|
|
|
Saturday
April
17 |
Woodwind
starts sailing twice a day. (Opening
Day)
12:30-2:30
& 3:00-5:00
Opening Weekend we will giving away a Nancy Hammond's "Woodwind" print on each cruise for the entire weekend!
This weekend, there is a city wide celebration called "Annapolis in Love" with many promotions and special events going on all over town. We will be serving a fun champagne cocktail called "Love Potion #9" all weekend.
For
the month of April, all weekday cruises require one day's
notice. All weekend cruises do not have a minimum. Rates
and General Schedule |
Sunday
April
18
Part of the city wide celebration-
"Annapolis in Love"

|
Looking for Love in Annapolis Singles Cruise: Singles Sail and Brunch on the 74-foot, classic wooden schooner, Woodwind II. Find your perfect “first mate” or “captain” aboard our fun and interactive sailing cruise. Raise the sails, steer the boat, or simply relax and mingle with 40 other single, outdoor enthusiasts. Since the Woodwind II was the boat featured in the Wedding Crashers, there will be a fun trivia contest about the movie including prize. A delicious light brunch will include fruit salad, bagels, apple cake and breakfast flatbreads. Love Potion #9 will be the specialty drink of choice with a nice selection of regional microbrews, wine and mimosas offered for $4. $55 for cruise and brunch. 10:00-12:00pm. Maximum of 40 guests. 
|
|
Sunday
April
25 |
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, $56 per child with child's lunch. Maximum
of 35 guests.
|
|
|
|
Saturday
May 1 |

Woodwind starts sailing three times a day.
12:30-2:30,
3:00-5:00
and a Sunset Sail from 5:30-7:30 pm.
Rates
and General Schedule |
Sunday
May
9 |
Mother's
Day Brunch Sail: Depart
Annapolis for a three-hour Brunch cruise at 11:30 am and return
at 2:30 pm. Cruise includes one free Bloody Mary or Mimosa
and delicious food: homemade scones, quiche lorraine squares,
baked citrus salmon with hearty bread,
grilled flank steak, fresh
fruit salad, orange juice and homemade biscotti. $69 per person,
$38 per child w/ gourmet brunch or special bagged lunch (children's
lunches available). Maximum 40 guests.  |
|
Saturday
May
15 |
Woodwind
starts sailing four times daily through Labor Day
weekend.
11:00-1:00,
1:30-3:30, 4:00-6:00 and a Sunset Sail from 6:30-8:30.
Rates
and General Schedule |
|
Tuesday
May
25 |
Blue
Angels Practice
Cruise: Watch
the Blue Angels practice their aero-acrobatics during this
special cruise. 11:00am - 3:30pm. Reservations required, includes
box lunch, soda and snacks; $87 per person, $56 per child
w/ child's lunch. |
|
Wednesday
May
26 |
Blue
Angels Cruise:
Watch the famous Blue Angels do their aero-acrobatics while
sailing on the Bay. Tickets include box lunch, soda, and snacks.
11:30am - 3:30pm.
$87 per person, $56 per child w/ child's lunch.
|
|
Monday
May
31 |

Memorial Day: Woodwind will be sailing on the four trip
per day schedule because of the holiday weekend (weekend rate
applies). Rates
and General Schedule |
|
|
Sunday
June 13 |
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.
|
Sunday
June
20 |
Father's
Day Brunch Sail: Depart
Annapolis for a three-hour Brunch cruise at 10:00 am and return
at 1:00 pm. Cruise comes with a free Bloody Mary or Mimosa and
delicious
food including homemade scones, quiche lorraine squares, baked
citrus salmon with hearty bread, grilled flank steak, fresh
fruit salad, orange juice and homemade biscotti.
$69 per person, $38 per child w/ gourmet brunch or special bagged
lunch (children's lunch available). Maximum 40 guests.  |
|
|
|
Sunday
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. |
|
Sunday
July
11 |
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 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.
|
|
Sunday
July 18 |
"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 wine. Depart Annapolis at
1:30pm, return at 5:00pm. Price: $99 per person. Maximum
35 guests.  |
|
|
|
Sunday
August 8 |
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.
|
|
|
|
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 |
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 |
|
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.
|
Sunday
Sept.
26 |
"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.
|
|
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 |
|
|
|
Monday-Wednesday
Oct.
4-6 |
No
public sailing cruises due to Boat Show Setup. |
|
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 |
|
Sunday
Oct. 10 |
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
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. |
Saturday
Oct.16 |
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
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.
All cabins available, call 410-263-1981 |
|
Mon.-Fri.
October
18-24 |
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.
All cabins available, call 410-263-1981 |
|
Wednesday
October
20 |

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

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