Southern Most Sailing School
Key West, Florida Keys

SOUTHERNMOST SAILING SCHOOL IS OK AND MADE IT THROUGH HURRICANE IRMA IN GOOD SHAPE! We plan to continue sailing here and are taking reservations for dates after October 1st so don’t hesitate to call and get on our schedule. Staying on the boat is still available at the Sunset marina.

We are located at Sun Set Marina in Sunny Key West a modern marina with floating docks and great amenities.

We are 1.5 miles from the Key West Airport classes begin at 9am and end at 4pm so you can Learn by Day and explore Key West in the Night.
See our reviews on our web sight see ya.

We use a Hunter 26 with a tiller we think the perfect boat to begin with we teach on the water in a area with land on three sides no more then 12′ deep never loosing sight of land so even if the wind is up we can still sail in this large protected area.

ASA Sailing Certification Courses Offered

ASA 101, Basic Keelboat Sailing
ASA 101, Basic Keelboat Sailing
Learn to skipper a 20' - 27' sloop-rigged keelboat by day, in light to moderate winds and sea conditions. Learn basic sailing terminology, parts and functions, helm commands, basic sail trim, points of sail, buoyage, seamanship and safety including basic navigation rules to avoid collisions and hazards.
ASA 103, Basic Coastal Cruising
ASA 103, Basic Coastal Cruising
Learn to skipper a sloop-rigged auxiliary powered 25'-35' keelboat by day in moderate winds and sea conditions. Learn cruising sailboat terminology, basic boat systems, auxiliary engine operation, docking procedures, intermediate sail trim, navigation rules, basic coastal navigation, anchoring, weather, safety and seamanship.
ASA 104, Bareboat Cruising
ASA 104, Bareboat Cruising
Learn how to sail a sloop-rigged, auxiliary powered 30'-45' sailboat during a multi-day cruise upon inland/coastal waters in moderate/heavy winds and sea conditions. Learn about provisioning, boat systems, auxiliary engines, advanced sail trim, coastal navigation, anchoring / mooring, docking, emergency operations, weather, and more.
ASA 118, Docking Endorsement
ASA 118, Docking Endorsement
Learn basic docking skills for boats with single inboard or outboard engines. Discover the basic theory and hands-on techniques needed to dock and undock boats in an efficient manner and without damage or injury.

Other Services Offered

  • Women Only Courses
  • Couples Courses
  • Private Courses
  • Weekday Courses
  • Weekend Courses
  • ASA 'Challenges'
  • Day Sail Charters (public)
  • Sunset Cruises

ASA Veterans Sailing Education Program

At ASA we recognize the sacrifices made by the brave men and women who have served or are serving in our country's armed forces. As a token of our appreciation, and our way of saying thank you, we are inviting veterans and active military personnel to share our passion for sailing by offering a discount on our ASA 101 Basic Keelboat Sailing course.
Southern Most Sailing School is offering a minimum of $50.00 or 10% off their ASA 101 Basic Keelboat Sailing course.

Contact Information

Southern Most Sailing School

Address 5555 College RdKey WestFL33040United States
Phone (305) 407-4141
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