And we’re sailing! Our season started in April.

Sea Scouts BSA – Small Boat Handler

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

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

Goal: To educate the scouts about a Small Boat Handler 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 to keep costs down per troop. 

Young man in blue shirt and cap sailing the boat

Badge Requirements

Aids to Navigation including:

  • Introduction to Aids to Navigation
  • Buoyage System
  • Chart Symbols and Letter Designations
  • Primary Shape for Buoys
  • Obstruction, Mid-Channel and Special Types of Buoys
  • Beacons and Day Beacons
  • Ranges and Range-markers
  • Intracoastal Waterways, Lakes and Rivers

Rules of the Road including:

  • Danger Zone
  • Windward and Leeward Clearances
  • Stand-on and Give-way Vessels
  • Sailboat Right of Way
  • Sailboat Rules
  • Lights Required on Boats
  • Emergency Lights
  • Sound Signals
  • Safety Equipment
  • Visual Sighting Devices
  • Check the Scouts’ Knot Skills
Young students learning to tie knots from crew member on schooner

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 the scouts 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.

Hoist the Sails: The scouts will have the chance to raise the sails (all four sails, weather permitting).


  • Buoyage System
  • Chart Symbols
  • Shapes for Buoys
  • Beacons and Day Beacons
  • Ranges and Range-Markers
  • Differences on Intracoastal Waterways, Lakes and Rivers


  • Danger Zone
  • Windward & Leeward Clearances
  • Stand-on and Give-way Vessels
  • Sailboat Right of Way and Rules
  • Required Lights & Sound Signals


  • Rules of the Road
  • Weather Warning Signs
  • Safety Scenarios & Inspections
  • Proper Lookout
  • Sailing Terminology/Types of Boats
  • Care & Maintenance of a Boat


  • 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