| Beth |
 Beth is a natural born sales person. Her attention to detail serves her well in organizing private cruises and group events aboard Woodwind. Though she has not always been a sailor by nature, after several years sailing aboard the Schooner Woodwind she enjoys sitting back and enjoying a relaxing sail while Woodwind’s crew takes care of everything else. |
| Favorite things to do |
Enjoy coffee and/or ice cream while watching the boats from City Dock. Going to see “Indie Singer-Songwriters” at Ram’s Head on Stage. Visiting the Renaissance Festival. |
| Favorite Places to show visitors |
- William Paca House & Gardens
- West Annapolis
- Maryland Avenue Shops
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| 3 Favorite Restaurants |
- Reynold’s Tavern, they offer best authentic tea service.
- “Cracking Crabs” at Cantler’s Riverside Inn, the best place to enjoy a true Maryland Crab Feast
- Eastport Deli is the only place I’ve found that has a Chicken Salad Club on the menu, and it’s oh so yummy!
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| Deanna |
 As a kid, being near the water was a way of life for Deanna. She learned a love of sailing from her dad while living in the Seattle area. With a BA in Business and HR background, she found the best of both worlds by combining her professional life with an activity she loves. Being involved in behind-the-scenes work and selling a joy of sailing for the last 7 years has been fun, and never boring! |
| Favorite things to do |
Of course, my favorite thing to do in Annapolis is sailing – either on Woodwind, with friends, or renting a boat with my husband. I also enjoy visiting the wide variety of great bars and restaurants in the area, and learning more about the incredible history of this small town. |
| Favorite Places to show visitors |
- A crab feast is usually a major request from visitors, so a trip to Cantler’s Riverside Inn is usually a must.
- I try to get as many visitors as possible out sailing – it is the sailing capital after all!
- After a busy day walking around town or being on the water, Red, Red, Wine Bar is a fantastic place to wind down with friends and family!
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| 3 Favorite Restaurants |
- My favorites are Lewnes’ Steak house, Paladar Latin Kitchen, and Red, Red Wine Bar. They all have a unique atmosphere, great food and drinks, and friendly staff.
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| Gretchen |
 Gretchen started sailing in middle school with her step-father who used a Texaco road map to navigate so she is very happy to sail with the skilled captains and crew of the Woodwinds! Gretchen has worked in event planning since graduating from college and enjoys helping people plan fun events that have them out sailing on the Bay! |
| Favorite things to do |
Water sports on the Severn River & the Bay, Farmer’s Market at Faucett’s parking lot & Riva Road, eating at all the great restaurants Annapolis has to offer. |
| Favorite Places to show visitors |
- City Dock, Naval Academy
- William Paca House & Gardens and the Hammond Harwood House
- Pussers Caribbean Grille for drinks on the dock.
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| Whit |
 Every morning I walk out onto the dock overlooking the Annapolis Harbor and wonder who I might meet or what I might see or experience that will make this day a great day. I love working outside, we have the best office and views in Annapolis. The
Woodwind Family all works hard because we love what we do and most importantly we have a good time doing it. |
| Favorite things to do |
There are a few parks I visit frequently, Quiet Waters, Greenbury Point, and Sandy Point. There are some great views of Annapolis, the rivers, and the bay. Annapolis has some festivals throughout the year at City Dock, I like to look around,there is usually some good music, food, and art to take in. I try to get out on the water as much as possible. Don’t worry if you don’t have a boat, there are many different businesses in town that can get you out there. |
| Favorite Places to show visitors |
- I take all my visitors on a walk around town, there are so many unique shops and restaurants,there is something for everyone.
- Pusser’s Caribbean Grille, I like to bring my friends here for a cocktail at the dock bar. It is fun for visitors to watch the boats parade up and down ego alley.
- Sailing on the Woodwind, I bring everyone that visits me from out of town aboard the Woodwind. It is the best way to see Annapolis from the water.
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| 3 Favorite Restaurants |
- The Big Cheese/Sammy’s Downtown Deli, has the best sandwiches in downtown Annapolis.
- Joss Cafe and Sushi Bar has the best sushi and a friendly staff.
- Galway Bay, really great Irish food in a casual setting.
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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.
How do you answer the question, What do I want to do when I grow up? For me, it was, ask the question what do I love to do that I can share with others and make it a career? I taught instrumental music to elementary students for 25 years. When that was no longer an option due to budget cuts, I asked the question again? This time the answer was, with the help of my family, Schooner Woodwind.
Captain Mike is a Chesapeake native and a resident of South Baltimore. He joined the Woodwind in 2010, after running traditional Chesapeake work boats focused on outdoor experiential education. Mike has managed sailboat fleets for a community sailing center in Baltimore City and a bareboat charter company in Annapolis. Mike enjoys sharing his interest in Chesapeake ecology and maritime culture.
Working as a Captain on the Schooner Woodwind is awesome. I figured out how to get paid for my favorite hobby(sailing). I started sailing when I was 6 years old right here on the bay. I am a very avid sailboat racer and when not working you can usually find me out racing. I lived/sailed in the Caribbean for 24 years I returned to the Bay area 4 years ago and enjoy every day I am on the water!!
I’ve been sailing since the age of 12. During 20 years in the Navy, I sailed while visiting ports and while at home. I am a personal coach using horses in my work. I’ve owned a C&C 30, a Catalina 400 and 470 and sailed Hobie 16’s in Aruba, and a 110’ schooner in Fiji,the Bay end-to-end, and a CT44 from Bermuda. I am a published author, write music, dive, and like birding. I sail whenever I can.
Just a simple guy that loves spending time on the water with great people.
Rena is a native Baltimorean who fell in love with sailing 6 years ago. A former hairstylist, she dreamed up her career in the marine industry when she was “stranded” in St. Thomas during Snowmageddon. 2012 will be her 3rd season on Woodwinds. She hopes to some day be a liveaboard and travel to distant shores.
I am a recent arrival to Annapolis and a graduate of St. Mary’s College of Maryland. I enjoy sailing, cooking, gardening, playing piano, windsurfing, kayaking, and writing. There are usually a few worn out water damaged books in my bag at any given time.
