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

Happy Fathers on Father’s Day

Sailing fast on the Woodwind and guests holding on

Working on Father’s Day is one of the best days to work on the Schooner Woodwind. You get happy families wanting to share sailing with their children.  Today was no different and we had wonderful weather. It was hot on land, but on the water we had a nice breeze. The breeze was so nice … Read more

Relaxing on the Water……

Young Matt on the Helm

What a great day of sailing we had Saturday. The Perron family was back to sail with us again and it was good to see you guys. Matt and Becca both took turns at the wheel and they did great. The winds were light, but it was not hot out and it made for a … Read more

Crabs and Sailboat Racing… that’s what Annapolis does

Guest eating crabs at Cantlers, sailed over by the Woodwind

The wind was blowing and we were psyched to have a private charter book the boat for 5 hours to go to Cantler’s Crab House.  This would be my first trip to Cantler’s this season by Woodwind, which is always the best way to arrive at Cantler’s. Our cruise had 30 guests aboard and the … Read more

A little wind, a lot of fun

Three friends celebrating a birthday on the Schooner Woodwind!

Today was one of those days, when the wind didn’t really want to say hello to the Schooner Woodwind. We had a great team building program with multi girl scout programs within the MD/VA/DC region. The girls had a lot of fun enjoying their time aboard a 74-foot Schooner!  We had them sailing the boat, … Read more

Teamwork is Everything

Minddrive Kids from Kansas City

Everyone talks about team work, but really what is it? That was our challenge today with our JUNIOR Girl Scouts from Vienna, VA. So imagine, 26 girls that ranged from 9-11 years old. They all signed up for the “Power of Team” Sailing Cruise. This is where the crew and captain train the girls to … Read more

Cousins

Two very young guests helping to steer the schooner

    This morning, Annapolis was graced with excellent southerly winds arriving ahead of the cold front!  We celebrated the birthday’s of cousins Ethan and Paxton.  Ethan is now 4 and Paxton is 1 year old. Check out their cool birthday shirts!

Sunday Cruises and what really BIG is!

Young Keegan takes command with a big freighter behind him

The wind blew from the South West today.  It was an easy beam reach as we headed out across the bay.  The Kermizian, Hadfield and Renda families introduced themselves to me in the cockpit for our 1:30 cruise.  Many of them came from New Jersey on a family outing.  They were a delight to have … Read more

Is there anyone out there celebrating???

Woodwind II crosses Woodwinds bow, only so I could get the picture(haha)

THERE ARE!! And they all found their way to the boat yesterday. All day long we had people aboard celebrating anniversaries, birthdays, bachelorette parties and just plain getting away from it all to go sailing. And the day could not have been any better. The sun was out and it was nice and warm and as … Read more

It Ain’t Over Until…

Woodwind rounds the windward mark first.

I only worked one sail today, the Wednesday Night Race.  Wow!  It was so much cooler on the Bay! During the race we saw 8-15 knots of wind. We picked a perfect racecourse that ended with enough time for the guests to take a turn at the helm. We had a bunch of young kids … Read more

Cruising for chicks!

Ospreys sitting out on Back Creek

Coming off a busy Memorial Day weekend, my crew-mates Don, Kevin, and I welcomed today’s lighter breeze on Woodwind.  After leaving the harbor with some guests, we decided to head around the Eastport peninsula to check on some of the osprey.  We cruised past George and Martha, the ospreys that reside on the Horn Point shoal marker. … Read more

Schooner Woodwind
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