Charleston’s sailing scene delivers authentic Lowcountry experiences right on the water. For the best value, try the BYOB sunset cruises – they’re relaxed, affordable, and offer excellent views of Fort Sumter and the harbor’s wildlife. Private charters, while pricier, let families and small groups customize their time on the water. I particularly love the small-group sailing tours with local captains – they share fascinating historical insights and know the best spots for dolphin watching.
Your smartest options include 2-3 hour trips that combine nature and history, or splurge on a private yacht charter if you’re celebrating something special. Local operators provide easy booking and flexible cancellation policies.
Check out our carefully selected sailing tours below.
Key Points
- Private luxury sailing charters offer flexible, tailored sailing adventures with amenities starting at $499 for up to 6 people.
- Charleston Schooner Sailing Harbor Tours provide 1.5-hour journeys along the harbor with views of historic landmarks and wildlife.
- Private sailing charters with a captain offer personalized experiences with stunning views and dolphin sightings for up to 6 people.
- BYOB private daytime or sunset sailing charters showcase Charleston’s landmarks and allow guests to bring their own drinks and snacks.
- Private luxury yacht charters provide a 2.5-hour experience to explore Charleston’s historic harbor and iconic landmarks in a lavish setting.
Private Luxury Sailing Charters, BYOB & Dolphins
Private luxury sailing charters in Charleston offer a unique and unforgettable experience on the water. With 336 reviews and a 100% recommendation rate, these charters provide a flexible sailing adventure tailored to your preferences.
You can tour Charleston Harbor, spot landmarks like Fort Sumter, and even bring your own food and drinks or request gourmet catering. Prices start at $499 for groups of up to 6 people, with free cancellation and a reserve now, pay later option.
Amenities include bottled water, soda, and on-board catering, as well as the option to hire a photographer. Most travelers can participate, and customer reviews highlight the beautiful views, knowledgeable crew, and even dolphin sightings.
Read our full review: Private Luxury Sailing Charters, BYOB & Dolphins Review
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Charleston: Schooner Sailing Harbor Tour & Dolphin Watch
Located at the Aquarium Wharf, the Charleston Schooner Sailing Harbor Tour & Dolphin Watch takes visitors on a 1.5-hour journey along the Charleston Harbor.
Sailing on the classic three-masted schooner, Schooner Pride, with sails reaching up to 84 feet, guests enjoy views of historic landmarks like Fort Sumter and have opportunities to spot dolphins and other wildlife.
While the experience doesn’t include a guided tour, participants can engage in raising the sails and experience the tranquility of the sea.
Priced from $54.75 per person, the tour is ideal for couples, friends, and families seeking a unique sailing adventure in Charleston.
Read our full review: Charleston: Schooner Sailing Harbor Tour & Dolphin Watch Review
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Private Sailing Charter With Captain, BYOB
Departing from the Lockwood Drive marina, the Private Sailing Charter with Captain, BYOB offers a personalized sailing experience on the Charleston Harbor.
With a 5-star rating from 43 travelers, this private tour invites you and up to 5 others to sail aboard a beautiful boat captained by a professional and knowledgeable guide.
Enjoy the stunning views, including possible dolphin sightings, as you learn about Charleston’s history and sites.
The experience isn’t wheelchair accessible, but most travelers can participate.
The €481.26 price includes bottled water, ice, and all fees, though gratuity isn’t covered.
Take advantage of the free cancellation policy up to 24 hours prior.
Read our full review: Private Sailing Charter With Captain, BYOB Review
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Charleston: Private Daytime or Sunset BYOB Sailing Charter
Charleston’s Private Daytime or Sunset BYOB Sailing Charter offers a picturesque and personalized way to experience the city’s stunning harbor.
Priced from €473.10 for up to 6 guests, the 2.5-hour cruise departs from the Charleston Harbor and showcases landmarks like the Battery, Arthur Ravenel Jr. Bridge, Castle Pinckney, and Fort Sumter National Monument.
Captained by licensed professionals, the private tour allows you to bring your own drinks and snacks, which can be stored in the provided cooler.
With a 5/5 rating based on 8 reviews, this charter is ideal for special occasions, offering a personalized experience and stunning views of downtown Charleston from the water.
Read our full review: Charleston: Private Daytime or Sunset BYOB Sailing Charter Review
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Charleston: Private BYOB Luxury Sailing Cruise
For those seeking a truly luxurious sailing experience in Charleston, the Private BYOB Luxury Sailing Cruise offers an unparalleled opportunity.
Priced at $500 for groups of up to 6 guests, this 2.5-hour private charter aboard a monohull cruising yacht allows you to sail past Charleston’s iconic landmarks.
Enjoy the flexibility to choose between daytime or sunset sailing, and the convenience of free cancellation up to 24 hours in advance.
With bottled water and sodas provided, you’re free to bring your own alcohol, snacks, and beverages.
The attentive crew and stunning scenery make this a standout option for an unforgettable sailing adventure in Charleston.
Read our full review: Charleston: Private BYOB Luxury Sailing Cruise Review
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Charleston: Private Luxury Yacht Charter
Aboard a lavish private yacht, guests can enjoy Charleston’s coastal splendor during a Private Luxury Yacht Charter.
This 2.5-hour experience offers a luxurious way to explore the city’s historic harbor. Cruising aboard a well-appointed yacht, guests can take in the sights of the Battery, the iconic Arthur Ravenel Jr. Bridge, and the lively downtown waterfront.
With the option to bring their own beverages, travelers can sip and savor Charleston’s beauty from the comfort of the yacht’s ample deck space.
This private charter provides an ideal setting for special occasions, celebrations, or simply enjoying the city’s maritime charm at a leisurely pace.
Read our full review: Charleston: Private Luxury Yacht Charter Review
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Frequently Asked Questions
What Are the Safety Precautions for Sailing Charters?
Sailing charters require all passengers to wear life jackets, follow crew instructions, and remain seated during the voyage. Captains enforce strict safety protocols to ensure a enjoyable and secure experience on the water.
Can I Bring My Own Food and Drinks on the Sailboat?
You can generally bring your own food and drinks on sailing charters, though some may have restrictions or provide refreshments. It’s best to check with the charter company ahead of time to understand their policies.
How Experienced Are the Sailing Captains and Crew?
The sailing captains and crew are highly experienced, with many years of boating expertise. They’re knowledgeable about the local waters and safely guide passengers through enjoyable sailing adventures.
What Happens in Case of Inclement Weather?
In case of inclement weather, the experienced crew will closely monitor conditions and make necessary adjustments to ensure the safety of passengers. They’ll take appropriate actions like altering course or returning to shore if conditions become hazardous.
Are There Any Age or Mobility Restrictions for the Charters?
Most charters don’t have strict age or mobility restrictions, but they may have requirements for younger or older participants. It’s best to check with the specific charter company to ensure the sailing experience is suitable for your group.
Recap
Charleston offers exceptional sailing experiences, from private luxury charters to scenic harbor tours. Visitors can enjoy a BYOB cruise, spot dolphins, or charter a private yacht. These diverse options cater to various preferences, making Charleston a premier destination for unforgettable sailing adventures.