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Each four-top fiberglass beauty sports a different color and name (Gladys, Bonnie, and Violet). Passengers will be picked up and dropped at the T Head of B Dock at Nautilus Point Marina. One of our crew members will meet you on the dock and escort your party to the boat. Each month we feature a different brewery from the Mid-Atlantic Region, and their representative comes aboard and teaches you about beer. 3 samples of beer come with the cruise, and then order full beers from the brews that you enjoyed the most. Sunset is a favorite time for a sail on the Woodwinds.
May 11 – August 25
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. Our bar is stocked with wine and beer, including a nice selection of local craft beer. Woodwind sails up to four times daily throughout our summer season from the Annapolis Waterfront Hotel.
Sunset Sails
During the summer months, she’s docked at the Patriot Party Boats pier in Falmouth harbor in Cape Cod, Massachusetts. Captain Chris and Jane had this vessel built just for them. Let the crew serve you that favorite beverage as you relax watching the sunset over the city skyline. Welcome Aboard our two beautiful, wooden 74-foot schooners, Woodwind and Woodwind II, for a true sailing experience in Annapolis, Maryland. Vintage runabout boats from Sinatra’s time were retro-fitted with electric motors, so having a romantic or intimate conversation is highly possible. It’s no wonder there were multiple (seven) proposals out on the water last year, reports Sea Suite.
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Once tickets are purchased, there are no refunds or exchanges.
One of the best ways to truly experience Annapolis’ beautiful historic seaport is aboard Watermark Cruises signature tour boat, the Harbor Queen. Sit back and relax during a 40-minute informative cruise along the Annapolis Harbor and the banks of the U.S. We sail rain or shine, unless the captain cancels the cruise due to unsafe conditions.
Have a group of up to 16 passengers?
We’ll cruise for an hour and a half on this private boat tour of Annapolis. The route begins at Nautilus Point, and we’ll cruise up Back Creek, around Horn Point, and into the Annapolis Harbor. Soak in the iconic sights and sounds of the sailing capital of the world as we cruise past the US Naval Academy, Ego Alley, and Eastport before cruising back around Horn Point and down Back Creek. The cruise concludes back at Nautilus Point Marina, where your licensed captain and deckhand will safely return you to the dock. This perfect “day on the bay” is a double-edged treat, with fare that includes a complimentary ticket to the Maryland Maritime Museum, the boat’s docking destination in St. Michael’s.
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Amazing Summer Day Trips to the Eastern Shore and Annapolis.
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Two TVs air “whatever people want to watch,” he says, which has included everything from March Madness to the Bachelorette (bachelorette parties are popular bookings, after all). As are corporate teams, birthdays, Whitlow’s fans, and even 50-year wedding anniversaries. Individual tickets are also available, to “mix and mingle like you would in a normal bar,” he says. Sea Suite caters to Washington Nationals fans with a traffic-free cruise from Georgetown to the Yards Marina, docking just in time to walk over for the first pitch. “Tailgating on a tiki boat, it doesn’t get better than that,” he says.
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There is no specific entertainment on these days of the week. There is so much to see as we sail by the United States Naval Academy and into the Chesapeake Bay. Let the crew serve up your favorite beverage as you relax watching the sunset over the city skyline. Cruises are from the Annapolis Maritime Museum Campus, Annapolis Maritime Museum Park Campus, or Annapolis City Dock, please check the schedule before booking. Boarding starts 15 minutes prior to departure time, please arrive 30 minutes prior to departure. The schooner, Liberté, is based on Spa Creek in Annapolis, Maryland.
The sunset over the Annapolis skyline is breathtaking. The golden glow reflecting off the sails as the sun descends near the horizon is an unforgettable sight. Here in Annapolis, we claim the Chesapeake Bay, the nation's largest estuary, as our very own playground. With countless rivers, streams, and coves spanning over five hundred miles of the shoreline - there are plenty of ways to play on the water. Spend the afternoon paddle boarding through the areas winding inlets, take a sunset tour through the Harbor, or learn to sail on your own! There is something for everyone, no matter the age.
thought on “Sunset Sails”
Sea Suite Cruises’ fleet that started it all is a pontoon pedal boat outfitted with 10 cycle stations (or just let the motor power the party). BYOB (just no hard liquor) or purchase on-board beverages like canned Cutwater ($4-$8.50). D.C.’s “first tiki cruise” lets patrons buy booze on board, or opt for an $8 corkage fee for wine and Champagne. A guided tour exploring the history of the area, the Chesapeake, and the sights you see while on a sail. Each week we will focus on a specific interesting topic with a guest speaker aboard. The Annapolis Maritime Museum & Park educates youth and adults about the Annapolis area’s rich maritime heritage and the ecology of the Chesapeake Bay through programs, exhibits and community events.
The most baller option of the bunch by far, the Wharf’s luxe Pendry hotel offers guests a captain-chartered Aviara cruise that’s available to the public for the first time. Parked in its own slip right out front of the Southwest Waterfront hotel, onboard food and beverage offerings include Champagne and caviar service supplied by Pendry’s culinary team. Bar selections, beer or wine, and appetizers can be customized, depending on the parties’ preference. Excursions near and far include round trips to Nationals home games and an all-day adventure to the Chesapeake Bay to spot marine life.
The original hull design by Dudley Dix is a Hout Bay 70, a two-masted gaff-rigged schooner intended as a heavy but fast offshore cruiser. 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. Each month we feature a different brewery from the Chesapeake area. A representative from the brewery comes aboard and teaches you about beer.
We offer complimentary rain ponchos in case of rain. Join the crew and race Woodwind vs. Woodwind II every Wednesday night from late April through late August. There can be up to 100 other sailboats racing in the Wednesday Night Regatta sponsored by the Annapolis Yacht Club. Wednesday is the night to “Party Like A Sailor”. All cruises are BYOB (bring your own beverages)! Our boats are outfitted with built-in cup holders, coolers, USB charging stations, and large Bluetooth-enabled speakers for playing your preferred tunes.
You will taste 3 samples of beer and then you can purchase full beers from the brews that you enjoyed the most. A guided tour exploring the history of the Chesapeake area, and the sights you see while on a sail. Soak up monumental views along the Potomac River, drink in tow, with this running list of bookable boats. Everyone has loved having more room, so we are staying at just 30 people per cruise (instead of 48). 2024 marks the 60th anniversary of the Civil Rights Act of 1964, a historic law making discrimination based on race, color, religion, sex, and national origin illegal.
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