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
Woodwind sails by just before the sun sets.

September 28, 2013

Sweet Racing and Sunsets

Captain's Blog2 Comments

What a beautiful Saturday! When I saw how much wind was out there, I knew we could make it to see the J70 North American Championships being held in the middle of the Bay. This was my goal for the day. I wanted show guests a starting line with 90 boats on it, but had …
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Sailing into Annapolis for Sunset

September 9, 2013

Oh what a beautiful Sunset

Captain's Blog2 Comments

Two blogs today for me! Our sunset sail was really nice. We had a family celebration of the marriage of Mr. and Mrs. Bull. They brought aboard a tiny 3 month old, who was quite adorable (and a life-jacket). She wouldn’t give up the wheel. We had a great sunset with Woodwind sailing past the …
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Cliff sailing the Woodwind to Cantler's Crab House

September 9, 2013

The Best Charter Guests EVER

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This may sound like a challenge to all of the other private charter groups  that have sailed on the boat, and all the ones that are upcoming, but it is not a challenge. It is a reflection of how nice people can be to their fellow employees, our crew and waitstaff at the restaurant they …
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Drew Baker talks about Old Westminster Wine

September 8, 2013

Wine and the Wind

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We had two cruises today and they were total opposites of each other. The first cruise was a girl scout cruise of mostly teen aged girls. They learned about sailing, navigation and the Chesapeake Bay ecosystem. Each girl would go to all three stations where the crew would engage them in fun discussions and show …
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Woodwind Sailing under the Bay Bridge

September 7, 2013

Pictures tell 1000 words

Captain's Blog1 Comment

Beautiful day of sailing! The day started with a successful team-building program for a local company in the morning. They learned how to sail around buoys and navigate safely in the Bay, while using great communication. On our second sail, we took out another private charter for a regional office outing. The wind picked up …
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Another pretty sunset over Annapolis

September 5, 2013

Magical, Musical Cruise

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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 …
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Sailing the Woodwind

September 2, 2013

Seeing over the Steering Wheel

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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 …
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Claudia having fun sailing

August 29, 2013

20 Years Ago…

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

August 24, 2013

Spectacular Saturday

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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 …
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Photo by Charlotte Faracai of the Thursday Night J Boat Races

August 22, 2013

The Perfect Photo Cruise

Captain's Blog1 Comment

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 …
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