Build a custom itinerary with a USCG licensed captain for up to six guests
Discover what we've curated for you
3.5 hours
Up to 6 people
Captain, 42 ft yacht, Water
Enjoy a private sailing charter designed around your requests, with time to cruise, anchor, and relax on the water. Your captain customizes the route and shares local knowledge as you explore the coastline and waterways.
Children under 13 must wear a PFD life vest. Life vests can be provided with prior notice, or you can bring your own.
Full refund with at least 5 days notice of cancellation. In case of operator cancellation due to weather or other unforeseen circumstances, customers will receive a full refund. No-shows will be charged the full price.
609 Trails End Rd, Wilmington, NC 28409
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.
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!
Brannon “Brannon Kennedy” Kennedy
September 22, 2025
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!
Brannon “Brannon Kennedy” Kennedy
September 22, 2025