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    1. Local experiences/
    2. Things to do in Key West…/
    3. Water Activities/
    4. Sailing/
    5. Private 3-Hour Sailing Lesson in Key West
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    Private 3-Hour Sailing Lesson in Key West

    Choose your boat and learn to sail with a private instructor in Key West

    4.9 stars• 49 reviews
    From$143incl. taxes and fees

    Duration

    3 Hours

    Includes

    Private lesson, Instructor

    Highlights

    Set sail your way with a fully personalized, private sailing lesson for you and your group. Learn the ropes at your own pace with an experienced instructor.

    • Pick a boat and tailor the lesson to your skill level
    • Learn sailing techniques with an experienced instructor
    • Bring friends or family for a private session
    • Meet at the Key West Community Sailing Center
    • Spend 3 hours on the water in Key West

    What's Included

    • Private sailing instruction

    Things to know

    Ages 5 and up.

    Cancellation Policy

    Full refund for cancellations made more than 48 hours before the start of class. No refund for cancellations made less than 48 hours before the start of class.

    FAQs

    Bring a refillable water bottle, shoes or flip-flops, sunscreen, and a fun and receptive attitude.

    Wear shoes or flip-flops. You may also want a swimsuit, towel, closed-toe shoes, a hat and/or sunglasses, and a dry change of clothes.

    Yes. You must be age 5 or older.

    Meeting details

    Key West Community Sailing Center, Inc - 705 Palm Ave, Key West, FL 33040

    Experience provided by Key West Community Sailing Center
    Experience provided by Key West Community Sailing Center

    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 1-877-GREET-WELL

    Report an issue

    Reference #UTVUSA

    Member

    $143.10

    member ID will be required at check-in

    0

    Local

    $206.70

    please bring your Florida ID

    0

    Visitor

    $238.50

    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

    4.9
    Excellent
    49 reviews•Google Maps
    45
    3
    0
    0
    1

    This sailing center runs on genuine community spirit, and it shows in nearly every review. Piper, the director, is consistently praised as a patient, knowledgeable, and engaging instructor, and Ben gets similar praise for tailoring lessons to individual skill levels. The instructors here clearly care about what they do, and that enthusiasm tends to be contagious. One of the more surprising perks is the free weekend open sails, where total beginners can get on the water with guidance from qualified instructors at no cost. Private and group lessons are also available for those wanting more structured time. Families with kids are especially well served, with a youth program that focuses on building confidence safely. The vibe is relaxed and welcoming, with a fleet of varied boats, well-maintained facilities, and an old-school Key West atmosphere that feels refreshingly unpretentious. If you are visiting short-term and worried about fitting sailing into a packed schedule, the flexible session options make it easier than you might expect.

    What people are saying

    Review 1 of 4
    5/5

    Good trip, good vibes, nice place and amazing people.!

    Photo of jonathan granados

    jonathan granados

    March 12, 2026

    Review 1 of 1
    5/5

    Good trip, good vibes, nice place and amazing people.!

    Photo of jonathan granados

    jonathan granados

    March 12, 2026

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