Sailing Season is Here. Join Us for a Sail!

Cub Scouts

Cub Scout Programs “Boats & Knots”:

  • TIGER Adventure: Floats & Boats
    LEARN to identify different boats on the Bay
  • WOLF Adventure: Call of the Wild
    LEARN to tie an Overhand & Square Knot
  • BEAR Adventure: Bear Necessities
    LEARN to tie two Half Hitches
    “Outdoor Adventure” LEARN to tie a Bowline
     “Scouting Adventures” LEARN to tie a Square Knot, Two Half Hitches, and Taut Line Hitch (Rolling Hitch)

2-hour Sailing cruise departs from Annapolis, Maryland and sails into the Chesapeake Bay.

Goal: To educate the scouts about “Boats & Knots” using an interactive approach while cruising the Chesapeake Bay aboard a 74-foot, classic wooden schooner, Woodwind. – see curriculum below

Availability: All Scout programs will be private events for up to 40 passengers.  If you do not have a large troop, this would be a great opportunity to work with other troops to keep costs down per troop. 

2-Hour Cruise Includes: private vessel and service fees, interactive program, tax, soft drinks, and bottled water plus a Schooner Woodwind Participation Patch for each scout

Annapolis Sailing Cruises for all Ages
Cub Scout Adventures

How We Teach:

During your two-hour cruise aboard the Schooner Woodwind, we take a very interactive approach to educating the scouts about sailing. The crew educates by asking questions. This enables our crew to find out their level of interest and knowledge in a fun and interactive way while sharing fun facts.

  • Scouts will be split into smaller groups (around 8 each)
  • Each smaller group will work directly with a crew member
  • Scouts will cycle through the different learning topics

When they get to the captain’s station, the captain will quiz them on their newfound knowledge.

  • When a scout raises their hand and a correct answer is given, they will take a turn helming (steering) the boat.
  • It is our intent to offer every scout a turn at the “helm”.  If time permits, maybe the adults can take a turn at the helm, as well.


Permission to Board: We will have the scouts ask permission before they come aboard. We will tell them where to stow their belongings and what to expect aboard.

Staying Afloat: We have one of our crew demonstrate to the whole boat how to correctly put on a life jacket and adjust it for their size.

All Hands On Deck: During our safety speech, before we leave the dock, we discuss personal safety, what to do if someone falls overboard, if there is a fire aboard, and how to work the boat systems safely.

Learn about “Boats & Knots”: based on the appropriate Cub Scout Program – Tiger, Wolf, Bear or Arrow of Light (see above)


  • How does a sailboat move without an engine pushing it?
  • Why does the boat lean from one side to another?
  • What are the names of the sails?
  • Nautical terms of a boat.


  • Learn about the Chesapeake Bay, how it was formed, where the water comes from, and other fun facts including why it looks so muddy.
  • Learn about what lives in the Bay, from animals to birds and more.


  • How does the boat steer?
  • How do you give commands as captain?
  • Every scout will get a chance to “helm” the boat.

Printer Friendly VersionThere is so much to see as we sail past the United States Naval Academy into the Chesapeake Bay. Along the way, we point out the interesting sights to everyone aboard.

Great info to give to the scouts before their arrival: Parts of the Boat, Terms Used by Sailors

What to Wear: Since we sail rain or shine, bring gear, so you are prepared for the conditions that are predicted ON the water – layered clothing and soft soled shoes.

Plan Your Trip

Sailing Schedule:

Summer: Late May – August & October, Seven Days a Week
11:00 am – 1:00 pm, 1:30 pm – 3:30 pm, 4:00 pm – 6:00 pm, 6:30 pm – 8:30 pm

Spring & Fall: Mid-April – Mid-May & September, Seven Days a Week
10:00 am – 12:00 pm, 12:30 – 2:30 pm, 3:00 – 5:00 pm, 5:30 pm – 7:30 pm

Sailing Rates for Private Cruise:

Weekday Daytime:
2-25 passengers $2066.88
26-40 passengers $2429.02

Weekend trips:
All passengers (up to 40) $2892.01

We sail rain or shine. There are no refunds or exchanges unless the captain cancels the cruise due to unsafe conditions. “Rain Protection” can be added for an additional fee. This would allow you to cancel and reschedule within our guidelines.

According to BSA safety procedures, all scouts, adults, and other children aboard a cruise must be outfitted in life jackets. We have additional Type III life jackets that are more comfortable for non-emergency use.

Contact a Schooner Woodwind Sales Agent

Learn more about group sailing and sailing aboard the Schooner Woodwind & Woodwind II

Call 410-263-1981, or fill out an inquiry form by clicking on the button below.

Schooner Woodwind