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Black Ankle Vineyards Dinner Cruise

September 24, 2023 @ 5:30 pm - 7:30 pm

Two Woodwind wine glasses with red wine in them clinking together

Captain Jen fell in love with this winery’s location, wine and people that work at Black Ankle Winery.

Black Ankle Vineyards is the culmination of a long-time dream of founders Ed Boyce and Sarah O’Herron. They believe that the central Maryland Piedmont, sitting at the foothills of the Appalachian Mountains, has the right mix of rolling hills, rocky, low-fertility soils, regular breezes, sunshine and rain to be the home of some truly delicious wines — wines that express the land in which they are grown, enhance the food they accompany, and most important of all are a joy to drink.

Bread and Butter Kitchen completes the team making all of the food from scratch with local ingredients.


  • Departs from Annapolis at 5:30pm and return at 7:30pm. 
  • Tickets include dinner and taxes, 3-ounce pour of sparkling to welcome you aboard and 5-ounce wine pours for the three meal courses, and unlimited soda and water. Also includes a take-home, boat friendly, wine glass by Go Vino with the Woodwind’s logo on it.  
  • Maximum 30 guests.
  • Schooner Woodwind’s Dinner Cruises are a very casual affair.
  • Courses are served picnic-style and food is presented chilled or at room temperature. You will thoroughly enjoy the event aboard.
  • We really do sail, so wear soft soled shoes. And please, feel free to raise the sails, steer the boat, or sit back and relax.

2020 Malintz: Sparkling Wine to welcome everyone aboard


2022 Albarino:  Chilled Corn Bisque w/ Crispy Pancetta and Local Crab
2021 Passeggiata: Butternut Squash Ravioli w/ Brown Butter Fried Local Mushrooms and Crispy Sage
2021 Viento: Red Wine Local Braised Short Ribs w/ Root Vegetable Puree and Savory Shortbread Crumble served with Artisan Dinner Rolls, Whipped Butter

A Dessert Bag Featuring Schooner Woodwind Signature Sugar Cookie, to take home

1st course serve chilled, other courses served room temperature

Two Woodwind wine glasses with red wine in them clinking together


Estate Winery: “In pursuit of making great wine, we are fully committed to being an estate winery – every grape for every bottle of wine that we produce is grown on our farm and always has been.  The quality of a wine is determined first and foremost by the quality of the grapes that go into it, so we take our farming very seriously. (OK, that is just a nice way of saying that we are control freaks – we admit it).”

Sustainability: “We are also big believers in making use of the resources that we have and taking care of those resources so they will continue to be available down the road.  To that end, we spend a great deal of time doing what we think of as farming the soil – making sure that the microbial life in the soil has a good mix of air, water and nutrients so it can create a healthy environment for our vines.

At Bread and Butter Kitchen, we LOVE food and we love sharing our passion with our customers. We source nearly everything locally and directly from the farmers and vendors who produce the beautiful ingredients we feature in our dishes. We want to share our love of good food and good ingredients with you.

Black Ankle Vineyards and sign


September 24, 2023
5:30 pm - 7:30 pm
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Schooner Woodwind
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Schooner Woodwind at Annapolis Waterfront Hotel Dock
80 Compromise Street
Annapolis, MD 21401 United States
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Schooner Woodwind