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Southern Most Sailing LLC
Average rating:  
 144 reviews
 by Jayne
Incredible

I was a complete beginner when it came to sailing. I did not know the first thing, I knew I really enjoyed sailing and being on the water. I decided to book a class and see if I could learn to sail. What an experience! One of the most fun and enjoyable things I have ever done. Right from the start, Capt. Brad and his first mate Sheri, were so accommodating and easy to work with. Obviously blessed with a good sense of humor and patience. I was picked up at the airport. The boat was much nicer than any sailboat I had been on before, electric motor, si it was very quiet, air conditioned and very comfortable. The school operates out of Sunset marina which made it easy. Since they book doubles, my sailing partner was a guy Ed. It wasn't easy, but instruction and study materials were all provided. Very comprehensive, I would definitely recommend Southernmost Sailing. During periods between instruction, Capt. Brad took us snorkling, played the guitar and sang, fed us, it was great!

 by Lee
Fantastic experience!!

My adult son and I took the 101/103/104 classes back to back last week and we had a truly incredible experience. My son had much more experience than me but Captain Brad kept us both learning to sail safely and reinvigorated our passion for floating on the sea.

Great teacher, great cook great storyteller, great guy. If you even think you might want to take the ASA courses you shoul do it in the Warm waters of the Floida Keys with Capt Brad

 by Michelle Croissier & Ulrich Reichard
ASA 101

My husband and I took ASA 101, had a wonderful experience, and learned so much. Captain Brad is a thoughtful instructor, a true man of the sea, we learned both theory and application. By the end of the 2nd day, we felt much more competent and ready for ASA 103 and 104 in November with Southernmost Sailing. Loved it.

 by Ed Courlang
Great time on the seas

I took the ASA 101 course with Captain Brad. I was a complete novice and had only skimmed the book before arriving in Key West. Nonetheless Captain Brad made me feel comfortable. He's a great instructor with an easy manner, but was stern when necessary. He made sure that we learned to sail the right way, whether it was tying knots or the man over board drill. I came away with a great appreciation for the joy of sailing when done the safe and right way. Thanks Southernmost Sailing School and Captain Brad.

 by Max
ASA 101

Captain Brad was a fantastic host and teacher. He went above and beyond during our time and even gave us some "bonus content" that was beyond the scope of ASA 101! I highly recommend Southernmost Sailing School!

 by Anne Wells
Wonderful experience!

After about a year of sailing with my experienced partner, this class solidified my knowledge and cleared up sever things that never quite clicked. Captain Brad was a great instructor! It was fantastic to see how nice and quiet the electric engine was. On a light wind day, it was great not to disturb the afternoon with a noisy gas engine. It was fascinating to hear about his experience with the change over to electric and all its advantages. Thanks, captain Brad!

 by Marla
Incredible Learning Experience

I had the privilege of taking the ASA 103 course with Captain Brad. It was phenomenal! Captain Brad is an excellent instructor. He is very patient as well and at the same time quite laid back and very easy to talk to. No question is a dumb question. He also has a gift for teaching this art, as I will call it. Sailing is all very new to me and he is definitely the kind of instructor a newbie like me needs. One awesome bonus is that the sailboat used for the class has an electric engine— so no noise and no smelly fuel. We had the most perfect weather and three fantastic days of sailing on the most beautiful water. I can’t wait to go back!!

 by Megan Milam
Amazing Sailing!

My friend and I took our 103 class with Brad after completing our 101 on a lake with little wind. It was a big step up for us, but Capt Brad was patient and kept calm while instructing and answering all our questions! We really enjoyed learning with him and got a lot more comfortable on the water. Sailing is hard work, but also a lot of fun!

 by Francisco
Learn to Sail in Paradise

My wife and I had the pleasure of taking the ASA 103 course with Captain Brad. We both came out of the experience having gained the knowledge, skills, and confidence to continue our sailing journey. Captain Brad is a great teacher and a savvy sailor. He provides clear instruction with ample patience and a dash of good humor. He embodies the way sailing should be: precise and fun.
During our two-days course, we also got to experience some of the treasures that Key West can offer: We were able to snorkel and explore a century-old shipwreck and sail alongside a group of eight very curious bottlenose dolphins.
If you are looking to learn something new or hone your existing skills - Look no further!

 by Angela
Superior Sailing School

When trying to decide which sailing school was right for us, the great website descriptions and Facebook videos convinced us to choose Southernmost Sailing School. This was absolutely the best choice. We enjoyed the entire experience.

 by Chris Roberts
Life Changing Experience!




I took Captain Brad's ASA 101 and 103 courses. It was my first time sailing a big boat, and I was nervous, but Brad's demeanor put me at ease.As a retired teacher, I can say with confidence what good teaching looks like. Brad is a great teacher because of his patience, positivity, organization, and dedication. He really cares about his students, and he has the experience to go with it! I have plans to return next year and take ASA 104. I would 100% recommend Southernmost Sailing School to my friends and family!

 by Lo
Great experience!

Free My friend and I just took ASA 101 and 103 from Captain Brad and we had a great experience! He was incredibly patient, nice, and knowledgeable. We felt very comfortable the entire time and our stay on the boat was fantastic. We both plan to take further classes through him in the future!

 by Claire Roberts
Southernmost Sailing

My mom and I took the ASA 101 and 103 course with Captain Brad at the southernmost sailing school over 4 days. Truly an amazing and unforgettable experience. Brad is a great teacher; extremely knowledgeable, patient, and passionate about sailing. I can guarantee you will leave this school with confidence to sail on your own and a love for sailing yourself. Not to mention, the location rocks. We can’t wait to take more classes from Captain Brad. Thank you southernmost sailing school! Book yours now, you won’t regret it!

 by David and Elizabeth G
Sailing 101 March 2022

Thank you Brad for an amazing Experience and all your knowledge in instructing us for our ASA 101 course. It was a wonderful time and your knowledge and passion of sailing is inspiring. Highly recommend!

 by Chris Benton
Awesome Course

This is not your relaxing, beer drinking course that you would think it would be. We took ASA 101 and 103 over 4 days. It required a lot of studying and sailing. We learned a lot and got pretty comfortable with the boat. Captain Brad is a standup guy who is easy to talk to. I am definitely glad that I took the course through him. I am looking forward to taking 104 with him in the future. If you want to learn to sail, this is your course. Thanks again Captain Brad!

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