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Southern Most Sailing LLC
Average rating:  
 115 reviews
by Fero Kovac on Southern Most Sailing LLC
Thank you for the great introduction to sailing

My wife and I just returned from the trip to the Florida Keys with the primary goal to learn how to sail. Captain's Brad wife Sherri made it easy to sign up for the ASA 101 course. A few days later, I received the "Sailing made easy" book, simple instructions (do not forget the sailing gloves. On the second day, my wife forget hers in the hotel, and Brad had a spare luckily), and the piece of marine rope to practice the knots.
The course by far exceeded our expectations. We thought we would like sailing for sure, but instead, we fell in love with it. It was challenging at first, but Brad did such a great job letting us patiently figure it out until it clicked. Before we returned home to Ohio, we booked another day of sailing with Southernmost Sailing School a few weeks from now, and ASA 103 and 104 are the next step. Thank you for opening a new horizon for us.

by Martha Mainiero on Southern Most Sailing LLC
Wise teacher

Captain Brad is a great sailor and outstanding teacher. We took the 103 course, and were very pleased with how much we learned while also having a very enjoyable 2 days! He took time to understand our level of knowledge and tailored his instruction to make sure we spent the most time practicing those drills we needed most. He is not just going through the motions or teaching to the book but is making good sailors. I highly recommend his instruction for either basic or advanced sailors. He has some amazing sailing yarns to tell! Thanks Captain!

by Amy & Trevor Buhler on Southern Most Sailing LLC
Top notch

My husband and I had previously taken ASA 101, 103, and 104 courses and a year later purchased our sailboat. Captain Brad came and gave us personalized instruction on our boat. It was extremely valuable and helpful knowledge as he assisted with setting up the most optimal sail plan for our sailboat, helped rig reefing lines, assisted with docking maneuvers and helped us understand the capabilities of our new home. We are extremely grateful and highly recommend this service. He was able to drive to our location, give instruction and instill the confidence in us that we needed to begin our new adventure on SV Beyond! Thank you!

by Pamela Macatee on Southern Most Sailing LLC
Patience was a Virtue

As my husband is an experienced sailor and we just took possession of our own Beneteau 38, I am over-the-top grateful that he encouraged me to take the ASA 101 course and become a safe and able 'first mate'!! This course, believe it or not, was my actual first time on a monohull...all my sailing experience was on chartered catamarans. Needless to say, my brain was overstuffed with new information and the processes of actual sailing, and I repeat that patience is certainly a virtue and a virtue I am glad Captain Brad possesses! When he finally said, 'you did it, we've covered all the practice drills' I was relieved, elated and a great happy-tired! Our trip home from beautiful Key West was a celebratory experience, to be sure...
So, moral to the story: even if you have zero experience, you can do this! We are thrilled to have our boat and cannot wait to begin our own adventures! Thank you, Captain Brad, for your knowledge, for your great stories, and for your tenacity as a teacher!

by Jason W on Southern Most Sailing LLC
Fantastic experience

What a great time! Came down to do 103 and 104 and am so glad I did. I wanted to, generally, broaden my sailing knowledge but, having just bought my very first sailboat, I had very specific things i wanted to get from the class to apply to my own boat. Outside of showing me practical applications of the lesson plan, Brad actually went over the specifications of my boat with me and showed me how systems and equipment in my boat would work.

Beyong that, Brad was just a lot of fun to go sailing with. I couldn't recommend this school any more highly.

by Phil and Stephanie Cooper on Southern Most Sailing LLC
Awesome Time !!!!!

Captain Brad is Awesome, everything was perfect! Our experience far exceded our expectations! Accommodations on the Hunter 26 was clean and very comfortable, staying in the marina in the middle of doesnt get any better! Capt Brad was very easy-going and patient with us. Very knowledgeable and forthcoming with information.
Our overnight 104 course was great,we sailed down to Boca Grande where we
Watched a most beautiful sunset,ate an amazing dinner prepaired by our Capt. Mahi Mahi with red beans and rice! Afterwards we had cocktails and played dice game while swapping stories. Overall it was incredable. We walked away having learned so much,feeling confident about our dreams to sail off into the sunset!

The recommendations for the best local cuisine were perfect too!

by Mario Calvo on Southern Most Sailing LLC
ASA 103 - March 2021

Had the opportunity to work with Captain Brad & his first mate (wife) Shari to do a refresher on ASA 101 & get my ASA 103 certification in March 2021. First of all, Shari was awesome to work with to coordinate dates & logistics for the trip. Always responsive, helpful & very pleasant to work with. Though I didn’t get to meet her in person, I talked to her often before the trip & knew that they ran a top notch operation.

Captain Brad was equally amazing. He’s a great teacher that’s patient, great at explaining & walking through all the material. I walked away feeling not only comfortable & knowledgeable of coastal navigation, but also energized to be able to put what I learned into practice back home. His boat, “The Last Call” is in great shape & you can tell he takes pride in keeping it in great condition. He gives you plenty of hands on experience & little by little let’s you take charge of the helm entirely; but always ready to step in in case there’s a need (we sailed a couple days in high winds & totally needed his expertise). Plus, he’s a great person to hang out with, chat & learn about the history & nuances of sailing.

I’d recommend Southernmost Sailing for sure. Great team, great experience & who can beat Key West!

Thanks again Brad & Shari. Hope to do other courses with you in the future.

by Kevin Fortriede on Southern Most Sailing LLC
A pirate looks at 50

I read upon the dingy wall, the words the old man said, "For a good time in Key West, call Captain Brad at Southernmost Sailing School!".
I tell you, it's never too early to do something you will love but eventually, it will be too late.
Captain Brad might be something of a celebrity on KW since everyone seems to know him. Perhaps because he worked with so many others, learning his trade, then so many have worked with him to learn theirs. The result is a confident & patient American Sailing Association accredited instructor who lives the life he sells upon a sailboat, full time, with his wife Sherri. Together they are kind and patient and display warm hospitality.
Life's short. Call now.

by Bradley on Southern Most Sailing LLC
Dreams made to reality

Captain Brad and Sherri were great at getting everything together and worked out for the dates for the classes and were flexible even when I had to make last minute changes. Extremely professional and Captain Brad knows his stuff! He made learning the amount of information seem not only easy but applicable and was the beginning of a kids dream come true! Had an amazing time and even got to sail with the dolphins and turtles all in 2 days! I highly recommend to anyone that has even the slightest curiosity to be out on the water to have Southernmost sailing take you out there’s so much you learn and experience that I can say it’s hands down one of the things you must do in your life!

by Jackson B Leach on Southern Most Sailing LLC
Best of times

Cant think of a better way to spend two days. Captain Brad was very knowlegable and patient as they come. Any questions we had were answered , in a way to best understand before going forward. Clean boat, great instructor, learned alot in two days. Highly recommended

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.

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