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Special Events in Annapolis, Maryland, aboard the Schooner Woodwind.

Schooner Woodwind's Special Events for 2008

July

Friday
July 4

Fireworks Cruise! Depart from the Marriott dock at 6:30 pm, for a 2 hour sunset sail with live entertainment, then we anchor close to the fireworks barge for the 9:15 show. We return to the dock after the show. $79 per person, $57 per child, which includes a wide selection of desserts and soft drinks. Beer, and wine are extra. SOLD OUT!

Sunday
July 13

Thomas Point Light- join us for our sailing Lighthouse tourLighthouse Tour: Sail to as many as four 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 box lunch, soft drinks and snacks, $87 per person, $56 per child w/ child's lunch. Maximum of 35 guests. SOLD OUT!

Sunday
July 20

Wine In The Wind- sample 4 wines while sailing from Annapolis into the Chesapeake Bay"Wine in the Wind" featuring Spanish Wines: 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 wine. Depart Annapolis at 1:30pm, return at 5:00pm. Price: $99 per person. Maximum 35 guests.

Sunday
July 27

"Thai one On" Dinner Party Cruise: "Thai One On" aboard the "Woodwind". Indulge your inner spicy side and join the Woodwind Crew for authentic Thai food, Mai Tai's, Thai beer and wine. Enjoy the spectacular Annapolis sunset under full sail with great food and great company. (Actually wearing a tie is optional - though we love enthusiastic attire!) Depart Annapolis at 6:30 pm, return to the dock at 9:00pm. Includes dinner, 3 drink vouchers, soda and water. Menu will be posted soon. $99 per person, maximum 35 guests

August

Sunday
August 10

Wine In The Wind- sample 4 wines while sailing from Annapolis into the Chesapeake Bay"Wine in the Wind" featuring Italian Wines: 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 wine. Depart Annapolis at 1:30pm, return at 5:00pm. Price: $99 per person. Maximum 35 guests.

Sunday
August 24

Polynesian Picnic Dinner Party Cruise: Enjoy regionally themed food and drinks while cruising the Chesapeake Bay under sail! Depart Annapolis at 6:30 pm, return to the dock at 9:00pm. Includes dinner, 3 drink vouchers, soda and water. Menu will be posted soon. $99 per person, maximum 35 guests.

September
Monday
Sept. 1
Labor Day: Woodwind will be sailing on the four trip per day schedule because of the holiday weekend (weekend rate applies). Rates and General Schedule

Wednesday
Sept. 3

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

Sunday Sept. 21

Wine In The Wind- sample 4 wines while sailing from Annapolis into the Chesapeake Bay"Wine in the Wind" featuring the Pacific Northwest: 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.

Sunday
Sept. 28

Yo ho ho and a Bottle of Rum Dinner Party Cruise: Get out your pirate attire and learn about rum while cruising the Chesapeake Bay under sail! A three course dinner with rum being the themed ingredient. From rum glazed pork to jamacian rum banana cake, your taste buds will be in high spirits! 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.

 

Tuesday
Sept. 30

Woodwind sailing season opens in AnnapolisWoodwind 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

October

Mon.-Wed.
Oct. 6-8

No public sailing cruises due to Boat Show Setup.

Thur.-Mon.
Oct. 9-13

Annapolis Sailboat ShowUnited 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

Sunday
October 12

Hooper Light in St. Michael's- Sail with us for the day!Champagne Brunch Cruise: Join the Woodwind Crew for the classiest brunch on the Bay. Enjoy a very "bubbly" beverage selection, including sparkling wine, 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.

Departs from the Annapolis City Marina in Eastport due to Boat Show.

October
14-21

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.

Saturday
October 18

Cruising to a Crabfeast in Rock Hall, MarylandSail to a Crabfeast at Cantler's Crab House on Mill Creek: Leave Annapolis at 10:00am, arrive at Cantler's around 11:30am, feast on a delicious crabfeast at World Famous Cantler's Crabhouse with all-you-can-eat steamed crabs, shrimp, fries, onion rings, corn, coleslaw and soft drinks. Depart Cantler's at 1:30pm; arrive Annapolis by 3:30pm.
$124 per person, $72 per child without crabfeast (they can purchase off the menu).
Maximum of 35 guests.

Departs from the Annapolis City Marina in Eastport due to Boat Show.

Sunday
October 19

Thomas Point Light- Join us for a sailing Lighthouse tour Lighthouse Tour: Sail to as many as four 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.

Wed.-Sun. October
15-19

Great Chesapeake Bay Schooner Race startAnnual Chesapeake Bay Schooner Race: Race down the Bay from Annapolis to Portsmouth, Virginia. Over 35 schooners participate each year. Once in a lifetime experience! $800 plus tax per person. Includes everything!
Last year's race.    Previous years. SOLD OUT

Mon.-Fri.
October
20-24

Return Cruise from Norfolk to Annapolis
Sunrise on 5-Day cruise back from NorfolkSold 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.

2 cabins left!
Call 410-263-1981 now to book!

Wednesday
October 22

Woodwind sails twice a day: 12:30-2:30 & 3:00-5:00
Rates and General Schedule

Sunday
October 26

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

Download Special Events Schedule as a .pdf

All cruises depart from the Annapolis Marriott Waterfront Hotel
(downtown Annapolis) unless otherwise noted.

410-263-7837

Directions to Annapolis and the schooner Rates and Schedule for sailing cruises

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