Wilmington Sailing Charters: Personalized Historic River Experience

Experience the thrill of sailing on the historic Wilmington river walk with Wilmington Sailing Charters. Enjoy personalized charters for up to six guests and take in breathtaking views and exciting action.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • 5 N Water St - Sailing on the wonderful Wilmington Downtown River Front. Explore the waterfront from a view that few ever get to experience. You will get to see the state ports up close and personal. Wonderful Sunset are for you and your friends to share together on this personal charter.
    Two hour Charters. Can take up to 6 people. Children welcome. BYOB
What's Included
  • Sailing Charters
  • Sunset
  • River Front Views
Additional Information

After a successful first season, I’m thrilled to be back for another. Cruise in style along the historic Wilmington Riverwalk. Experience a personalized charter with up to six guests. Public charters for sailboats are rare, so seize this opportunity to sail on the largest and most spacious charter sailboat on the Wilmington Waterfront. Stunning views and thrilling action await.

Location
5 N Water St
North Water Street
Meet at the American Flag Pole on Water and Market street
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(184 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Rhonda_y
Nov 7, 2025
Truly a memorable sailing experience - ⭐️ ⭐️⭐️⭐️⭐️ 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!
Review provided by Viator
Susan_f
Oct 25, 2025
We had a great afternoon... - 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!
Review provided by Viator
B6780gtkareng
Sep 27, 2025
Awesome!! - Oliver put up a good show, he was an excellent host and we really enjoyed our day. Looking forward to sailing again soon!!
Review provided by Tripadvisor
Lisa
Sep 25, 2025
Afternoon Sailing Fun - Captain Oliver was great! We had a very relaxing time and enjoyed our afternoon sail. My husband even got to captain the helm. If you like being on the water and getting a different perspective of Wilmington, this adventure is a must! Ten out of ten.
Review provided by Tripadvisor
M8616yawarrenw
Sep 23, 2025
Great sunset cruise - Great evening out on the waters off Wilmington. Oliver was a greatctour guide. Very informative, knowledgeable and knew exactly where to go for a perfect sunset viewing. Highly recommend it.
Review provided by Tripadvisor
Skylar_s
Sep 22, 2025
Great Captain, Cool Sights - Great captain, very chill and experienced. Be sure to look for any ships docking, the process is cool to watch.
Review provided by Viator
114rachellev
Sep 14, 2025
Sailing! - Oliver was amazing! It was a wonderful time for my boyfriend and I! Oliver let us help sail the boat, we were the only two on board!
Review provided by Tripadvisor
Sarah_f
Sep 13, 2025
Perfect sunset cruise - 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!
Review provided by Viator
Kim_g
Sep 6, 2025
Sailboat - That was so awesome first time on a sailboat and was so relaxing and calming and the Captain was so nice and detailed.
Review provided by Viator
Julieawaddell
Sep 4, 2025
Sailing with Oliver was relaxed and fun. Boat was great, weather was beautiful and company was wonderful.perfect day! - Captain Oliver and his boat were great! Weather was perfect and sailing was wonderful. My husband even got to drive the boat! Perfect day.
Review provided by Tripadvisor
From $89
up to 6 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).