2024 Sailing Season is coming! See you April 13, 2024!

Breeze On

Storm clouds with the golden glow of sun on the other side of the storms.

As soon as we set sail, and sailed beyond Horn Point, we knew today was going to be full of breeze and fun.  We had half filled boats for most of the day because of the heat. But with heat, it brings on the breeze on the Bay. So the people who sailed with us … Read more

“And away they all flew like the down of a Thistle.”

Wooden Sailboat sailing near the shcooner

As we headed out into the bay this Saturday we were fortunate to catch a regatta of Thistles.  These small sloops are fast, especially in the fresh breeze we had that day. Hence the title, “And away they all flew like the down of a Thistle.” What is even more interesting is that they have been … Read more

First Dates, Birthday and Alligators?

Donna & Scott Richardson sailing the schooner and smiling

Predictions for a breezy afternoon came true!  Great winds on all the sailing trips made for a terrific day of sailing on the Bay. On our first cruise, we scooted nicely under the Bay Bridge and back. As we headed to the bridge, one of the passengers, Donna, said to me. “It is so great … Read more

“Oh, say can you see….”

Watching Fourth of July fireworks from the schooner in the harbor

This Fourth was spectacular!  We left the dock at 6:30 PM and, with a fresh breeze, headed for the Bay Bridges. The first Bridge was completed in 1952.  The second Bridge was completed in 1973.  Our crew member, Charlotte, uniquely captured the Bridges posing dramatically in a setting sun. In fact, all the photos are … Read more

Happy Independence Day

Fireworks over Annapolis

Wind on July 4th?? With no threat of rain?? Delightful! We had 2 great sails to the bridge and back! And then we found a great spot to watch the fireworks, they were really great this year. And, in typical Annapolis fashion, there were 5 or 6 leftover fireworks from the finale that they shot … Read more

Port City in a Port City…….

Young Kami all smiles at the wheel of Woodwind II

Our 1st sail today was great. We only had 5 people and the winds were fantastic. It was blowing 12-15 knots. We sailed all the way down to the Bay Bridge and back. On the way there we used all 4 sails, but as we turned back into the wind for our return trip we … Read more

Perfect night on the Woodwind

Racing into Annapolis Harbor

  We had just one sail today on the Woodwind, the other boat had all four cruises, but we only had one. Tonight was a private event, I call it a shmooze cruise. Well the weather and breeze could not have been any better for saying thank you to your best customers. We put up … Read more

Dramatic sky and Thomas Point Light

Sailing, Chesapeake, Woodwind, sailing, cruises by Thomas Point Lighthouse

We did the impossible!  Our guests had a chance to taste wonderful beer, see Thomas Point Light, see a rainbow and sail in near perfect conditions. Thomas Point Light is probably the most famous light house on the Chesapeake Bay.  It was completed in 1875 and is the only screw pile light house still on station. This view … Read more

It’s Not Always about Going Fast and Racing…

Another beautiful sunset from the Woodwind.

We had a very light wind day today on the Woodwind. And we had a 4.5 hour private event for employees and their families of a nearby engineering firm. They brought a bunch of kids that were very inquisitive. We did our very best to keep them happy and into the sailing even though we … Read more

Monday Funday!

Beautiful sunset on USNA

We had such a nice, small cruise on the 11:00 sail on Monday. Our crew member Frank wanted to show the kids aboard how to navigate by using a chart. Hayden, was very intrigued by the entire process. Frank showed him how to triangulate a position using lines of position and how to use a … Read more

Schooner Woodwind
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