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Member Sails Calendar

Upcoming events

    • Friday, September 12, 2025
    • 5:30 PM - 8:30 PM
    • The DSC Docks, 1425 Key Highway

    Friday Night Fun Race

    Fun for All DSC Members and Friends

    *This is a Member/Volunteer Run sail. There will be no staff on site so a Crew/Skipper member will be distributing teams onto boats. Dock Call is 5:30PM

    The Friday Night Fun Race is a pickup-style distance race that starts promptly at 6PM between the DSC docks and the Tiki Barge and races out to the first red buoy marking the Middle Branch. All crew members are encouraged to connect with skipper-level members on Circle, during member sails, and other events to secure a berth on a boat.  Open to all members - you do not need a racing upgrade to participate!

    "Regulars" will usually hold a few spots open for new sailors and the whole process is meant to be a fun and relaxed atmosphere. No prior racing experience is needed but some sailing experience/knowledge is helpful. This is a congenial and low stress introduction to racing.

    The listing for this event is for informational purposes only. As a volunteer driven event, it is incumbent upon members to arrive at the docks early enough to secure a spot on a boat with another skipper member. Unlike member sails, the full-time staff will not be responsible for sorting and managing boat groups.

    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.

    Boat Reservations Required

    BOAT RESERVATIONS must be made in advance and skippers assume full skipper liability of the vessel as per the Statement of Responsibility and Liability form

    • Sunday, September 14, 2025
    • 12:00 PM - 4:00 PM
    • DSC
    Register

    Sunday member sail - Noon to 4:00

    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.

    • Wednesday, September 17, 2025
    • 5:30 PM - 8:30 PM
    • DSC
    Register

    wednesday member sail - 5:30 to sunset

    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 24, 2025
    • 5:30 PM - 8:30 PM
    • DSC
    Registration is closed

    wednesday member sail - 5:30 to sunset

    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.

    • Friday, September 26, 2025
    • 5:30 PM - 8:30 PM
    • The DSC Docks, 1425 Key Highway

    Friday Night Fun Race

    Fun for All DSC Members and Friends

    *This is a Member/Volunteer Run sail. There will be no staff on site so a Crew/Skipper member will be distributing teams onto boats. Dock Call is 5:30PM

    The Friday Night Fun Race is a pickup-style distance race that starts promptly at 6PM between the DSC docks and the Tiki Barge and races out to the first red buoy marking the Middle Branch. All crew members are encouraged to connect with skipper-level members on Circle, during member sails, and other events to secure a berth on a boat.  Open to all members - you do not need a racing upgrade to participate!

    "Regulars" will usually hold a few spots open for new sailors and the whole process is meant to be a fun and relaxed atmosphere. No prior racing experience is needed but some sailing experience/knowledge is helpful. This is a congenial and low stress introduction to racing.

    The listing for this event is for informational purposes only. As a volunteer driven event, it is incumbent upon members to arrive at the docks early enough to secure a spot on a boat with another skipper member. Unlike member sails, the full-time staff will not be responsible for sorting and managing boat groups.

    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.

    Boat Reservations Required

    BOAT RESERVATIONS must be made in advance and skippers assume full skipper liability of the vessel as per the Statement of Responsibility and Liability form

    • Sunday, September 28, 2025
    • 12:00 PM - 4:00 PM
    • DSC
    Registration is closed

    Sunday member sail - Noon to 4:00

    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 05, 2025
    • 12:00 PM - 4:00 PM
    • DSC
    Registration is closed

    Sunday member sail - Noon to 4:00

    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 12, 2025
    • 12:00 PM - 4:00 PM
    • DSC
    Registration is closed

    Sunday member sail - Noon to 4:00

    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 19, 2025
    • 12:00 PM - 4:00 PM
    • DSC
    Registration is closed

    Sunday member sail - Noon to 4:00

    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 26, 2025
    • 12:00 PM - 4:00 PM
    • DSC
    • 60
    Registration is closed

    Sunday member sail - Noon to 4:00

    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.

    • Wednesday, April 01, 2026
    • 5:30 PM - 8:30 PM
    • DSC
    Register

    wednesday member sail - 5:30 to sunset

    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.