Annapolis Naval Sailing Association upcoming events

Day Sail (Friday, July 24, 2026)

Fri, 24 Jul 2026 14:00:00 GMT

Day Sail on Martha Jean, an O'Day 30, out of the West River.

The start time for this sail may be adjusted based on the Sail Plan for the day.

Skipper: Scott Johnson

Bring a drink, lunch, and snacks and dress for the weather! Foul Weather Gear is advised, it could rain anytime. Sailing gloves, sunscreen, sunglasses, hats, clips for hats and glasses, PFD if you have one, and closed-toe shoes.

The fee for a day sail is $50. If you are a student this season and have not used your free sail, or have a gift certificate, select the volunteer/gift certificate option.

ASA 118 Docking (Saturday, July 25, 2026)

Sat, 25 Jul 2026 13:00:00 GMT

Close Quarters Maneuvering (Docking)

Learn to dock a wheel helm 30' vessel with prop wash and prop walk (no bowthruster) in a variety of conditions and locations.

This is a two day class. Class fee is $315.

You should have the equivalent training and experience of ASA 103, Basic Coastal Cruising, as a prerequisite. Additional class details and requirements HERE.

Please purchase the textbook for this class in advance and read the book to get the most out of the class time.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

Day Sail (Saturday, July 25, 2026)

Sat, 25 Jul 2026 14:00:00 GMT

Day Sail on Martha Jean, an O'Day 30, out of the West River.

The start time for this sail may be adjusted based on the Sail Plan for the day.

Skipper: Scott Johnson

The fee for a day sail is $50. If you are a student this season and have not used your free sail, or have a gift certificate, select the volunteer/gift certificate option.

ASA 118 Docking (Sunday, July 26, 2026)

Sun, 26 Jul 2026 13:00:00 GMT

Close Quarters Maneuvering (Docking)

Learn to dock a wheel helm 30' vessel with prop wash and prop walk (no bowthruster) in a variety of conditions and locations.

This is a two day class. Class fee is $315.

You should have the equivalent training and experience of ASA 103, Basic Coastal Cruising, as a prerequisite. Additional class details and requirements HERE.

Please purchase the textbook for this class in advance and read the book to get the most out of the class time.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

Day Sail (Sunday, July 26, 2026)

Sun, 26 Jul 2026 14:00:00 GMT

Sail with the ANSA fleet: Bay Flyer, Martha Jean, Allora!

Come out for a day sail and enjoy the beautiful Chesapeake Bay!

With Skipper Matt Gelfand.

The fee for a day sail is $60. If you are a student this season and have not used your free club sail, or have a gift certificate, select the volunteer/gift certificate option when you register.

ASA 101 Basic Keelboat (Friday, July 31, 2026)

Fri, 31 Jul 2026 14:00:00 GMT

Keelboat 1 - Basic Keelboat Sailing

ASA 101 is an introductory sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

Class Fee: $495

Veteran/Active Duty: $445

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

Day Sail (Friday, July 31, 2026)

Fri, 31 Jul 2026 14:00:00 GMT

Day Sail on Martha Jean, an O'Day 30, out of the West River.

The start time for this sail may be adjusted based on the Sail Plan for the day.

Skipper: Scott Johnson

The fee for a day sail is $50. If you are a student this season and have not used your free sail, or have a gift certificate, select the volunteer/gift certificate option.

ASA 101 Basic Keelboat (Saturday, August 01, 2026)

Sat, 01 Aug 2026 13:00:00 GMT

Keelboat 1 - Basic Keelboat Sailing

ASA 101 is an introductory sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

Class Fee: $495

Veteran/Active Duty: $445

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 101 Basic Keelboat (Sunday, August 02, 2026)

Sun, 02 Aug 2026 13:00:00 GMT

Keelboat 1 - Basic Keelboat Sailing

ASA 101 is an introductory sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

Class Fee: $495

Veteran/Active Duty: $445

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 103 Coastal Cruising (Friday, August 07, 2026)

Fri, 07 Aug 2026 14:00:00 GMT

Basic Coastal Cruising

ASA 103 is an intermediate sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

ASA 101 is a prerequisite as well as at least 24 hours additional sailing time.

Class Fee: $475

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

Day Sail (Friday, August 07, 2026)

Fri, 07 Aug 2026 14:00:00 GMT

Day Sail on Martha Jean, an O'Day 30, out of the West River.

The start time for this sail may be adjusted based on the Sail Plan for the day.

Skipper: Scott Johnson

The fee for a day sail is $50. If you are a student this season and have not used your free sail, or have a gift certificate, select the volunteer/gift certificate option.

ASA 103 Coastal Cruising (Saturday, August 08, 2026)

Sat, 08 Aug 2026 13:00:00 GMT

Basic Coastal Cruising

ASA 103 is an intermediate sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

ASA 101 is a prerequisite as well as at least 24 hours additional sailing time.

Class Fee: $475

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 103 Coastal Cruising (Sunday, August 09, 2026)

Sun, 09 Aug 2026 13:00:00 GMT

Basic Coastal Cruising

ASA 103 is an intermediate sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

ASA 101 is a prerequisite as well as at least 24 hours additional sailing time.

Class Fee: $475

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 101 Basic Keelboat (Friday, August 14, 2026)

Fri, 14 Aug 2026 14:00:00 GMT

Keelboat 1 - Basic Keelboat Sailing

ASA 101 is an introductory sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

Class Fee: $495

Veteran/Active Duty: $445

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 103 Coastal Cruising (Friday, August 14, 2026)

Fri, 14 Aug 2026 14:00:00 GMT

Basic Coastal Cruising

ASA 103 is an intermediate sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

ASA 101 is a prerequisite as well as at least 24 hours additional sailing time.

Class Fee: $475

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 101 Basic Keelboat (Saturday, August 15, 2026)

Sat, 15 Aug 2026 13:00:00 GMT

Keelboat 1 - Basic Keelboat Sailing

ASA 101 is an introductory sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

Class Fee: $495

Veteran/Active Duty: $445

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 103 Coastal Cruising (Saturday, August 15, 2026)

Sat, 15 Aug 2026 13:00:00 GMT

Basic Coastal Cruising

ASA 103 is an intermediate sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

ASA 101 is a prerequisite as well as at least 24 hours additional sailing time.

Class Fee: $475

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 101 Basic Keelboat (Sunday, August 16, 2026)

Sun, 16 Aug 2026 13:00:00 GMT

Keelboat 1 - Basic Keelboat Sailing

ASA 101 is an introductory sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

Class Fee: $495

Veteran/Active Duty: $445

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 103 Coastal Cruising (Sunday, August 16, 2026)

Sun, 16 Aug 2026 13:00:00 GMT

Basic Coastal Cruising

ASA 103 is an intermediate sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

ASA 101 is a prerequisite as well as at least 24 hours additional sailing time.

Class Fee: $475

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 102 Sail Trim (Saturday, August 22, 2026)

Sat, 22 Aug 2026 13:00:00 GMT

Keelboat 2 - Sail Trim

ASA 102 covers more advanced sailing skills and sail trim and is provided over 2 days on a 30' keelboat with a wheel helm sailing on the West River and Chesapeake Bay.

This class is available to all sailors with 101 and some sailing experience. You should be comfortable with basic sailing before taking this class, know your points of sail and how to tack and gybe. This is an opportunity to fine tune those sails, refine your tacks and gybes, grind and ease, read the tell tales, sail faster upwind and downwind, adjust the jib sheet cars, the mainsheet traveler, understand draft and twist. Refresh your sailing skills and enjoy two beautiful days on the Bay!

Class Fee: $295

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 102 Sail Trim (Sunday, August 23, 2026)

Sun, 23 Aug 2026 13:00:00 GMT

Keelboat 2 - Sail Trim

ASA 102 covers more advanced sailing skills and sail trim and is provided over 2 days on a 30' keelboat with a wheel helm sailing on the West River and Chesapeake Bay.

Class Fee: $295

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 101 Basic Keelboat (Saturday, September 05, 2026)

Sat, 05 Sep 2026 13:00:00 GMT

Keelboat 1 - Basic Keelboat Sailing

ASA 101 is an introductory sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

Class Fee: $495

Veteran/Active Duty: $445

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 101 Basic Keelboat (Sunday, September 06, 2026)

Sun, 06 Sep 2026 13:00:00 GMT

Keelboat 1 - Basic Keelboat Sailing

ASA 101 is an introductory sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

Class Fee: $495

Veteran/Active Duty: $445

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 101 Basic Keelboat (Monday, September 07, 2026)

Mon, 07 Sep 2026 13:00:00 GMT

Keelboat 1 - Basic Keelboat Sailing

ASA 101 is an introductory sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

Class Fee: $495

Veteran/Active Duty: $445

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 103 Coastal Cruising (Friday, September 11, 2026)

Fri, 11 Sep 2026 14:00:00 GMT

Basic Coastal Cruising

ASA 103 is an intermediate sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

ASA 101 is a prerequisite as well as at least 24 hours additional sailing time.

Class Fee: $475

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 104 Bareboat Coastal Cruising (Friday, September 11, 2026)

Fri, 11 Sep 2026 14:00:00 GMT

Bareboat Coastal Cruising

This course helps prepare you with first-hand, on board experiences useful for chartering a large, 30-45’, monohull sailing vessel. The schedule will be three consecutive days with 2 nights, one at anchor and one at a destination port, weather and circumstances permitting.

The goal is for you to be able to skipper a sloop-rigged, auxiliary powered keelboat of approximately 30 to 45 feet in length during a multi-day cruise upon inland or coastal waters in moderate to heavy winds (up to 30 knots) and sea conditions. The course discusses knowledge of provisioning, galley operations, boat systems, auxiliary engine operation, routine maintenance procedures, advanced sail trim, coastal navigation including basic chart plotting and GPS operation, multiple-anchor mooring, docking, health & safety, emergency operations, and weather interpretation. The course is taught on board and you will rotate between the duties and responsibilities of skipper, lookout, navigator, and crew.

Students will coordinate to provision for the sail.

We will sail on a Dufour 430 with 3 private full-size cabins and 1 bunk bed cabin for instructors.

Private full size Cabin, 1 sailor: $1,395

Private full size Cabin, 2 sailors: $1,695

You must be a member of ANSA to sail with us. /ansa.org/join-us/

Please refer to the full class description here to view prerequisites and requirements.

ASA 103 Coastal Cruising (Saturday, September 12, 2026)

Sat, 12 Sep 2026 13:00:00 GMT

Basic Coastal Cruising

ASA 103 is an intermediate sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

ASA 101 is a prerequisite as well as at least 24 hours additional sailing time.

Class Fee: $475

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 103 Coastal Cruising (Sunday, September 13, 2026)

Sun, 13 Sep 2026 13:00:00 GMT

Basic Coastal Cruising

ASA 103 is an intermediate sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

ASA 101 is a prerequisite as well as at least 24 hours additional sailing time.

Class Fee: $475

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 104 Bareboat Coastal Cruising (Monday, September 14, 2026)

Mon, 14 Sep 2026 14:00:00 GMT

Bareboat Coastal Cruising

Students will coordinate to provision for the sail.

We will sail on a Dufour 430 with 3 private full-size cabins and 1 bunk bed cabin for instructors.

Private full size Cabin, 1 sailor: $1,395

Private full size Cabin, 2 sailors: $1,695

You must be a member of ANSA to sail with us. /ansa.org/join-us/

Please refer to the full class description here to view prerequisites and requirements.

ASA 101 Basic Keelboat (Friday, September 18, 2026)

Fri, 18 Sep 2026 14:00:00 GMT

Keelboat 1 - Basic Keelboat Sailing

ASA 101 is an introductory sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

Class Fee: $495

Veteran/Active Duty: $445

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 104 Bareboat Coastal Cruising (Friday, September 18, 2026)

Fri, 18 Sep 2026 14:00:00 GMT

Bareboat Coastal Cruising

Students will coordinate to provision for the sail.

We will sail on a Dufour 430 with 3 private full-size cabins and 1 bunk bed cabin for instructors.

Private full size Cabin, 1 sailor: $1,395

Private full size Cabin, 2 sailors: $1,695

You must be a member of ANSA to sail with us. /ansa.org/join-us/

Please refer to the full class description here to view prerequisites and requirements.

ASA 101 Basic Keelboat (Saturday, September 19, 2026)

Sat, 19 Sep 2026 13:00:00 GMT

Keelboat 1 - Basic Keelboat Sailing

ASA 101 is an introductory sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

Class Fee: $495

Veteran/Active Duty: $445

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 101 Basic Keelboat (Sunday, September 20, 2026)

Sun, 20 Sep 2026 13:00:00 GMT

Keelboat 1 - Basic Keelboat Sailing

ASA 101 is an introductory sailing course provided over 3 days on a 30' keelboat with a wheel helm. We sail in the West River and Chesapeake Bay.

Class Fee: $495

Veteran/Active Duty: $445

Please purchase the textbook in advance of the class so that you can begin studying and doing the exercises.

Refer to the full class description here and policies and procedures to view prerequisites and requirements.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 118 Docking (Saturday, September 26, 2026)

Sat, 26 Sep 2026 13:00:00 GMT

Close Quarters Maneuvering (Docking)

Learn to dock a wheel helm 30' vessel with prop wash and prop walk (no bowthruster) in a variety of conditions and locations.

This is a two day class. Class fee is $315.

You should have the equivalent training and experience of ASA 103, Basic Coastal Cruising, as a prerequisite. Additional class details and requirements HERE.

Please purchase the textbook for this class in advance and read the book to get the most out of the class time.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.

ASA 118 Docking (Sunday, September 27, 2026)

Sun, 27 Sep 2026 13:00:00 GMT

Close Quarters Maneuvering (Docking)

Learn to dock a wheel helm 30' vessel with prop wash and prop walk (no bowthruster) in a variety of conditions and locations.

This is a two day class. Class fee is $315.

You should have the equivalent training and experience of ASA 103, Basic Coastal Cruising, as a prerequisite. Additional class details and requirements HERE.

Please purchase the textbook for this class in advance and read the book to get the most out of the class time.

You must be a member of ANSA to take a class. Membership fees range from $55 to $75 depending on selected level. Please join ANSA after your successful registration for this class.