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Wednesday
Sept.
1 |

Woodwind sails 3 times per day:
12:30-2:30,
3:00-5:00
& Sunset Sail: 5:30-7:30
Rates and General Schedule
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Monday
Sept.
6 |

Labor Day Weekend: Woodwind will be sailing on the four trip
per day schedule because of the holiday weekend (weekend rate
applies).
10:00-12:00, 12:30-2:30, 3:00-5:00 & Sunset Sail 5:30-7:30.
Rates and General Schedule |
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Sunday
Sept. 19 |
Talk Like A Pirate Dinner Party Cruise:
In
honor of "Talk Like A Pirate Day" we will be hosting
a pirate themed dinner cruise while cruising the Chesapeake Bay
under
sail! Many dishes will be inspired by a pirate's love for rum. Rum drinks and Pirate themed beer. Depart
Annapolis
at 5:30 pm, return to the dock at 8:00pm. Includes dinner,
3 drink vouchers, soda and water. Menu will be posted soon.
$99 per person, maximum 35 guests.
Menu:
Appetizers: Rum Marinated Seafood Ceviche
Cabbage, Carrot, Snow Pea, Jicama Treasure Slaw
Dark Rum BBQ Pork Empanades
Spiced Rum Glazed Salmon with Figgin in the Riggin Chutney
Mojito Chicken with a Lime, Mint and Rum Marinade
Blackbeard's Rum Raisin Slaw
Captain Jen's Dark and Stormy Black Beans
Sweet Potato Polenta Planks
Dessert: Banana Booty Rum Dessert
Specialty Drinks (Alcoholic): Mount Gay Barbados Rum Punch, Caribbean Breeze Punch and Heavy Seas Gold Ale, Heavy Seas Small Craft Warning, and Heavy Seas Peg Leg Stout. |
Sunday
Sept.
26 |
South American "Wine
in the Wind": A
three and a half-hour sail around the Bay sampling wonderful
wine. 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 the wine. Depart Annapolis
at 1:30pm, return at 5:00pm. Max 35 guests. Price: $99.
SOLD OUT!
Menu
4 Passed Food Pairings with 2 Whites and 2 Reds
-Peruvian Chicken and Yellow Chile Salad with Potatoes
-Spicy Marinated Shrimp
-Stuffed Cremini Mushrooms with Olives, Artichokes and Red Peppers
-Bold Beef Empanades
Buffet Appetizers Include:
South American Cheeses and Chorizo with Olives and Crusty Bread
Argentinian Steak with Chimichurri
Chilean Sea Bass topped with tomatoes, garlic and onions
Panini Style thin Sandwiches with dried meats and hard cheeses
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Sunday Oct. 3 |
Woodwind
starts sailing twice a day.
12:30-2:30
& 3:00-5:00
For
today and the month of October, all weekday cruises require
one day's notice, other than during Boat Show when we have
a totally different schedule. See below. All weekend cruises
do not have a minimum. Rates
and General Schedule |
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Monday-Wednesday
Oct.
4-6 |
No
public sailing cruises due to Boat Show Setup. |
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Thursday-Monday
October
7-11 |
 United
States Sailboat Show, Woodwind sails four times daily from
"L" Dock in the boat show. We
will be running 90 minute cruises, price TBA.
One of the largest in-the-water
shows in the country! Boat
Show Web Site |
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Sunday
Oct. 10 |
Bubbly
Brunch Cruise:
Join the Woodwind Crew for the classiest brunch on the Bay.
Enjoy a very effervescent beverage selection, including
sparkling wine, pomegranate bellinis and "Tiffany's Accidental Champagne
Margarita!" Accompanied by delicious food and always
entertaining company! Depart Annapolis at 11:30 a.m., return
to the dock at 2:30 p.m. Includes brunch, 3 drink vouchers,
soda and water. $99 per person, maximum 35 guests.
Bubbly Brunch Menu:
Wilted Spinach, Roasted Tomato and Manchego Cheese & Egg Breakfast Flatbread
Smoked Thick Cut Bacon and Smoked Gouda & Egg Breakfast Flatbread
Apple Cake
Mini Crystallized Ginger Scones
Strawberries & Cream Buckle
Sweet Potato, Pecan, Dried Peach, Pomegranite Salad w/ citrus maple butter sauce
Seafood Ceviche with hot peppers, cilantro and matchstick red onions
Grilled Flank Steak and Zucchini Skewers

Departs from the Annapolis City Marina in Eastport due to
Boat Show.
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October
12-19 |
No
public sailing cruises other than Special Event cruises due
to Power Boat Show and then the Boat Show Break-Down.
Private
Charters and Group Sails can be arranged during this
time period. Call 410-263-7837. |
Thursday
October
14 |
 Great Chesapeake Bay Schooner Race Spectator Boat: Watch the start of the one of the largest Schooner Races on the East Coast from Schooner Woodwind II. Over 40 schooners will be racing in the annual race down the Bay to Norfolk. Come cheer the schooners on, especially Woodwind, at the start which is just outside Annapolis in the middle of the Bay. Grab your camera for a terrific, front row seat of this spectacular event! Three hour lunch cruise from 12:00-3:00pm. Departs from Annapolis City Marina. $59 includes lunch, soda & water.  |
Saturday
Oct.16 |
Lighthouse
Tour: 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 box lunch, soft drinks and snacks,
$87 per person, child $56 w/ child's lunch. Maximum of 35
guests. 
Departs
from the Annapolis City Marina in Eastport due to Boat Show. |
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Wed.-Sun.
October
13-17 |
Annual
Chesapeake Bay Schooner Race:
Race down the Bay from Annapolis to Portsmouth, Virginia.
Over 45 schooners participate each year. Once in a lifetime
experience! $850 plus tax per person. Includes everything!
Last
year's race. Previous
years.
SOLD OUT |
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Mon.-Fri.
October
18-22 |
Return
Cruise from Norfolk to Annapolis

Sold by the cabin, $1600 plus 10% tax. Two people per cabin.
Includes accommodations aboard, gourmet meals- 4 breakfasts,
5 lunches, and 3 dinners, one dinner is ashore, sail training
(if wanted), and absolutely fantastic scenery!
More info &
photos.
1 Cabin Left, call 410-263-1981 |
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Wednesday
October
20 |

Woodwind sails twice a day: 12:30-2:30 & 3:00-5:00
Rates and General Schedule |
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Sunday
Oct.
31 |

Public Sailing Season closes at the end of day!
Rates and General Schedule |