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July 2016

Fireworks Cruise

July 4 @ 6:30pm
Annapolis Waterfront Hotel,
80 Compromise Street, Annapolis, MD 21401 United States
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Join 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 are $84 per adult, $57 per child and include bottled water, soft drinks, and a wide selection of desserts. Beer and wine will be available…

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July Wine in the Wind

July 10 @ 2:00pm
Annapolis Waterfront Hotel,
80 Compromise Street, Annapolis, MD 21401 United States
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Join us for a three hour sail around the Bay sampling wonderful wines.  A representative from the wineries will introduce you to these special wines. This will be a relaxing sail including 3-oz samples of each of the four wines featured. Along with each wine is a delicious, perfectly paired bite (we call them magnificent morsels) to go with each wine.  After the sampling, there will be a small afternoon appetizer buffet that will pair well with any wines you…

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Everything Local Dinner Cruise

July 31 @ 6:30pm
Annapolis Waterfront Hotel,
80 Compromise Street, Annapolis, MD 21401 United States
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Enjoy 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. Tickets are $109 per adult and include three course dinner, 3 drink vouchers, and unlimited soda & water. Maximum 35 guests. Menu TBD

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August 2016

August Lighthouse Cruise

August 14 @ 11:30am
Annapolis Waterfront Hotel,
80 Compromise Street, Annapolis, MD 21401 United States
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Sail 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, $93 per adult, $56 per child with child’s lunch. Maximum of 35 guests         Gourmet Bagged Lunch includes: Gourmet Sandwich (choose one) Grilled fajita spiced chicken with lettuce,…

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August Wine in the Wind

August 28 @ 2:00pm
Annapolis Waterfront Hotel,
80 Compromise Street, Annapolis, MD 21401 United States
+ Google Map

Join us for a three hour sail around the Bay sampling wonderful wines.  A representative from the wineries will introduce you to these special wines. This will be a relaxing sail including 3-oz samples of each of the four wines featured. Along with each wine is a delicious, perfectly paired bite (we call them magnificent morsels) to go with each wine.  After the sampling, there will be a small afternoon appetizer buffet that will pair well with any wines you…

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October 2016

Brews in the Breeze Lunch Cruise

October 9 @ 12:30pm
Annapolis City Marina,
410 Severn Ave, Annapolis, MD 21403 United States
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Join 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 $78 per adult and include lunch, four 6 oz. beers, and unlimited soda and water. Additional beer will be available for purchase.  Departs  Annapolis at 12:30pm…

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Schooner Race Watch Cruise

October 13 @ 12:00pm
Annapolis City Marina,
410 Severn Ave, Annapolis, MD 21403 United States
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  The Annual Great Chesapeake Bay Schooner Race Start Watch aboard the Schooner Woodwind II: Join in the excitement and watch the start of the race. Tickets* are $83 per adult and $45 per child and include bagged lunch bottled water, soft drinks, and snacks. Beer and wine are available for purchase. *$10 of each ticket purchased will be donated to the Great Chesapeake Bay Schooner Race, a non-profit organization that races to save the Bay in conjunction with the…

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October Lighthouse Cruise

October 15 @ 10:30am
Annapolis City Marina,
410 Severn Ave, Annapolis, MD 21403 United States
+ Google Map

Sail 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 10:30am, return at 2:30pm, includes bagged lunch, soft drinks and snacks, $93 per adult, $56 per child with child’s lunch. Maximum of 35 guests Cruise Departs from Annapolis City Marina (Boat Shows are in town)     Gourmet Bagged Lunch includes: Gourmet…

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$900.00 + tax

Annual Great Chesapeake Bay Schooner Race

October 12 @ 8:00am
Watergate Village,
Annapolis, MD United States

Be part of the crew aboard the 74-foot Schooner Woodwind on the race down the Chesapeake Bay from Annapolis to Portsmouth, Virginia! Over 45 schooners participate each year. This is a once in a lifetime experience! $900 plus tax per person includes everything. Space for four guest crew members is available.

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The 5-Day Sailing Adventure Cruise

October 17 @ 8:00am
Portsmouth, VA,
Portsmouth, VA United States

Spend 5 days aboard the Schooner Woodwind sailing from Portsmouth, VA to Annapolis. $1800 plus 10% tax per cabin (double occupancy). Includes accommodations aboard, gourmet meals (4 breakfasts, 5 lunches, and 3 dinners, one dinner is ashore), sail training (if wanted), and absolutely fantastic scenery! Four cabins available. Tickets are not available for purchase online.  Call 410-263-1981 to reserve your spot!

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