Join us for a scenic cruise past Bald Head Island and Fort Caswell
along the Oak Island shoreline. From a vantage point on the water, see Old Baldy, and the world's second brightest beacon, Oak Island Lighthouse, while sailing along our colorful North Carolina coastline. In the event of an easterly wind, we may sail outward to the shipping lanes around Bald Head Island and towards the historical Frying Pan Shoal.

Scroll down for descriptions of all of our trips. Please read our FAQ page or
contact us with any questions so we may help you make your visit with us truly memorable.

Morning Sail


Start your day with a tranquil cruise along the Carolina shoreline.
Perfect for those wishing to explore in the afternoon,
this sail will return to shore just in time for you to grab
lunch at some of Southport's great restaurants!

Departure Time 9:15 am
$51 Per Adult
Children 12 & Under $29
Complimentary Beer, Wine and Soft Drinks Provided

Afternoon Sail


Ready for a break from the beaches and golf? Catch a cool afternoon
ocean breeze aboard "Stephania". Join us for 3 hours of sailing
and sightseeing along the area's most picturesque coastline.
Fresh towels are provided for sun worshipers to sprawl on forward decks.

Departure Time 1:15 pm
$51 Per Adult
Children 12 & Under $29
Complimentary Beer, Wine and Soft Drinks Provided

Sunset Sail


If you're looking for breathtaking sunsets and a romantic adventure,
join us for a sunset sail aboard "Stephania". Listed in
North Carolina's "Romantic Hall of Fame", we will help you
make the most of your trip with that special someone!

Departure Time 5:30 pm
$53 Per Adult
Children 12 & Under $29
Complimentary Beer, Wine and Soft Drinks Provided
Cheese & fruit appetizer tray included!

Moonlight Sail



Seeking a true lunar experience? Step aboard for a 3-hour cruise
under a full moon. Watch as beams of moonlight glisten off
the warm ocean water and wonder why you ever have to go
back to reality!

Trips are available 5 days before and 5 days after a full moon.

Minimum of 4 adults required for a moonlight cruise.


Departure Time 9:00 pm
$53 Per Adult
Children 12 & Under $29
Complimentary Beer, Wine and Soft Drinks Provided

Boat & Breakfast



A romantic interlude awaits you! Overnight accommodations
are provided for your stay aboard "Stephania". Wake up to your choice
of breakfast which will be delivered to you the next morning.
Rated #1 in "Romantic North Carolina Hall of Fame".

This is an accommodations only price and is usually combined
with either the sunset or morning sail for a truly spectacular experience.

$120 Per Couple

Perfect getaway for honeymoons, birthdays, anniversaries or engagements!

Private Charters



The Winds of Carolina offers customized charters to
meet your sailing needs. Please call for details.
Minimum 4-hour cruise.

$95 Per Hour


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Winds Of Carolina Sailing Charters©
(910)278-7249 or (910)232-3003 Boat