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
Schooner Woodwind II sailing into the sunset

June 9, 2012

WOW! What a sunset!

Captain's Blog    No Comments

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 …
Read More >>

June 4, 2012

I Love Sailing

2012 Photo Contest    No Comments

I love sailing, my wife and I spent a whole weekend at Annapolis, MD, May 4-6 2012. This is an amazing trip. Nice crews, wonderful sailing and lots of fun. Hope we can go back and have another one.

Sailing to Thomas Point Lighthouse on the Woodwind

June 3, 2012

To Thomas Point and Beyond!

Captain's Blog    No Comments

What amazing day on the water! Winds were blowing around 15 knots from the West– perfect for possibly making Thomas Point Lighthouse. Our first cruise which was nearly a sell out,  was cool, sunny and breezy. All 4 sails were hoisted as we headed down the Bay. We arrived to Thomas Point Lighthouse quickly, averaging …
Read More >>

Wednesday Night Racing in Annapolis aboard Woodwind

May 30, 2012

Wednesday Night Racing

Captain's Blog    No Comments

Winds were very light, less than 6 knots for the start. Woodwind was Captain Jen and Woodwind II was Captain Ken. About 12 guests on each vessel. We barely finished the race, and AYC finished their racers in the Severn, too. Great sunset! Captain Ken wins aboard Woodwind II! See the recap of the race …
Read More >>

May 23, 2012

Wednesday Night Racing, 5-23-12

Captain's Blog    No Comments

Winds were light, 5-10 from East. Nearby thunderstorm forced Annapolis Yacht Club to cancel racing at 6:00pm, we waited until 6:35, and the radar looked all good. Woodwind was skippered by Jen, and Woodwind II by Captain Ken. Woodwind II had a private charter with 46 people, Woodwind was the public with 22 passengers. See …
Read More >>

May 22, 2012

May 20 Lighthouse Cruise

2012 Photo Contest    No Comments

Here is a photo I took on our lighthouse sail on May 20, 2012. We had a great time! Thought this picture was beautiful. We spent the weekend in Annapolis to celebrate our 20th wedding anniversary. This was a great way to finish off a beautiful weekend! Thank you! Photo by Mary Bakey of Somerdale, …
Read More >>

May 16, 2012

Wednesday Night Racing, 5-16-12

Captain's Blog    No Comments

Winds were blowing from the south, at 12-15. Gorgeous night! Ken on Woodwind, Jen on Woodwind II. A very pretty night to be out on the water. The amount of race boats are increasing and there are up to around 100 sail boats that are participating in the Wednesday Night Races. For Race Recap and …
Read More >>

May 9, 2012

Wednesday Night Race, 5-9-12

Captain's Blog    No Comments

Winds were very light at the start, very gray conditions. But guests were excited, and we had fun out there! Captain Ken was on Woodwind and Captain Jen was on Woodwind II. The end of the race became very exciting when a very small rain cloud gave us some really nice breezes and amazing clouds. …
Read More >>

May 4, 2012

We are the Champions!

Captain's Blog    No Comments

What a fun day on the water! It started with a private charter on both boats with a private school’s choir.  They chartered both boats for a crew race. This is where we race the boats for the enjoyment of the passengers.  They were quite competitive with the students and chaperones all getting “crew” shirts …
Read More >>

May 2, 2012

Wednesday Night Racing

Captain's Blog    No Comments

Winds were 10 knots, from the North. Light crowd aboard, terrific people! Great night for sailing. Captain Jen on Woodwind, Ken on Woodwind II. Pretty, gray day but there was wind and it was pretty exciting. We were right in the thick of all the action. Read all about the race including the race recap …
Read More >>

© 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.