Archive | Captain’s Blog

Sailing into the sunset on the Chesapeake Bay

Hot Summer Breeze

All everyone was talking about was the heat… on Sunday, we were talking about the breeze. We had a nice breeze pick up from the NE. First cruise, we were able to sail around the US Junior Sailing Olympics. They had 3 different fleets out in the Chesapeake Bay. They had Lasers, 420’s and Optimist […]

A great view from Woodwind's slip at the Marriott Dock!

Celebrate Good Times!

  The past two days there was much celebration aboard our schooners!  Friday evening, Hillary and her friends from Alexandria sailed with us.  She was celebrating her Sweet Sixteen!  Her next adventure is a trip to France and Spain!! Saturday, we continued the party with our first time sailing friend Joe’s 35th birthday, a 15th […]

Chris and Kristin surprise proposal aboard Woodwind

“At least she said yes…”

We were privately chartered for a special cruise tonight on our sunset sail. My cruise details said that we were having a surprise proposal happen. At 6:10, friends of Chris Wood and Kristen came to board the boat early for the surprise. They would be hiding below and come up when he pops the question. […]

The Roadside Show Band playing on the Schooner Woodwind II

Foot Stompin’ Music

What a hot day!!  The breezes were playing peek-a-boo with us. We had a delightful sail on our 11:00 sail with a cool breeze from the Bay. On the 2nd and 3rd cruise, the breeze was less consistent, but we found a way to keep cool with the 5th sail aboard. The D-Sail (diesel). By […]

Moon rising above anchored fleet for Annapolis fireworks

Independence Day

We started the sail with virtually no wind, so I decided to motor to Thomas Point Lighthouse. As we get close, the wind picked up and were able to sail back to Annapolis. We anchored with great visibility of the fireworks and of the city skyline.  All I kept thinking of was how lucky I […]

Sailing into the sunset on Woodwind

A Hot Breezy Day

It was a scorcher… on land. Out on the water we had a nice breeze for 3 of the 4 sails. The first sail was the battle of the land breeze with the sea breeze. We had good breeze, until we sailed in the convergence zone where there was none. This is always fascinating to […]

Schooner Woodwind saililng upwind

Steering Lesson

It was hot at the dock as we left for our 1:30 cruise.  The freshening breeze and the water cooled us down as we tacked out of the harbor.  One of our guests, Matt, asked how the rudder turned the boat.  I replied, “Come on up and take the helm and you will feel and […]

Naval Academy Sunset from Schooner Woodwind

Out in the Breeze

We had 4 great sails today, and being out on the bay was the place to be today. With the heat inshore it paid to be out in the breeze and sailing. We had breeze on all our sails except the last 30 minutes of our 4:00 sail. We had a lot of fun groups […]

South By Southwest….

We had a great day for sailing today and had a nice south west breeze. This enabled us to get close to the Thomas Point Lighthouse on one of our cruises today. You can definitely tell summer is here though on the water. It is nice when that sea breeze finally fills in from the […]

Scaffolding work being done on the Chesapeake Bay Bridge

Men at Work

We had a busy day with private charters. We had a company do a shmooze cruise with clients that they wanted to say thanks for all the business that they give them. I like the word shmooze cruise. They chartered the boat for 4 1/2 hours, and we got to Thomas Point Light, under the […]

© Copyright 2015. Running Free, Inc. DBA Annapolis Sailing Cruises: Schooner Woodwind. Annapolis MD. All right reserved. Privacy Policy.

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