Key West Sailing Academy
Key West, Florida Keys

If you’re seeking an exceptional experience above the average, Key West Sailing Academy is the right choice for you. We offer the discerning client an elegant & exclusive boutique experience immersed in our personalized service, unique style, and outstanding gourmet dining aboard exceptionally comfortable and well appointed vessels, in one of the most stunning settings in America, Key West. The crystal clear, warm, tropical waters off Key West make for the perfect sailing environment year round, with both inshore calm protected areas for the beginner to blue water offshore sailing for advanced courses. All with the added bonus of fantastic diving, snorkeling, fishing and miles of white sand rimmed islets and islands offering idyllic overnight anchorages. And of course historic Key West, with all the nightlife, shopping and restaurants our beautiful town has to offer when you’re at port. We add the perfect touch, consistently delivering the highest standards to our clientele by drawing on our years of experience in luxury hospitality, domestically & internationally. No other sailing school in the Florida Keys can deliver this luxury package like we can.

Our vessels are docked at Key West Harbor Marina Yacht Club, arguably the finest marina facility in the Florida Keys. Our students have complimentary use of all the club’s amenities, including a fine dining restaurant, sunset bar, pool and private beach. Our courses are fully private, taught aboard appropriate vessels for the specific course levels. Whether your course will be aboard our brand new Hunter 22, the definitive basic keel boat training vessel or our elegant 450 Hunter Passage, our vessels are soundly maintained, well appointed, clean, safe and very comfortable. Like a luxury B & B on the water our Hunter “Sargasso” offers all the comforts of a fine hotel and is the ultimate in luxury cruising for longer courses, offering the size and space of a large hotel suite with European bedding, luscious towels in large well appointed staterooms. Our multi day live aboard courses are intended to provide a very solid emphasis on learning, while still carving out time for exploring beaches, snorkeling the reefs and enjoying fine gourmet meals.

Obtaining a first-rate sailing education is an important step toward a lifetime of sailing enjoyment; we look forward to helping you make those dreams come true. Visit our web site at or contact us at 305-853-6888 to design your dream sailing school vacation!

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 114, Cruising Catamaran
ASA 114, Cruising Catamaran
Learn to skipper an auxiliary-powered sailing cruising catamaran of approximately 30-45' feet in length during a multi-day liveaboard cruise upon inland or coastal waters in moderate to heavy winds (up to 30 knots) and sea conditions.

Other Services Offered

  • Couples Courses
  • Private Courses
  • Weekday Courses
  • Weekend Courses
  • Corporate Team Building Courses
  • ASA 'Challenges'
  • Day Sail Charters (public)
  • Vacation Charters
  • Sunset Cruises
  • Sailboat Cruises
  • Racing Courses
  • Sail Trim Courses

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.
Key West Sailing Academy is offering a minimum of $50.00 or 10% off their ASA 101 Basic Keelboat Sailing course.

Contact Information

Key West Sailing Academy

Address 6000 Peninsular AvenueKey WestFL33040United States
Phone (305) 853-6888
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