SAG HARBOR, NY - Summer is the right time to learn to sail. Sag Harbor Sailing is now booking lessons for the 2026 season. The school has taught beginners and lifelong sailors since 1997.
The season runs from mid-May through late September. Group lessons are offered three times a day during that window. Booking early helps secure a preferred date.
The school's main course is the 2-day ASA 101 Beginner Keelboat program. ASA stands for the American Sailing Association. Sag Harbor Sailing is an accredited ASA school. The course covers the basics of sailing a small keelboat. Graduates learn to sail a 23-foot boat in light to moderate winds. No past experience is needed to start.
Lessons take place on calm, protected waters. Students sail Sag Harbor Bay and Shelter Island Sound. These back bays are sheltered and well suited to learning. The school's fleet is made up of 23-foot Pearson Ensign sailboats. These are classic keelboats that stay steady and are easy to handle.
Class sizes stay small on purpose. Private sailing lessons hold up to four students. That means each sailor gets real time at the helm. USCG-licensed captains lead every class. Instruction is hands-on from the first day on the water.
Sailing here is open to all ages. The school welcomes students from age 8 to 80 and up. Families, couples, and first-timers are all a good fit.
The school offers more than beginner lessons. Sailors can take private and group lessons at every level. Intermediate keelboat cruising instruction is also available. Those who want to keep sailing can join the Commodore Club. Members who sail more than three times a season earn savings.
Boat rentals and charters round out the schedule. Guests can rent a 23-foot Pearson Ensign with or without a captain. Captained charters are a relaxed way to enjoy the water. They suit groups, special days, and sunset sails alike.
Younger sailors have a program of their own. The youth summer camp runs Monday through Friday, July 1 to August 30. It is open to ages 9 to 16. Sessions run from 9 a.m. to noon. Campers learn to sail and try other water activities too.
Sag Harbor Sailing also works with companies. Fortune 500 teams book the school for team-building regattas. These outings mix friendly racing with time on the bay.
To book a lesson or ask about the season, call or text (631) 725-5100. Learn more at sagharborsailing.com.
About Sag Harbor Sailing
Sag Harbor Sailing is a family-run sailing school in Sag Harbor, New York. Jim "The Commodore" Tompkins founded it in 1997. His son Mark Tompkins and co-owner Joe Ialacci run it today. The school is ASA-accredited and staffed by USCG-licensed captains. It has graduated hundreds of ASA students. Fortune 500 companies book it for team-building regattas. Sag Harbor Sailing is located at the Yacht Hampton Boating Center, 51 Pine Neck Avenue, Sag Harbor, NY 11963.
Media Contact
Name
Sag Harbor Sailing Inc.
Contact name
Joe Ialacci
Contact phone
(631) 725-5100
Contact address
51 Pine Neck Avenue
City
Sag Harbor
State
NY
Zip
11963
Country
United States
Url
https://sagharborsailing.com/
COMTEX_485143462/2888/2026-06-29T15:15:57
