Captain Jennifer

About Captain Jennifer

Sailing has been a vital part of Jen's life since she was 5. Racing and cruising with her family filled her summers until she started teaching kids to sail. Her sophomore year in college, she sailed the Caribbean on a 125-ft schooner for credit in science, literature, and history. She now was addicted to schooner sailing. 3 years later, her family built the Woodwind. At 26, she became a captain.
Author Archive | Captain Jennifer
Three friends celebrating a birthday on the Schooner Woodwind!

June 9, 2013

A little wind, a lot of fun

Captain's Blog    No Comments

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, …

Minddrive Kids from Kansas City

June 8, 2013

Teamwork is Everything

Captain's Blog    No Comments

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 …

Woodwind rounds the windward mark first.

May 29, 2013

It Ain’t Over Until…

Captain's Blog    No Comments

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 …

Sailing fast on Sunset Sail

May 25, 2013

One Sail, Two Sail, Three Sail, Four

Captain's Blog1 Comment

Winds were “honking” when I woke up. It’s going to be a terrific day for sailing, I thought. I even wrote this on Woodwind’s Facebook page while trying to find a pic of the Woodwind healing nicely to add to the post. When I arrived to the dock, the tide was down 2 feet from …

Getting ready for the start of the Wednesday Night Race. On the starting line just before the start.

May 22, 2013

Over 55 miles in one day

Captain's Blog    No Comments

What a day!  The wind started blowing from the SE at 10-15 and increased to over 22 knots by the 4:00 sail. We were lucky enough to have a 4.5 hour private charter for a day outing on the bay. We put just under 40 miles on the boat in just this cruise. We sailed …

Thomas Point Lighthouse

May 21, 2013

Lighthouse Cruise on the Bay

Captain's Blog4 Comments

The cruise we had today was the re-named Blue Angels Cruise.  After the Blue Angels were canceled due to sequestration, we had many people signed up for this cruise. We changed the theme to a Lighthouse Cruise and asked them what they wanted to do, and many wanted to stay on the cruise. So, we …

Sunset on the Annapolis Skyline

May 13, 2013

Remembering what makes Annapolis special

Captain's Blog    No Comments

You’ve heard people say, “I never explore what’s in my own backyard”. Tonight, we took out many local, downtown businesses through the Annapolis Business Association and Bricks and Clicks organization for them to explore their own backyard. We had about 30 people join us for a two hour sunset sail to the Bay Bridge and …

Going through the buffet line on the Schooner Woodwind II for Mother's Day Brunch.

May 12, 2013

Happy Mother’s Day!!

Captain's Blog    No Comments

What a terrific Mother’s Day. The wind was howling and the sky was absolutely clear. Terrific day for sailing! Having Mother’s Day Brunch? Maybe the conditions were not ideal due to the high winds, but all of the guests had a terrific time and raved about the food. The salmon and beef were amazing, were …

Tony Lucca singing on the Schooner Woodwind

May 11, 2013

Tony Lucca sings and sails- May 10 & 11

Captain's Blog    No Comments

It has been over two and a half years that we have had Tony Lucca sing and perform on the Schooner Woodwind. A lot has happened since then, like he became the finalist on “The Voice” representing team Adam.  He also has a new CD coming out in June or July. Then he will get …

Schooner Woodwind Sailing Season starts

April 22, 2013

Sailing into 2013

Captain's Blog    No Comments

We have been waiting for the first sail of the season for 6 months! Sunday was not a day to disappoint! The wind was blowing from 10-18 knots and the sky was cloudless and bright blue. Today was a special day, we had the West Hill High School Choral Group on board. This choral group …

© Copyright 2014. Running Free, Inc. DBA Annapolis Sailing Cruises: Schooner Woodwind. Annapolis MD. All right reserved. Privacy Policy.

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