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Southern Most Sailing LLC
Average rating:  
 105 reviews
by Andre Melendez on Southern Most Sailing LLC
Awesome week of Sailing during Covid

My wife and I just completed our ASA 101, 103 and 104 classes with Captain Brad at the Southernmost Sailing School. It was the trip of a life time that had been postponed 3 times due to Covid. Our scheduled flight was delayed and we were starting to get the idea that the trip might not happen. Even with our delay the Captain was there to show us around and get us settled in on the first day on the Last Call. While the accommodations aboard the boat were tight, especially if you have not experienced live aboard a sailboat, it was well worth it to be on the water to watch the fantastic sunrise and sunsets. The marina store has many basic needs and many delivery options nearby for food. The first day of lessons were wonderful and Cap walks you through everything in the book and on the water. My wife was very nervous and felt she could not do it but after the first day and the Captain’s incredible teaching style she was extremely comfortable and eventually managed to pass all her classes with flying colors. I loved taking all three courses back to back as you essentially cemented everything you learned to get you comfortable sailing a larger vessel. The 101 class got you used to all the sailing lingo, followed by the 103 where you became more comfortable with the boat and navigation. The 104 took us on a larger vessel and made us very confident that we could actually run the vessel on our own. The last day of sailing we had set out to beautiful Boca Grande Key but as we headed out toward our destination the weather turned and we settled in to anchor in a nice sheltered bay after practicing our sailing in some hefty winds. Cap cooked up some great mahi mahi with red beans and rice and we spent the evening chatting and learning a new dice game of Crapout. This was a great adventure and learning experience as Captain Brad made sure that safety is the most important part of sailing. It was the experience of a lifetime and I felt after all was done that I had made a great friend and confidant in Captain Brad. We are already scheduling our next adventure and will consult the Captain for guidance. Thank you Cap for everything and making a dream trip come true.

by Lin on Southern Most Sailing LLC
Fantastic Classes

Took ASA 101, 103, 104 during Thanksgiving break and the learning experience was great. I had no experience in sailing nor did I have any concepts of sailing. But now I am confident and ready to go! Every morning I was anxious to sail through beautiful waters in Key West. The classes are just beyond expectation. Captain Brad is an experienced, knowledgeable sailor and patient instructor. I recommend Brad to anyone who wants to gain sailing skills and knowledge!

by Mitzi on Southern Most Sailing LLC
Great Experience

I was anxious about taking these classes with my partner as he usually HATES being instructed in any way and his complaints often make the experience stressful for me, but I had nothing to fear. Captain Brad did a great job of validating my partner's previous knowledge and experience and making us feel comfortable. We both learned so much--and now my partner (who had to be coerced into taking these classes--101, 103, & 104) is looking forward to taking more. Thank you, Captain Brad! Also, the boats they use are great and well-supplied--AND Captain Brad is a great cook (104 students)!

by Cliff on Southern Most Sailing LLC
Good ASA 101 Class

Captain Brad was great. I moved to Key West recently for work and l and was looking to take ASA 101 and reached out to him. He was very accommodating and allowed me to wait until another solo student was available which offsets the cost of the course. I learned a lot from him and his boat "The Last Call" was a great boat to learn to sail on. I look forward to taking 103/104 with him in the future!

by The Millers on Southern Most Sailing LLC
Highly Recommend

If you’re looking for a personable, knowledgeable, and professional guide to sailing - Captain Brad is your man. He took my husband and I through ASA101 after a last minute reservation. He helped to ensure we had the resources we needed before class and set us up for success. He has endless patience, and never made me feel inept, even when I made the same mistake over and over. His boat is clean and comfortable, and is laid out to facilitate easy learning. We unfortunately had very little wind during our trip, but we made the best of it, and he was able to squeeze in every bit of training that was possible. He genuinely loves what he does, and is committed to training new sailors to safely sail. We will absolutely train with him again and would recommend him to everyone.

by Dimiri Mouret on Southern Most Sailing LLC
Wonderful experience

This is YOUR sailing school! I went for the full 101/102/104 ASA certification with Captain Brad. Even though I had some previous experience in sailing, Brad taught so much more and allowed me to perfect my sailing skills. I had such a wonderful time throughout the 3 days in the Keys thanks to this experience! Brad and Sherri are amazing people whom you will be connecting at a personal level. Both Sherri and Brad offered a lot of more than just lessons, they drove me around the Keys (I was just visiting) and they even invited me over for dinner. Unforgettable and I can only recommend captain Brad's school!

by Wendy Hunter on Southern Most Sailing LLC
Absolute Rookie

My husband and I just finished 101 with Captain Brad - to be honest I was only coming along as support and company for Ian (husband). Ian was the one one with a passion for learning to sail. However, after just a few hours at sea with Captain Brad I was confident and hooked! Ian and I both thoroughly enjoyed Brad’s teaching and company. He has a way of making you feel at ease - you are constantly learning throughout the 2 days, sometimes without even knowing it! Sherri made the organization of the trip and easy experience. If you want professional, safe, fun, informative sailing lessons - this is your sailing school!

by Jess on Southern Most Sailing LLC
Best Sailing School Ever!

I went from knowing literally zero about sailing to feeling comfortable at the helm of a sailboat in just 3 days. Captain Brad’s encouraging demeanor and adventurous spirit converge to create an inspiring learning atmosphere. I always felt my safety was his first priority, and that it was going to be ok if I made mistakes. I would highly recommend Southernmost Sailing School.

by AnnaKathryn-Carpenter on Southern Most Sailing LLC
Just do it!!!!

My friends and I came to Key West for ASA101 and 103. Due to uncooperative weather in the beginning of the trip, we were only able to complete ASA101. Captain Brad went out of his way to make our time worth the trip. The class was awesome. Very informative, Captain Brad was so patient to answer each question until we all understood exactly what he was saying, and we had a spare day to sail and snorkel. What a wonderful, wonderful experience. We will be back for more classes.

by Shelly on Southern Most Sailing LLC
Fantastic experience!

We completed the ASA101 course last week. Captain Brad is awesome. He knows his stuff, has a great sense of humor, as well as a LOT of patience. He put me (an absolute beginner) at ease with the boat and, now, the word “jibe” no longer triggers a rising sense of panic. I am looking forward to returning and taking 103 with him. If you want to learn to sail, and maybe see a dolphin, or two, sign up with Southernmost Sailing School.

by Lee Collins on Southern Most Sailing LLC
Training at the highest level!

In the last four years I've taken no less than four (4) courses from Captain Brad @ Southernmost Sailing in Key West and the Sunset Marina on Stock Island.
I can say without hesitation these course have been far beyond my expectations each and every time, and providing the best most sought after training to become the sailor you want to be. The level of training is challenging as you would naturally want and expect it to be; but it is also fun and lively, with something new just around the bend each and every day!
Sailing in the waters around Key West and the Florida Keys is one of the most beautiful sailing experiences in the world, with natural features unique only to this part of the world; visually stunning!
Captain Brads equipment (both boats) are fun to sail and well maintained. They will provide you a seamless transition from entry level sailing to the advanced ASA course offered in the syllabus.
I will be returning often to the school for follow on training, and wholeheartedly recommend Southernmost Sailing in Key West!

by Jay Muscatello on Southern Most Sailing LLC
ASA Training

I've sailed with Captain Brad 3 times, and I learn something new each time. Last winter I got the basics with ASA101 as well as an awesome day of snorkeling Cottrell Key. This year, I spent a few hours out in 'Last Call' sharpening my skills and then on to ASA104 to Boca Grande, and am now bareboat certified. Brad is knowledgeable and entertaining, patient with slow learners like me, and a hell of a good cook. I highly recommend this school.

by Karen Paulk on Southern Most Sailing LLC
Simply the Best

My son and I took the ASA101 with Captain Brad and we are so glad we did. I’m 59 and my son is 29. We had no previous sailing experience but now we’re hooked. First Mate Sherri made a point of providing our ASA 101 books and a section of line (to practice knot tying) prior to the class. Captain Brad is very adept at gauging your knowledge level and adjusting his teaching so that you get the most out of your time. He does a fantastic job of explaining the concepts, reinforcing the terminology and then letting you put these into practice. The 26’ Hunter ‘Last Call’ is the perfect sailboat to learn on and the location can’t be beat. We will definitely be back to take his ASA103/104 course because we can’t imagine a more effective and fun instructor!

by Joe on Southern Most Sailing LLC
Valuable instruction

Excellent experience! Brad clearly understands the value of his clients time. If you already know something he moves right on to more advanced lessons while if you are struggling with something he spends adequate time teaching it. Good instructors are worth the cost.

by Kahle and Cook on Southern Most Sailing LLC
Awesome Time, Great Teacher!

ASA 101,103, and 104 with Captain Brad- what a time!!! Not only did we gain the ability to sail confidently, we also had a blast doing it. S/V Last Call is a great boat to learn to sail on and the area couldn’t be more picturesque. I highly recommend Captain Brad; he is a patient and thorough teacher and an all around cool guy! We would love to come back and sail with him again.

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