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Member Sails Calendar

Upcoming events

    • Friday, May 01, 2026
    • Friday, October 30, 2026
    • 27 sessions
    • The DSC Docks, 1425 Key Highway

    Friday Night Fun Race

    Sail Into the Weekend — No Registration Needed!

    Kick off your weekend with the Friday Night Fun Race, a relaxed, social sail open to all DSC members! This pickup-style distance race starts at 6:00 PM off the DSC docks (dock call 5:30 PM) and heads toward the first red buoy in the Middle Branch.

    Post on Circle in advance or come early to meet other members and find a spot. "Regulars" often save crew space for new sailors. Volunteers help organize teams and assign boats at the dock.

    No racing experience? No problem! It’s a fun, low-pressure intro to racing.  Some sailing knowledge helps, but enthusiasm is all you need.

    Important Notes

    Join us for friendly competition, good vibes, and a great way to start the weekend!

    Race Course

    • Sunday, September 20, 2026
    • 12:00 PM - 4:00 PM
    • DSC
    Register

    Sunday member sail - Noon to 4:00

    ***Registration will open 1 week prior to the event***

    Spend your Sunday afternoon sailing!  The Member Sail is a recreational event for DSC Skipper and Crew members. Sailors can work on their skills or just enjoy the waterfront, meeting new friends along the way.

    Please arrive at the DSC by 11:45 AM for the 12:00 PM Start Time.  The Dockmaster will begin boat allocation and coordination promptly at 12:00 PM. 

    Waivers Required

    If you're new to the DSC or haven’t signed the DSC liability waiver yet, please complete it online. Skippers must also sign the SKIPPER WAIVER.

    Volunteers Needed!

    We rely on volunteers to help lead the Member Sail each week. Learn more about becoming a dockmaster.

    Have Questions?

    If you have any questions, please contact the DSC office at 410.727.0722 or info@downtownsailing.org. Weather cancellations will be announced by 11 AM on the day of the event.

    Share Your Feedback!

    We're always looking for ways to improve the experience for our members. Please take a moment to complete our online event evaluation form and let us know your thoughts.

    • Monday, September 21, 2026
    • 5:30 PM - 8:00 PM
    • 1425 Key Highway
    Register

    Women on the Water (WOW)

    Skipper Skills Clinic

     An all-volunteer effort to increase access to sailing for all women and non-binary people.

    WOW is growing, and we need more women and non-binary skippers to help ensure the success of this program!

    This skipper skills clinic is for women/non-binary DSC members with their sights set on skipperhood! If you have learned the basics of tacking, jibiing, and wind awareness - come out to practice the more advanced skills and get ready for YOUR skipper check out!

    Beginner or not interested in becoming a skipper? That's ok and our our general WOW sails will start again in April 2027!

    If you are already checked out as a DSC skipper, please sign up to volunteer skipper. This will allow you to develop your skills while boosting other women. We cannot run this program without your support!

    WOW will take place on the first and third Mondays during the season.

    The Downtown Sailing Center welcomes women and non-binary people of all skills and experience levels to participate with us.

    If you have further questions, email info@downtownsailing.org

    • Wednesday, September 23, 2026
    • 5:30 PM - 8:30 PM
    • DSC
    Register

    wednesday member sail - 5:30 to sunset

    ***Registration opens 1 week prior to the event***

    Break up your workweek with a relaxing Wednesday evening sail! The Member Sail is a recreational event for DSC Skipper and Crew members, offering a chance to improve sailing skills or simply enjoy the waterfront while meeting new friends.

    Please arrive by 5:15 PM for the 5:30 PM start. The Dockmaster will begin boat allocation and coordination promptly at 5:30 PM.

    All boats must return to the dock by sundown.

    Waivers Required

    If you're new to the DSC or haven’t signed the DSC liability waiver yet, please complete it online. Skippers must also sign the SKIPPER WAIVER.

    Volunteers Needed!

    We rely on volunteers to help lead the Member Sail each week. Learn more about becoming a dockmaster.

    Have Questions?

    If you have any questions, please contact the DSC office at 410.727.0722 or info@downtownsailing.org. Weather cancellations will be announced by 4 PM on the day of the event.

    Share Your Feedback!

    We're always looking for ways to improve the experience for our members. Please take a moment to complete our online event evaluation form and let us know your thoughts.

    • Wednesday, September 30, 2026
    • 5:30 PM - 8:30 PM
    • DSC
    Registration is closed

    wednesday member sail - 5:30 to sunset

    ***Registration opens 1 week prior to the event***

    Break up your workweek with a relaxing Wednesday evening sail! The Member Sail is a recreational event for DSC Skipper and Crew members, offering a chance to improve sailing skills or simply enjoy the waterfront while meeting new friends.

    Please arrive by 5:15 PM for the 5:30 PM start. The Dockmaster will begin boat allocation and coordination promptly at 5:30 PM.

    All boats must return to the dock by sundown.

    Waivers Required

    If you're new to the DSC or haven’t signed the DSC liability waiver yet, please complete it online. Skippers must also sign the SKIPPER WAIVER.

    Volunteers Needed!

    We rely on volunteers to help lead the Member Sail each week. Learn more about becoming a dockmaster.

    Have Questions?

    If you have any questions, please contact the DSC office at 410.727.0722 or info@downtownsailing.org. Weather cancellations will be announced by 4 PM on the day of the event.

    Share Your Feedback!

    We're always looking for ways to improve the experience for our members. Please take a moment to complete our online event evaluation form and let us know your thoughts.

    • Sunday, October 04, 2026
    • 12:00 PM - 4:00 PM
    • DSC
    Registration is closed

    Sunday member sail - Noon to 4:00

    ***Registration will open 1 week prior to the event***

    Spend your Sunday afternoon sailing!  The Member Sail is a recreational event for DSC Skipper and Crew members. Sailors can work on their skills or just enjoy the waterfront, meeting new friends along the way.

    Please arrive at the DSC by 11:45 AM for the 12:00 PM Start Time.  The Dockmaster will begin boat allocation and coordination promptly at 12:00 PM. 

    Waivers Required

    If you're new to the DSC or haven’t signed the DSC liability waiver yet, please complete it online. Skippers must also sign the SKIPPER WAIVER.

    Volunteers Needed!

    We rely on volunteers to help lead the Member Sail each week. Learn more about becoming a dockmaster.

    Have Questions?

    If you have any questions, please contact the DSC office at 410.727.0722 or info@downtownsailing.org. Weather cancellations will be announced by 11 AM on the day of the event.

    Share Your Feedback!

    We're always looking for ways to improve the experience for our members. Please take a moment to complete our online event evaluation form and let us know your thoughts.

    • Sunday, October 11, 2026
    • 12:00 PM - 4:00 PM
    • DSC
    Registration is closed

    Sunday member sail - Noon to 4:00

    ***Registration will open 1 week prior to the event***

    Spend your Sunday afternoon sailing!  The Member Sail is a recreational event for DSC Skipper and Crew members. Sailors can work on their skills or just enjoy the waterfront, meeting new friends along the way.

    Please arrive at the DSC by 11:45 AM for the 12:00 PM Start Time.  The Dockmaster will begin boat allocation and coordination promptly at 12:00 PM. 

    Waivers Required

    If you're new to the DSC or haven’t signed the DSC liability waiver yet, please complete it online. Skippers must also sign the SKIPPER WAIVER.

    Volunteers Needed!

    We rely on volunteers to help lead the Member Sail each week. Learn more about becoming a dockmaster.

    Have Questions?

    If you have any questions, please contact the DSC office at 410.727.0722 or info@downtownsailing.org. Weather cancellations will be announced by 11 AM on the day of the event.

    Share Your Feedback!

    We're always looking for ways to improve the experience for our members. Please take a moment to complete our online event evaluation form and let us know your thoughts.

    • Sunday, October 18, 2026
    • 12:00 PM - 4:00 PM
    • DSC
    Registration is closed

    Sunday member sail - Noon to 4:00

    ***Registration will open 1 week prior to the event***

    Spend your Sunday afternoon sailing!  The Member Sail is a recreational event for DSC Skipper and Crew members. Sailors can work on their skills or just enjoy the waterfront, meeting new friends along the way.

    Please arrive at the DSC by 11:45 AM for the 12:00 PM Start Time.  The Dockmaster will begin boat allocation and coordination promptly at 12:00 PM. 

    Waivers Required

    If you're new to the DSC or haven’t signed the DSC liability waiver yet, please complete it online. Skippers must also sign the SKIPPER WAIVER.

    Volunteers Needed!

    We rely on volunteers to help lead the Member Sail each week. Learn more about becoming a dockmaster.

    Have Questions?

    If you have any questions, please contact the DSC office at 410.727.0722 or info@downtownsailing.org. Weather cancellations will be announced by 11 AM on the day of the event.

    Share Your Feedback!

    We're always looking for ways to improve the experience for our members. Please take a moment to complete our online event evaluation form and let us know your thoughts.

    • Sunday, October 25, 2026
    • 12:00 PM - 4:00 PM
    • DSC
    Registration is closed

    Sunday member sail - Noon to 4:00

    ***Registration will open 1 week prior to the event***

    Spend your Sunday afternoon sailing!  The Member Sail is a recreational event for DSC Skipper and Crew members. Sailors can work on their skills or just enjoy the waterfront, meeting new friends along the way.

    Please arrive at the DSC by 11:45 AM for the 12:00 PM Start Time.  The Dockmaster will begin boat allocation and coordination promptly at 12:00 PM. 

    Waivers Required

    If you're new to the DSC or haven’t signed the DSC liability waiver yet, please complete it online. Skippers must also sign the SKIPPER WAIVER.

    Volunteers Needed!

    We rely on volunteers to help lead the Member Sail each week. Learn more about becoming a dockmaster.

    Have Questions?

    If you have any questions, please contact the DSC office at 410.727.0722 or info@downtownsailing.org. Weather cancellations will be announced by 11 AM on the day of the event.

    Share Your Feedback!

    We're always looking for ways to improve the experience for our members. Please take a moment to complete our online event evaluation form and let us know your thoughts.