Build sailing confidence with a beginner-friendly 2-hour coaching sail
2-hour
2 to 6 people
Sailing lesson, Instructor
Practice practical sailing skills with an instructor on a 2-hour coaching sail designed for beginners or a refresher. You’ll start with a quick chat to focus on the techniques you want to work on.
Minimum of 2 students; courses never exceed 6 students. No certification is awarded for this training.
Cancel before 72 hours: fully refundable. Cancel 71–25 hours: 50% non-refundable; $100 rescheduling fee. Cancel within 24 hours: full cost non-refundable. Does not apply to cancellation associated with dangerous weather conditions.
Plan on a small group: courses require a minimum of 2 students and never exceed 6 students.
No. You’ll learn from experienced captains, but no certification is awarded for this training.
Start with a short chat with your instructor about the skills or techniques you want to work on, then rotate through time on the wheel and running the lines.
St Augustine Sailing, 3076 Harbor Dr, St. Augustine, FL 32084
St Augustine Sailing delivers exactly what you'd hope for in a maritime experience, with Dr. Dale and Captain Daniel earning particular praise for their expertise and warmth. Dr. Dale stands out as both a scientist and skilled instructor who runs everything from casual dolphin-watching tours to serious ASA certification courses. Reviewers consistently mention his teaching ability, patience (even calming someone through a panic attack during a maneuver), and deep knowledge of sailing mechanics. The Learn The Ropes courses seem especially popular, with multiple people mentioning how much they learned and feeling genuinely hooked on sailing afterward. Beyond the educational offerings, this outfit clearly knows how to create memorable outings. One couple raved about a wine and appetizer sail that included personalized touches like off-menu steaks, while families appreciated captains who let kids help raise sails and take the wheel. The boats themselves get compliments for their condition, and practical details like shade covers matter when you're out on Florida water. Wildlife sightings of dolphins and manatees add natural magic to the trips. Whether you want a romantic sunset cruise, a family adventure, or actual sailing instruction, the crew adapts well to different groups and consistently makes people feel welcomed rather than processed through a tourist experience.
I would personally love to thank RoseAnn , Derk and Daniel for making our night unforgettable. Every detail did not go unnoticed. You guys made our evening so magical and special.
Jeannie Money Binns
July 5, 2026
I would personally love to thank RoseAnn , Derk and Daniel for making our night unforgettable. Every detail did not go unnoticed. You guys made our evening so magical and special.
Jeannie Money Binns
July 5, 2026
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