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    Shamrock Sailing

    Shamrock Sailing

    5.0 • 279 reviews
    Chapel Hill, NC

    Step aboard a classic 42-foot Sparkman & Stephens yawl and let Captain Jim and his crew share the magic of Wilmington’s waterways. Shamrock Sailing Adventures keeps cruises deliberately intimate—just six guests—so you can stretch ...

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    Book Shamrock Sailing

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    2-Hour Sunset Sailing Cruise in Wrightsville Beach

    Sail at sunset off Wrightsville Beach and Masonboro Islands

    From$121person
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    Morning 2-Hour Sail in Wrightsville Beach

    Sail calm morning waters on the Intracoastal Waterway

    From$113person
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    3-Hour Private Sailing Charter in Wilmington

    Customize a private sail with a USCG-licensed captain for up to 6 guests

    $821.50
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    Sail Wrightsville Beach on a 2-Hour Afternoon Cruise

    Sail across Masonboro Inlet on a 2-hour afternoon cruise

    From$106person

    Review summary

    5.0
    Excellent
    279 reviews•Google Maps

    Captain Jim creates sailing experiences that clearly leave a lasting impression on his guests. Couples celebrating anniversaries, first-time sailors, even self-proclaimed "not a people person" types find themselves completely at ease with him. His infectious enthusiasm for being on the water combines with genuine expertise that goes way beyond surface-level tour guide facts. He shares detailed insights about local history, ecosystems, and wildlife in a conversational way that keeps guests engaged throughout the trip. Many visitors specifically mention his ability to explain complex topics with real depth and passion. The sailing itself delivers those magical moments people hope for: dolphins swimming alongside the boat, stunning sunsets over the water, and the unique sensation of cutting through waves under sail. Captain Jim's flexible and accommodating, working around weather issues to reschedule when needed. He often lets interested guests take the helm, which turns a lovely outing into something truly memorable. The Shamrock is well-maintained and comfortable, whether you're cruising the Intracoastal Waterway or heading out to open water off Wrightsville Beach. Return visitors are common, with some guests coming back multiple times and considering Jim a friend by their third trip.

    What people are saying

    Review 1 of 5
    5/5

    We were gifted a trip for our wedding and we we had so much fun with Captain Jim. So respectful and professional the whole time you are with him. He has so much experience with sailing and was constantly giving us information about the surrounding areas and wildlife. We had a constant conversation with him throughout the whole trip. The sunset was amazing and the whole trip was relaxing and peaceful I would 1000 percent recommend booking with him it was worth it!

    Photo of Brannon “Brannon Kennedy” Kennedy

    Brannon “Brannon Kennedy” Kennedy

    September 22, 2025

    Review 1 of 1
    5/5

    We were gifted a trip for our wedding and we we had so much fun with Captain Jim. So respectful and professional the whole time you are with him. He has so much experience with sailing and was constantly giving us information about the surrounding areas and wildlife. We had a constant conversation with him throughout the whole trip. The sunset was amazing and the whole trip was relaxing and peaceful I would 1000 percent recommend booking with him it was worth it!

    Photo of Brannon “Brannon Kennedy” Kennedy

    Brannon “Brannon Kennedy” Kennedy

    September 22, 2025