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  1. Fall Cruise 2023, Part I

    ... GCBSR Parade of Sail The start of the Great Chesapeake Bay Schooner Race GCBSR - Light wind prevails As ...

    Suzanne Fryberger - 12/18/2023 - 05:23

  2. Mount Gay Rum Red Cap of the Week for Sailors 2025

    ... Frist took this shot of the winning Bennu crew after the Great Chesapeake Bay Schooner Race 2025 ...

    Molly Winans - 10/27/2025 - 10:37

  3. The 35th Anniversary of Pride of Baltimore II

    ... II program coordinator, reports, “It was truly a great season, I can’t think of a better way for the ship to spend her 35th ... Governor’s Cup Yacht Race in August and the Great Chesapeake Bay Schooner Race in October.   The organization continued ...

    Beth - 01/02/2024 - 14:46

  4. 100 Days on the Water: SpinSheet Century Club Class of 2017

    ... Proving Grounds in 2009, just so I could go sailing on the Chesapeake. A week after moving here, I found a boat to crew on, and the rest ... all of the days that lead up to that moment. All of those great things like working out a new way to launch the spinnaker and a terrific ...

    Beth - 01/09/2018 - 11:13

  5. Visit Chestertown, Maryland

    ... a bustling city. Situated 26 miles upriver from the Bay, Chestertown was an important stopping point along land and sea routes ... Friday evening, May 26, with a free street party, lots of great entertainment, and food trucks serving up delicious food and cold drinks. ... For more articles about cruising destinations on the Chesapeake Bay, click here! ...

    Kaylie - 08/19/2022 - 10:58

  6. What a Season for Pride II!

    ... in Baltimore, and participating in the Tall Ships Challenge: Great Lakes. During that tour, Pride II sailed on all five Great Lakes ... Marylanders. Following a line honors finish in the Great Chesapeake Bay Schooner Race, Pride II continued to Cambridge, MD, for the ...

    Beth - 12/01/2025 - 14:54

  7. 2025 Oct +14, +2 (78/24)

    ... Inaugural PSA Race up the Bay, Party in the Port, The Great Chesapeake Bay Schooner Race, Weekend raft up for Oysterfestival in St. ...

    Julianne Fettus - 11/19/2025 - 17:27

  8. 20 Years of SpinSheet Covers

    ... we've been through---from Volvo Ocean Race stopovers to Great Chesapeake Bay Schooner Races to every Bay event in between! We did not ...

    Molly Winans - 08/25/2016 - 07:53

  9. October 2023 +11 Days (107 for me, Ballast up to 45)

    ... Busy Month!  Day 100 was the start of the Great Chesapeake Bay Schooner Race, additional days getting Bennu up to Baltimore ...

    Julianne D Fettus - 12/15/2023 - 14:26

  10. Start Sailing Now: Congratulations SSN Sailors Who Logged 100 Days

    ... Since then he’s found that volunteering on sailboats is a great way to gain time on the water. “I try to sail a couple of times a week, ... Mark! Team SpinSheet is looking to profile more Chesapeake Bay sailors who took up the sport as adults . Please send us ...

    Beth - 03/03/2020 - 22:26

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