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| Time | | | | Event | | |
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| 12:00 AM | | | | | Battle of the Bay - Junior Regatta 2 Day Junior Regatta.. https://www.regattaman.com/new_event_page.php?race_id=1031&yr=2023&cancel_dest=calendar.php | | |
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| 4:30 PM | | | | | Wednesday Night Races 1630 First warning at 16:30 in the inner harbor. The Wednesday racing series provides racers a series of short course, non-spinnaker racing in the inner Boothbay harbor with 3-minute dinghy starts. Club racing - open to all - for both PHRF fleets and one design classes (Boothbay Harbor One Design (BHOD), J-22s, and Club 420s). | | |
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