Annapolis Naval Sailing Association upcoming events

Day Sail (Saturday, September 26, 2026)

Sat, 26 Sep 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!

Skipper: Matt Gelfand

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 $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.

Patio Party! (Saturday, September 26, 2026)

Sat, 26 Sep 2026 21:00:00 GMT

Join us for an ANSA Sunset Social on "C" dock patio, swapping stories, and getting to know your fellow members. Whether you want to find a crew for your next weekend sail, swap tips on navigating the Bay, or just enjoy a drink with people who share your passion, this is the place to be!

Meet us at the "C" Dock patio BBQ Area right next to our Fleet in Slips C-02, 03, and 04.

We’ll provide some basic refreshments to get things started, but you’re welcome to BYOB and any light bites you wish. Hang around and cook your dinner on the Hartge gas grills.

RSVP or just show up, bring family and friends, and let’s build a stronger, more connected fleet together.

Crew Matching: Looking for a boat to sail on? Or are you a skipper looking for extra hands? ANSA members can sign up or browse CREW CONNECT on our website or search the members roster for email addresses to contact.

HOW CAN YOU HELP ANSA?

Come sailing * Take a class * Become a Skipper
Help maintain our fleet
Share on Social Media

Make a Donation (every little bit helps)

Got questions or want to help host one of our monthly socials? Reach out to us at operations@ansa.org!

Day Sail (Monday, September 28, 2026)

Mon, 28 Sep 2026 14:00:00 GMT

Day Sail on Allora, a Catalina 30, out of the West River.

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

Skipper: Chip Voehl

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 (Wednesday, September 30, 2026)

Wed, 30 Sep 2026 14:00:00 GMT

Day Sail on Allora, a Catalina 30, out of the West River.

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

Skipper: Chip Voehl

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 (Wednesday, September 30, 2026)

Wed, 30 Sep 2026 14:00:00 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 (Friday, October 02, 2026)

Fri, 02 Oct 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: Jed Ziegler

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, October 03, 2026)

Sat, 03 Oct 2026 13:00:00 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 (Monday, October 05, 2026)

Mon, 05 Oct 2026 14:00:00 GMT

Day Sail on Allora, a Catalina 30, out of the West River.

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

Skipper: Chip Voehl

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 (Tuesday, October 06, 2026)

Tue, 06 Oct 2026 14:00:00 GMT

Day Sail on Allora, a Catalina 30, out of the West River.

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

Skipper: Chip Voehl

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 (Wednesday, October 07, 2026)

Wed, 07 Oct 2026 14:00:00 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 (Tuesday, October 13, 2026)

Tue, 13 Oct 2026 14:00:00 GMT

Day Sail on Allora, a Catalina 30, out of the West River.

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

Skipper: Chip Voehl

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 (Wednesday, October 14, 2026)

Wed, 14 Oct 2026 14:00:00 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 (Monday, October 19, 2026)

Mon, 19 Oct 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: Jed Ziegler

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 (Tuesday, October 20, 2026)

Tue, 20 Oct 2026 14:00:00 GMT

Day Sail on Allora, a Catalina 30, out of the West River.

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

Skipper: Chip Voehl

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 (Wednesday, October 21, 2026)

Wed, 21 Oct 2026 14:00:00 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, October 24, 2026)

Sat, 24 Oct 2026 14:00:00 GMT

Day Sail on Allora, a Catalina 30, out of the West River.

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

Skipper: Chip Voehl

The fee for a day sail is $60. 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, October 24, 2026)

Sat, 24 Oct 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.

Day Sail (Tuesday, October 27, 2026)

Tue, 27 Oct 2026 14:00:00 GMT

Day Sail on Allora, a Catalina 30, out of the West River.

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

Skipper: Chip Voehl

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 (Wednesday, October 28, 2026)

Wed, 28 Oct 2026 14:00:00 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 (Friday, October 30, 2026)

Fri, 30 Oct 2026 14:00:00 GMT

Day Sail on Allora, a Catalina 30, out of the West River.

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

Skipper: Chip Voehl

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 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.