Southernmost Sailing School LLC, located in Key West, Florida, is a highly recommended sailing school known for its excellent instruction and welcoming atmosphere. As an ASA-certified facility, it offers comprehensive training for sailors of all levels. Many students praise Captain Brad for his thorough, patient, and fun teaching style, which makes learning practical and enjoyable. Students often come with little or no sailing experience and leave feeling confident and well-prepared to cruise. Captain Brad’s extensive sailing knowledge and island-life teaching approach create a laid-back and flexible learning environment. He is appreciated for his ability to simplify complex concepts, help students pass their certifications, and adapt to individual needs. Many reviews highlight how effective and enjoyable the courses are, with students eager to return for more training. Overall, Southernmost Sailing School offers a top-tier sailing education in a friendly setting, making it a great choice for anyone looking to learn sailing or improve their skills in the Keys.
Spent 5 great days with Captain Brad. Really enjoyed his approach to teaching sailing. Learned a lot!
May 2026
Captain Brad was knowledgeable, patient, and thorough throughout our ASA 101 Course. We can not recommend him enough to get your certification through, if possible. The three of us plan on returning to level up with this school.
February 2026
Capt. Brad is an incredibly knowledgeable and patient instructor. I highly recommend taking the ASA 103 and 104 courses, as well as Capt. Brad's many fun stories. Thank you, Capt. Brad and First Mate Sherri, for two fantastic experiences!