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    1. Local experiences/
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    5. 2-Hour Sailing Lesson in St. Augustine
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    2-Hour Sailing Lesson in St. Augustine

    Build sailing confidence with a beginner-friendly 2-hour coaching sail

    5.0 stars• 731 reviews
    From$223/ personincl. taxes and fees

    Duration

    2-hour

    Ideal For

    2 to 6 people

    Includes

    Sailing lesson, Instructor

    Highlights

    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.

    • Learn on a Jeanneau 349 monohull sailing vessel
    • Choose the skills or techniques you want to practice
    • Take turns on the wheel and running the lines
    • Improve without the pressure of a formal class
    • Train with experienced captains during your sail

    Things to know

    Minimum of 2 students; courses never exceed 6 students. No certification is awarded for this training.

    Cancellation Policy

    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.

    FAQs

    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.

    Experience provided by St Augustine Sailing
    Experience provided by St Augustine Sailing

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text (650) 414-7338

    Report an issue

    Reference #BC3T8J

    Person

    $223.88

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    5.0
    Excellent
    731 reviews•Google Maps

    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.

    What people are saying

    Review 1 of 4
    5/5

    Great day with the Crew! Kevin is an amazing captain and we learned quite a bit from him. Highly recommend him for people wanting to improve their sailing skills.

    Photo of Rosser Pace

    Rosser Pace

    March 30, 2026

    Review 1 of 1
    5/5

    Great day with the Crew! Kevin is an amazing captain and we learned quite a bit from him. Highly recommend him for people wanting to improve their sailing skills.

    Photo of Rosser Pace

    Rosser Pace

    March 30, 2026

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