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.
May 04 – Jun 29, ’26
Dates & times vary
Registration opens January 30, 2026 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.
May 21 – Jun 30, ’26
Dates & times vary
Registration opens January 30, 2026 at 12:00 PM!
Adult Sailing Lessons | Family Sail on Ladybug
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. Weekends
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.
May 15 – Jun 26, ’26
Friday, May 15, 2026, 11:00 AM – 12:30 PM, Friday, May 22, 2026, 2:00 PM – 3:30 PM, Friday, May 29, 2026, 11:00 AM – 12:30 PM, Friday, June 5, 2026, 3:00 PM – 4:30 PM, Friday, June 12, 2026, 10:30 AM – 12:00 PM, Friday, June 19, 2026, 3:00 PM – 4:30 PM, Friday, June 26, 2026, 11:00 AM – 12:30 PM
Registration opens January 30, 2026 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
Registration opens January 30, 2026 at 12:00 PM!
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
Registration opens January 30, 2026 at 12:00 PM!
Racing | Flying Scot Spring 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.
May 16 – Jun 20, ’26
Saturday, May 16, 2026, 10:00 AM – 2:00 PM, Saturday, May 30, 2026, 10:30 AM – 2:30 PM, Sunday, May 31, 2026, 10:30 AM – 2:30 PM, Saturday, June 6, 2026, 1:00 PM – 5:00 PM, Saturday, June 13, 2026, 9:00 AM – 1:00 PM, Saturday, June 20, 2026, 1:00 PM – 5:00 PM
Registration opens January 30, 2026 at 12:00 PM!
Looking for our Adaptive Sailing program?