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

AAA came for a visit of Annapolis

Sailing into the sunset on a Schooner close to dusk

AAA, the travel and media division- who write the books, and magazines came for a conference in Annapolis.  We wanted to show them a terrific time on the water, so we sailed them into the sunset! They loved Annapolis! Especially seeing it from the water. We were lucky to get some great photos of the … Read more

Another amazing day on the Chesapeake……

We had 4 wonderful sails today. The winds were light most of the day and the amount of passengers per trip was low, but the weather conditions were fantastic. The sun was shining the winds were blowing and it was just a great day to be on the water. Celebrating her birthday a day early … Read more

The Odd Couple

Two people rowing a wooden row boat with dog in it too

This weekend marks the start of Commissioning Week in Annapolis.  There are many activities and events surrounding the graduation of Midshipmen at the Naval Academy.  One of these events is the Class of 2015’s Ring Dance.  We were pleased to have Lindsey aboard today, a member of the class of 2015.  Lindsey received her ring … Read more

Good Morning Annapolis Harbor

Waking up aboard the Woodwind. The view from the Boat & Breakfast!

As the Captain of the Boat & Breakfast this weekend. I was delighted by the sky just after sunrise. I love waking up and seeing this view!  None of the guests were awake at the time, and it was a perfect moment to relax.

Dreams Come True

Couple with sunglasses on steering the schooner

Today was an exciting day!  The winds were beautiful and the temperature was mild. On every cruise other than the first one & sunset sail, we had a bachelorette party.  On the 1:30, we had two groups. On the 4:00, we had another one.  We made sure that the bride to be got a turn … Read more

What’s a YP anyway?

YP stands for Yard Patrol.  The midshipmen cruise these vessels near the YARD (it’s not  a campus).  These steel hulled vessels we saw were less than 2 years old.  The Navy is gradually replacing their aging fleet of 40+ year old, wooden hulled vessels.  Here we can see a MOB (man overboard) drill in progress. … Read more

An Eventful Day……

Couple engaged on the schooner

Capt. Andy’s first day……! We had a wild and wooly day. About every type of wind condition we could see, we did. It went from  a lazy light wind day to having to drop sails in front of and approaching storm. Good job Andy! We had birthdays. Jane brought her mom from PA down to … Read more

Great breakfast after spending the night on Woodwind.

This Saturday I met Chris and Brad who live near the Severn River in Virginia.  This Severn River is part of Mobjack Bay just North of Norfolk.  There they keep their classic sailing Catalina 30.  There are 3 Severn Rivers.  The second, of course, forms Annapolis Harbor and the last is actually The River Severn, … Read more

Boat and Breakfast

Great breakfast after spending the night on Woodwind.

Hosting the Boat and Breakfast gives me a chance to meet some of our guests in a more relaxed setting.  This Saturday I met Chris and Brad who live near the Severn River in Virginia.  This Severn River is part of Mobjack Bay just North of Norfolk.  There they keep their classic sailing Catalina 30. … Read more

Lazy Hazy Day…….

Young Capt. Ben at the helm of Woodwind II

It started out as a very lazy day and ended up a very hazy day. The winds were supposed to be light in the morning and it surprised us and picked up to 12 knots. We were able to sail out to one of the coal carriers anchored in the Bay waiting to head up … Read more

Schooner Woodwind
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