Advance reservations are highly recommended. In a normal year, the Great Chesapeake Bay Schooner Race takes dozens of schooners out on the Bay, racing from Baltimore down to Norfolk. Woodwind is a replica of the classic, fast wooden schooners that were built as “yachts” in the early 1900’s. You will be responsible to stand watch and help out. Thank you for signing up for Schooner Woodwind News. The captains and crew of the Schooner Woodwind look forward to welcoming your guests aboard for your exclusive private event! The large dinette or the comfortable cockpit can seat 10 for breakfast and lunch. Annapolis MD. These guest cabins are all located in the separated forward cabin area accessible by a separate companionway (stairs). Captains and Owners of Schooners Alliance and Serenity. Whether you are interested in a sunset on the beautiful Chesapeake Bay or cruising down the Florida coast with dolphins playing in our wake, you're in the right place. Schooner Woodwind Annapolis Sailing Cruises: great sail on the Chespeake Bay - See 306 traveler reviews, 134 candid photos, and great deals for Annapolis, MD, at Tripadvisor. Sail by at least three different Chesapeake Bay lighthouses aboard the 74-foot wooden schooner, Woodwind. The captains and crew of the Schooner Woodwind look forward to welcoming your guests aboard for your exclusive private event! They’re some of the most recognizable sailboats on the Bay, thanks to a little movie called Wedding Crashers.And this year, the Schooner Woodwind family celebrates its 25th birthday.. Annapolis MD. Thank you for signing up for Schooner Woodwind News. There is a seat and hanging locker in each area with space for storing a soft duffel. Sailing Cruises on the Chesapeake Bay. Running Free, Inc. DBA Annapolis Sailing Cruises: Schooner Woodwind. Located in the heart of the Chesapeake Bay, Annapolis is “America’s Sailing … It offers 2-hour public sails and daysails on a limited schedule. Wednesday night includes a “crew only” party for all the boats in Fell’s Point. A guest lecturer from the Chesapeake Chapter of the U.S. Lighthouse Society is aboard to tell you about the history, importance, and present-day condition of these very important and picturesque beacons to watermen throughout the years. Continue browsing around for more information on our Chesapeake Bay and Yorktown, VA sailing and boat tours. Each of our schooners has picked a nonprofit partner, and is racing to raise as much money as possible for charity. Located in the heart of the Chesapeake Bay, Annapolis is “America’s Sailing Capital.” Help raise the sails, steer the boat, or simply sit back and relax as Woodwind sails from the historic Annapolis waterfront, past the Naval Academy and cruises into the Chesapeake Bay. There is a group breakfast for all crew on Sunday morning and we say goodbye around noon. Parties go on through the night aboard the various schooners. Liberte the Schooner (theliberte.com) carries up to 49 passengers on Chesapeake Bay cruises. American Cruise Lines ships feature spacious staterooms and opening picture windows. Oxford was founded 1683, and quickly set up as the only port of entry for British trade on the East coast. Cheryl Costello steps aboard for the inspired … All right reserved. Chesapeake Bay Bridges Cruise. More details…. Tickets go on sale 6 days prior to the date … Click here for important COVID-19 information and updates. Site Designed by: Green Mountain Marketing & Advertising, Inc. The original 74-foot Woodwind began offering sailing cruises out of Annapolis back in 1993. Sail away with us! at select times on September 5, 6, and 10, with limited, advanced boarding passes at bit.ly/SailAmerica. Maryland has numerous bays, rivers, creeks and streams that flow into the Chesapeake Bay. We set sail on Wednesday, October 10 to train all “guest” crew how to sail Woodwind on our way from Annapolis to meet up with the other schooners in Baltimore’s Inner Harbor. Advanced ticket sales are available if you have a group of 18 or more. This is your opportunity to explore the Chesapeake Bay tidewaters for a sightseeing cruise, or for the more adventurous soul, explore the emerald waters of the Caribbean on a 7 day cruise. Race down the Chesapeake Bay on one of the fastest schooners! After training we participate in a breathtaking Parade of Sail with all the other participating schooners- there were 54 last year with sails up and cannons firing. But 2020 is not a normal year. The Schooner Woodwind (schoonerwoodwind.com) sailing … If you’re interested in booking a charter for the upcoming spring season, our Charter Specialists will be happy to help you develop a customized itinerary for your trip. Let us show you the pleasures of a Caribbean sailing cruise. Schooner Woodwind Annapolis Sailing Cruises: The Best Chesapeake Bay Experience - See 306 traveler reviews, 134 candid photos, and great deals for Annapolis, MD, at Tripadvisor. Racing 130 miles down the bay can take as little as 12 hours and as much as 40 hours depending on the wind speed and direction. Serenity currently offers afternoon and sunset cruises on the Rappahannock River on Thursdays, Fridays and Saturdays. Alliance sails 3 times daily from Riverwalk Landing Pier in historic Yorktown from April to November. Join us on our two beautiful, wooden, 74-foot schooners, Woodwind and Woodwind II, for a true sailing experience in Annapolis, Maryland. Annapolis . That impact left a crater 55 miles wide that became a convenient depression for rivers to flow into as the glaciers of the last Ice Age melted some 10,000 years ago. Embark on an unforgettable tour with a carefully crafted menu of food & drink. Schooner Heron Charters will have a rate of $500 for wkdays, wkends, and holidays! Green Mountain Marketing & Advertising, Inc. 22 talking about this. Racing to Save the Bay - www.schoonerrace.org Tickets go on sale 6 days prior to the date you want to sail. We have won our class many times, and have won the overall trophy three times. Once across the finish line, we make our journey up the Elizabeth River to Norfolk, VA. On Saturday afternoon there is a party filled with sea shanties, oyster and pig roast, beer truck, and the awards for the race. Private cruises aboard the Schooner Woodwind offer your group exclusive use of one or both schooners and can accommodate up to 48 guests aboard each vessel. Skipjack Cruises. $500! Most of the Sultana's sailings are from Chestertown, Maryland. The 74-foot schooner “Woodwind” and “Woodwind II” were custom designed and built specifically for sailing on the Chesapeake Bay. Thomas Point Lighthouse Cruise. Embark on an unforgettable tour with a carefully crafted menu of food & drink. * Specialty Cruises * Schooner Racing * Wednesday Night Racing – Public Sails * Great Chesapeake Bay Schooner Race * Team Building * Past Great Chesapeake Bay Schooner Races * __ Close * Ship’s Store * Schooner Woodwind Merchandise * Schooner Woodwind Gift Certificates * __ Close * __410-263-7837 * Buy Tickets * PUBLIC SAILING. It had seven employees. We set sail on Wednesday, October 10 to train all “guest” crew how to sail Woodwind on our way from Annapolis to meet up with the other schooners in Baltimore’s Inner Harbor. Whether you’re looking for a short getaway or a 2-3-week cruising vacation, the Chesapeake Bay is among the world’s top cruising and sailing destinations. Schooner Woodwind Sailing Cruises, based at Annapolis City Dock, is hiring crew to work aboard its boats, customer service reps to sell tickets, and dock hands to tie up boats at Pusser’s Grille. It is my goal to provide you with the sailing experience you desire. Sailing Season is Over. Advanced ticket sales are available if you have a group of 18 or more. As a family business, we take great pride in making your sailing experience a memorable one. We will start April 17, 2021. Rates for this Chesapeake Bay cruise start at $3,245, as of the date of publication. All staterooms have opening ports (windows) and the two most forward cabins have opening hatches as well. Here at Yorktown Sailing Charters, we offer a number of sailing vacations and cruises in the Caribbean, Panama and Chesapeake Bay. View this National Historic Landmark as you cruise the Chesapeake Bay … This year, we're holding a Virtual Race! Running Free, Inc. DBA Annapolis Sailing Cruises: Schooner Woodwind. Groups can purchase tickets more than six days in advance so you can start planning your event now and know you have that date reserved. There is a fully equipped galley and separate captain and crew quarters. The layout of Woodwind has 4 private guest staterooms (cabins) all with double sized berths. Schooner Lady Maryland in St. Michaels October 21-25 (ST MICHAELS, MD – August 7, 2018) The schooner Lady Maryland will be dockside at the Chesapeake Bay Maritime Museum and out on the Miles River with local students from Sun., Oct. 21 through Thurs., Oct. 25. Read more about past races and how we have done by clicking here. Thursday, the race starts just south of the Bay Bridge around 1:30 pm. This area provides 2 heads with built in showers. Special cruise, deck tours aboard Lady Maryland (ST MICHAELS, MD – September 7, 2018) The Chesapeake Bay Maritime Museum and the Living Classrooms Foundation are inviting the public to climb aboard the pungy schooner Lady Maryland during her Oct. 21-25 stay in St. Michaels, Md. Sailing Season is Over. © Copyright 2020. They have sailed extensively throughout the Atlantic, Caribbean, Bahamas, Great Lakes and the North and South Pacific Oceans. Then, of course, there’s the Woodwind II, the Annapolis-based cruising sailboat with a starring role. The Schooner Sultana, a reproduction of a 1768 schooner, is the schoolship of the Chesapeake. The Chesapeake Bay is a spectacular North American cruising ground that was shaped by a big bang 35 million years ago when a comet or asteroid slammed into what is now the lower tip of the Delmarva Peninsula. © Copyright 2020. All right reserved. Public cruises aboard the sailing yacht America, seen here, will be offered departing from the Chesapeake Bay Maritime Museum in St. Michaels, Md. Our captains and crew are engaging and enthusiastic. and out on the Miles River with … Schooner Woodwind Annapolis Sailing Cruises, Annapolis Picture: Chesapeake Bay - Check out Tripadvisor members' 5,172 candid photos and videos of Schooner Woodwind Annapolis Sailing Cruises Our specialty sailing cruises are on sale now for this season. Schooner Woodwind. Print at Home or Email to the lucky recipient. Schooner Woodwind Annapolis Sailing Cruises: fun sail on the chesapeake bay - See 306 traveler reviews, 134 candid photos, and great deals for Annapolis, MD, at Tripadvisor. Click here for important COVID-19 information and updates. $1000 plus tax per person Race down the Chesapeake Bay on one of the fastest schooners! And come on down to Solomons Island in Southern Maryland for a schooner sail on the Chesapeake Bay! The Great Chesapeake Bay Schooner Race is a unique matchup that sends every schooner imaginable down the Bay, 118 nautical miles from Annapolis to Norfolk. Blue Crab Chesapeake Charters is home to Rock Hall's Original Sunset Cruise and will surely top off any visit to Maryland's Eastern Shore. For the film’s 15th anniversary, Schooner Woodwind Sailing Cruises is holding a special “Wedding Crashers Week” of sails. Green Mountain Marketing & Advertising, Inc. The Town of Urbanna and the 65-foot schooner have partnered to bring a unique sailing experience to the area. Dockside tours and public sails will be available throughout the schooner’s stay, with details at cbmm.org. America is a replica of the schooner that launched the America’s Cup tradition in 1851. Schooner Woodwind  •  at the Annapolis Waterfront Hotel  •  80 Compromise Street  •  Annapolis, MD 21401  •  410-263-7837. outing a nautical one! Captain Jennifer Kaye says Schooner Woodwind is looking for both part-time and full-time employees to start immediately, and work through October. We break into crew watches and sail the boat day and night until we reach the finish line at Thimble Shoal Light at the mouth of the Chesapeake Bay. Book Now. Your hosts are full-time residents of Rock Hall and are ready to sail 7 days a week up to fives times daily, from April through October. Some 30 schooners of all sizes take to raise funds for the Chesapeake Bay Foundation. Schooner Woodwind  •  at the Annapolis Waterfront Hotel  •  80 Compromise Street  •  Annapolis, MD 21401  •  410-263-7837. Naval Academy, you will cruise under the twin spans of the Bay Bridges and marvel at this feat of engineering that connects the eastern and western shores of Maryland. Greg and Laura met working on a tall ship in 1988 and have been sailing together ever since. The hosts at Yorktown Sailing Charter have over 30 years of sailing experience so you will feel comfortable sailing with them each and every time. Many staterooms even have private verandas. Experience sailing the Chesapeake Bay on an authentic 74-foot schooner! Skipjacks are oyster dredging sailboats, used in the Chesapeake Bay since the 1880s. Join the crew of the Nathan as you sail the Choptank River. The Chesapeake pungy schooner Lady Maryland will be docked at the Chesapeake Bay Maritime Museum in St. Michaels, Md. Each cabin has a complete set of sheets, blankets, pillows and towels. Privacy Policy. After cruising through Annapolis’ historic harbor and by the U.S. All food and parties included while aboard the boat. If you’d rather relax, head towards the 18th century LaGrange Plantation for a Sweet Tea party! Site Designed by: Green Mountain Marketing & Advertising, Inc. This year, the race has gone the way of most large fundraisers: it’s being held virtually. Our specialty sailing cruises are on sale now for this season. Caribbean Sailing Vacations and more at Yorktown Sailing Charters Groups can purchase tickets more than six days in advance so you can start planning your event now and know you have that date reserved. We are very competitive and love to teach the guest crew everything they need to know about racing. Watermark Cruises and Tours: Chesapeake Bay Schooner Sail watching - See 934 traveler reviews, 326 candid photos, and great deals for Annapolis, MD, at Tripadvisor. All cabins have standing headroom for dressing. Sailing from Rock Hall, Maryland as long as the weather cooperates! The Chesapeake Bay cruise itinerary includes Baltimore, Annapolis, St. Michaels, Oxford, Cambridge, Crisfield, Tangier Island, and Yorktown/Williamsburg. Restored 1928 oyster schooner AJ Meerwald will be on the Miles River and docked at the Chesapeake Bay Maritime Museum in St. Michaels, Md., Oct. 8–15 and again Oct. 21-23. 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