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The 74-foot schooner Woodwind and Woodwind II were custom designed and built specifically for sailing on the Chesapeake Bay. Woodwind is a replica of the classic, fast wooden schooners that were built as yachts in the early 1900s. Her handsome mahogany brightwork, gleaming chrome, and roomy cockpit distinguish her from cargo-carrying work vessels.
The Bay's Ups & Downs - Chesapeake Bay Magazine
The Bay's Ups & Downs.
Posted: Mon, 11 Sep 2023 16:03:20 GMT [source]
Schooner Woodwind
Annapolis, Maryland Is the Sailing Capital of the U.S. — How to Visit - Travel + Leisure
Annapolis, Maryland Is the Sailing Capital of the U.S. — How to Visit.
Posted: Wed, 05 Apr 2023 07:00:00 GMT [source]
Embark on an unforgettable tour with a carefully crafted menu of food & drink. Custom built for sailing, comfort and fun, the Liberte is a grand experience for all. Our cruising grounds are some of the most beautiful and historic in the country. The captain and crew are dedicated to your safety, comfort and enjoyment. In addition to our regular afternoon and sunset sails on the Bay, we offer custom charters. We are passionate about sailing and will design a charter for you.
Special Occasions
This historic city is home to the United States Naval Academy, the third-oldest college in the country, St. John’s College, and the homes of four signers of the Declaration of Independence. Also known as America’s sailing capital, Annapolis and nearby communities have many boating companies that offer public and charter dinner cruises. Schooner Woodwind owner and seasoned sailor Jen Kaye is also a “foodie,” who masterminds “Wine in the Wind” evenings. Join Watermark and Ken’s Creative Kitchen aboard Raven for an intimate holiday dinner. Live jazz and holiday classics with Fred Hughes and Paul Langosch will set the mood for appetizers and dinner on the main deck. Then, venture to the open-air top deck to take in the scenery and see the Eastport Yacht Club’s Lights Parade.
Father’s Day Brunch Sail
Included in the ticket are an open beer and wine bar, butler-served hors d'oeuvres, as well as dinner and dessert service at a private table. After fishing with several other bay charters over the years I had an opportunity to fish with Captain Karl & Eric aboard Miss Grace. What a difference, from the spotless boat to the precise way every bait is rigged and deployed. I have taken friends, family & clients and Miss Grace never disappoints. They are the best in the business and the best on the bay.

From special Mother’s & Father’s Day cruises to lighthouse cruises, seeing the Blue Angels overhead, and many other special occasions. View a sampling of our offerings by month below, and check back in mid to late February when our full event calendar becomes available complete with the ability to purchase tickets. Situated on the Chesapeake Bay near the Severn River, Annapolis is the capital of Maryland and was once the capital of the United States.
Many alterations were made to the design, including adding a spoon bow, scaling down the lines to meet U.S. Coast Guard parameters, redesigning the deck layout and adjusting the rig to a three-masted staysail design. Reliance Fire Protection has been chartering with Miss Grace for nearly 20 years. We both entertain customers and charter trips to reward employees. The Miss Grace Captain and mate, are very professional, mingle with and entertain our customers and employees, and work hard to make sure the charter is a success. Capt Karl, I just wanted to drop you a quick note thanking you and Eric for another memorable experience on the Miss Grace.
I really appreciate you always taking great care of our employees and customers. I see my good client Dave Smith caught the biggest fish once again…45 inches! We sail rain or shine unless the captain cancels the cruise due to unsafe conditions. The schooner, Liberté, is based on Spa Creek in Annapolis, Maryland.
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Special event dinner cruises last two and a half hours and include meal options such as bison, crab, chicken, salad, vegetables and dessert. In addition to the meal, passengers will get food lessons from the chef. This includes where to find locally grown foods, what to look for when shopping, recipes and how to prepare the food served during the cruise.
Captain Karl sets the bar high for all others to follow.. Case in point he called me a few hours before the charter and said they are having a slow day fishing due to the wave conditions. He said no harm no foul if you don’t want to come out today based upon what was going on fish wise.
Karl and his crew went above and beyond for us on multiple occasions. From helping organize and load up the boat for a surprise birthday cruise to navigating the Severn for the Sherwood fireworks on the 4th of July; cruising on the Miss Grace is second to none. A sunset cruise, a romantic dinner, a family excursion, a wedding proposal….. Seas the Bay will help you design your special day in Annapolis. We charter the Miss Grace multiple times a year with our business clients and personally.
Dinner cruises include a DJ, live performers, dancing and a meal. Passengers can dine on salad, beef, pork, chicken, salmon, pasta, vegetables and dessert. Spirit of Baltimore has two enclosed decks and one upper patio deck. We are a family-owned and operated company based in Annapolis Maryland, offering private sails for any occasion on Southerly, our 54 ft. From three-hour day cruises to sunset dinner sails, to wedding proposals and photo shoots, we can customize your sailing charter for an on-the-water experience to remember.
Some Annapolis companies offer dinner cruises for private charters. Liberte the Schooner (theliberte.com) carries up to 49 passengers on Chesapeake Bay cruises. Passengers choose when they want to sail and for how long, music played on the cruise, and what food and beverages are served. Some companies, such as Admiral of the Bay (admiralofthebay.com), offer a variety of cruises and ships for trips on Chesapeake Bay. Passengers choose motor, sailing or other type of ship as well as where they want to go and what they want to eat. Admiral of the Bay can arrange cruises for up to 240 people.
In 2011, dinner cruises last three hours and include a murder mystery. While trying to solve the whodunit, passengers can dine on salad, beef, crab cakes, potatoes, vegetables and a dessert buffet. Being one of the largest charter boats on the Chesapeake Bay, We offer a variety of cruises, tours, and trips, from a variety of pick-up and return locations, North and South of Deale. Our spacious cockpit and salon is the perfect place to enjoy a group outing with friends, birthday party or night out to dinner at one of the local waterfront restaurants. We can handle any and all catering needs, so all you have to do is step aboard and relax. “Party Like a Sailor” events provide a taste of sailboat racing, with both schooners competing with each other during the popular Wednesday Night Races sponsored by the Annapolis Yacht Club.
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