Private Sailing Charter with Captain, BYOB - Exploring Charleston’s Waterfront from the Water

Private Sailing Charter with Captain, BYOB

Enjoy a private 2.5-hour sailing cruise around Charleston with a captain, bring your own drinks, and view iconic sights like Fort Sumter and Ravenel Bridge.

Discover the Charm of Charleston from the Water on a Private Sailing Experience

Private Sailing Charter with Captain, BYOB - Discover the Charm of Charleston from the Water on a Private Sailing Experience

A private sailing charter in Charleston offers a relaxed and personalized way to explore the city’s stunning harbor. For $500 per group, up to six people can enjoy a 2.5-hour cruise led by a knowledgeable captain. This tour is perfect for celebrating special occasions like birthdays, anniversaries, or bachelor(ette) parties, and offers an intimate, flexible experience with the freedom to bring your own booze and snacks.

What sets this sailing adventure apart is its focus on unobstructed views of Charleston’s most recognizable landmarks, including the Arthur Ravenel Jr. Bridge, Fort Sumter, and the USS Yorktown. With all fees and taxes included and an emphasis on comfort, this tour combines scenic beauty with a laid-back, customizable atmosphere. The reviews consistently praise the excellent service and stunning sights, making it an appealing choice for anyone wanting a memorable water experience.

Key Points

  • Private experience for groups of up to six at $500
  • Approximately 2 hours 30 minutes of sailing and sightseeing
  • Bring your own drinks and snacks—plates and cups provided
  • View iconic Charleston landmarks like Fort Sumter and Ravenel Bridge
  • Sunset cruises available during the popular golden hour
  • All fees and taxes included, with free cancellation up to 24 hours in advance

The Departure Point and Booking Details in Charleston

Private Sailing Charter with Captain, BYOB - The Departure Point and Booking Details in Charleston

This tour departs from 33 Lockwood Dr, Charleston, SC 29401, a convenient location in downtown Charleston. The mobile ticket system makes it easy to confirm your booking in advance, and most bookings are made about 38 days prior to ensure availability. Since it’s a private tour, only your group participates, providing a personalized, intimate experience.

The total price of $500 covers the entire boat for up to six guests, making it a good value for a private outing. The booking process is straightforward, and the experience is suitable for most travelers, with confirmation received immediately upon booking. Keep in mind that gratuity is not included, so tipping your captain for excellent service is appreciated.

Exploring Charleston’s Waterfront from the Water

Private Sailing Charter with Captain, BYOB - Exploring Charleston’s Waterfront from the Water

As the boat begins its journey, the waterfront seawall greets with views of beautiful mansions and the waterfront promenade. This area, one of Charleston’s most visited spots, offers a perfect backdrop for photos. The boat then heads toward the Charleston Battery, renowned for its historic significance and scenic beauty, providing a calm and picturesque start to the cruise.

Travelers will enjoy passing by the St. Michael’s Church steeple, an enduring feature on Charleston’s skyline since 1752 that has survived numerous hurricanes. The ship’s vantage point gives you a clear view of this historic church along with other landmarks.

Iconic Charleston Landmarks Visible from the Water

Private Sailing Charter with Captain, BYOB - Iconic Charleston Landmarks Visible from the Water

One highlight of this sailing trip is the chance to see the Arthur Ravenel Jr. Bridge, also known as the Cooper River Bridge. This engineering marvel spans the Cooper River, connecting downtown Charleston to Mount Pleasant, and makes for an excellent photo opportunity.

As the cruise progresses, views of Fort Sumter National Monument come into focus. This site is famous as the location where the American Civil War began. From the boat, you can imagine the echoes of history, with Fort Sumter standing as a reminder of Charleston’s pivotal role in the nation’s past.

Sunset and Daytime Options for a Relaxed Voyage

Private Sailing Charter with Captain, BYOB - Sunset and Daytime Options for a Relaxed Voyage

While the sunset cruise is especially popular, the tour also offers leisurely daytime options. During the golden hour, the soft light enhances views of the harbor and city skyline, making for memorable photos. The captain’s goal is to provide a relaxing experience, whether you prefer watching the sunset or enjoying a peaceful afternoon on the water.

Many guests choose this cruise for romantic dates or special celebrations, thanks to the tranquil atmosphere and spectacular scenery. The two and a half hours allows ample time to take in the sights without feeling rushed.

What’s Included and What to Bring

Private Sailing Charter with Captain, BYOB - What’s Included and What to Bring

The tour includes bottled water and all fees and taxes, ensuring a hassle-free experience. You are welcome to bring your own alcohol, snacks, and drinks, making this a flexible and fun outing. The boat provides plates and cups to serve your refreshments, so you can enjoy your favorite drinks comfortably on deck.

Since the experience is private, only your group is on the boat, creating a cozy, exclusive environment. Keep in mind that gratuity is not included in the price, so tipping your captain for excellent service is customary.

The Captain’s Expertise and Customer Service

Private Sailing Charter with Captain, BYOB - The Captain’s Expertise and Customer Service

Multiple reviews highlight Captain Will as an attentive and knowledgeable host. Guests praise how he shares insights about Charleston’s history and landmarks, enhancing the overall experience. The captain’s friendly attitude and professionalism contribute to the high ratings and positive feedback, with the tour receiving a perfect 5.0/5 from all 51 reviews.

Guests have also appreciated Captain Will’s engagement with families, including young children, and his willingness to accommodate special requests. His expertise ensures a smooth and enjoyable cruise whether during sunset or in the daylight.

Flexibility and Cancellation Policies

Guests can cancel free of charge up to 24 hours before the scheduled departure, allowing for flexible planning. In cases of poor weather, the tour is either rescheduled or fully refunded. The full refund policy supports peace of mind when booking, especially considering Charleston’s sometimes unpredictable weather.

Since the cruise depends on good weather, it’s advisable to check the forecast close to your planned date. The cancellation policy offers a straightforward refund process, making this a risk-free option for special occasions.

Who Will Love This Charleston Sailing Tour?

This private sailing adventure is ideal for small groups seeking a personalized, scenic experience. It’s perfect for celebrating milestones, romantic outings, or family fun—especially since young children enjoy learning how to drive the boat with Captain Will. The ability to BYOB adds a casual, fun element, making it an excellent choice for those who want a relaxed, flexible day on the water.

Travelers who appreciate stunning views of iconic Charleston landmarks will find this tour particularly rewarding. It’s a great way to see the city from a unique vantage point while enjoying a peaceful, intimate cruise tailored to your group’s preferences.

A Memorable Water Experience with Exceptional Service

With high praise from guests, this sailing tour demonstrates its value through spectacular scenery, flexibility, and personalized service. The pristine boat, expert captain, and ability to bring your own drinks create a laid-back yet special atmosphere. Whether celebrating a special day or simply seeking a relaxing escape, this tour offers a beautiful, hassle-free way to see Charleston from the water.

While it might not include formal amenities like food or entertainment, the genuine focus on comfort, scenic beauty, and personalized service makes this a standout option for water lovers. The tour’s consistently high ratings reflect its ability to deliver an enjoyable, memorable experience that visitors keep recommending.

✨ Book This Experience

Private Sailing Charter with Captain, BYOB



5.0

(51 reviews)

100% 5-star

“Will was our captain and he was a great host! Our family had a great time on the boat and he provided a lot of insight on the history of Charleston…”

— Todd B, Featured

Frequently Asked Questions

Can I bring my own drinks on the cruise?
Yes, you are welcome to bring your own booze and snacks. The boat provides plates and cups to serve your refreshments.

How long is the sailing tour?
The tour lasts approximately 2 hours and 30 minutes, giving ample time for sightseeing and relaxation.

Is the tour suitable for children?
Yes, the cruise is kid-friendly, and children have enjoyed the experience, especially with engaging guides like Captain Will.

What landmarks will I see during the cruise?
You will see Fort Sumter, the Arthur Ravenel Jr. Bridge, the Charleston Battery, and St. Michael’s Church, among other scenic views.

What is the cancellation policy?
Guests can cancel free of charge up to 24 hours before departure. In bad weather, the tour is rescheduled or refunded.

This private sailing tour offers a wonderful way to experience Charleston’s waters in an intimate setting with flexibility, scenic landmarks, and exceptional service at its core.