
Location
Quick Facts
182 Mohegan Avenue
New London, CT 06320
(860) 443-5333
New London, CT 06320
(860) 443-5333
Gr: 6-12 | 191 students Avg. class size: 11 students Sports: 7 | Extracurrculars: 11 Tuition & acceptance rate listed
Brunswick School![Brunswick School Photo - Middle School Campus on King Street Brunswick School Photo - Middle School Campus on King Street]()

All-boys
100 Maher Avenue
Greenwich, CT 06830
(203) 625-5800
Greenwich, CT 06830
(203) 625-5800
Gr: PK-12 | 1,046 student Avg. class size: 11 students Sports: 20 | Extracurrculars: 14 Tuition & acceptance rate listed
333 Christian Street
Wallingford, CT 06492
(203) 697-2000
Wallingford, CT 06492
(203) 697-2000
Gr: 9-12 | 865 students Avg. class size: 12 students Sports: 24 Tuition & acceptance rate listed
35 Beachside Avenue
Greens Farms, CT 06838
(203) 256-7501
Greens Farms, CT 06838
(203) 256-7501
Gr: PK-12 | 713 students Avg. class size: 15 students Sports: 14 Tuition listed
11 Interlaken Road
Lakeville, CT 06039
(860) 435-3102
Lakeville, CT 06039
(860) 435-3102
Gr: 9-12 | 627 students Avg. class size: 15 students Sports: 23 Tuition & acceptance rate listed
Our Lady Of Mercy Preparatory Academy![Our Lady Of Mercy Preparatory Academy Photo - OLM Prep Middle School student investigating through experiments in science. Our Lady Of Mercy Preparatory Academy Photo - OLM Prep Middle School student investigating through experiments in science.]()

(Catholic)
20 Island Avenue
Madison, CT 06443
(203) 689-5101
Madison, CT 06443
(203) 689-5101
Gr: K-8 | 128 students Avg. class size: 12 students Sports: 14 | Extracurrculars: 7 Tuition & acceptance rate listed
251 Canaan Road
Salisbury, CT 06068
(860) 435-5732
Salisbury, CT 06068
(860) 435-5732
Gr: 9-12 | 310 students Avg. class size: 12 students Sports: 20 | Extracurrculars: 31 Tuition & acceptance rate listed
181 Randolph Rd
Middletown, CT 06457
(860) 346-7735
Middletown, CT 06457
(860) 346-7735
Gr: 9-12 | 600 students Avg. class size: 12 students Sports: 18 | Extracurrculars: 1 Tuition & acceptance rate 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.