We're here to help
    Book online or call (650) 414-7338
    1. Local experiences/
    2. Things to do in Chapel Hill/
    3. Water Activities/
    4. Yacht Charters/
    5. Sounds & Sea Private Sailing Charter
    Why travelers choose Greetwell
    Curated by our team

    Every experience is selected and approved for quality and safety

    Personal concierge

    Real humans available to help before, during, and after your booking

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else

    Easy booking

    Reserve in minutes with flexible cancellation on most experiences

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    • (650) 414-7338
    • Contact our team

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 3
    Product image 4
    Product image 5
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Sounds & Sea Private Sailing Charter

    Build a custom itinerary with a USCG licensed captain for up to six guests

    From$881incl. taxes and fees

    Search all experiences

    Discover what we've curated for you

    Duration

    3.5 hours

    Ideal For

    Up to 6 people

    Includes

    Captain, 42 ft yacht, Water

    Highlights

    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.

    • Customize your itinerary with a pre-charter consultation
    • Cruise offshore or transit the Intracoastal Waterway
    • Anchor near barrier islands for shore excursions
    • Swim in calm coastal basins when conditions allow
    • Learn basic sailing and navigation techniques
    • Spot dolphins along Masonboro Island and nearby waterways

    What's Included

    • USCG licensed captain and host
    • Access to a 42 ft sailing yacht and below-decks cabin
    • Cold ginger ale and bottled water

    Things to know

    Children under 13 must wear a PFD life vest. Life vests can be provided with prior notice, or you can bring your own.

    Cancellation Policy

    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.

    FAQs

    Meeting details

    609 Trails End Rd, Wilmington, NC 28409

    Experience provided by Shamrock Sailing
    Experience provided by Shamrock Sailing

    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 (650) 414-7338

    Reference #PY5PNJ

    Private Charter

    $881.27

    0

    Why book through Greetwell?

    • Greetwell Approved

      This experience meets our quality and safety standards

    • Includes Concierge Support

      Our team is here to help with questions, timing, or special requests

    • Flexible Cancellation

      Plans change? Most experiences offer flexible cancellation

    5.0 stars• 278 reviews

    Review summary

    5.0
    Excellent
    278 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

    Nearby activities

    Thumbnail

    Two-Hour Afternoon Sail

    From$106/ person
    Thumbnail

    Bella Brunch Cruise

    From$159/ person
    Thumbnail

    Private Boat Charter Around Wrightsville Beach

    $848
    Thumbnail

    Island Hopper Cruise

    From$53/ person
    Thumbnail

    Steam Pot Seafood Boil Island Excursion

    From$731
    Thumbnail

    Half-Day Private Boat Charter

    From$644