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Hillside School Photo - Hillside School is located on 150 acres of land that is 45 minutes from Boston and 20 minutes from Worcester.
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Best Sailing Boarding Schools (2025-26)

For the 2025-26 school year, there are 31 boarding schools offering sailing as an interscholastic sport, serving 16,714 students.
You can also view schools by sports offered, browse our full boarding school directory or specify additional search criteria.

Top Sailing Boarding Schools (2025-26)

School
Location
Quick Facts
A+ World Academy
A+ World Academy Photo - #climbinghigh to get to the top of the mast at A+ World Academy
(8)
International (on a Tall Ship)
Kristiansand, Norway 4610
3475677083
Gr: 11-12, PG | 64 students Student-teacher ratio: 7:1 Avg. class size: 12 students Tuition listed
Admiral Farragut Academy
Admiral Farragut Academy Photo - Steeped in history, with alumni in the White House, on the moon's surface, professional athletes, and key leadership positions worldwide, Admiral Farragut Academy is an international preparatory school offering elite academics and outstanding global leadership development. AFA's global headquarters and international boarding school is on the waterfront in tropical St. Petersburg, Florida.
(10)
501 Park Street North
St. Petersburg, FL 33710
(727) 384-5504
Gr: 8-12 | K-12 (day) | 467 students Student-teacher ratio: 15:1 Avg. class size: 17 students Acceptance rate: 68% Tuition listed
Brewster Academy
Brewster Academy Photo - Welcome to Wolfeboro! Brewster's lakeside location provides students with a variety of resources on and off campus. Our outdoor facilities include six athletic fields, nine tennis courts, and a boathouse which provides storage and work areas for rowing shells and "420" racing sailboats.
(10)
80 Academy Drive
Wolfeboro, NH 03894
(603) 569-7200
Gr: 9-12, PG | 350 students Student-teacher ratio: 6:1 Avg. class size: 11 students Acceptance rate: 50% Tuition listed
Brooks School
Brooks School Photo - Come visit our beautiful 251 acre campus located on the shores of Lake Cochichewick.
(Episcopal)
(10)
1160 Great Pond Road
North Andover, MA 01845
(978) 725-6272
Gr: 9-12 | 346 students Student-teacher ratio: 5:1 Avg. class size: 12 students Acceptance rate: 25% Tuition listed
Buffalo Seminary
Buffalo Seminary Photo - Our oldest tradition may be forward thinking but we are anchored in many other traditions too. Roses and white dresses for commencement. Our Social & Academic Honor Code. Morning Meeting to start the day. ..
205 Bidwell Parkway
Buffalo, NY 14222
(716) 885-6780
Gr: 9-12, PG | 151 students Student-teacher ratio: 7:1 Avg. class size: 12 students Acceptance rate: 80% Tuition listed
Choate Rosemary Hall
Choate Rosemary Hall Photo
(30)
333 Christian Street
Wallingford, CT 06492
(203) 697-2239
Gr: 9-12, PG | 860 students Student-teacher ratio: 6:1 Avg. class size: 12 students Acceptance rate: 16% Tuition listed
Christchurch School
Christchurch School Photo - "Set your course at the river. " Established in the Episcopal tradition, Christchurch is inclusive, welcoming students and families of all faiths and backgrounds.
(Episcopal)
49 Seahorse Lane
Christchurch, VA 23031
(804) 542-6843
Gr: 9-12 | 220 students Student-teacher ratio: 6:1 Avg. class size: 12 students Acceptance rate: 73% Tuition listed
Collège du Léman Sàrl
Collège du Léman Sàrl Photo
(1)
Route de Sauverny 74
Geneva, Switzerland 1290
41227755656
Gr: 4-12 | PK-12 (day) | 1,800 student Tuition listed
Cranbrook Schools
Cranbrook Schools Photo
(10)
PO Box 801 39221 Woodward Ave.
Bloomfield Hills, MI 48303
(248) 645-3610
Gr: 9-12 | PK-12 (day) | 810 students Student-teacher ratio: 8:1 Avg. class size: 16 students Acceptance rate: 38% Tuition listed
Culver Academies
Culver Academies Photo - An aerial view of Memorial Chapel and Lake Maxinkuckee. Situated on 1,800 acres of green hills and pristine woodlands, Culver's storied campus is home to three distinct leadership-development experiences: Culver Military Academy, Culver Girls Academy, and Culver Summer Schools and Camps.
(21)
1300 Academy Road
Culver, IN 46511
(574) 842-7100
Gr: 9-12 | 835 students Student-teacher ratio: 6:1 Avg. class size: 14 students Acceptance rate: 49% Tuition listed
Dublin School
Dublin School Photo - There`s dramatic beauty that is apparent on your first visit to Dublin. Surrounded by unspoiled forests, pristine lakes and Mt. Monadnock - the most climbed mountain in the world, our 500-acre campus supports a vibrant and supportive community of scholars, artists and athletes.
(1)
18 Lehmann Way, PO Box 522
Dublin, NH 03444
(603) 563-7075
Gr: 9-12 | 165 students Student-teacher ratio: 5:1 Avg. class size: 10 students Acceptance rate: 46% Tuition listed
The Fessenden School
The Fessenden School Photo
250 Waltham Street
West Newton, MA 02465
(617) 630-2300
Gr: 5-9 | PK-9 (day) | 542 students Student-teacher ratio: 12:1 Avg. class size: 12 students Tuition listed
Forman School
Forman School Photo - The Forman Green is at the center of campus life. Surrounded by dorms and faculty homes, it reflects the traditional charm of an historic New England community.
(6)
12 Norfolk Road, P.O. Box 80
Litchfield, CT 06759
(860) 567-1802
Gr: 9-12, PG | 210 students Student-teacher ratio: 4:1 Avg. class size: 8 students Acceptance rate: 80% Tuition listed
Haut-Lac International Bilingual School
Haut-Lac International Bilingual School Photo - Campuses with lake view, Switzerland
Chem. de Pangires 26
Saint-Légier-La Chiésaz, Switzerland 1806
412155550
Gr: 6-12 | PK-12 (day) | 620 students Student-teacher ratio: 7:1 Avg. class size: 10 students Tuition listed
Hillside School
Hillside School Photo - Hillside School is located on 150 acres of land that is 45 minutes from Boston and 20 minutes from Worcester.
404 Robin Hill Street
Marlborough, MA 01752
(508) 485-3483
Gr: 4-9 | 145 students Student-teacher ratio: 7:1 Avg. class size: 10 students Acceptance rate: 70% Tuition listed
Iolani School
Iolani School Photo
(Episcopal)
563 Kamoku Street
Honolulu, HI 96826
(808) 943-2379
Gr: 9-12 | K-12 (day) | 2,200 students Student-teacher ratio: 10:1 Avg. class size: 16 students Tuition listed
Landmark School
Landmark School Photo - Landmark's beautiful coastal campus just 30 miles from Boston.
(2)
429 Hale Street
Prides Crossing, MA 01965
(978) 236-3000
Gr: 9-12 | 2-12 (day) | 470 students Student-teacher ratio: 3:1 Avg. class size: 7 students Tuition listed
Lincoln Academy
Lincoln Academy Photo - Lincoln Academy's campus is large, safe, and beautiful. Located near the ocean and within a 10 minute walk of a vibrant small town, our students love living here!
(1)
81 Academy Hill
Newcastle, ME 04553
(207) 563-3596
Gr: 9-12, PG | 585 students Student-teacher ratio: 11:1 Avg. class size: 14 students Acceptance rate: 83% Tuition listed
Milton Academy
Milton Academy Photo - Milton Academy is only eight miles from Boston's museums, schools and attractions, but it has the benefits of a 130-acre New England campus-with green quads and lots of fall foliage.
(8)
170 Centre Street
Milton, MA 02186
(617) 898-2227
Gr: 9-12 | K-12 (day) | 714 students Student-teacher ratio: 5:1 Avg. class size: 14 students Acceptance rate: 13% Tuition listed
Portsmouth Abbey School
Portsmouth Abbey School Photo
(Catholic)
(5)
285 Cory's Lane
Portsmouth, RI 02871
(401) 643-1248
Gr: 9-12 | 350 students Student-teacher ratio: 5:1 Avg. class size: 12 students Acceptance rate: 31% Tuition listed
Ross School
Ross School Photo
18 Goodfriend Drive
East Hampton, NY 11937
(631) 907-5400
Gr: 6-12, PG | PK-12, PG (day) | 314 students Student-teacher ratio: 7:1 Avg. class size: 16 students Acceptance rate: 60% Tuition listed
Rosseau Lake College
Rosseau Lake College Photo
1967 Bright Street
Rosseau, Canada P0C1J0
(705) 732-4351
Gr: 7-12 | 140 students Student-teacher ratio: 7:1 Avg. class size: 12 students Tuition listed
St. George's School
St. George's School Photo - Seaside Campus overlooking the Atlantic Ocean
(Episcopal)
372 Purgatory Rd
Middletown, RI 02842
(401) 842-6600
Gr: 9-12 | 388 students Student-teacher ratio: 7:1 Avg. class size: 10 students Acceptance rate: 20% Tuition listed
St. Michaels University School
St. Michaels University School Photo - St. Michaels University School's campus is a blend of historic and innovative spaces, with the original School House steps away from the Innovation Lab where students explore robotics programs.
(2)
3400 Richmond Road
Victoria, Canada V8P 4P5
(250) 370-6170
Gr: 9-12 | PK-12 (day) | 1,000 student Student-teacher ratio: 6:1 Avg. class size: 17 students
Saint Stanislaus High School
Saint Stanislaus High School Photo - We make the most of our location right on the Bay, developing unique programs, clubs, and activities for our students to enjoy. Our scuba and sailing clubs enjoy time in the water, while our environmental club focuses on care for our oceans, too.
(Catholic)
304 S. Beach Blvd.
Bay St. Louis, MS 39520
(228) 467-9057
Gr: 7-12 | 342 students Student-teacher ratio: 9:1 Avg. class size: 17 students Acceptance rate: 82% Tuition listed
Salisbury School
Salisbury School Photo
(2)
251 Canaan Road
Salisbury, CT 06068
(860) 435-5732
Gr: 9-12, PG | 319 students Student-teacher ratio: 5:1 Avg. class size: 12 students Acceptance rate: 33% Tuition listed
San Domenico School
San Domenico School Photo
1500 Butterfield Road
San Anselmo, CA 94960
(415) 258-1990
Gr: 9-12 | K-12 (day) | 680 students Student-teacher ratio: 9:1 Avg. class size: 18 students Tuition listed
Stevenson School
Stevenson School Photo - Stevenson is a coeducational, grades 912 day and boarding school located in Pebble Beach, California, on the scenic Monterey Peninsula.
(11)
3152 Forest Lake Road
Pebble Beach, CA 93953
(831) 625-8309
Gr: 9-12 | PK-12 (day) | 507 students Student-teacher ratio: 10:1 Avg. class size: 12 students Tuition listed
The Stony Brook School
The Stony Brook School Photo - The Stony Brook School is a private Christian college preparatory boarding and day school (grades 7-12), distinguished for its academics and set apart by its mission. The 55-acre campus is located 50 miles east of New York City on Long Island's north shore and is home to 460 students from 20 countries and all over the United States.
(Christian)
1 Chapman Parkway
Stony Brook, NY 11790
(631) 751-1800
Gr: 7-12 | 480 students Student-teacher ratio: 9:1 Avg. class size: 15 students Acceptance rate: 40% Tuition listed
Tabor Academy
Tabor Academy Photo
226 Front Street
Marion, MA 02738
(508) 291-8300
Gr: 9-12 | 510 students Student-teacher ratio: 7:1 Avg. class size: 13 students Tuition listed
Wolfeboro Camp School
Wolfeboro Camp School Photo - A transformative summer program. Academic growth and summer camp fun!
(1)
93 Camp School Road
Wolfeboro, NH 03894
(603) 569-3451
Gr: 5-12, PG | 130 students Student-teacher ratio: 5:1 Avg. class size: 5 students Tuition listed

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