Expand Your Boating Horizons
Voyage Planning, Seamanship, Navigation, Communications, Safety, Great Loop training, and more!
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Voyage Planning, Seamanship, Navigation, Communications, Safety, Great Loop training, and more!
At Trawler Academy, we are dedicated to providing exceptional education tailored to all levels of boating skill and experience for any vessel, including those preparing for extended voyage planning like embarking on the Great Loop.
Our mission is to equip students with the skills and knowledge needed to gain confidence on the water. Study free content here.
In the future, if you decide you are ready to take your cruising to the next level, schedule an on-the-water training course on our 42-foot fast trawler or hire us for tailored training on your boat.
Reference material below to save time and enhance your boat shopping, navigation, communications, etc.
Download and customize or print for ready reference.
Check back often--we will keep adding material here to support you!
A free In-depth 2-hour video course on coastal navigation--an intro for some...a solid refresher for more experienced boaters. Filmed on 21 February, 2026
A free in-depth 2-hour video course on seamanship--suitable for owners all power and sail vessels. Filmed on 21 February, 2026

Professional training on the Chesapeake Bay and the protected Magothy River, tailored to your needs, taught at your pace.
The 2005 Legacy 42 provides the ideal training platform--a single engine fast trawler with two helm stations, two heads, with heat and AC for any season. Training is optimized for individuals, couples, or small groups.
Contact us for additional details, including the full recommended 2-day curriculum, or reserve your training dates in the Service Bookings section below.
Daily rate for vessel and training captain: $800, plus fuel.

Detailed training on your vessel for post-purchase familiarity with a new-to-you boat. Our approved assessment ensures you meet insurability requirements if you have moved up to a larger boat. Focus on specific skills before embarking on a voyage like the Great Loop.
Curriculum tailored for you and your boat's unique systems. You can add and drop topics from our curriculum list, which includes detailed engineering walk-throughs, preventive maintenance, navigation setup, communications, boat handling and seamanship skills.
Contact us for additional details, including the full recommended 2-day curriculum, or reserve your training dates in the Service Bookings section below.
Daily rate for training captain: $800, plus travel and lodging.

Hire our U.S. East Coast delivery team for sail or power vessels of any size. Decades of extensive experience delivering vessels from Maine to the Florida Keys. Our team includes USCG licensed master Captain Westbrook, along with a qualified mate.
24-hr rate for long-range multi-day deliveries: $1200 includes captain, qualified mate, plus travel and lodging as required. Delivery duration depends on vessel speed, route, and weather.
Half-day Sea Trial-Captain-only rate: $500, plus travel and lodging if required
Short-range/local Chesapeake Bay area deliveries-Captain-only: $100/hour

CAPT Westbrook is available for interactive classroom instruction on any topic including seamanship, navigation, maintenance, and voyage planning for your group, yacht club, marina, or boat show.
Whether you're preparing for the Great Loop or want to focus on seamanship or local navigation, we cover dozens of other relevant topics as well. Checkout the video lectures section above for examples of training style and format.
Contact us for rates and topic tailoring, or reserve your training dates in the Service Bookings section below.

Founded by Tate Westbrook a retired U.S. Navy Commodore who earned his first USCG Master's license in 1994.
Captain Westbrook served for 28 years in a variety of U.S. Navy ships, is a certified navigator, was commanding officer of an Aegis Destroyer, and Commodore of a Squadron of ships.
A lifelong sailor and powerboater, Tate's passion for training, seamanship, and navigation is combined with an infectious enthusiasm for recreational boating and a calm and patient approach to training. He adapts his training style to meet the needs of the student--ready to focus on what you really need to know, or to dive "in the weeds" on any specific boating topic.

Trawler Academy is supported by a network of USCG credentialed pros from the Chesapeake Area Professional Captain's Association (CAPCA).
All trainers and delivery captains maintain current USCG Merchant Mariner Credentials (MMC) and are enrolled in a DOT-certified random drug testing program.
Together, we bring the Trawler Academy hundreds of years of experience on the water with hundreds of thousands of miles under our keels!

Whether you are new to boating, planning to do a major voyage, or need familiarization with a new-to-you boat, you can tap into our experts now and in the future.
With decades of deep experience in U.S. East Coast cruising, multiple Atlantic Intracoastal Waterway (ICW) and offshore transits on vessels of all sizes, including both power and sail expertise, we are here to truly expand your cruising range.
Individual training, couples training, or small group crew training. We are on your team for seamanship, navigation, maintenance and upkeep, engine room and systems familiarization, insurance-required certification and more.
If you have questions about the opportunities available in our advanced training programs, vessel deliveries, or how to navigate the Great Loop with ease, please reach out.
If you're interested in scheduling CAPT Westbrook for a group lecture on seamanship, navigation, or tailored topics related to your marina or yacht club, we would love to assist.
Please send us a message using this form, and we will respond promptly to tailor a plan that suits you and your crew's needs.
Annapolis, MD, USA
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