Archive | Captain’s Blog

Schooner Woodwind sailing in Annapolis

Low Blood Pressure

  This morning on Woodwind II we observed a lot of activity on the surface of the Severn River.  Fish were breaking all around the boat, with several jumps above the water.  We also spied a cow-nose ray splashing on the surface.  Feeding time!  The life around us brought inspiration to our super relaxing sail. […]

Schooner Woodwind sailing with JWorld Regatta

Another day at the races.

We had 2 sails today on Woodwind . The 1st was a crew match race against our sister ship Woodwind 2. It was a hard fought battle but alas we lost by a nose, or a bowsprit. Our 2nd trip was a great fun trip welcoming out a bunch of the people that work at […]

HMS Bounty sails into Annapolis

Welcome HMS Bounty

I love a good cold front.  Today’s brought a steady 20+knots for most of the day.  We enjoyed meeting the HMS Bounty on her approach to her anchorage in the harbor.  Check out this photo of them furling sail on the hook.  Still, the highlight was hitting hull speed of 10kts with our fisherman topsail […]

Nice day on the water

All our sails today were outstanding. We started out with small amounts of people and wind and both increased as the day went on. From 6 guests and 5 knots of breeze to 30 guests and 15 knots of breeze in the evening. On our 1st sail we had a gentleman who had just completed […]

Sailing on the Schooner Woodwind in Annapolis, MD

More new guests everyday!

Today’s sails were nice. We started out in very light wind having to motor back from our first sail to a building breeze that led to a great sunset. We had great groups all day. On one of our trips we had a family reunion that came out to celebrate the life their father. All […]

Sunrise over Annapolis Harbor from Schooner Woodwind Boat & Breakfast

Sleeping on a Boat

On June 9, we had four great sails with great people and very flukey winds. On our 4:00 sail, we were sailing with a Sea Breeze in the Chesapeake Bay, meanwhile the other Woodwind, with Captain Ken (Woodwind II), was sailing in a breeze blowing down the Severn River. Truly amazing wind conditions out there. […]

Schooner Woodwind II sailing into the sunset

WOW! What a sunset!

Today, the Schooner Woodwind was sailing on 2 private charters. The 2 charters could not be more different, one had 8 people with a fruit platter while the other maxed out the boat with 48 people and TONS of food. The first sail was just delightful, 6-10 knots from the East. This group was a […]

Schooner Woodwind sailing into the West River on a 7-hour private cruise!

Extending our Cruising Area

Today we had a 7 hour charter with a private company.  The weather was cool and we were able to sail to the West River.  The light air turned to a delightful close hauled and close reach on a strengthening breeze.  It was so much fun to watch our group meet our challenge to take […]

Sailing on the Schooner Woodwind, photo taken from Woodwind II

Photo Shoot

The sailing today was pleasant. We did 4 sails in very light winds. On our 1st sail I found ourselves to far away and the current was running hard so I needed a little assistance from our trusty diesel to get us home on time. the rest of the day with the light winds we […]

Sailing the Schooner Woodwind at sunset!

Music + Sunset

Singer/songwriter Ken Wenzel’s music complemented one of the best sunsets of the season thus far.

© Copyright 2017. Running Free, Inc. DBA Annapolis Sailing Cruises: Schooner Woodwind. Annapolis MD. All right reserved. Privacy Policy.

Site Designed by: Green Mountain Marketing & Advertising, Inc.