Andy Deen

Photo of Andy Deen
Tampa, Florida USA
Rated 5/5 by 16 students

Level V Captain Rank Chief Sailing Instructor / Assessor

Level V Bareboat Charter Master Rank Chief Powerboat Instructor / Assessor

Captain Andy Deen is a Florida native and holds the USCG 100-Ton Master license with Sailing Endorsement. Andy teaches several levels of on-the-water certifications for both sailing monohulls and catamarans. As a former high school teacher, Captain Andy will help you meet your goals by pacing instruction to match your learning style. His objective is to add "tools to your toolbox" so that you can skipper a boat with confidence. Welcome aboard!

Credentials

NauticEd Credentials

  • Level V Captain Rank Chief Sailing Instructor / Assessor
  • Level V Bareboat Charter Master Rank Chief Powerboat Instructor / Assessor
  • American National Standards Instructor/Assessor
  • SLC Instructor/Assessor - Sail
  • SLC Instructor/Assessor - Power

Other Credentials

USCG Captain 100-Ton Master with Sailing Endorsement

Associated practical schools

Publications

Read the Expert Articles Andy Deen has written

All Locations

USVI Base

Available to travel to the US Virgin Islands to teach all
Notes: We are assembling a learn-to-sail flotilla in the US Virgin Islands for winter/spring 2026. Contact me for more info.

CONTACT WITH QUESTIONS OR TO SCHEDULE TRAINING

As a bonus "thank you", we'll give you two FREE sailing courses and electronic logbook!
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Feedback from previous students

Connor C., USA, FL, Palm Bay at 2025, Nov 23
Practical Competence of Bareboat Charter Master Rank
Andy expressed great levels of knowledge and competency as an instructor aboard. Very enthusiastic sailor and passionate about the sport. Andy presented numerous teaching methods that helped accomplish different concepts.
Glen F., USA, MI, Milford at 2025, Nov 18
Practical Competence of Bareboat Charter Master Rank
Andy was a patient, thorough and a very competent instructor who was able to transfer knowledge and wisdom while keeping things fun and enjoyable. Highly recommend to anyone that wants to increase competence, safety and overall leadership of a boat and crew!
Matthew Z., USA, LA, New Orleans at 2025, Nov 22
Practical Competence of Bareboat Charter Master Rank
Andy was great. Very patient and educational
CHARLES R., USA, FL, VENICE at 2025, May 06
Practical Competence of Bareboat Charter Master Rank
A very thorough and professional service was delivered by Andy Deen.
David K., USA, MA, leominster at 2025, Mar 28
Practical Competence of Bareboat Charter Master Rank
Andy Deen is an extraordinary instructor- highly capable master of his craft, clear in his communication, gentle but explicit in his feedback and passionate about sailing.
Jeffery F., USA, FL, Maitland at 2025, May 07
Practical Competence of Bareboat Charter Master Rank
Amazing experience! Andy is by far the best instructor I have had the pleasure to sail with, his experience and knowledge are top notch and his teaching abilities make it a pleasure to learn even complex skills. We did a trading day for our crew and a few weeks later I did my SLC Practical assessment and we can’t wait to schedule another day with Andy.
Theodore B., USA, FL, Lutz at 2025, Mar 17
Practical Competence of Bareboat Charter Master Rank
Professional all around. Andy will make you feel relaxed with an easy-going manner. He is a natural at evaluating your skill on the water and is thorough in evaluating your competency. He has a good depth of knowledge. I found he was very insightful, and I learned a few new ways of doing things that made the task easier, quicker, better. I enjoyed the day with him. Highly recommended.
Thomas F., USA, FL, Tampa at 2025, Mar 13
Practical Competence of Bareboat Charter Master Rank
Great instructor! Took the time to ensure I understood everything I was doing and the why. Shared tons of practical knowledge and experience as well.
Anthony F., USA, MN, West Lakeland at 2025, Mar 17
Practical Competence of Bareboat Charter Master Rank
Captain Deen is a fantastic teacher. He was kind and knowledgeable. He clearly loves sailing and teaching. I have recommended him to a few friends already!
Robert S., USA, FL, Green Cove Springs at 2025, Jan 27
Practical Competence of Skipper Rank
This was private training on my personal sailboat. I've been pleased with the practical training. Training was accomplished in a friendly professional fashion at my own pace. I feel confident that I can sail my boat. Received my insurance sign-out.
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Showing 1 - 10 of last 16 reviews.