Annapolis Naval Sailing Association upcoming events

Day Sail (Wednesday, November 04, 2026)

Wed, 04 Nov 2026 15:00:00 GMT

Day Sail on Bay Flyer, a Hunter 31, out of the West River.

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

Skipper: John Young

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.

Day Sail (Saturday, November 07, 2026)

Sat, 07 Nov 2026 15:00:00 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.

Day Sail (Saturday, November 07, 2026)

Sat, 07 Nov 2026 15:00:00 GMT

Sail on Allora, a Catalina 30, newest addition to the ANSA fleet!

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

With Skipper Jed Ziegler.

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.

Frostbite-6 (Sunday, November 08, 2026)

Sun, 08 Nov 2026 17:00:00 GMT

Race with ANSA's fleet in the Pirates Cove Racing Club Frostbite Series. There are 8 races from October 4 to November 22 on Sunday afternoons.

There will be a flat fee of $120 to participate in any or all of the series. The fee will be invoiced separately following your first Frostbite registration. Skippers fly for free! Crew and Skippers both are invited to register for each race that they can attend.

Race start time is 13:00, crew must be at "C" Dock at 12:00 noon to prepare vessels, assign crews and get underway.

Races are usually finished within two hours, so wrap up time may be 16:00, but sometimes later depending on wind conditions.

Do you know how to wrap a line on a winch, grind a winch, manage a mainsheet traveller, adjust jib car lead position, sit on the high side rail? Sailors should have sailing experience, through ASA 103 or equivalent, and understand basic sail trim concepts.

Please review the Sailing Instructions provided by PCRC which contain the rules as well as the courses and a chart of the racing marks.

IF YOU CANNOT RACE ON A DAY THAT YOU REGISTERED, PLEASE CANCEL YOUR REGISTRATION ASAP OR CONTACT admin@ansa.org otherwise we will see you there!

Day Sail (Wednesday, November 11, 2026)

Wed, 11 Nov 2026 15:00:00 GMT

Day Sail on Bay Flyer, a Hunter 31, out of the West River.

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

Skipper: John Young

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.

Frostbite-7 (Sunday, November 15, 2026)

Sun, 15 Nov 2026 17:00:00 GMT

Race with ANSA's fleet in the Pirates Cove Racing Club Frostbite Series. There are 8 races from October 4 to November 22 on Sunday afternoons.

Race start time is 13:00, crew must be at "C" Dock at 12:00 noon to prepare vessels, assign crews and get underway.

Races are usually finished within two hours, so wrap up time may be 16:00, but sometimes later depending on wind conditions.

Please review the Sailing Instructions provided by PCRC which contain the rules as well as the courses and a chart of the racing marks.

IF YOU CANNOT RACE ON A DAY THAT YOU REGISTERED, PLEASE CANCEL YOUR REGISTRATION ASAP OR CONTACT admin@ansa.org otherwise we will see you there!

Day Sail (Wednesday, November 18, 2026)

Wed, 18 Nov 2026 15:00:00 GMT

Day Sail on Bay Flyer, a Hunter 31, out of the West River.

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

Skipper: John Young

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.

Day Sail (Saturday, November 21, 2026)

Sat, 21 Nov 2026 15:00:00 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.

Frostbite-8 (Sunday, November 22, 2026)

Sun, 22 Nov 2026 17:00:00 GMT

Race with ANSA's fleet in the Pirates Cove Racing Club Frostbite Series. There are 8 races from October 4 to November 22 on Sunday afternoons.

Race start time is 13:00, crew must be at "C" Dock at 12:00 noon to prepare vessels, assign crews and get underway.

Races are usually finished within two hours, so wrap up time may be 16:00, but sometimes later depending on wind conditions.

Please review the Sailing Instructions provided by PCRC which contain the rules as well as the courses and a chart of the racing marks.

IF YOU CANNOT RACE ON A DAY THAT YOU REGISTERED, PLEASE CANCEL YOUR REGISTRATION ASAP OR CONTACT admin@ansa.org otherwise we will see you there!

Day Sail (Sunday, November 29, 2026)

Sun, 29 Nov 2026 15:00:00 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 Chris Stavovy.

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.

Day Sail (Sunday, December 06, 2026)

Sun, 06 Dec 2026 15:00:00 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 Chris Stavovy.

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.

Day Sail (Sunday, December 13, 2026)

Sun, 13 Dec 2026 15:00:00 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 Chris Stavovy.

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.

Day Sail (Sunday, December 20, 2026)

Sun, 20 Dec 2026 15:00:00 GMT

Sail with the ANSA fleet: Bay Flyer, Martha Jean, Allora or on the Skipper's vessel Barchetta

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

With Skipper Chris Stavovy.

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.

Day Sail (Sunday, December 27, 2026)

Sun, 27 Dec 2026 15:00:00 GMT

Sail with the ANSA fleet: Bay Flyer, Martha Jean, Allora or on the Skipper's vessel Barchetta

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

With Skipper Chris Stavovy.

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.