Skip to main content

Sailing Charters in Wilmington

Recommended by 99% of travelers
Badge of Excellence
Wilmington, USA
Great choice
20+ bookings last month.
  • 2 hours (approx.)
  • Mobile ticket
  • Offered in: English

Why travelers loved this

5.0
·
· Sarah_F ·
Sep 2025
Such an amazing sunset cruise. Captain Oliver was the best! Beautiful views and you can steer the boat if you’d like! Captain Oliver was able to capture some amazing pictures too!
· Deanna_E ·
Apr 2026
Had a fantastic sunset cruise. Loved we had the boat to ourselves. Captain Oliver was very accommodating, fun to chat with, and provided an overall great experience.

Overview

Take in the Wilmington riverwalk from the water and experience the thrill of sailing with this exclusive private sailboat charter. Set off along the downtown riverfront to admire the city from a unique perspective, including the state ports and other waterfront landmarks. Relax with your group of up to six passengers, with the option of bringing your own drinks on board. Choose a morning, afternoon, or sunset tour to suit your schedule.
  • Set sail on one of the few sailboats available for charter
  • Enjoy a private sailboat cruise with just your group and skipper
  • Views of the Wilmington’s downtown riverwalk from the water
  • Flexible cruise time and option of bringing drinks and snacks

What's Included

  • Sailing Charters
  • Sunset
  • River Front Views

    Meeting and Pickup

    Meeting point

    • 5 N Water St, Wilmington, NC 28401, USA

      Meet at the American Flag Pole on Water and Market street

    End point

    This activity ends back at the meeting point.

    What To Expect

    Additional Info

    • Confirmation will be received at time of booking
    • Not wheelchair accessible
    • Stroller accessible
    • Near public transportation
    • Most travelers can participate
    • This tour/activity will have a maximum of 6 travelers

    Cancellation Policy

    You can cancel up to 24 hours in advance of the experience for a full refund.

    Traveler Photos

    Gallery picture 1 (from a traveler's review)
    Gallery picture 2 (from a traveler's review)
    Gallery picture 3 (from a traveler's review)
    Gallery picture 4 (from a traveler's review)
    Gallery picture 5 (from a traveler's review)

    Featured review

    Maria_J
    I booked this cruise as a surprise for the family and it instantly became the highlight of our entire trip. Captain Oliver was absolutely wonderful with our two kids ages 9 and 6. He let them both take the helm, from steering the boat to learning how to properly tie it when docked, and our daughter even got to help hoist the sails. They were fully in their element and loving every minute of it. While the kids were busy being captains my husband and I got to sit back, drink some wine, and actually relax. That alone was worth it. This is the kind of experience that makes a trip memorable. We would absolutely do it again and would recommend it to anyone visiting the area without hesitation. Thank you Captain Oliver for making it so special.

    Reviews

    5.0
    based on 188 reviews
    Total reviews and rating from Viator & Tripadvisor

    Friends and Fun at sunset.

    Deanna_E, Apr 2026
    Had a fantastic sunset cruise. Loved we had the boat to ourselves. Captain Oliver was very accommodating, fun to chat with, and provided an overall great experience.

    Relaxing with wind and sails

    Ann_D, Apr 2026
    Oliver is excellent and very personable.. it was cool to hear about his experiences. The sailing was a very relaxing experience with sights of the past history…..railroad, stream troller boat wreckage and beautiful land that was once rice fields.

    Spontaneous Best Decision We Made

    Maria_J, Apr 2026
    I booked this cruise as a surprise for the family and it instantly became the highlight of our entire trip. Captain Oliver was absolutely wonderful with our two kids ages 9 and 6. He let them both take the helm, from steering the boat to learning how to properly tie it when docked, and our daughter even got to help hoist the sails. They were fully in their element and loving every minute of it. While the kids were busy being captains my husband and I got to sit back, drink some wine, and actually relax. That alone was worth it. This is the kind of experience that makes a trip memorable. We would absolutely do it again and would recommend it to anyone visiting the area without hesitation. Thank you Captain Oliver for making it so special.

    Truly a memorable sailing experience

    Rhonda_Y, Nov 2025
    ⭐️ ⭐️⭐️⭐️⭐️ We had the best experience with Captain Oliver celebrating our 38th wedding anniversary! Captain Oliver was incredibly knowledgeable about the area where we were sailing and made the evening so special. He included my husband, John, in steering the sailboat while he hoisted the sails, and even let me join in to help as well! We enjoyed a bottle of wine we brought along, and when the evening turned chilly, he provided a cozy blanket. The music was fabulous as we sailed along the river, watching a stunning sunset. Returning to see the beautiful lights along the Cape Fear River was the perfect ending to a perfect night. Highly recommend Captain Oliver for a truly memorable sailing experience!

    We had a great afternoon...

    Susan_F, Oct 2025
    We had a great afternoon on the water with Captain Oliver. He is very knowledgeable and let my daughter drive the boat! Definitely will book again!

    Great Captain, Cool Sights

    Skylar_S, Sep 2025
    Great captain, very chill and experienced. Be sure to look for any ships docking, the process is cool to watch.

    Perfect sunset cruise

    Sarah_F, Sep 2025
    Such an amazing sunset cruise. Captain Oliver was the best! Beautiful views and you can steer the boat if you’d like! Captain Oliver was able to capture some amazing pictures too!

    Sailboat

    Kim_G, Sep 2025
    That was so awesome first time on a sailboat and was so relaxing and calming and the Captain was so nice and detailed.

    Had a wonderful time! ...

    Brian_C, Aug 2025
    Had a wonderful time! Beautiful views of the city! Oliver was a great captain and very informative! Would definitely do again!

    Illinois

    Tracy_E, Aug 2025
    Wonderful personal experience! Great tour and history from Captain Oliver! We had such a relaxing time,

    So amazing! Captain...

    Yenicca_H, Jul 2025
    So amazing! Captain Oliver was very helpful especially when it came to questionable weather. What an incredible view watching the sunset ! I would HIGHLY RECOMMEND! SOOOO WORTH IT

    Don’t pass this up…..definitely do it!

    Elizabeth_L, Jul 2025
    I can not say enough about this cruise! Oliver is so good at what he does. He’s very knowledgeable about the area, personable with everyone, enjoys what he’s doing and took us to the best spots! Everything was perfect, right down to the playlist. Bonus: we met great people too!!

    Awesome sailboat experience

    Jonna_L, Jul 2025
    This is our second time doing the sailboat tour with Captain Oliver. The first time it was just me and my husband and this time we brought our 3 children - ages 10, 7, and 4. All of us had a fabulous time. We experienced breath-taking views of the Cape Fear River and our kids got to help drive the boat and raise the sails! We took lots of beautiful photos we will cherish forever. We were offered complimentary waters along with being welcomed to bring our own food and beverages. Captain Oliver was very kind and calm when my 7 year old unexpectedly got a nose bleed which I appreciate as a mother. It was a wonderful time and I cannot recommend this excursion more! I’m sure we’ll be back next year ;)

    Best little excursion!!!

    Maryjo_C, Jul 2025
    It was just great! First time on a sail boat! Oliver was so welcoming, knowledgeable !! Rebooked another trip for a sunset cruise ! Price is very reasonable! Highly recommend this wonderful little excursion!

    Great for a birthday surprise

    Gabraella_B, Jul 2025
    Super great experience! Captain Oliver was super chill and made for a great overall experience. We had a great time and felt super comfortable even got to drive a little. 10/10 would recommend this trip for anyone and definitely will book again

    It was amazing! Great...

    Janise_R, Jun 2025
    It was amazing! Great captain! Sunset cruise was beautiful and educational. Great experience with beautiful views.

    Highly recommend this tour!!

    Corinna_B, Jun 2025
    It was amazing! We would definitely do it again and again. Make sure you do the sunset tour, it was spectacular.

    Birthday cruise!

    kayla_O, Jun 2025
    It was an amazing experience, Oliver was super friendly and welcoming! Would recommend, he also let us bring some wine.

    First time sailing!

    Todd_N, Jun 2025
    Great time, Oliver & Zoe was great! We would suggest the sailing cruise to everyone. It was our first sailing and we had a great time.

    Fun Time

    Kasey_C, May 2025
    Oliver was a great captain and we really enjoyed our sailing despite the cold weather! He was very informative about what the local area had to offer as well as shared some of the history of the area too!

    Raven's Nest sailing company

    ron_w, May 2025
    Beautiful day on the water. Oliver was a gracious host, very knowledgeable of the area we sailed and super nice. If you are looking for something unique to do in Wilmington I highly recommend this tour. It was so relaxing.

    We had such a fantastic...

    Roxanna_P, May 2025
    We had such a fantastic time! The sunset was stunning. The host was incredibly kind and made sure we had everything we needed. I highly recommend this experience to everyone! Thank you so much!

    Mother’s Day Sail

    Amanda_L, May 2025
    This experience was for my mom’s Mother’s Day and it was simply the best! Oliver & Zoe were amazing. They made us comfortable and the sail was simply perfection!

    Great time, great experience

    Micheal_R, May 2025
    Great time, the wife & I loved it. So relaxing and the captain was super chill. Captain had a lot of knowledge of the area and sailing.

    Beautiful Sunset Sail

    Cameron_T, Apr 2025
    The Capt and crew were so friendly and amazing. We had an amazing time. We enjoyed helping on the boat and it was my first time sailing. Will definately do it again.

    Lovely relaxed experience...

    Angela_L, Apr 2025
    Lovely relaxed experience with Oliver on his yacht - highly recommended ! Best way to see Wilmington

    Will definitely be back

    Michelle_S, Apr 2025
    Great experience will definitely be back. Captain Oliver was super personable and made the tour so much fun

    Wonderful time on the Cape Fear River

    Amy_C, Nov 2024
    Very peaceful and relaxing time highly recommend and Captain was great. Cape Fear River very nice and the downtown area looks so pretty from boat.

    Perfect date night

    Erin_K, Nov 2024
    This was a great experience. Oliver was very welcoming and accommodating. He kept us safe while we mingled around and was well informed about the Cape Fear waterway.

    A relaxing and informative afternoon on the Cape Fear River.

    Vera_R, Nov 2024
    We were six "old" friends from all over the East coast who were getting together after a longish gap. Oliver was the consummate ship's captain who provided us with an informative and relaxing time on the Cape Fear River. His knowledge of sailing, the river and the overall environment was informative, relaxing and extremely enjoyable.

    From $89.48

    per person

    up to 24 hours before the experience starts (local time)

    Book ahead!
    On average, this is booked 16 days in advance.

    Compare Similar Experiences

    1 / 3
    Current
    Sailing Charters in Wilmington


    2 hours
    Free Cancellation
    From
    $89.48
    Sunset Sail Tour


    2 hours
    Free Cancellation
    From
    $115.00
    Sunset Cruise with Live Music


    1 hour 30 minutes
    Free Cancellation
    From
    $45.00