Bay Sail Schedule

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• Bay Social Sail on Schooner Adventurer

  • Start
    26 Sep 2026
  •  
    9:00 AM
  • End
    27 Sep 2026
  •  
    5:00 PM
  • Location
    Port Annapolis, Dock F, Slip 2, 7074 Bembe Beach Rd, Annapolis, MD 21403
  • Spaces left
    0

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  Bay Social Sail with Duncan Hood

  Boat: 48' Schooner Adventurer

  Skipper: Duncan Hood

  This is a unique opportunity to join other PSC members on an incredible schooner sailing experience on the Chesapeake Bay. Adventurer is a 1984 fore & aft staysail schooner manufactured by Cherubini Yachts in Riverside New Jersey. This two-day, one-night trip will be a great time for all and provide members the experience to crew this unique sailing vessel.

  Your registration fee is for the boat charter. Food and drinks on board will be coordinated and purchased by the crew.

  Locations:
  Start - Dock F, Slip 2 Port Annapolis, MD

  Overnight: Anchor or Dock (location tbd)

  End - Port Annapolis, MD

  Itinerary: 
  Sail from Port Annapolis and return to the same location.

  Notes:
  The sail will not be refunded if cancellation occurs within 30 days of the start date of the sail, unless the participant finds a replacement. The club will assist with this, but will not be responsible for finding a replacement.

  Questions:
  Email Bay Commodore

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

  • Start
    03 Oct 2026
  •  
    9:00 AM
  • End
    04 Oct 2026
  •  
    4:00 PM
  • Location
    Sail Solomons Spring Cove Marina 455 Lore Road Solomons MD 20688
  • Spaces left
    0

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  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

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• Bay Catamaran 2-Day with Sailing at Night

  • Start
    17 Oct 2026
  •  
    10:00 AM
  • End
    18 Oct 2026
  •  
    4:00 PM
  • Location
    Sail Solomons Spring Cove Marina 455 Lore Road Solomons MD 20688
  • Spaces left
    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

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

  • Start
    24 Oct 2026
  •  
    9:00 AM
  • End
    25 Oct 2026
  •  
    4:00 PM
  • Location
    Sail Solomons Spring Cove Marina 455 Lore Road Solomons MD 20688
  • Spaces left
    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

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