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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, October 11, 2026
    • 12:00 PM - 4:00 PM
    • DSC

    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.

    • Saturday, November 07, 2026
    • 12:00 PM - 3:00 PM
    • DSC docks
    Registration is closed

    Frostbite racing – 12:00–3:00 PM

    Bundle up and hit the starting line - Frostbite Racing is back at the Downtown Sailing Center! Gather your crew and join us for an afternoon of fast, fun racing around the buoys.

    Frostbite Racing is a self-run member event.  Members typically meet on the docks before racing to decide on a course for the day. Sailors are welcome to take out the hippity-hop marks (small orange ball marks) to set and retrieve a course, or the group can choose a course using government marks.

    Please note that the DSC staff do not assign teams or monitor skipper-to-crew ratios, so sailors are responsible for finding their own boat or crew.

    Schedule

    • Arrival & Rigging: 12:00 PM
    • First Race: 12:30 PM

    Find Your Crew

    Skippers and crews are encouraged to form teams in advance - use Circle to connect with other sailors and form a team for the day. Don't have a team? Arrive by 12:00 and connect with available skippers and crew on the docks.

    Registration opens one week before each event and is required so participants receive timely event updates and cancellation notices.  Skippers must also reserve their boats in advance through RecHub.

    Important Notes:

    • Main and jib only - No spinnakers
    • Lifejackets are required
    • Skippers must reserve boats in advance
    • Registration is required for all participants
    • Racing will be canceled if winds exceed 20 kts or staff feels conditions are unsafe
    • Participation is at sailors' own risk. Please read the Fall/Winter Sailing Policies before going out.

    Cool weather. Hot competition. Come race with us!

    • Saturday, November 21, 2026
    • 12:00 PM - 3:00 PM
    • DSC docks
    Registration is closed

    Frostbite racing – 12:00–3:00 PM

    Bundle up and hit the starting line - Frostbite Racing is back at the Downtown Sailing Center! Gather your crew and join us for an afternoon of fast, fun racing around the buoys.

    Frostbite Racing is a self-run member event.  Members typically meet on the docks before racing to decide on a course for the day. Sailors are welcome to take out the hippity-hop marks (small orange ball marks) to set and retrieve a course, or the group can choose a course using government marks.

    Please note that the DSC staff do not assign teams or monitor skipper-to-crew ratios, so sailors are responsible for finding their own boat or crew.

    Schedule

    • Arrival & Rigging: 12:00 PM
    • First Race: 12:30 PM

    Find Your Crew

    Skippers and crews are encouraged to form teams in advance - use Circle to connect with other sailors and form a team for the day. Don't have a team? Arrive by 12:00 and connect with available skippers and crew on the docks.

    Registration opens one week before each event and is required so participants receive timely event updates and cancellation notices.  Skippers must also reserve their boats in advance through RecHub.

    Important Notes:

    • Main and jib only - No spinnakers
    • Lifejackets are required
    • Skippers must reserve boats in advance
    • Registration is required for all participants
    • Racing will be canceled if winds exceed 20 kts or staff feels conditions are unsafe
    • Participation is at sailors' own risk. Please read the Fall/Winter Sailing Policies before going out.

    Cool weather. Hot competition. Come race with us!

    • Saturday, December 05, 2026
    • 12:00 PM - 3:00 PM
    • DSC docks
    Registration is closed

    Frostbite racing – 12:00–3:00 PM

    Bundle up and hit the starting line - Frostbite Racing is back at the Downtown Sailing Center! Gather your crew and join us for an afternoon of fast, fun racing around the buoys.

    Frostbite Racing is a self-run member event.  Members typically meet on the docks before racing to decide on a course for the day. Sailors are welcome to take out the hippity-hop marks (small orange ball marks) to set and retrieve a course, or the group can choose a course using government marks.

    Please note that the DSC staff do not assign teams or monitor skipper-to-crew ratios, so sailors are responsible for finding their own boat or crew.

    Schedule

    • Arrival & Rigging: 12:00 PM
    • First Race: 12:30 PM

    Find Your Crew

    Skippers and crews are encouraged to form teams in advance - use Circle to connect with other sailors and form a team for the day. Don't have a team? Arrive by 12:00 and connect with available skippers and crew on the docks.

    Registration opens one week before each event and is required so participants receive timely event updates and cancellation notices.  Skippers must also reserve their boats in advance through RecHub.

    Important Notes:

    • Main and jib only - No spinnakers
    • Lifejackets are required
    • Skippers must reserve boats in advance
    • Registration is required for all participants
    • Racing will be canceled if winds exceed 20 kts or staff feels conditions are unsafe
    • Participation is at sailors' own risk. Please read the Fall/Winter Sailing Policies before going out.

    Cool weather. Hot competition. Come race with us!

    • Saturday, December 19, 2026
    • 12:00 PM - 3:00 PM
    • DSC docks
    Registration is closed

    Frostbite racing – 12:00–3:00 PM

    Bundle up and hit the starting line - Frostbite Racing is back at the Downtown Sailing Center! Gather your crew and join us for an afternoon of fast, fun racing around the buoys.

    Frostbite Racing is a self-run member event.  Members typically meet on the docks before racing to decide on a course for the day. Sailors are welcome to take out the hippity-hop marks (small orange ball marks) to set and retrieve a course, or the group can choose a course using government marks.

    Please note that the DSC staff do not assign teams or monitor skipper-to-crew ratios, so sailors are responsible for finding their own boat or crew.

    Schedule

    • Arrival & Rigging: 12:00 PM
    • First Race: 12:30 PM

    Find Your Crew

    Skippers and crews are encouraged to form teams in advance - use Circle to connect with other sailors and form a team for the day. Don't have a team? Arrive by 12:00 and connect with available skippers and crew on the docks.

    Registration opens one week before each event and is required so participants receive timely event updates and cancellation notices.  Skippers must also reserve their boats in advance through RecHub.

    Important Notes:

    • Main and jib only - No spinnakers
    • Lifejackets are required
    • Skippers must reserve boats in advance
    • Registration is required for all participants
    • Racing will be canceled if winds exceed 20 kts or staff feels conditions are unsafe
    • Participation is at sailors' own risk. Please read the Fall/Winter Sailing Policies before going out.

    Cool weather. Hot competition. Come race with us!

    • Saturday, January 02, 2027
    • 12:00 PM - 3:00 PM
    • DSC docks
    Registration is closed

    Frostbite racing – 12:00–3:00 PM

    Bundle up and hit the starting line - Frostbite Racing is back at the Downtown Sailing Center! Gather your crew and join us for an afternoon of fast, fun racing around the buoys.

    Frostbite Racing is a self-run member event.  Members typically meet on the docks before racing to decide on a course for the day. Sailors are welcome to take out the hippity-hop marks (small orange ball marks) to set and retrieve a course, or the group can choose a course using government marks.

    Please note that the DSC staff do not assign teams or monitor skipper-to-crew ratios, so sailors are responsible for finding their own boat or crew.

    Schedule

    • Arrival & Rigging: 12:00 PM
    • First Race: 12:30 PM

    Find Your Crew

    Skippers and crews are encouraged to form teams in advance - use Circle to connect with other sailors and form a team for the day. Don't have a team? Arrive by 12:00 and connect with available skippers and crew on the docks.

    Registration opens one week before each event and is required so participants receive timely event updates and cancellation notices.  Skippers must also reserve their boats in advance through RecHub.

    Important Notes:

    • Main and jib only - No spinnakers
    • Lifejackets are required
    • Skippers must reserve boats in advance
    • Registration is required for all participants
    • Racing will be canceled if winds exceed 20 kts or staff feels conditions are unsafe
    • Participation is at sailors' own risk. Please read the Fall/Winter Sailing Policies before going out.

    Cool weather. Hot competition. Come race with us!

    • Saturday, January 16, 2027
    • 12:00 PM - 3:00 PM
    • DSC docks
    Registration is closed

    Frostbite racing – 12:00–3:00 PM

    Bundle up and hit the starting line - Frostbite Racing is back at the Downtown Sailing Center! Gather your crew and join us for an afternoon of fast, fun racing around the buoys.

    Frostbite Racing is a self-run member event.  Members typically meet on the docks before racing to decide on a course for the day. Sailors are welcome to take out the hippity-hop marks (small orange ball marks) to set and retrieve a course, or the group can choose a course using government marks.

    Please note that the DSC staff do not assign teams or monitor skipper-to-crew ratios, so sailors are responsible for finding their own boat or crew.

    Schedule

    • Arrival & Rigging: 12:00 PM
    • First Race: 12:30 PM

    Find Your Crew

    Skippers and crews are encouraged to form teams in advance - use Circle to connect with other sailors and form a team for the day. Don't have a team? Arrive by 12:00 and connect with available skippers and crew on the docks.

    Registration opens one week before each event and is required so participants receive timely event updates and cancellation notices.  Skippers must also reserve their boats in advance through RecHub.

    Important Notes:

    • Main and jib only - No spinnakers
    • Lifejackets are required
    • Skippers must reserve boats in advance
    • Registration is required for all participants
    • Racing will be canceled if winds exceed 20 kts or staff feels conditions are unsafe
    • Participation is at sailors' own risk. Please read the Fall/Winter Sailing Policies before going out.

    Cool weather. Hot competition. Come race with us!

    • Saturday, January 30, 2027
    • 12:00 PM - 3:00 PM
    • DSC docks
    Registration is closed

    Frostbite racing – 12:00–3:00 PM

    Bundle up and hit the starting line - Frostbite Racing is back at the Downtown Sailing Center! Gather your crew and join us for an afternoon of fast, fun racing around the buoys.

    Frostbite Racing is a self-run member event.  Members typically meet on the docks before racing to decide on a course for the day. Sailors are welcome to take out the hippity-hop marks (small orange ball marks) to set and retrieve a course, or the group can choose a course using government marks.

    Please note that the DSC staff do not assign teams or monitor skipper-to-crew ratios, so sailors are responsible for finding their own boat or crew.

    Schedule

    • Arrival & Rigging: 12:00 PM
    • First Race: 12:30 PM

    Find Your Crew

    Skippers and crews are encouraged to form teams in advance - use Circle to connect with other sailors and form a team for the day. Don't have a team? Arrive by 12:00 and connect with available skippers and crew on the docks.

    Registration opens one week before each event and is required so participants receive timely event updates and cancellation notices.  Skippers must also reserve their boats in advance through RecHub.

    Important Notes:

    • Main and jib only - No spinnakers
    • Lifejackets are required
    • Skippers must reserve boats in advance
    • Registration is required for all participants
    • Racing will be canceled if winds exceed 20 kts or staff feels conditions are unsafe
    • Participation is at sailors' own risk. Please read the Fall/Winter Sailing Policies before going out.

    Cool weather. Hot competition. Come race with us!

    • Saturday, February 13, 2027
    • 12:00 PM - 3:00 PM
    • DSC docks
    Registration is closed

    Frostbite racing – 12:00–3:00 PM

    Bundle up and hit the starting line - Frostbite Racing is back at the Downtown Sailing Center! Gather your crew and join us for an afternoon of fast, fun racing around the buoys.

    Frostbite Racing is a self-run member event.  Members typically meet on the docks before racing to decide on a course for the day. Sailors are welcome to take out the hippity-hop marks (small orange ball marks) to set and retrieve a course, or the group can choose a course using government marks.

    Please note that the DSC staff do not assign teams or monitor skipper-to-crew ratios, so sailors are responsible for finding their own boat or crew.

    Schedule

    • Arrival & Rigging: 12:00 PM
    • First Race: 12:30 PM

    Find Your Crew

    Skippers and crews are encouraged to form teams in advance - use Circle to connect with other sailors and form a team for the day. Don't have a team? Arrive by 12:00 and connect with available skippers and crew on the docks.

    Registration opens one week before each event and is required so participants receive timely event updates and cancellation notices.  Skippers must also reserve their boats in advance through RecHub.

    Important Notes:

    • Main and jib only - No spinnakers
    • Lifejackets are required
    • Skippers must reserve boats in advance
    • Registration is required for all participants
    • Racing will be canceled if winds exceed 20 kts or staff feels conditions are unsafe
    • Participation is at sailors' own risk. Please read the Fall/Winter Sailing Policies before going out.

    Cool weather. Hot competition. Come race with us!

    • Saturday, February 27, 2027
    • 12:00 PM - 3:00 PM
    • DSC docks
    Registration is closed

    Frostbite racing – 12:00–3:00 PM

    Bundle up and hit the starting line - Frostbite Racing is back at the Downtown Sailing Center! Gather your crew and join us for an afternoon of fast, fun racing around the buoys.

    Frostbite Racing is a self-run member event.  Members typically meet on the docks before racing to decide on a course for the day. Sailors are welcome to take out the hippity-hop marks (small orange ball marks) to set and retrieve a course, or the group can choose a course using government marks.

    Please note that the DSC staff do not assign teams or monitor skipper-to-crew ratios, so sailors are responsible for finding their own boat or crew.

    Schedule

    • Arrival & Rigging: 12:00 PM
    • First Race: 12:30 PM

    Find Your Crew

    Skippers and crews are encouraged to form teams in advance - use Circle to connect with other sailors and form a team for the day. Don't have a team? Arrive by 12:00 and connect with available skippers and crew on the docks.

    Registration opens one week before each event and is required so participants receive timely event updates and cancellation notices.  Skippers must also reserve their boats in advance through RecHub.

    Important Notes:

    • Main and jib only - No spinnakers
    • Lifejackets are required
    • Skippers must reserve boats in advance
    • Registration is required for all participants
    • Racing will be canceled if winds exceed 20 kts or staff feels conditions are unsafe
    • Participation is at sailors' own risk. Please read the Fall/Winter Sailing Policies before going out.

    Cool weather. Hot competition. Come race with us!