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    1. Local experiences
    2. /Things to do in Harwich…
    3. /Water Activities
    4. /Sailing
    5. /Private Sailing Lesson in Harwich
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    Private Sailing Lesson in Harwich

    Learn sailing fundamentals with private on-water instruction

    4.8 stars• 134 reviews

    Duration

    1 hour

    Ideal For

    Up to 3 people

    Includes

    Instructor, Hobie Catamaran

    Highlights

    Learn sailing principles, techniques, and seamanship through private instruction on the water from your first lesson. No previous sailing experience is necessary.

    • Learn basic sailing principles and techniques
    • Practice on the water from your first lesson
    • Build your sailing vocabulary
    • Develop good seamanship skills

    What's Included

    • One instructor per group
    • Hobie Catamaran sailboat

    Important details

    • Arrive 20 minutes before your scheduled departure
    • Bring a valid photo ID
    • Wear clothing you don't mind getting wet; splashes may reach your waist
    • Wear footwear designed to get wet if you choose not to sail barefoot
    • Expect lessons to operate in overcast conditions, light fog, and intermittent sprinkles

    Cancellation Policy

    Full refund with at least 7 days' notice. Cancellations 48 hours to 7 days before departure are charged 50%; within 48 hours and no-shows are charged full price. Full refund if the operator cancels due to inclement weather or unforeseen circumstances.

    Product ID: SDPU8A

    FAQs

    Bring water, a towel, a hat, sunglasses, and sunscreen.

    A small dry bag is available for your valuables during the lesson.

    Meeting details

    Wequassett Resort & Golf Club, 2173 Route 28, Harwich, MA 02645

    Experience provided by Down Cape Charters & Boat Rentals

    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

    Private Sailing Lesson

    $215

    Up to 3 participants at a time.

    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

    What people are saying

    Review 1 of 4
    5/5

    Sailing on Maria, Down Cape’s gorgeous sailboat was the highlight of our summer ! From the first phone call to book a sail, to meeting the Captain at the boat, enjoying the sights of Pleasant Bay and feeling safe and comfortable aboard the boat, the experience could not have been better. We are 12 local women who know Cape Cod well, and this activity was the most magical experience for all of us !

    Photo of Beverly Biondi

    Beverly Biondi

    August 19, 2026

    Review 1 of 1
    5/5

    Sailing on Maria, Down Cape’s gorgeous sailboat was the highlight of our summer ! From the first phone call to book a sail, to meeting the Captain at the boat, enjoying the sights of Pleasant Bay and feeling safe and comfortable aboard the boat, the experience could not have been better. We are 12 local women who know Cape Cod well, and this activity was the most magical experience for all of us !

    Photo of Beverly Biondi

    Beverly Biondi

    August 19, 2026

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