Upcoming events

Switch to Calendar View

• Advanced Coastal Cruising 4-Day Sail, ASA 106

  • Start
    11 Sep 2025
  •  
    10:00 AM
  • End
    14 Sep 2025
  •  
    5:00 PM
  • Location
    Dock F, Slip 2, Port Annapolis Marina, 7080 Bembe Beach Rd., Annapolis, MD 21403
  • Spaces left
    2
  • Registered
    4 registrants

  Register

   

  Coastal Cruising 4-Day Training Sail 

  Boat Name: Adventurer (48' schooner)
  

  Slip: Dock F, Slip 2, Port Annapolis, 7074 Bembe Beach Road, Annapolis, MD 21403

  Skipper: Duncan Hood

  Purpose/Training: A 4-day long trip on the Chesapeake Bay.  This is a training sail designed for people want to achieve ASA 106 and be able to safely act as skipper and crew of a sailing vessel about 30 to 50 feet in length in coastal and inland waters, in any conditions.  People who wish to receive the ASA certification must have completed the prerequisite courses and time on the water prior to starting this sail.  There is a significant amount of planning required of students for this event.  Experienced instructor, Duncan Hood, will teach this class on his 48' Schooner Adventurer. Adventurer is a 1984 fore & aft staysail schooner manufactured by Cherubini Yachts in Riverside New Jersey.

  Check back soon for sail plan. Join waitlist if sail sells out. 

  Preference will be given to crew who are obtaining their first ASA 106 certification.

  Certifications:
  ASA 106 certification awarded upon successful completion of this sail and a written test. Pursuance of either certification is not a requirement of participating on this sail.

  Prerequisites for ASA 106: ASA 101, 103, 104, and 105.
  

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

  End - Port Annapolis, MD

  POC: Bay Commodore at baycommodore@pentagonsailing.org

  A maximum of 2 FVSMs may be used for this sail. If you are using an FVSM(s), select the applicable registration type with FVSM(s) option. Check the FVSM spreadsheet to make sure you have FVSM(s) available before choosing either of these pricing options.  The course fee 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.

  Registration cost includes charter fees, ASA 106 exam and certification fee. PSC no longer receives a discount on ASA textbooks.  Purchase one directly online.

  
  

  Show details
• ASA 101/103 Combined #5 @ Phillips School - Contemporary Education & OTW JBAB

  • Start
    11 Sep 2025
  •  
  • End
    21 Sep 2025
  •  
  • Schedule
    6 sessions
  • Location
    Phillips School - Contemporary Education, Annandale, VA & On the Water JBAB
  • Spaces left
    0

  Join waitlist

  ASA 101/103 Combined #5 [September]

  Never sailed before, or has it been a while? This is the course that will get you started!

  Upon completing this combined course, you can skipper a sloop-rigged keelboat of approximately 20 to 30 feet in length by day in light to moderate winds (up to 20 knots) and sea conditions.  

  Full Details

  Classroom: Phillips School - Contemporary Education, Activity Room, 7010 Braddock Rd., Annandale, VA  22003

  • 101 Classroom Sept. 11 (6:00 PM to 8:30 PM)
  • 103 Classroom Sept. 18 (6:00 PM to 8:30 PM)

  On-the-Water Location: Capital Cove Marina @ Joint Base Anacostia-Bolling
  

  • 101 OTW - Sept. 13 & 14 (8:30 AM to 4:30 PM)
  • 103 OTW - Sept. 20 & 21 (8:30 AM to 4:30 PM

  PSC Members may use up to 2 FVSMs for this class. FVSMs are worth $25.00 each for this class. Please check the FVSM spreadsheet to ensure you have FVSM(s) available before choosing either of these pricing options.

  If you have questions - please get in touch with the Training Commodore at trainingcommodore@pentagonsailing.org.

  P.S. You must be a Pentagon Sailing Member to register for this course. If you are not a member, please head over to https://www.pentagonsailing.org/newmember to start your membership.

  Show details
• ASA-104 Bareboat Cruising Certification

  • Start
    12 Sep 2025
  •  
    9:00 AM
  • End
    14 Sep 2025
  •  
    5:00 PM
  • Location
    Herrington Harbour North Marina 389 Deale Rd, Tracys Landing, MD 20779
  • Spaces left
    0

  Join waitlist

  ASA 104 Bareboat Cruising Certification (a 3-day, 2-night sail)

  Boat:
  36' Catalina The 7 OCs

  Skipper:
  John O'Connor

  This a unique opportunity to gain real sailing experience while earning ASA's 104 Bareboat Cruising certification. Experienced instructor, John O'Connor, will teach this class on his 36' Catalina 1985 MK1 sloop The 7 OCs.  John has offered to host club members on his boat during this sail and provide ASA 104 training. This three-day, two-night trip will give you enough experience to demonstrate confidently all the required skills and knowledge covered by the ASA 104 course so that you can charter a boat. There are preparation requirements in advance of this sail including reading the ASA textbook, chart work and provisioning planning.

  Your fee covers ASA certification. Students should purchase the textbook on their own. A chart and chart plotting gear is also needed (see Notes below). Food and drinks on board are the crew's responsibility.  There is $50 refundable fee for those who complete the sail and in accordance with PSC’s Bay Cancellation Policy.

  Additional information on ASA 104:
  ASA 104, Bareboat Cruising Certification

  Prerequisites:
  ASA requires 101 and 103 certifications before taking the course and recommends a minimum of 80 on-the-water sailing hours.

  Locations:
  Start - Herrington Harbour North Marina 389 Deale Rd, Tracys Landing, MD 20779

  End - Herrington Harbour North Marina 389 Deale Rd, Tracys Landing, MD 20779

  Notes:
  The costs for students are: ASA 104 textbook, Bareboat Cruising Made Easy; chart of the greater Annapolis boating area; chart plotting gear; and, ASA exam/certification fee. You will also share the cost of food prepared on board and will pay for your dinner at a restaurant ashore one evening. 

  Questions:
  Email Bay Commodore

  PARTICIPANTS ARE ENCOURAGED TO JOIN THE BAY SKIPPER PROGRAM

  
  

  Show details
• ASA 204 - IQC Instructor Training for Bareboat Cruising

  • Start
    19 Sep 2025
  •  
    9:00 AM
  • End
    21 Sep 2025
  •  
    5:00 PM
  • Location
    Port Annapolis, Dock F, Slip 2, 7074 Bembe Beach Rd, Annapolis, MD 21403
  • Spaces left
    5

  Register

  ASA 204 - IQC Instructor Training for Bareboat Cruising

  Boat:
  48' Schooner Adventurer

  Skipper:
  Duncan Hood

  This a unique opportunity to gain real sailing experience while earning ASA's 204 Bareboat Cruising certification. Experienced instructor, Duncan Hood, will teach this class on his 48' Schooner Adventurer. Adventurer is a 1984 fore & aft staysail schooner manufactured by Cherubini Yachts in Riverside New Jersey. Duncan has offered to host club members on his boat during this sail and provide ASA 204 training. This two-day, one-night trip will give you more than enough experience to demonstrate confidently all the required skills and knowledge covered by the ASA 204 course so that you can charter a boat.

  Your fee covers ASA exam and certification. Food and drinks on board are the crew's responsibility. 

  Additional information on ASA 104:
  ASA 104, Bareboat Cruising Certification

  Prerequisites:
  ASA requires 104 certification before taking the course and recommends a minimum of 80 on-the-water sailing hours.

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

  End - Port Annapolis, MD

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

  Notes:
  A maximum of 1 FVSM may be used for this sail. If you use an FVSM, select the applicable ASA 204 with the FVSM payment option. Please check the FVSM spreadsheet to ensure you have FVSM(s) available before choosing this pricing option. The course fee 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

  PARTICIPANTS ARE ENCOURAGED TO JOIN THE BAY SKIPPER PROGRAM

  
  

  Show details
• ASA 101/103 Combined #6 @ Phillips School - Contemporary Education & OTW JBAB

  • Start
    09 Oct 2025
  •  
  • End
    19 Oct 2025
  •  
  • Schedule
    6 sessions
  • Location
    Phillips School - Contemporary Education, Annandale, VA & On the Water JBAB
  • Spaces left
    5

  Register

  ASA 101/103 Combined #6 [October]

  Never sailed before, or has it been a while? This is the course that will get you started!

  Upon completing this combined course, you can skipper a sloop-rigged keelboat of approximately 20 to 30 feet in length by day in light to moderate winds (up to 20 knots) and sea conditions.  

  Full Details

  Classroom: Phillips School - Contemporary Education, Activity Room, 7010 Braddock Rd., Annandale, VA  22003

  • 101 Classroom Oct. 9 (6:00 PM to 8:30 PM)
  • 103 Classroom Oct. 16 (6:00 PM to 8:30 PM)

  On-the-Water Location: Capital Cove Marina @ Joint Base Anacostia-Bolling
  

  • 101 OTW - Oct. 11 & 12 (8:30 AM to 4:30 PM)
  • 103 OTW - Oct. 18 & 19 (8:30 AM to 4:30 PM

  PSC Members may use up to 2 FVSMs for this class. FVSMs are worth $25.00 each for this class. Please check the FVSM spreadsheet to ensure you have FVSM(s) available before choosing either of these pricing options.

  If you have questions - please get in touch with the Training Commodore at trainingcommodore@pentagonsailing.org.

  P.S. You must be a Pentagon Sailing Member to register for this course. If you are not a member, please head over to https://www.pentagonsailing.org/newmember to start your membership.

  Show details