Saturday
April 15

Woodwind starts sailing twice a day. (Opening Day)
12:30-2:30 & 3:00-5:00

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

Concert: Naval Academy Concert Band, 8 p.m., Mahan Hall, Naval Academy. 410-293-0263.

Croquet Match: St. John's College vs. Naval Academy, 1 p.m. (rain date: April 23), college lawn, 60 College Ave. 410-626-2539.

Concert: Annapolis Chorale and the Annapolis Chamber Orchestra, 7 p.m., St. Anne's Church, Church Circle. 410-263-1906.

Sunday
April 23

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, $79 per person, $52 per child with child's lunch. Maximum of 35 guests.

Wednesday
April 26

April 27-30

Fri. - Sat.
April 28-30

Fri. - Sat.
April 28-30

Saturday
April 29

Woodwind starts sailing three times a day.
12:30-2:30, 3:00-5:00 plus a Sunset Sail from 5:30-7:30 pm.
Rates and General Schedule

Saturday
April 29

In Port Race with the Volvo Ocean Race Boats: The 7 Race Boats will compete off of the Magothy River. The course will be determined by the wind direction. The start of the Race may be delayed depending on the wind conditions. 1:00 pm. Info website (We may have a special Woodwind trip for this, check back mid-March.)

Wednesday
May 3

Thursday
May 4

Volvo Ocean Race Parade of Sail: Watch the boats parade from Baltimore's Inner Harbor to Annapolis City Dock. Great viewing areas in Baltimore include Inner Harbor and Fort McHenry and also Annapolis City Dock and the grounds of Naval Academy. (We may have a special Woodwind trip for this, check back mid-March.)

Thurs.- Sun.
May 4-7

Festival: Maryland Maritime Heritage Festival- Celebrate the Bay at this interactive family event. Includes a display of in-water historic and modern boats, children's activities Blessing of the Fleet, entertainment, live music and more! May 4 thru the 7th at Annapolis City Dock. www.MDMaritimeFestival.org

Friday
May 5

Annapolis Salutes the Volvo Oeean Race: Tickets $25, $35 at door, www.eastportyc.org. Eastport Yacht Club and Severn Sailing Association is the location in Eastport. Great party!

Sunday
May 7

Volvo Ocean Race Re-Start Cruise: Watch the race boats sail past as they head out of the Chesapeake Bay, racing to New York City. We will depart at 9:00am before the harbor closes down to let the Race Boats out, and then we will sail south, past Thomas Point Lighthouse. We anticipate the race boats to pass us, around 1:30-2:00pm, depending on the wind conditions. This will be a relaxing 8-hour daysail including a continental breakfast, gourmet box lunch, afternoon appetizers, and soft drinks. Three drink coupons will come with each adult ticket. Bloody Marys, Mimosas, beer and wine will be available. Tickets are $219 per person, $184 child with child's lunch. Maximum of 35 guests. This will sell out fast! For more info on the race www.volvooceanrace.org Sign up for their daily emails to view the latest news and to see where the boats are!

Sunday
May 7

Walk the Chesapeake Bay Bridge! Walk or Run the Bridge and see the start of the Volvo Ocean Race. Bay Bridge Website

Wednesday
May 10

Friday
May 12

Saturday
May 13

Woodwind starts sailing four times daily through Labor Day weekend.
11:00-1:00, 1:30-3:30, 4:00-6:00 and sunset sail: 6:30-8:30.
Rates and General Schedule

Wednesday
May 17

Wednesday
May 18

Sunday
May 21

Sail to St. Michaels: Depart Annapolis at 8:30am, arrive in St. Michaels at the Maritime Museum (featuring the Maritime Model Expo) by 1:00pm. Visit town and the museum until 4:00pm. Sail back to Annapolis by sunset at around 8:30pm. Price includes lunch onboard, sodas, snacks and late afternoon hors d'oeuvres, wine and admission to the museum. Cost is $129 per person, $92 per child w/ child's lunch. Max of 35 guests. Museum's website and St. Michaels info

Tuesday
May 23

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; $79 per person, $52 per child w/ child's lunch. 

Wednesday
May 24

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. $79 per person, $52 per child w/ child's lunch. 

Wednesday
May 24

Friday
May 26

Monday
May 29

Wednesday
May 31

May 30-June 3

May 31- June 4

Fri. - Sat. June 2-4

Wednesday
June 7

Saturday
June 24

Sunday
June 25

Sail to St. Michaels: Depart Annapolis at 8:30am, arrive in St. Michaels at the Maritime Museum by 1:00pm. Visit town and the museum (featuring the Chesapeake Art Show) until 4:00pm. Sail back to Annapolis by sunset at around 8:30pm. Price includes lunch onboard, sodas, snacks and late afternoon hors d'oeuvres, wine and admission to the museum. Cost is $129 per person, $92 per child w/ child's lunch. Maximum of 35 guests. Museum's website and St. Michaels info

Monday
July 3

Tuesday
July 4

Fireworks Cruise! We leave 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. $75 per person, $55 per child, which includes a wide selection of desserts and soft drinks. Beer, and wine are extra.

Sunday
July 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 11:30am, return at 3:30pm, includes box lunch, soft drinks and snacks, $79 per person, $52 per child w/ child's lunch. Maximum of 35 guests.

Sunday
August 13

"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: $89.

Sunday
August 27

Tuesday
Sept. 5

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

Sat.- Sun.
Sept. 9-10

Wed.- Sun.
Sept.
13-17

Thur.-Sun.
Sept.
14-17

Sat.- Sun.
Sept. 16-17

Sunday Sept. 17

"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: $89.

Sat.- Sun. Sept. 23-24

Sunday
October 1

Woodwind starts sailing twice a day.
12:30-2:30 & 3:00-5:00
All weekday cruises require one day's notice and all weekend cruises have a six person minimum, no notice required. Rates and General Schedule

Sept. 30-Oct. 1

Mon.-Wed.
Oct. 2-4

No public sailing cruises due to Boat Show Setup.

Thurs.-Mon.
Oct.5-9

United States Sailboat Show, Woodwind sails four times daily from "L" Dock in the boat show. Cost is $20 per person for a 90 minute cruise. One of the largest in-the-water shows in the country! Boat Show Web Site

Sat. - Sun. Oct. 7-8

October
10-17

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.

Sat.-Sun.
Oct. 14-15

Saturday
October 14

Sail 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 the 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. Price: $112 per person, $65 per child without crabfeast (they can purchase off the menu). Maximum of 35 guests.

Sunday
October 15

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, $79 per person, child $52 w/ child's lunch. Maximum of 35 guests.

October 12-16

Fourteenth Annual Chesapeake Bay Schooner Race: Race down the Bay from Annapolis to Portsmouth, Virginia. Over 35 schooners participate each year. Once in a lifetime experience! $750 plus tax per person. Includes everything! 3 SPOTS AVAILABLE!
Last year's race.    Previous years.

Mon.-Fri.
October 16-20

Return Cruise from Norfolk to Annapolis
Sold by the cabin, $1500 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 AVAILABLE!

Thursday
October 18

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

Sunday
October 29

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