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Bay Commodore

Chesapeake Bay Sailing

The 2024 Bay Season starts on 4/27. If you are not receiving invitations, please reach out to the Bay Commodore directly.

Bay Sailing opportunities: Most Fridays, Saturdays and Sundays. Check the bay schedule below. It will be updated throughout the season.

Raft-Ups: Set for Memorial Day, 2024, from Friday, May 25th to Monday, May 27th. We will post it with the other events as soon as the registration opens.

If you have additional questions, please check our FAQ. If you need more information, please email me.

Bay Sail Schedule

  • ASA-104 Bareboat Cruising Certification

    • 04 Aug 2024
    • 8:30 AM
    • 07 Aug 2024
    • 5:00 PM
    • Capital Yacht Club in DC
    • 0
    Join waitlist

    ASA 104 Bareboat Cruising Certification (a 4-day, 3-night sail)

    Boat:
    Beneteau 393, Blown Away

    Skipper:
    Mike Moreau

    This a unique opportunity to gain real sailing experience while earning ASA's 104 Bareboat Cruising certification. Club member Mike Moreau and his wife have reserved a slip in Rock Hall for the Pirates and Wenches Festival, 8 - 12 August. They are looking for crew to move their Beneteau 393, Blown Away, from their slip at the Capital Yacht Club in DC to Annapolis from 4 -7 August, and are willing to do it as an ASA 104 opportunity. This four-day, three-night trip will give you more than enough experience to demonstrate confidently all the required skills and knowledge covered by the ASA 104 course so that you can charter a boat.

    The boat will have two available cabins and can accommodate two students/couples each direction. The owners will drop off and pick up the candidates in Annapolis.

    Crew will be planning menus and preparing those meals; breakfast, lunch, and dinner.

    Your fee covers ASA certification and textbook. Food, drinks on board and ground transportation are the crew's responsibility.  

    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.  Experienced crew  who have actively pursued developing their sailing skills post 101/103 are desirable.  You are expected to be proficient in ASA 101/103.

    Locations:
    Start - Capital Yacht Club in DC

    End - Annapolis

    Notes:
    A maximum of 1 FVSM may be used for this sail. If you use an FVSM, select the applicable ASA 104 with the FVSM payment option. Please check the FVSM spreadsheet to ensure you have FVSM(s) available before choosing this pricing option.

    Questions:
    Email Bay Commodore

    PARTICIPANTS ARE ENCOURAGED TO JOIN THE BAY SKIPPER PROGRAM


    Show details

  • ASA-104 Bareboat Cruising Certification

    • 13 Aug 2024
    • 8:30 AM
    • 16 Aug 2024
    • 5:00 PM
    • Annapolis, MD
    • 0
    Join waitlist

    ASA 104 Bareboat Cruising Certification (a 4-day, 3-night sail)

    Boat:
    Beneteau 393, Blown Away

    Skipper:
    Mike Moreau

    This a unique opportunity to gain real sailing experience while earning ASA's 104 Bareboat Cruising certification. Club member Mike Moreau and his wife have reserved a slip in Rock Hall for the Pirates and Wenches Festival, 8 - 12 August. They are looking for crew to move their Beneteau 393, Blown Away, from Annapolis to their slip at the Capital Yacht Club in DC  from 13 -16 August, and are willing to do it as an ASA 104 opportunity. This four-day, three-night trip will give you more than enough experience to demonstrate confidently all the required skills and knowledge covered by the ASA 104 course so that you can charter a boat.

    The boat will have two available cabins and can accommodate two students/couples each direction. The owners will drop off and pick up the candidates in Annapolis.

    Crew will be planning menus and preparing those meals; breakfast, lunch, and dinner.

    Your fee covers ASA certification and textbook. Food, drinks on board and ground transportation are the crew's responsibility.  

    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.  Experienced crew  who have actively pursued developing their sailing skills post 101/103 are desirable.  You are expected to be proficient in ASA 101/103.

    Locations:
    Start - Annapolis 

    End - Capital Yacht Club in DC

    Notes:
    A maximum of 1 FVSM may be used for this sail. If you use an FVSM, select the applicable ASA 104 with the FVSM payment option. Please check the FVSM spreadsheet to ensure you have FVSM(s) available before choosing this pricing option.

    Questions:
    Email Bay Commodore

    PARTICIPANTS ARE ENCOURAGED TO JOIN THE BAY SKIPPER PROGRAM


    Show details

  • 2024 PSC Labor Day Raft-Up: Club-Chartered Catamaran Registration

    • 31 Aug 2024
    • 9:00 AM
    • 02 Sep 2024
    • 5:00 PM
    • Waypoints Annapolis, 222 Severn Avenue, Bldg. 15 MD 21403 Annapolis, Maryland
    • 0
    Join waitlist


    Theme: Give My Regards to Broadway - Broadway Musicals

    Charter Boat Information 2024 PSC Labor Day Raft-Up

    • The Club has Chartered a 47' Catamaran
    • Location Charter Boat: Waypoints Annapolis, 222 Severn Ave, Annapolis, MD 21403 Google maps
    • Parking space may be limited. Try to carpool.

    CHARTER BOAT REGISTRATION

    • 2024 PSC Labor Day Raft-Up: Club-Chartered Boat (3-Day Bay Sail) – shared cabin, OR salon

    Registration price only covers charter costs. Additional costs such as food, pump-out, fuel, and slip fees will be shared by the crew.

    The charter boat is a catamaran with three 2-person cabins and three singles in salon (sleeping nine). You can check it out here.

    Boat: 47' Catamaran Fountaine Pajot Saona 47 Maestro - 3 + 1 cab. - Dark Star - 2019

    Skipper:  Ross Rosiak email communicationscommodore@pentagonsailing.org  

    This is a multi-day social sail. We depart the marina on Saturday and meet other boats on a quiet location a short distance off the bay, raft-up, and spend the day on the water. The sail is a great time to practice any skills you may need for a certification, or just to make sure you keep them sharp. If all you want is relax, there will be multiple fore-decks where you can do so.  

    RAFT UP DETAILS

    Theme: Give My Regards to Broadway - Broadway Musicals

    Location: North of St. Helena Island, Little Round Bay, Severn River

    See the Upcoming Raft Ups  page for additional details on raft up festivities and to sign up for the dinner at Pirates Cove on Sunday.

    We look forward to seeing you. Please pass the information about the Raft Up to anyone who wants to attend and let me know if you have any questions.

    Regards,

    John O ldrucoordinator@pentagonsailing.org 

    LDRU24 Coordinator


    POC: Bay Commodore Sumeet C.

    PARTICIPANTS ARE ENCOURAGED TO JOIN THE BAY SKIPPER PROGRAM


    Show details

  • Advanced Coastal Cruising 4-Day Sail, ASA 106

    • 06 Sep 2024
    • 10:00 AM
    • 09 Sep 2024
    • 5:00 PM
    • Dock F, Slip 2, Port Annapolis Marina, 7080 Bembe Beach Rd., Annapolis, MD 21403
    • 0
    • 3 registrants
    Join waitlist

     

    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.

    Registration cost includes charter fees, ASA 106 exam and certification fee.
    Show details

  • Bay Night Sail #5

    • 06 Sep 2024
    • 6:00 PM
    • 07 Sep 2024
    • 7:00 AM
    • Herrington Harbour North (HHN) 389 Deale Road, Tracey’s Landing, MD 20779, Dock R9
    • 0
    Join waitlist

    Bay Night Sail #5

    • Location

    Herrington Harbour North (HHN) 389 Deale Road, Tracey’s Landing, MD 20779, Dock R9

    • Spaces left

    4

    REGISTRATION

    • Bay Night Sail – No cost

    Bay Night Sail

    Boat Name: Family Knot, Gemini 105MC 35’ Catamaran

    Skipper: David Kunselman

    Purpose/Training: This night sail on a member-owned sailboat is being offered to PSC members trying to gain night sailing experience required for the PSC Bay Skipper program.  We will get underway before sunset, sail all night, and return to slip after sunrise.  Training objectives include night navigation including interpretation of aids to navigation (ATONS). There is no charge for this training, but participants are asked to contribute for fuel expenses and to bring your own food and beverages.  Prerequisites: Completion of ASA 101 and 103. 

    POC: Bay Commodore at baycommodore@pentagonsailing.org

    Please consider joining the Bay Skipper Program

    Show details

  • ASA 204 - IQC Instructor Training for Bareboat Cruising

    • 13 Sep 2024
    • 9:00 AM
    • 15 Sep 2024
    • 5:00 PM
    • Port Annapolis, Dock F, Slip 2, 7074 Bembe Beach Rd, Annapolis, MD 21403
    • 0
    Join waitlist

    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.

    Questions:
    Email Bay Commodore

    PARTICIPANTS ARE ENCOURAGED TO JOIN THE BAY SKIPPER PROGRAM


    Show details

  • ASA-104 Bareboat Cruising Certification

    • 27 Sep 2024
    • 9:00 AM
    • 29 Sep 2024
    • 5:00 PM
    • Port Annapolis, Dock F, Slip 2, 7074 Bembe Beach Rd, Annapolis, MD 21403
    • 0
    Join waitlist

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

    Boat:
    48' Schooner Adventurer

    Skipper:
    Duncan Hood

    This a unique opportunity to gain real sailing experience while earning ASA's 104 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 104 training. This three-day, two-night trip will give you more than enough experience to demonstrate confidently all the required skills and knowledge covered by the ASA 104 course so that you can charter a boat.

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

    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 - Dock F, Slip 2 Port Annapolis, MD

    End - Port Annapolis, MD

    Itinerary: 
    Sail from Port Annapolis and return the next day.

    Notes:
    A maximum of 1 FVSM may be used for this sail. If you use an FVSM, select the applicable ASA 104 with the FVSM payment option. Please check the FVSM spreadsheet to ensure you have FVSM(s) available before choosing this pricing option.

    Questions:
    Email Bay Commodore

    PARTICIPANTS ARE ENCOURAGED TO JOIN THE BAY SKIPPER PROGRAM


    Show details

  • ASA 118/218 Docking Instructor

    • 12 Oct 2024
    • 9:00 AM - 5:00 PM
    • Port Annapolis Marina, 7080 Bembe Beach Rd, Annapolis, MD 21403
    • 1
    Register

    ASA 118/218 Docking Instructor 

    Boat Name: Sun Odyssey 389 - 39 North

    Skipper: Duncan Hood

    Purpose/Training: Certify instructors for teaching/evaluating ASA 118 Close Quarter Maneuvering (CQM) and offering ASA 118 for those who do not wish to complete ASA 218. This course is designed to teach basic docking skills for boats with single inboard or outboard engines. It covers the basic theory and hands-on techniques needed to dock and undock boats in an efficient manner and without damage or injury.

    If there are spaces left, members may participate in this sail as a Close Quarter Maneuvering (CQM) sail to fulfill training requirements for the PSC Bay Skipper. Priority will be given to ASA 218 candidates.

    Prerequisites for ASA 218: ASA 201 and 203, three years of sailing experience.

    Certification:

    ASA - Successful completion of the course and the written exam satisfies all requirements for both -218 and -118 (for those who do not have -118, already).

    POC: Bay Commodore

    Show details

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