Marathon, Florida Keys · ASA Certified School

Learn to sail.
Feel the vibration.

Small-group ASA instruction and private charters aboard Yemaya, a classic Shannon 38, led by a USCG 50-Ton Master and ASA-certified instructor.

Scroll
Learn to Sail

ASA courses,
taught with heart.

We're an American Sailing Association school based in Marathon, in the heart of the Florida Keys. Every course is hands-on, aboard a real bluewater cruiser, not a classroom simulator.

Sailboat under sail on open water at golden hour
ASA 101 – 105
ASA 101

Basic Keelboat Sailing

Sail a small-to-midsize keelboat by day, in moderate winds and sea conditions. Your first step to independence on the water.

ASA 103

Basic Coastal Cruising

Skipper a 30–35 ft cruising boat by day, close to shore, in moderate winds. Docking, anchoring, and boat handling.

ASA 104

Bareboat Chartering

Take command overnight. Provisioning, passage planning, and multi-day cruising aboard a full-keel bluewater boat like Yemaya.

ASA 105

Coastal Navigation

Chart work, dead reckoning, tides and currents — the classroom half of coastal cruising, taught with real charts and real waters.

Private

Custom Instruction

Family crews, couples, or solo sailors — courses built around your schedule and your goals, from first tack to first passage.

Charter

Sail Yemaya

Prefer to just enjoy the ride? Book a captained sunset sail or day charter and let us handle the sailing.

Captain's License
USCG 50-Ton Master, Sailing Endorsement
Instructor Certification
ASA Certified, Courses 101–105
Home Waters
Marathon, Florida Keys
Vessel
Shannon 38 — "Yemaya"

From the first knot we tied to the moment we brought Yemaya alongside the dock, the whole crew felt like family. Patient, funny, and genuinely stoked to be out there — the best kind of teacher.

A Recent Student

The Boat & The Captain

Meet Yemaya,
our Shannon 38.

Named for the ocean spirit of the sea, Yemaya is a full-keel, offshore-capable Shannon 38 — built for comfort, stability, and real bluewater passages. She's as happy teaching a first-time sailor to reef a main as she is carrying a crew across open water.

Positive Vibrations Sailing is owned and operated by a licensed USCG 50-Ton Master with a Sailing Endorsement and full ASA instructor certification for courses 101 through 105. Every lesson and every charter is led personally, on board, start to finish.

38'
Shannon Cutter
50T
USCG Master
101–105
ASA Courses
Classic full-keel cruising sailboat at anchor
S/V Yemaya
Home Waters

Sailing the Florida Keys

Marathon sits in the middle of the island chain, which puts three very different kinds of sailing within a short run of the dock. Where we take you depends on your course, the weather, and what you want to see.

Bayside

Florida Bay & the Backcountry

Shallow, flat, and well protected on the Gulf side of the Keys — mangrove islands, sand flats, and skinny water that stays calm in nearly any wind direction. This is where we teach points of sail, tacking, and docking fundamentals with plenty of room to make mistakes.

  • Ideal for ASA 101 fundamentals
  • Protected water, forgiving conditions
  • Depths often 4–6 ft
Inside the Reef

Hawk Channel

The main sailing thoroughfare of the Keys, running between the islands and the offshore reef tract. The reef takes the edge off the Atlantic swell, so it's open water with real sailing conditions — without the full ocean fetch. This is our go-to for coastal cruising and navigation days.

  • Where we run ASA 103 & 105
  • Moderate depths, marked channel
  • Reef breaks the ocean swell
Outside the Reef

Offshore Atlantic

Beyond the reef line is open ocean, with the Gulf Stream running not far to the south. Bigger swell, real offshore motion, and true bluewater conditions aboard a full-keel boat built for exactly this. Reserved for experienced students, bareboat certification, and passage-style days.

  • Where ASA 104 skills get tested
  • Open ocean swell & current
  • Best in settled weather with an experienced crew
Not sure which water is right for your goals? We pick the day's route around conditions, your experience, and what you're working toward — whether that's your first tack on the bay or a bareboat-ready passage outside the reef.
FAQs

Good to know

Do I need experience to start ASA 101?

None at all. ASA 101 is designed for first-time sailors and covers everything from terminology to basic boat handling.

Can my family train together at different levels?

Yes — custom multi-day courses can blend levels so everyone in your crew works toward their own certification on the same trip.

What's included on a charter?

A captained sail aboard Yemaya, safety gear, and local knowledge of the best anchorages and sunset spots. Reach out and we'll build the day around you.

Get In Touch

Ask the Captain

Questions about courses, charters, or availability aboard Yemaya — reach out below or find us on the water.

Based In
Marathon, Florida Keys
Company
Positive Vibrations Sailing LLC

We'll get back to you within a day or two.