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Bay Commodore

Chesapeake Bay Sailing

The PSC offers members the opportunity to sail on the Chesapeake Bay with access to ASA training and social sails. We charter our boats with Sail Solomons in Solomons Island Maryland.

All Bay events will be listed on this page with new events posted as the season progresses. If you have any questions, please reach out to the Bay Commodore.

We look forward to seeing you on the Bay!

Bay Sail Schedule

  • Bay 2-Day Sail #5 (no night sailing)

    • 03 Oct 2026
    • 9:00 AM
    • 04 Oct 2026
    • 4:00 PM
    • Sail Solomons Spring Cove Marina 455 Lore Road Solomons MD 20688
    • 0
    Join waitlist

    Bay 2-Day Sail

    Location: Sail Solomons Spring Cove Marina 455 Lore Road Solomons MD 20688

    Overnight 2-Day sail from Sail Solomons on the Chesapeake Bay.  Sail first day, dock or anchor out at night (TBD), then sail second day and return to port.  A social sail for those who just want to spend time on the water but can also be used for qualifications for those in the PSC Bay Skipper Program.

    Boat: Moxie, Jeanneau 39i

    Skipper:  Bill Diehl

    POC: Bay Commodore at baycommodore@pentagonsailing.org

    Please consider joining the Bay Skipper Program

    Show details

  • Bay Catamaran 2-Day with Sailing at Night

    • 17 Oct 2026
    • 10:00 AM
    • 18 Oct 2026
    • 4:00 PM
    • Sail Solomons Spring Cove Marina 455 Lore Road Solomons MD 20688
    • 4
    Register

    Bay Catamaran 2-Day Sail with Sailing at Night

    Location: Sail Solomons Spring Cove Marina 455 Lore Road Solomons MD 20688

    This event is a 2-Day with sailing at night on a catamaran from Sail Solomons on the Chesapeake Bay.  Sail first day, dock or anchor out at night (TBD), then sail second day and return to port.  There are three cabins and you will share one with another crew. This is a social sail for gain experience sailing on the Bay during the day and night while enjoying time together.

    Boat: Second Sight, Seawind 1260 Catamaran

    Skippers:  Jonah Brewer

    POC: Bay Commodore at baycommodore@pentagonsailing.org

    Show details

  • Bay 2-Day Sail #6 (no night sailing)

    • 24 Oct 2026
    • 9:00 AM
    • 25 Oct 2026
    • 4:00 PM
    • Sail Solomons Spring Cove Marina 455 Lore Road Solomons MD 20688
    • 0
    Join waitlist

    Bay 2-Day Sail

    Location: Sail Solomons Spring Cove Marina 455 Lore Road Solomons MD 20688

    Overnight 2-Day sail from Sail Solomons on the Chesapeake Bay.  Sail first day, dock or anchor out at night (TBD), then sail second day and return to port.  A social sail for those who just want to spend time on the water and gain more sailing experience on the Bay.

    Boat: Serenity, Jeanneau Sun Odyssey 379

    Skipper:  Marco Ovando

    POC: Bay Commodore at baycommodore@pentagonsailing.org

    Show details

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