Brews in the Breeze Lunch Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDJoin the Woodwind crew for an afternoon of beer tasting along with a delicious lunch. After we raise all our sails, we will start the tasting with the lightest of the four beers. Lunch will consist of all your Chesapeake favorites, including crab cakes, served buffet style while sailing on the beautiful Bay! Tickets are ... Read more
Independence Day Sailing
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDMake your plans early for sailing on the 4th of July! Tickets are now available for all daytime sails on July 4th. Go sailing during the day and then stake out your spot on land to watch the Fireworks over Annapolis Harbor. Depart Annapolis for a two-hour cruise at 11:00 am, 1:30pm or 4:00pm. Cruise ... Read more
Fireworks Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDJoin us for a festive cruise celebrating the 4th of July. We will depart from the Annapolis Waterfront Hotel dock at 6:30pm for a sunset sail with live entertainment by "Ship's Company". We will then anchor close to the fireworks barge for the 9:15pm fireworks display and return to the dock after the show. Tickets ... Read more
Everything Local Dinner Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDEnjoy our “Everything Local” themed dinner and drinks while under full sail on the Chesapeake Bay. This cruise will focus on food that you can purchase locally or grow yourself. Local wines from Black Ankle Vineyards of Frederick County, specifically their Gruner Vetliner (white) and Rolling Hills (red) will pair nicely with the menu. ... Read more
August Lighthouse Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDSail to as many as three different lighthouses on the Chesapeake Bay and learn about their history, importance, and present day condition by a guest lecturer from the Chesapeake Chapter of the U.S. Lighthouse Society. Depart Annapolis at 11:30am, return at 3:30pm, includes bagged lunch, soft drinks and snacks, $89 per adult, $56 per child ... Read more
Photography Workshop
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDPHOTO WORKSHOP aboard the 74-foot, classic wooden sailing schooner, Woodwind The Sail: If you are looking for a great evening of sailing and photography think about our new Photo Workshop on the Woodwind. The “Woodwind” is a two-masted, 74- foot schooner that sails out of Annapolis. Just sailing on this wooden schooner is a great ... Read more
August Wine in the Wind – Stranded on an Island
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDJoin us for a three hour sail around the Bay sampling wonderful wine the great wine producing islands, Australia, New Zealand & Sardinia. A representative from the wineries will introduce you to these special wines. This will be a relaxing sail including afternoon hors d’oeuvres, soft drinks and four samples of wine. Depart Annapolis at ... Read more
Old Westminster Winery Dinner Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDCaptain Jen fell in love with this winery's location, wine and people that work at Old Westminster Winery at their grand opening two months ago. The proprietors, the Baker family, are raising a reputation for crafting wines of intrigue. The property is situated on a rocky plot of ground just south of historic Westminster, MD, ... Read more
Virginia is for Lovers….of Craft Beer (and Cider)
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDJoin us for our first, All Virginia Beer and Cider Tasting on a sunset sail on the 74-foot Schooner Woodwind. Raise the sails, steer the boat or just sit back and relax with four, 4 oz., samples of beer and cider. We will have a representative from the brewery aboard to tell you more about ... Read more
September Wine in the Wind – Discovering Tempranillo
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MDJoin us for a three hour sail around the Bay sampling wonderful wine from Spain. A representative from the wineries will introduce you to these special wines. This will be a relaxing sail including afternoon hors d’oeuvres, soft drinks and four samples of wine. Depart Annapolis at 1:30pm, return at 4:30pm. Price: $99 per person. ... Read more