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Southern Most Sailing LLC
Average rating:  
 154 reviews
 by Luka
101-104 Certification

Captain Brad was very hospitable and a fantastic teacher. He was patient and and truly cares about making sure you get the value of out of your investment. Key west was the ideal place to learn in a challenging environment. Can’t wait to go use the newly acquired skill with my crew.

 by Lisa
Amazing ASA 101 Experience!

We recently had the pleasure of Captain Brad taking me through my ASA 101 class, and doing a refresher 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!

 by Matt and Becky H
Best boating investment we've made

My husband and I bought a MacGregor motor/sailor with the idea of motoring through the Great Loop. Wanting to spend time living aboard before we took off, we booked a month at a Keys marina. While researching marinas, we found one with Brad's Southernmost Sailing school. Bingo! We could learn to live aboard AND learn to sail. We were lucky to be able to book the dates we wanted and went through 101 and 103. What a learning curve! Brad couldn't have been a better teacher. Not only is he incredibly knowledgeable, he's also patient, kind and great at letting you give it a go on your own with correction before things get dangerous. We have so much more confidence now to get sailing on our boat. We wouldn't be able to say that without the instruction from Captain Brad. We also need to acknowledge Brad's wife Sherri. She answered our questions about booking, got us our class materials quickly and was also so easy and kind to deal with. What a great team!

 by Andy
Best class ever!

Captain Brad was the best teacher I could have hoped for. He's such a great guy all around.

Lived on the boat for almost a week and took the ASA 103 & 104 classes. Best way to spend your time getting the feel for liveaboard cruising.
I fell in love with sailing as a passenger years back and was finally in the position to take the role of skipper.
Key West was an ideal location to learn. The area is sure to test your skill but at the same time makes you feel comfortable and at home.
I can't imagine finding a better teacher or location than Captain Brad in Key West!

 by John

Captain Brad was an amazing teacher!. I took the ASA103 and 104 certification class. Captain Brad is a great sailor and highly recommended. Key West was a great place to learn how to sail because it comes with its challenges, but definitely worth it. Highly recommended if you are truly looking to learn how to sail with a fun, calm, amazing teacher in a beautiful place, Key West!

 by Sara
ASA 101,102,103&104

Sailing with Captain Brad was a real pleasure. We had plenty of one on one time aboard the sailboat and were able to go through so many different sailing scenarios. We were well prepared for our book exams as well as our on the water practicals. Would highly recommend Southernmost Sailing School for your ASA certification courses.

 by Jason Vasconez
Start Sailing!

Sailing with Captain Brad was beyond expectations and a totally immersive experience! My brother and I have been talking about sailing for years. We are so happy we found Captain Brad to start our journey. He was fun, entertaining, and experienced. Capt. Brad is an exceptional teacher! We learned how to sail safely and with skill. He simplified sailing, made new concepts understandable, and we sailed A LOT! We did a whole week 101/103/104, slept on the boat, and our overnight was to Boca Grande! We are hooked! My brother and I already have plans to return with our families and begin more adventures!

 by Kimberly
First Time Sailing

Captain Brad's ASA 101 course in Key West was the ideal introduction to sailing. His calm professionalism and meticulous instruction fostered a safe and productive learning environment. He expertly balanced theory with practical application, ensuring we grasped each concept before tackling the next. His patience with first-timers like myself was commendable, and his clear explanations demystified even complex maneuvers. If you're a serious beginner seeking a thorough foundation in sailing, Captain Brad's course delivers. Highly recommended!

 by Sean
Sailing with Capt. Brad

It was a pleasure sailing with Captain Brad. I was taking the ASA103 certification class and Captain Brad is such an experienced sailor and teacher that it was a joy to learn the art from him. Of course, Key West is the unique backdrop providing all the fun after sailing. Definitely recommended if you’re looking for a ASA class or just some fun sailing in Key West

 by Cody
ASA 101

Capt Brad at Southernmost was very knowledgeable and was able to accommodate the varying degrees of sailing experience in our group. We spent alot of time on helm and working the sheets. Will be back soon for future classes.

 by Jayne

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!

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