Southernmost Sailing School

Southernmost Sailing School Sailing in Key West florida from A to Z. No better place to learn and no better instructor than Capt Brad Lockwood to take you through the steps necessary.

Being from Iowa he’s got that Midwestern Charm very friendly and helpful endless patience. My goal is to help you achieve these skills, understand and apply these concepts so that you can become proficient at sailing in all kinds of weather and sea conditions, the first three classes are designed for the recreational sailer cruiser I warn you this sport is addicting and once you feel the freedom o

f sailing your pretty much hooked especially in todays hustle bustle life style slow down and look around its amazing what you can see at 7 knots just you your sailboat and mother nature working together to get you to your next destination in life. Capt Brad
I have been sailing for 35 years been to many places have had tons of fun and love passing on this to new folks its as much of a thrill for me to see you get this as it is for you to get it. I am a US Coast Guard Lisenced Captain and have 4 levels of instructor training from the American Sailing Association
I have been in key west for 11 years working as a charter boat captain but have been wanting to start this sailing school here for a while now when you come you will see what I mean about this being the perfect place to learn to sail sail by day party by night 3 miles away is down town Key West.ye ha,
hope to see ya soon call me for more info if you need to
305-407-4141

08/20/2026

Southernmost Sailing School

08/19/2026

Hello! I wanted to share something important with you. Southernmost Sailing School is facing tough times due to unexpected weather and low enrollment, which threatens its ability to continue offering sailing lessons. Every little bit helps, so please consider donating or sharing the link to support this wonderful community resource. Thank you!
All who support us can receive credit towards sailing with us for charters and Sailing Instruction.

50%OFF on All Classes until November
08/18/2026

50%OFF on All Classes until November

Don’t wait weather here is Great a little Hot,
Hurricane Season has been seriously reduced due to El Niño
Plus we are giving you 20% off your class
Until further notice
So 2, 101 Basic Sailing Students is reduced 340.00 bringing that cost down to just 1360.00 for 2 Student’s don’t wait call today.

08/18/2026

WE NEED STUDENTS
All Classes 50% OFF until November
Stay in the boat in the slip call 305-407-4141 to get booked now !
Classes must be completed
November 30

08/17/2026

Help Us Help You Learn to Sail
50% OFF
all classes until November 1st 2026

07/19/2026
07/17/2026

To the Tops now Let Em Fly !!!

Don’t wait weather here is Great a little Hot,Hurricane Season has been seriously reduced due to El Niño Plus we are gi...
07/16/2026

Don’t wait weather here is Great a little Hot,
Hurricane Season has been seriously reduced due to El Niño
Plus we are giving you 20% off your class
Until further notice
So 2, 101 Basic Sailing Students is reduced 340.00 bringing that cost down to just 1360.00 for 2 Student’s don’t wait call today.

07/09/2026

Summer Rates 20% off until further notice on couples up to 4 students
Call 305 407 4141 and book today
E-mail. Southernmostsailingschool.com

Perfect winds today for Learning to Sail shouldn’t you be out there ?Summer Rates 20% off until further notice.No single...
07/09/2026

Perfect winds today for Learning to Sail shouldn’t you be out there ?
Summer Rates 20% off until further notice.
No single students max 4
Go to Southernmostsailingschool.com or call 305-407-4141
And start your Sailing Life Today
Captain Brad

Learn to sail in Key West with Southernmost Sailing School. ASA-certified lessons, small classes, and personalized training in calm tropical waters. Book today!

Address

5555 College Road
Key West, FL
33040

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