Take The Wheel


October 2024
October 11-13 at the Annapolis  Sailboat Show.

Registration is now open.  After you purchase your tuition package for Take the Wheel, you will receive an email asking you to pick your top 3 sea trail choices.  Your tuition purchase includes classroom instruction with Behan & Jamie Gifford, breakfast & lunch on the day of class, two sea trials in the afternoon on the Chesapeake Bay, as well as entry into all days of the Annapolis Sailboat Show!


If you have questions regarding the Take the Wheel program, please email Tara Flanagan 

Spring 2024 Take The Wheel Course

Find the Sailboat of Your Dreams
Sponsored by Crusader Yachts & Sail Away Catamarans

This is an opportunity to demo two sailboats of your choice, compare one against the other, fast track your boat buying knowledge, and narrow the search for your new boat.

Take the Wheel is an on-and-off water learning experience. The morning session covers sailboat design, how to maximize your boating pleasure, and budget. In the afternoon you’ll sail aboard your choice of two out of the four yachts and have a chance to get a stem to stern look with wind in the sails. Find the best boat for your personal sailing needs. Demo various sizes and styles of sailboats. Choose from monohulls and catamarans. Experts will be on board to answer your specific questions.

Regardless of whether you plan to day sail on the Chesapeake Bay, cruise close to home, or to fulfill a dream to sail off into the sunset, Take the Wheel is a worthy launch site.

Register as a couple and save.

Click here to read customer reviews


The Take the Wheel Workshop is $150 per person or $250 per couple

Workshop Includes:
• Morning instruction by renowned experts, Ben & Teresa Carey of Morse Alpha Expeditions
• Afternoon on-the-water sailing experience
• Opportunity to sea-trial two catamarans or monohulls of your choice
• Morning coffee service on the day of class
• Choice of dates: Friday, April 26th, Saturday, April 27th, and Sunday, April 28th
• Multi-day admission ticket to Annapolis Spring Sailboat Show – $65 Value



Behan & Jamie Gifford
Sailing Totem


This is the monohull boat selection for the Fall 2024 Take the Wheel program presented by Crusader Yacht Sales

Jeanneau Sun Odyssey 410
Jeanneau Sun Odyssey 410

Boasting a powerful hull inspired by the world of sailboat racing, the Sun Odyssey 410 offers an exceptional quality of life on board, "just like home," in interior living spaces just as in the cockpit and on deck. LOA - 40' 6" Beam - 13' 1" Draft - 7' Cabins - 2/3


The multiple catamarans will be available to choose from for the sea trial portion of the 2024 Take the Wheel program presented by SailAway Catamarans. Exact models available are to be announced.

2023 Seawind 1160 Lite
2023 Seawind 1160 Lite

LOA - 38' Beam - 21' 4" Draft - 3' 6"

2022 Seawind 1260
2022 Seawind 1260

LOA - 41' Beam - 22' 3" Draft - 3' 8"