Schooner Woodwind

2025 Sailing Season Has Ended, we will start sailing again mid-April 2026!

Magical, Musical Cruise

Another pretty sunset over Annapolis

Pretty lucky weather we are having here in Maryland. We have had cool, dry conditions for the past 3-4 days and it has been gorgeous. We started the day with a private charter that had enough breeze to get under the Bay Bridge and back… well sort of. The wind died and changed direction a … Read more

Seeing over the Steering Wheel

Sailing the Woodwind again. Holding up picture of when she was little and sailed

For Woodwind, we only had two sails today. A 3:00 and a sunset sail at 5:30. Both were public cruises. On the first sail there was a nice size birthday party, and on the sunset sail we had a Air Force retirement party of about 20 people. If course there were other guests aboard, these … Read more

20 Years Ago…

Claudia having fun sailing

It is so amazing to me that my family started Woodwind twenty years ago. Every so often I am reminded of how long ago it was, although sometimes it seems like yesterday. Read on and you’ll see where I am going with this. Thursday’s sails were incredible. The first sail, now at 12:30, we sailed … Read more

Cool Temperature (for August) and a Vivid Sunset

The sun is a fireball as it sinks into the Chesapeake

Shirley and Malcolm were originally from England.  I was able to capture the moment showing Woodwind II sailing by our stern as Shirley took the helm. Emmanuel brought his friend Dominique for a sail.  Both friends originally knew each other in their native country, France.  Emmanuel now lives here in New Jersey with his son … Read more

Stranded on an Island

Bottles of wine and a wine glass on the schooner for Wine in the Wind

This was the theme for our August Wine in the Wind trip.Featuring wines from New Zealand, Australia and Sardinia!! And the foods that were paired with the wines Fantastico!! Apple chicken curry salad cups w/ macadamia nuts, New Zealand Lamb and mint Meatball skewers, Australian BBQ Prawns and Sardinian Fennel, chick pea and pecorino salad … Read more

Spectacular Saturday

Mark shows his son Nate how to sail the Schooner Woodwind. A new crew-member in the making.

Winds 10-15 knots from the North East, temps in the high 70s, a couple of clouds in the sky and tons of boats on the Chesapeake were the ingredients of a spectacular Saturday. The first sail started with an exuberant bachelorette  party for Colby with 11 of her friends. Other folks shared this cool sail … Read more

Another great day on the water…..

Woodwind sailing into the sunset

What a great day for sailing. Then again I have never seen a bad day for sailing. Any day on the water is a good day. The winds started off a little light in the morning as did the crowds. But as the day progressed the winds picked up and the number of passengers increased. … Read more

Hey, Woodwind is Leaving Without Me!

Adventurer with Woodwind in the background

Sometimes, when no one is looking, I escape!  This is the schooner Adventurer, which is owned by Mark Faulstick from Norwalk, Connecticut (my home state).  She was designed and built by the famous designer, John Alden, in 1928.  She has been a highly successful racer in the Chesapeake Bay Schooner Race in class B (Woodwind … Read more

The Perfect Photo Cruise

Photo by Charlotte Faracai of the Thursday Night J Boat Races

Today we had the perfect night for learning how to take amazing photos on the water. Roger Miller hosted a Photography Workshop aboard the Woodwind. It was fun, as the captain, watching a group of 25 people rotate around to catch the perfect picture. I also had fun trying to place the boat in the … Read more

Sam’s Last Day and a Variety of Vessels

Guest steering the schooner with captain looking on

Sam is going back to college (Virginia Tech).  He will be missed.  All crew know how to sail before being hired.  We teach them how to adapt that knowledge to our vessel and the details of the business.  We have watched him grow from a newbie to a valuable crew member.  Here you can see … Read more

410-263-7837