Learn basic sailing in two after-work classes at Soundside
2 Days / 2 Hours
Book, drinks, Hobie rental
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.
Ages 13+. Sign up for Tuesday “Day 1” only; you’ll be automatically signed up for the second day as well.
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.
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.
Soundside
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.
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!
Amy Marie
April 7, 2026
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!
Amy Marie
April 7, 2026
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