Menu

Loading Events

Upcoming Events › Specialty Cruises

Events List Navigation

June 2019

Father’s Day Brews in the Breeze Lunch Cruise

June 16 @ 1:30 pm - 3:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis,MD21401United States

Sail on a lunchtime cruise on the Chesapeake Bay.  Lunch will be served buffet style while sailing on the beautiful Bay! Tickets are $88 per adult and include lunch, two beers, and unlimited soda and water. Additional beer will be available for purchase.  Children under 12 are $51 per person including lunch and soft drinks.  Departs  Annapolis at 1:30pm and returns at 3:30 pm. Maximum 35 guests. Father's Day Lunch  Cruise Menu: Herb Grilled Chicken with tomato coulis…

Find out more »
July 2019

Fireworks Cruise

July 4 @ 6:30 pm - 10:00 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis,MD21401United States
Celebrate the 4th of July in Annapolis enjoying a sunset sail complete with fireworks from the water

Second boat now open, 1st boat sold out! Join us for a festive cruise celebrating the 4th of July. We will depart from the Annapolis Waterfront Hotel dock at 6:30 pm for a sunset sail with live entertainment by "Ship's Company". We will then anchor close to the fireworks barge for the 9:15 pm fireworks display and return to the dock after the show. Tickets are $93 per adult, $66 per child and include bottled water,…

Find out more »

July Wine in the Wind

July 14 @ 4:00 pm - 6:00 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis,MD21401United States
Wine in the Wind

Join us for a two hour sail around the Chesapeake Bay while sampling wonderful wines from France.  Celebrate Bastille Day as the representative from the winery introduces you to four special wines while we are under sail. The cruise 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.   Includes a take-home, boat friendly, wine glass by Go Vino with the Woodwind's…

Find out more »
September 2019

Classic Wooden Boat Regatta

September 22 @ 11:00 am - 2:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis,MD21401United States

Participate in the Classic Wooden Boat Regatta. The Woodwinds' have been invited to participate in the race in the "Spirit of Tradition Class". The course is approximately 5.4 NM and takes place in the Severn River. It is a 3 lap race with pursuit style race. Each boat has a rating, and by the rating they will get a start time. The pursuit style race challenges the competitors to sail through the other race boats to win the regatta. This…

Find out more »
October 2019

Schooner Race Watch Cruise

October 17 @ 10:30 am - 1:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis,MD21401United States
Great Chesapeake Bay Schooner Race Start

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. There will be up to 25 plus schooners at the starting line. Seven of them are at least near 100+ feet. This is going to be incredible. Join the fun! They will be racing to the Norfolk area, we will cheer them on till it's time to go in.   We will be under sail…

Find out more »
+ Export Listed Events

© Copyright 2019. Running Free, Inc. DBA Annapolis Sailing Cruises: Schooner Woodwind. Annapolis MD. All right reserved. Privacy Policy.

Site Designed by: Green Mountain Marketing & Advertising, Inc.

";