Liberte the Schooner (theliberte.com) carries up to 49 passengers on Chesapeake Bay cruises. Serenity currently offers afternoon and sunset cruises on the Rappahannock River on Thursdays, Fridays and Saturdays. Woodwind is a replica of the classic, fast wooden schooners that were built as “yachts” in the early 1900’s. 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. Caribbean Sailing Vacations and more at Yorktown Sailing Charters Oxford was founded 1683, and quickly set up as the only port of entry for British trade on the East coast. 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. 22 talking about this. 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. © Copyright 2020. * 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. Privacy Policy. 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.. Running Free, Inc. DBA Annapolis Sailing Cruises: Schooner Woodwind. Tickets go on sale 6 days prior to the date you want to sail. But 2020 is not a normal year. Captain Jennifer Kaye says Schooner Woodwind is looking for both part-time and full-time employees to start immediately, and work through October. outing a nautical one! Greg and Laura met working on a tall ship in 1988 and have been sailing together ever since. Experience sailing the Chesapeake Bay on an authentic 74-foot schooner! Read more about past races and how we have done by clicking here. 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. All cabins have standing headroom for dressing. View this National Historic Landmark as you cruise the Chesapeake Bay … The Chesapeake Bay cruise itinerary includes Baltimore, Annapolis, St. Michaels, Oxford, Cambridge, Crisfield, Tangier Island, and Yorktown/Williamsburg. There is a seat and hanging locker in each area with space for storing a soft duffel. 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. Embark on an unforgettable tour with a carefully crafted menu of food & drink. 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. Sailing Season is Over. Schooner Heron Charters will have a rate of $500 for wkdays, wkends, and holidays! Sail away with us! The 74-foot schooner “Woodwind” and “Woodwind II” were custom designed and built specifically for sailing on the Chesapeake Bay. Captains and Owners of Schooners Alliance and Serenity. Advanced ticket sales are available if you have a group of 18 or more. Green Mountain Marketing & Advertising, Inc. 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. Each cabin has a complete set of sheets, blankets, pillows and towels. 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. Thomas Point Lighthouse Cruise. Tickets go on sale 6 days prior to the date you want to sail. and out on the Miles River with … $500! This is our favorite event all season! Tickets go on sale 6 days prior to the date … Advanced ticket sales are available if you have a group of 18 or more. Thank you for signing up for Schooner Woodwind News. Annapolis MD. After cruising through Annapolis’ historic harbor and by the U.S. 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. Running Free, Inc. DBA Annapolis Sailing Cruises: Schooner Woodwind. 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. $1000 plus tax per person Race down the Chesapeake Bay on one of the fastest schooners! 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. Schooner Woodwind  •  at the Annapolis Waterfront Hotel  •  80 Compromise Street  •  Annapolis, MD 21401  •  410-263-7837. It is my goal to provide you with the sailing experience you desire. Annapolis MD. Most of the Sultana's sailings are from Chestertown, Maryland. Book Now. Embark on an unforgettable tour with a carefully crafted menu of food & drink. Cheryl Costello steps aboard for the inspired … Racing to Save the Bay - www.schoonerrace.org All right reserved. 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. These guest cabins are all located in the separated forward cabin area accessible by a separate companionway (stairs). American Cruise Lines ships feature spacious staterooms and opening picture windows. We have won our class many times, and have won the overall trophy three times. 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. Passengers choose when they want to sail and for how long, music played on the cruise… Join us on our two beautiful, wooden, 74-foot schooners, Woodwind and Woodwind II, for a true sailing experience in Annapolis, Maryland. For a party of six: a wonderful afternoon sailing on the Bay aboard the beautiful 60-foot staysail Schooner Heron, with Captain. The layout of Woodwind has 4 private guest staterooms (cabins) all with double sized berths. Skipjack Cruises. 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. Site Designed by: Green Mountain Marketing & Advertising, Inc. This year, we're holding a Virtual Race! Privacy Policy. There is a fully equipped galley and separate captain and crew quarters. This area provides 2 heads with built in showers. Click here for important COVID-19 information and updates. Green Mountain Marketing & Advertising, Inc. Thursday, the race starts just south of the Bay Bridge around 1:30 pm. 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. Let us show you the pleasures of a Caribbean sailing cruise. The Schooner Sultana, a reproduction of a 1768 schooner, is the schoolship of the Chesapeake. The Town of Urbanna and the 65-foot schooner have partnered to bring a unique sailing experience to the area. They have sailed extensively throughout the Atlantic, Caribbean, Bahamas, Great Lakes and the North and South Pacific Oceans. Our specialty sailing cruises are on sale now for this season. All right reserved. 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. The Chesapeake pungy schooner Lady Maryland will be docked at the Chesapeake Bay Maritime Museum in St. Michaels, Md. Parties go on through the night aboard the various schooners. Sailing from Rock Hall, Maryland as long as the weather cooperates! We are very competitive and love to teach the guest crew everything they need to know about racing. 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 All food and parties included while aboard the boat. More details…. Advance reservations are highly recommended. Many staterooms even have private verandas. It had seven employees. Chesapeake Bay Bridges Cruise. Skipjacks are oyster dredging sailboats, used in the Chesapeake Bay since the 1880s. Some 30 schooners of all sizes take to raise funds for the Chesapeake Bay Foundation. Print at Home or Email to the lucky recipient. Dockside tours and public sails will be available throughout the schooner’s stay, with details at cbmm.org. 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. Sail by at least three different Chesapeake Bay lighthouses aboard the 74-foot wooden schooner, Woodwind. Sailing Cruises on the Chesapeake Bay. © Copyright 2020. We will start April 17, 2021. 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. at select times on September 5, 6, and 10, with limited, advanced boarding passes at bit.ly/SailAmerica. Thank you for signing up for Schooner Woodwind News. 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. The original 74-foot Woodwind began offering sailing cruises out of Annapolis back in 1993. 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. 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. The captains and crew of the Schooner Woodwind look forward to welcoming your guests aboard for your exclusive private event! Located in the heart of the Chesapeake Bay, Annapolis is “America’s Sailing … Watermark Cruises and Tours: Chesapeake Bay Schooner Sail watching - See 934 traveler reviews, 326 candid photos, and great deals for Annapolis, MD, at Tripadvisor. 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. Site Designed by: Green Mountain Marketing & Advertising, Inc. If you’d rather relax, head towards the 18th century LaGrange Plantation for a Sweet Tea party! For the film’s 15th anniversary, Schooner Woodwind Sailing Cruises is holding a special “Wedding Crashers Week” of sails. And come on down to Solomons Island in Southern Maryland for a schooner sail on the Chesapeake Bay! Rates for this Chesapeake Bay cruise start at $3,245, as of the date of publication. The Schooner Woodwind (schoonerwoodwind.com) sailing … Click here for important COVID-19 information and updates. Maryland has numerous bays, rivers, creeks and streams that flow into the Chesapeake Bay. Join the crew of the Nathan as you sail the Choptank River. Wednesday night includes a “crew only” party for all the boats in Fell’s Point. Here at Yorktown Sailing Charters, we offer a number of sailing vacations and cruises in the Caribbean, Panama and Chesapeake Bay. Continue browsing around for more information on our Chesapeake Bay and Yorktown, VA sailing and boat tours. Annapolis . We will start April 17, 2021. Then, of course, there’s the Woodwind II, the Annapolis-based cruising sailboat with a starring role. Each of our schooners has picked a nonprofit partner, and is racing to raise as much money as possible for charity. In addition to these sailing charters, you will also find information on our Caribbean Islands winter week charters. Join us on our two beautiful, wooden, 74-foot schooners, Woodwind and Woodwind II, for a true sailing experience in Annapolis, Maryland. Alliance sails 3 times daily from Riverwalk Landing Pier in historic Yorktown from April to November. In a normal year, the Great Chesapeake Bay Schooner Race takes dozens of schooners out on the Bay, racing from Baltimore down to Norfolk. 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. It offers 2-hour public sails and daysails on a limited schedule. Public cruises aboard the sailing yacht America, seen here, will be offered departing from the Chesapeake Bay Maritime Museum in St. Michaels, Md. Schooner Woodwind. All staterooms have opening ports (windows) and the two most forward cabins have opening hatches as well. 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. 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. Our specialty sailing cruises are on sale now for this season. Sailing Season is Over. This year, the race has gone the way of most large fundraisers: it’s being held virtually. 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. As a family business, we take great pride in making your sailing experience a memorable one. Race down the Chesapeake Bay on one of the fastest schooners! 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. 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. 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. Our captains and crew are engaging and enthusiastic. You will be responsible to stand watch and help out. 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