https://www.downtownsailing.org/Cruising-Calendar The Downtown Sailing Center upcoming events The Downtown Sailing Center Wild Apricot - membership management software and more en Tue, 29 Sep 2026 12:47:40 GMT Tue, 29 Sep 2026 12:47:40 GMT Sat, 10 Oct 2026 11:00:00 GMT <h1 style="font-size: 18px;"></h1><strong>Rock Hall Fall Fest Overnight</strong> <p style="font-size: 18px; line-height: 25px;"><font color="#000000" face="Arial, sans-serif" style="font-size: 15px;"><span style="background-color: transparent;"><font color="#000000" face="Arial, sans-serif" style="font-size: 15px;"><strong><em>Cruising skipper registration slots are open immediately and we encourage skippers to sign up as soon as they know they can commit to an event. Cruising crew slots open 6 weeks out from the event start date.</em></strong></font></span></font></p> <p>General Overview</p> <p>Experience one of the Chesapeake Bay's favorite fall traditions with an overnight cruise to the charming waterfront town of Rock Hall for its annual Fall Fest. We'll sail across the Bay to Maryland's Eastern Shore, spend the night in one of Rock Hall's welcoming marinas, and enjoy a day exploring a festival that celebrates the town's rich watermen's heritage with fresh oysters, local seafood, live music, and artisan vendors.</p> <p>For additional information about Fall Fest please refer to https://rockhallfallfest.org/program/ or https://www.facebook.com/rockhallfallfest/. Fall Fest is from 10am - 4pm, so with a four hour cruise to reach Rock Hall, please note we plan to leave the DSC docks early and promptly on Saturday morning.</p> <p>Skipper(s) will contact participants via Circle to communicate the actual dock-call time and cruising logistics.</p> <p>Crew sign-ups may be admitted from the waitlist if additional skippers register for the event and we’re able to add another boat.</p> <p>Weather cancellations will be announced by 10 PM on the day before the event.</p> <p>Event Start Time</p> <p>0700</p> <p>Event End Time</p> <p>1500 (+1)</p> <p>Estimated Shared Costs</p> <p>Slip fees: ~$140/boat -&gt; ~$35/person</p> <p>Boat fuel fund: Suggested contribution $10/person</p> <p>Optional - individual paid dinners from food vendors at Fall Fest</p> <p>Learning Objectives: Navigation (electronic and/or paper charts), checking tides and appropriately timing passage through shallow areas, docking and departing a busy marina</p> <p>Crew sign-ups may be admitted from the waitlist if additional skippers register for the event and we’re able to add another boat.</p> <p>Weather cancellations will be announced by 10 PM on the day before the event.</p> <h2 style="font-size: 18px;"><font><span>Waivers Required</span></font></h2> <p style="font-size: 18px;"><font><span>If you're new to the DSC or haven’t signed the DSC liability waiver yet, please <a href="https://www.signwell.com/new_doc/soYEyrltaeVwjDUq/" target="_blank">complete it online</a>. Skippers must also sign the <a href="https://www.signwell.com/new_doc/V9Zz48dZVuv8Jqss/">SKIPPER WAIVER</a>.</span></font></p> <h2 style="font-size: 18px;"><font><span>Have Questions?</span></font></h2> <p style="font-size: 18px;"><font><span>If you have any questions, please contact the DSC office at 410.727.0722 or <a href="mailto:info@downtownsailing.org">info@downtownsailing.org</a>. Weather cancellations will be announced by 8 PM on the day before the event.</span></font></p> <p style="font-size: 18px;"><br></p> https://downtownsailing.org/event-6755791 https://downtownsailing.org/event-6755791 Mon, 26 Oct 2026 22:00:00 GMT <h1>Cruising Full Hunter's Moon Sail</h1> <p style="line-height: 25px;"><font style="font-size: 15px;" color="#000000" face="Arial, sans-serif">Join us for a casual evening sail to catch the full moon out on the water.&nbsp;</font></p> <p style="line-height: 25px;"><font style="font-size: 15px;" color="#000000" face="Arial, sans-serif">The plan is to head out around sunset <em>(please check circle for a message from the skippers about a specific time to meet!)</em>, sail through dusk, and be on the water as the moon rises. Depending on conditions, we’ll keep things flexible—maybe a relaxed cruise, maybe a bit more hands-on sailing if people are interested. Everyone is welcome to participate as much or as little as they’d like, whether that’s helping out with the boat or just settling in and taking it all in.</font></p> <p style="line-height: 25px;"><font style="font-size: 15px;" color="#000000" face="Arial, sans-serif">Learning Objectives: practice night navigation, recognizing other vessels lights and using lighted markers, docking at night.<br></font></p> <p style="line-height: 25px;"><em><font style="font-size: 15px;" color="#000000" face="Arial, sans-serif">Skipper(s) will contact participants via Circle to communicate the actual dock-call time and cruising logistics.</font></em></p> <p style="line-height: 25px;"><em><font style="font-size: 15px;" color="#000000" face="Arial, sans-serif"><em style="color: rgb(51, 51, 51); font-family: Ubuntu, Arial, sans-serif; font-size: 18px;"><font style="font-size: 15px;" color="#000000" face="Arial, sans-serif">Crew sign-ups may be admitted from the waitlist if additional skippers register for the event and we’re able to add another boat.</font></em></font></em></p> <p style="line-height: 25px;"><em><font style="font-size: 15px;" color="#000000" face="Arial, sans-serif">Weather cancellations will be announced by 11 AM on the day of the event.</font></em></p> <p style="line-height: 25px;"><font style="font-size: 15px;" color="#000000" face="Arial, sans-serif">Event Start Time</font></p> <p style="line-height: 25px;"><font style="font-size: 15px;" color="#000000" face="Arial, sans-serif">1730-1800</font></p> <p style="line-height: 25px;"><font style="font-size: 15px;" color="#000000" face="Arial, sans-serif">Event End Time</font></p> <p style="line-height: 25px;"><font style="font-size: 15px;" color="#000000" face="Arial, sans-serif">2130</font></p> <p style="line-height: 25px;"><font style="font-size: 15px;" color="#000000" face="Arial, sans-serif">Shared Costs</font></p> <p style="line-height: 25px;"><font style="font-size: 15px;" color="#000000" face="Arial, sans-serif">No slip or dockage fees expected. Please consider a $5 contribution to the fuel fund!</font></p> <p><font style="font-size: 15px;" color="#000000" face="Arial, sans-serif"><br></font></p> <p style="line-height: 25px;"><em><font style="font-size: 15px;" color="#000000" face="Arial, sans-serif">Crew sign-ups may be admitted from the waitlist if additional skippers register for the event and we’re able to add another boat.</font></em></p> <p><strong>If any availability remains a week prior to the event, dayfleet skippers and crew are able and encouraged to register and check out all the Cruising program has to offer at the DSC!</strong></p> <h2><font><span>Waivers Required</span></font></h2> <p><font><span>If you're new to the DSC or haven’t signed the DSC liability waiver yet, please <a href="https://www.signwell.com/new_doc/soYEyrltaeVwjDUq/" target="_blank">complete it online</a>. Skippers must also sign the <a href="https://www.signwell.com/new_doc/V9Zz48dZVuv8Jqss/">SKIPPER WAIVER</a>.</span></font></p> <h2><font><span>Have Questions?</span></font></h2> <p><font><span>If you have any questions, please contact the DSC office at 410.727.0722 or <a href="mailto:info@downtownsailing.org">info@downtownsailing.org</a>. Weather cancellations will be announced by 11 AM on the day of the event.</span></font></p> <p><br></p> https://downtownsailing.org/event-6756005 https://downtownsailing.org/event-6756005