Adult Sailing Lessons | with Bill
Ages: 18+ years old as of August 31, 2026
Prerequisites: Competent Swimmer
Private Lessons are a fun way for novice and experienced sailors to learn and improve their sailing skills one on one with an instructor. Monday through Friday.
Sep 01 – Oct 06, ’27
Dates & times vary
Registration opens February 1, 2027 at 12:00 PM!
Adult Sailing Lessons | with Ed
Ages: 18+ years old as of August 31, 2026
Prerequisites: Competent Swimmer
Private Lessons are a fun way for novice and experienced sailors to learn and improve their sailing skills one on one with an instructor. Tuesdays & Thursdays.
Sep 02 – Sep 16, ’27
Thursday, September 2, 2027, 10:30 AM – 12:00 PM, Thursday, September 2, 2027, 12:30 PM – 4:00 PM, Tuesday, September 7, 2027, 2:30 PM – 4:00 PM, Tuesday, September 14, 2027, 9:00 AM – 10:30 AM, Tuesday, September 14, 2027, 11:00 AM – 12:30 PM, Thursday, September 16, 2027, 9:30 AM – 11:00 AM, Thursday, September 16, 2027, 11:30 AM – 1:00 PM
Registration opens February 1, 2027 at 12:00 PM!
Adult Sailing Lessons | with Gavin
Ages: 18+ years old as of August 31, 2026
Prerequisites: Competent Swimmer
Private Lessons are a fun way for novice and experienced sailors to learn and improve their sailing skills one on one with an instructor. Tuesdays & Thursdays.
Jun 16 – Jun 28, ’26
Dates & times vary
Looking for our Adaptive Sailing program?
Rental | Checkout Sail
Ages: 18+ years old as of August 31, 2026
Prerequisites: Competent Swimmer
The ‘checkout’ sail provides an opportunity for the Renter to demonstrate to one of the DBMS crew their sailing skills on either a Marshall 15 "Sandpiper" or a Flying Scot.
Sep 03 – Sep 17, ’27
Friday, September 3, 2027, 1:00 PM – 2:30 PM, Friday, September 17, 2027, 12:00 PM – 1:30 PM
Registration opens February 1, 2027 at 12:00 PM!
Rental | Marshall 15
Ages: 18+ years old as of August 31, 2026
Prerequisites: Ages: 18+, DBMS qualification test , Competent Swimmer
DBMS is proud to offer Marshall 15 rentals to experienced sailors. Renters must have had a ‘checkout sail’ in the past two seasons (2024 or 2025). If new to the DBMS rental program, please reach out to Bill at asail@dbms.org to schedule a ‘checkout sail’.
May 04 – Jun 30, ’26
Dates & times vary
Rental | Flying Scot
Ages: 18+ years old as of August 31, 2026
Prerequisites: Ages: 18+, DBMS qualification test , Competent Swimmer
DBMS is proud to offer Flying Scot rentals to experienced sailors. Renters must have had a ‘checkout sail’ in the past two seasons (2024 or 2025). If new to the DBMS rental program, please reach out to Bill at asail@dbms.org to schedule a ‘checkout sail’.
May 04 – Jun 30, ’26
Dates & times vary
Racing | Flying Scot Fall Series
Ages: 18+ years old as of August 31, 2026
Prerequisites: Ages: 18+, Competent Swimmer
The Flying Scot Racing racing program is not a typical race program! Our program makes it easy and fun for adults to race sailboats on Duxbury Bay in a casual, teaching environment. Experienced and novice sailors are both welcomed. Our goal and hope is that the experienced sailors share their knowledge and passion with the newest sailors.
Aug 28 – Sep 25, ’27
Saturday, August 28, 2027, 8:00 AM – 12:00 PM, Saturday, September 4, 2027, 12:00 PM – 4:00 PM, Sunday, September 5, 2027, 12:30 PM – 4:30 PM, Saturday, September 11, 2027, 8:00 AM – 12:00 PM, Saturday, September 18, 2027, 11:00 AM – 3:00 PM, Saturday, September 25, 2027, 7:00 AM – 11:00 AM
Registration opens February 1, 2027 at 12:00 PM!
Looking for our Adaptive Sailing program?