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    1. Local experiences/
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    4. Sailing/
    5. Learn Sailing After-Work at Soundside
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    Learn Sailing After-Work at Soundside

    Learn basic sailing in two after-work classes at Soundside

    4.9 stars• 67 reviews
    From$312/ personincl. taxes and fees

    Duration

    2 Days / 2 Hours

    Includes

    Book, drinks, Hobie rental

    Highlights

    Join other locals after work and learn the basics of sailing with friendly instructors. Build confidence over two evening sessions, then put your skills to use on a Hobie.

    • Learn core sailing skills in two 2-hour classes
    • Meet at Soundside for Tuesday and Thursday sessions
    • Train with a 4:1 student-to-instructor ratio
    • Finish with a 1-hour Hobie rental after completion
    • Follow a set schedule from 5–7pm both days

    What's Included

    • Instruction
    • Book
    • Drinks
    • 1-hour Hobie rental upon completion

    Things to know

    Ages 13+. Sign up for Tuesday “Day 1” only; you’ll be automatically signed up for the second day as well.

    Cancellation Policy

    Full refund if you cancel at least 24 hours in advance. Full refund if the operator cancels due to weather or other unforeseen circumstances. No-shows are charged the full price.

    FAQs

    Book Tuesday “Day 1” only. When you sign up for Tuesday, you’re automatically signed up for the Thursday session as well.

    You meet Tuesday and Thursday from 5–7pm for two 2-hour sessions (4 hours total).

    You train with a 4:1 student-to-instructor ratio.

    Meeting details

    Soundside

    Experience provided by Sound Side
    Experience provided by Sound Side

    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 #PX5H7S

    Adult

    $312.70

    Ages 13+

    0

    Why book through Greetwell?

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      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
    67 reviews•Google Maps
    65
    0
    0
    1
    1

    Matty and his crew have built something genuinely special on the Carolina coast. The sailing instruction stands out in particular, with reviewers consistently praising instructors like Matty, Rick, and Captain Jason for being knowledgeable, patient, and genuinely fun to learn from. The ASA courses get glowing feedback, and the "Try Sailing" option is a great low-commitment way to dip your toes in. Beyond lessons, there's a solid mix of experiences on offer, from Hobie cat rentals and kayaking to sunset cruises and private charters. Captains Summer and Amy drew specific praise for their guided tours, and the crew's flexibility around weather delays left one reviewer calling it a model of customer service. One guest with mobility challenges had a rough experience feeling unwelcome, which is worth noting if accessibility is a concern for your group.

    What people are saying

    Review 1 of 5
    5/5

    Booked sunset harbor cruise through the Trailbourn hotel. Very nice cruise area. The captains were great-really tried to give everyone a great experience. Free drinks too!

    Photo of Amy Marie

    Amy Marie

    April 7, 2026

    Review 1 of 1
    5/5

    Booked sunset harbor cruise through the Trailbourn hotel. Very nice cruise area. The captains were great-really tried to give everyone a great experience. Free drinks too!

    Photo of Amy Marie

    Amy Marie

    April 7, 2026

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