Charleston’s sailing scene delivers excellent private charter options for exploring South Carolina’s historic harbor. The most rewarding way to see the city is aboard the schooner Pride, an impressive 84-foot vessel offering hands-on 1.5-hour tours where you’re welcome to help with the sails. We love how this traditional sailing ship combines history with adventure.
For a more upscale experience, the yacht Fate stands out with its gourmet catering and flexible scheduling. The crew consistently spots dolphins, making this our top pick for nature enthusiasts. Budget-conscious sailors will appreciate the BYOB private charters, which provide great views of the city’s waterfront landmarks without the premium price tag.
Now, let’s look at Charleston’s best sailing tours in detail.
Good To Know
- Private luxury sailing charters in Charleston offer 5-star rated experiences with flexible departure times, customizable itineraries, and the chance to spot dolphins.
- Customizable sailing adventures range from 2-hour to half-day cruises, showcasing Charleston’s iconic sights and offering catering options.
- Private sunset sailing experiences led by knowledgeable captains provide scenic views, historical insights, and a 100% recommendation rate.
- BYOB luxury sailing cruises allow guests to enjoy Charleston’s natural beauty in a private setting, with iconic sights and wheelchair accessibility.
- The 84-foot Schooner Pride offers an interactive 1.5-hour harbor tour and dolphin watching experience, starting at €52.20 per person.
Private Luxury Sailing Charters, BYOB & Dolphins
Experience Charleston’s serene waterways aboard a private luxury sailing charter. Rated 5 stars by 335 travelers, these flexible charters let you choose your departure time, bring your own picnic and drinks, or request gourmet catering.
Sail around Charleston Harbor and see landmarks like Fort Sumter. The knowledgeable and friendly crew provides a relaxing ambiance and personalized service, with the chance to spot dolphins.
Private tours ensure an exclusive group experience, and an on-board photographer can capture memorable moments. Prices start at €484.34 per group of up to 6 people, with free cancellation up to 24 hours before.
Reserve now for flexible payment options.
Read our full review: Private Luxury Sailing Charters, BYOB & Dolphins Review
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Private Luxury Sailing Charters on Fate, BYOB or Catering
Offering a customizable sailing adventure, the private luxury charters on the Fate in Charleston Harbor provide an unparalleled experience.
Travelers can choose between 2-hour or half-day cruises, sailing past iconic sights like the Charleston Battery, Fort Sumter, and Ravenel Bridge. The flexible itinerary is tailored to group preferences, allowing guests to admire the coastal views from the water.
Catering is flexible, with the option to choose on-board offerings or bring your own food and beverages. Conveniently located at the Safe Harbor City Marina, the charters depart and return to 17 Lockwood Dr, Charleston.
With a 5-star rating and a Badge of Excellence, these private sailboat excursions are a must-do for visitors to Charleston.
Read our full review: Private Luxury Sailing Charters on Fate, BYOB or Catering Review
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Private Sunset Sailing Charter & BYOB!
For travelers seeking a truly memorable sunset experience in Charleston, the private sunset sailing charter on the Fate is an absolute must.
With a 5.0 rating from 43 reviews and a 100% recommendation rate, this BYOB charter offers an unparalleled escape on the water.
Led by the highly praised Captain Will, guests can expect stunning views, engaging historical insights, and possible dolphin sightings during the scenic sail.
Priced from $500 for up to 6 people, the experience includes a stocked cooler, bottled water, and all fees.
With free cancellation and a lowest price guarantee, this private sunset sail is an excellent choice for special occasions or simply enjoying Charleston’s natural beauty.
Read our full review: Private Sunset Sailing Charter & BYOB! Review
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Charleston: Private BYOB Luxury Sailing Cruise
One of Charleston’s premier sailing experiences, the private BYOB luxury sailing cruise allows guests to enjoy the city’s iconic harbor views.
Priced from $500 for up to 6 guests, this 2.5-hour cruise on a private monohull yacht offers the flexibility to sail during the day or at sunset.
Passengers can soak in the sights of the Charleston Battery, Castle Pinckney, Ravenel Bridge, USS Yorktown, and Fort Sumter, while keeping an eye out for playful dolphins.
With included bottled water and sodas, plus the freedom to bring their own alcohol and snacks, guests can customize their sailing experience.
The cruise is wheelchair accessible, and the captain provides a safety briefing before departure.
Read our full review: Charleston: Private BYOB Luxury Sailing Cruise Review
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Charleston: Schooner Sailing Harbor Tour & Dolphin Watch
The Charleston Schooner Sailing Harbor Tour & Dolphin Watch allows visitors to enjoy the city’s rich maritime history and abundant coastal wildlife.
The 1.5-hour tour aboard the 84-foot tall Schooner Pride offers the opportunity to help hoist the sails and enjoy views of iconic Charleston landmarks like Fort Sumter and Fort Johnson. Dolphin sightings are common, adding to the excitement.
With a price starting at €52.20 per person and free cancellation up to 24 hours in advance, this tour is a convenient and memorable way to experience Charleston’s picturesque harbor.
While not suitable for wheelchair users, the tour welcomes couples, groups, solo travelers, and families alike.
Read our full review: Charleston: Schooner Sailing Harbor Tour & Dolphin Watch Review
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Charleston: Private Daytime or Sunset BYOB Sailing Charter
Embarking on a private sailing charter in Charleston Harbor offers visitors a unique way to experience the city’s picturesque waterfront.
Priced from $500 for up to 6 participants, the 2.5-hour cruise aboard the 35-foot luxury sailboat, Esprit de Joy, showcases iconic landmarks like the Battery, Arthur Ravenel Jr. Bridge, Castle Pinckney, and Fort Sumter.
Guests can bring their own snacks and drinks, with a cooler and ice provided. Bottled water, plastic champagne flutes, and souvenir cups are included.
The charter is available for afternoon or sunset sails, and with no upfront payment required and free cancellation up to 24 hours in advance, booking is flexible.
Past travelers praise the captain’s knowledge and professionalism, making this a memorable Charleston experience.
Read our full review: Charleston: Private Daytime or Sunset BYOB Sailing Charter Review
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The Sum Up
Charleston offers a variety of private sailing experiences, from luxurious charters with catering to BYOB sunset cruises. Visitors can spot dolphins, enjoy the city skyline, and customize their sailing adventure. Whether seeking a relaxing afternoon or a memorable evening, Charleston’s sailing tours provide an idyllic way to explore the city’s waterways and coastal beauty.