Pentagon Sailing Club upcoming events

ASA 101/103 Combined Beginner Sailing Course #2 (21 May 2026)

Thu, 21 May 2026 22:00:00 GMT

ASA 101/103 Combined Beginner Sailing Course #2 [May]

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 at https://pentagonsailing.org/Beginner-Sailing-Course.

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

101 Classroom May 21 (6:00 PM to 8:30 PM)
103 Classroom May 28 (6:00 PM to 8:30 PM)

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

101 OTW - May 23 & 24 (8:30 AM to 4:30 PM)
103 OTW - May 30 & 31 (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. Additionally, students must obtain an American Sailing ID (ASID), ASA textbooks, and ASA International Log Book prior to earning ASA certifications. Please see https://americansailing.com/learn-to-sail/certifications/ for details.

ASA 104/204 - Bareboat Cruising/Instructor Training (05 Jun 2026)

Fri, 05 Jun 2026 13:00:00 GMT

ASA 104 Bareboat Cruising or 204 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 104 Bareboat Cruising certification or ASA 204 Instructor Qualification. 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 or 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 104/204 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:
For 204 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 104/204 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

ASA 114 Cruising Catamaran (13 Jun 2026)

Sat, 13 Jun 2026 13:00:00 GMT

Bay Training Sail

Boat Name: SV Second Site, 2023 Seawind 1260 Catamaran.

Skipper: Joanne and John Spahn

Training/Purpose: The ASA 114 certifies a candidate for Cruising Catamaran.

ASA 114 is an advanced sailing certification for individuals who want to skipper or crew a 30–50 foot cruising multihull (catamaran) in coastal waters. It builds on prior ASA standards (typically 101, 103, and 104) and focuses on the unique handling, safety, and performance characteristics of multihulls. You’ll practice essential sailing maneuvers under both sail and power, including handling twin engines, navigating tight spaces, and performing man-overboard recoveries.

Learn more about ASA 114 and order your text book through the ASA Website.

Prerequisites ASA 101, 103, 104.

POC: Bay Commodore

ASA 101/103 Combined Beginner Sailing Course #3 (18 Jun 2026)

Thu, 18 Jun 2026 22:00:00 GMT

ASA 101/103 Combined Beginner Sailing Course #3 [June]

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

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

101 Classroom June 18 (6:00 PM to 8:30 PM)
103 Classroom June 25 (6:00 PM to 8:30 PM)

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

101 OTW - June 20 & 21 (8:30 AM to 4:30 PM)
103 OTW - June 27 & 28 (8:30 AM to 4:30 PM)

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

ASA 106/206 - Offshore Cruising/Instructor Training (27 Jun 2026)

Sat, 27 Jun 2026 13:00:00 GMT

ASA 106 Offshore Cruising or 206 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 106 Offshore Cruising certification or ASA 206 Instructor Qualification. 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 106 or 206 training. 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 106/206 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 106:ASA 106, Offshore Cruising Certification

Prerequisites:
For 206 ASA requires 106 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 106/206 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

ASA 104 - Bareboat Cruising Training (10 Jul 2026)

Fri, 10 Jul 2026 13:00:00 GMT

ASA 104 Bareboat Cruising Training

Boat: Moxie. 2007 Jeanneau 39i

Skipper: Bill Diehl

This an opportunity to gain real sailing experience on the Bay while earning ASA's 104 Bareboat Cruising certification. This two-day, one-night trip will give you 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 exam and certification. Food and drinks on board are the crew's responsibility.

For additional information and to purchase your textbook go to the ASA 104 website: ASA 104 Bareboat Cruising Certification

Prerequisites: ASA 101 and ASA 103

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

Itinerary:
Sail from Sail Solomons 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 104 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

ASA 104 - Bareboat Cruising Training (16 Aug 2026)

Sun, 16 Aug 2026 13:00:00 GMT

ASA 104 Bareboat Cruising Training

Boat: Moxie. 2007 Jeanneau 39i

Skipper: Matt Tobias

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

For additional information and to purchase your textbook go to the ASA 104 website: ASA 104 Bareboat Cruising Certification

Prerequisites: ASA 101 and ASA 103

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

Itinerary:
Sail from Sail Solomons and return to the same location.

Questions:
Email Bay Commodore

ASA 101/103 Combined Beginner Sailing Course #4 (10 Sep 2026)

Thu, 10 Sep 2026 22:00:00 GMT

ASA 101/103 Combined Beginner Sailing Course #4 [September]

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

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

101 Classroom Sep. 10 (6:00 PM to 8:30 PM)
103 Classroom Sep. 17 (6:00 PM to 8:30 PM)

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

101 OTW - Sep. 12 & 13 (8:30 AM to 4:30 PM)
103 OTW - Sep. 19 & 20 (8:30 AM to 4:30 PM)

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

ASA 101/103 Combined Beginner Sailing Course #5 (01 Oct 2026)

Thu, 01 Oct 2026 22:00:00 GMT

ASA 101/103 Combined Beginner Sailing Course #5 [October]

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

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

101 Classroom Oct. 1 (6:00 PM to 8:30 PM)
103 Classroom Oct. 15 (6:00 PM to 8:30 PM)

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

101 OTW - Oct. 3 & 4 (8:30 AM to 4:30 PM)
103 OTW - Oct. 17 & 18 (8:30 AM to 4:30 PM)

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