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    Southernmost Sailing School - Music under the stars

    Southernmost Sailing School

    5.0(14 reviews)
    3.6 mi

    ONE OF THE BEST WEEKS of my life so far! I've always been a water person but now have a love for…read morethe sea one might only hear about in books or songs. Captain Brad has an excellent understanding of effective teaching methods, an incredible knowledge of sailing and a fantastic way of making his students feel at ease. I feel extremely confident that having taken the ASA 101/103/104 sequence together with him we can now navigate most anywhere we want to go. On our overnight experience he prepared an amazing MahiMahi over red beans and rice we enjoyed while watching a beautiful sunset anchored just off Boca Grande. Even played an original song in his guitar for us. Got us on a real nice Red Snapper that we ate for dinner dockside the last night. Couldn't ask for a better combination of learning, experience and FUN! Thank you #SouthernmostSailing !

    We recently had the pleasure of Captain Brad taking me through my ASA 101 class, and doing a…read morerefresher of that class for my spouse. I strongly recommend Captain Brad and Southernmost Sailing School for a fun, helpful, and thorough learning experience. He did a wonderful job adjusting to our different skill and comfort levels, and I really appreciate his encouraging approach. His calm reassurance and trust in me helped me to try again...and again...until I had the skills down. You will definitely feel competent and experienced in 101 content by the time you are done, and have a great time doing it. The Sunset Marina was great, and Key West is an awesome location in which to learn. (One tip is to plan on taking a car share to the marina, as parking is not guaranteed). Thanks again for your help, Captain Brad and Sherry!

    Photos
    Southernmost Sailing School - Taking a break in the class for a refreshing snorkel of a wreck at KeyWest

    Taking a break in the class for a refreshing snorkel of a wreck at KeyWest

    Southernmost Sailing School - It's red snapper for dinner dockside!

    It's red snapper for dinner dockside!

    Southernmost Sailing School - Sunset off Boca Grande

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    Sunset off Boca Grande

    Captain School Key West - vocation - Updated May 2026

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