Top South Carolina Sailing Tours

Get out on the waters of Charleston Harbor during this cruise aboard an 84-foot-tall (25-meter) classic tall ship. As the crew hoists the sails of the schooner, you glide past some of the city's historical sights and watch for dolphins in the water. The route varies depending on the sailing conditions. Drinks are available to purchase on board. Select a morning or afternoon departure time when booking.

Embark on a nautical adventure aboard the Black Dagger pirate ship, which transforms kids into little pirates for a treasure hunt on the waters of Hilton Head. The crew provides kids with pirate costumes and pirate lessons before setting sail in search of treasure, making this the ultimate way to sightsee and keep kids entertained. This family-friendly cruise has a choice of several departures in the morning and afternoon, making it easy to fit into your schedule.

Aloha Wednesday Sunset Sail: Island Vibes & Relaxation on the Charleston Harbor Celebrate the spirit of the islands right here in Charleston with our Aloha Wednesday Sunset Sail. This midweek escape combines tropical charm with stunning harbor views for an evening you won’t forget. Enjoy complimentary drinks—including beers, seltzers, and wine—while you relax aboard our spacious and comfortable catamaran. (Local Craft Beers, Tipsy Wine Coolers, and CBD Seltzers not included.) Feel the ocean breeze on your face as you sail past Charleston’s iconic sights, all bathed in the warm hues of the setting sun. Whether you're unwinding solo, catching up with friends, or making memories with family, this two-hour sail is the perfect way to recharge and reconnect. Leave your worries on shore and let Aloha Wednesday transport you to paradise. Book your spot today and experience Charleston’s beauty from the water, island-style!

Sail aboard the Palmetto Breeze for a serene and scenic Afternoon Sail through Charleston’s historic harbor. This 55-foot catamaran offers the perfect vantage point to experience the city’s charm from the water, away from the hustle and bustle. As you cruise along, enjoy panoramic views of Charleston’s most iconic sights, including Fort Sumter, the USS Yorktown, and the Ravenel Bridge. Lounge on the spacious deck, feel the cool breeze, and soak up the Lowcountry sunshine. Spot playful dolphins, watch coastal birds in their natural habitat, and take in the peaceful rhythm of the harbor. Ideal for families, couples, or groups of friends, this 2-hour sail provides a relaxing way to explore Charleston’s history, nature, and beauty. The friendly crew adds to the experience with fascinating insights about the city’s landmarks and marine life. Escape your routine and unwind with a refreshing afternoon on the water. Reserve your spot today for a peaceful sailing adventure you won’t forget!

Kick back and soak up the ultimate Sunday vibes on our Sunday Funday Mimosa Bar Sail. Step aboard our a spacious and stylish 50-foot catamaran, and set sail for a relaxing and refreshing 2-hour cruise through Charleston’s historic harbor. Sip on mimosas and other beverages from the onboard bar as you glide past iconic sights, including Fort Sumter, the Ravenel Bridge, and the USS Yorktown. With vibrant music, ocean breezes, and Charleston’s scenic beauty all around, this sail is the perfect way to recharge and wrap up your weekend. Whether you’re enjoying an afternoon date, reconnecting with friends, or spending quality time with family, the Palmetto Breeze offers the ideal mix of comfort and fun. Relax on deck, soak in the panoramic views, and let the gentle rhythm of the waves set the tone for an unforgettable Sunday Funday. Reserve your spot now and make your Sunday the highlight of your week!

A sailboat cruise from Hilton Head is a peaceful way to see stunning Lowcountry landscapes without the noise of a moor. Join a captain and crew aboard a 39-foot long (12 meter) sailboat that competed in America’s Cup—head through quiet waters and past gorgeous scenery without the roar of a motor. You can even try your hand on deck and help out with the sails.

Sit back, relax, and sip your favorite drink while your captain takes you and your private party of up to six people for a sightseeing pleasure cruise in the waters around Charleston, South Carolina. Let your captain set sail for the sunset with you, or enjoy a leisurely afternoon charter.

Enjoy an intimate sunset sailing experience aboard a cozy vessel with only six guests. Glide through the picturesque waters of Port Royal Sound as the sun dips below the horizon, painting the sky with brilliant colors. Keep an eye out for dolphins and coastal birds while feeling the gentle evening breeze fill the sails. Whether you prefer to take the helm and learn the basics of sailing or simply unwind with a drink, this serene sail is perfect for friends and couples alike, offering a unique way to experience Hilton Head Island's beauty. - 2-hour sunset sail with a maximum of six guests - Watch the sunset over Port Royal Sound - Spot dolphins and coastal wildlife - Hands-on sailing or relax on deck - Ideal for all skill levels and special occasions

See Charleston from the water, and enjoy a luxurious way to admire the sights, with this private sailing charter. This flexible experience is tailored to your preferences: pick your own departure time, bring aboard a picnic and drinks (or upgrade for gourmet catering), and request a photographer if you want to capture the moment. As you go, circle the Charleston Harbor, see landmarks like Fort Sumter, and enjoy a relaxing ambiance.

Experience the picturesque beauty of Charleston Harbor on this private 2-hour sailing cruise. See top Charleston landmarks including The Battery, Ravenel Bridge, and the USS Yorktown from the water, for a fresh perspective that lets you escape the land-based crowds. Bring your own drinks and snacks to enjoy during the cruise, or for a special treat, opt for on-board catering.

Charleston's Best Adults-Only 2 Hour Harbor Party Sail Leave the crowded bars behind and step aboard Charleston's largest sailing catamaran for a fun, laid-back afternoon on the water. Departing from beautiful Shem Creek, this 2-hour adults-only sailing experience combines incredible harbor views, great music, cold drinks, and an energetic social atmosphere. Perfect for couples, friends, bachelor and bachelorette groups, birthdays, and anyone looking to kick off a Charleston weekend. Stretch out on cushioned lounge seating, grab a drink from our full onboard bar, and let our experienced crew sail you cruise through historic Charleston Harbor. Enjoy panoramic views of the Arthur Ravenel Jr. Bridge, Fort Sumter, the Charleston skyline, working shrimp boats, and, if you're lucky, playful dolphins swimming alongside the boat. The Palmetto Breeze is a spacious 55-foot sailing catamaran with plenty of room to move around, dance, mingle, or simply relax with a drink.

Go sailing at sunset in Hilton Head Island—and avoid the typical crowded boat tours—with this private dolphin-watching tour. Climb aboard a sailboat and cruise out into Port Royal Sound during this tour. Keep an eye out for wildlife, including dolphins, manatees, stingrays, and more. Learn about sailing if you choose or just sit back and enjoy the ride, complete with sunset views.

Looking for a more personal sailing experience without the cost of a private charter? Our Afternoon Public Sail is the perfect balance. With a maximum of just 6 guests onboard, you’ll enjoy an intimate, relaxed atmosphere. Aboard our newest and largest sailboat. Join us for a 2-hour afternoon sail spotting dolphins, birds, and other local wildlife. Once the sails are raised, feel the power and excitement as the wind fills the sails and the boat heels—this is authentic, hands-on sailing at its best. Our experienced captain encourages guests to be as involved or relaxed as they’d like. Discover why sailing is the best way to enjoy the coast—small group, smooth sailing, and unforgettable views. - Enjoy an intimate sailing experience with only 6 guests on board - Spot dolphins and wildlife while sailing through Port Royal Sound - Participate in sailing activities or relax as you prefer - Perfect for small groups looking for a unique afternoon adventure

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. #1 activity on Tripadvisor for over 12 years, our sailing yachts are the highest quality and operated by two professional crew to give you the best experience possible. Standard 2 hour charters are private, only you and the guests in your party will be on board. Additional hours can be added by request. We depart from the safe Harbor City Marina downtown Charleston and sail out towards fort Sumter or the Arthur Ravenel Jr bridge, past the battery and the historic forts on the Charleston Harbor. We always point out the bottlenose dolphins that we see and try to get as close as we can for your viewing pleasure. Great for children and adults alike, we have plenty of shade, two bathrooms and soft drinks refreshments are included. We strive to provide the best customer service giving our guests the finest sailing experience available in Charleston.

Experience a Charleston sunset the way it was meant to be seen—from the water on a private sailing yacht. On this 2-hour cruise, watch for dolphins and spot landmarks from the water, including The Battery, Ravenel Bridge, and the USS Yorktown. This sailing experience is ideal for couples looking for a romantic evening on the water or families wanting a relaxing break from the city.

Travel back in time to discover one of America’s most historic cities—Charleston, South Carolina—on this guided walking tour. Visit points of interest including Charleston City Hall; the Dock Street Theatre, America’s first theatre; the Old Exchange Building, South Carolina's most historic building; White Point Garden, in the heart of Charleston’s historic district with a spectacular view of Fort Sumter, and many more.

Set sail on a private charter with Water Music Charters, offering an unforgettable experience along Folly Beach and Charleston's vibrant waters. With over 25 years of service, enjoy the tranquility of sunset sails, spot dolphins and pelicans, and explore the scenic Folly Estuary. Each journey is guided by your expert captain who enriches your adventure with local knowledge and highlights. Perfect for families and groups (girls' trip, bachelor/Bachelorette, birthday, anniversary, engagement, etc.) looking for a unique nautical escape. - Private charter options tailored for families, friends, and special occasions - Experienced captains provide insightful commentary and a friendly atmosphere - Stunning sunset views with opportunities for wildlife spotting - Convenient location on Folly Beach, perfect for a memorable day out

Looking for a more personal sailing experience without booking an entire private charter? The Afternoon Public Sail is the perfect balance. With a maximum of just six guests onboard, you’ll enjoy an intimate, relaxed atmosphere. It’s a shared experience that still feels special, and it keeps the price lower than a private sail. Join us for a 2-hour afternoon sail spotting dolphins, coastal birds, and other local wildlife. Once the sails are raised, feel the power and excitement as the wind fills the sails and the boat heels—this is authentic, hands-on sailing at its best. The experienced captain encourages guests to be as involved or relaxed as they’d like. Discover why sailing is the best way to enjoy the coast—small group, smooth sailing, and unforgettable views. *Enjoy a 2-hour afternoon sail with a maximum of six guests *Spot dolphins and coastal wildlife while sailing *Hands-on sailing experience or relax on deck *Perfect for all skill levels in a tranquil, intimate setting

Cruise through Lowcountry tidal creeks and marshes en route to the uninhabited Morris Island on this boat cruise from the Charleston area. A private boat company launches from Bowens Island for the scenic ride through an estuary rich in biodiversity before a soft landing on Morris Island. Spend free time to taking photos of the historic Morris Island Lighthouse, combing for seashells, and looking out for birds, sea turtles, and dolphins before your return.

Enjoy sunset views and scan the water for Atlantic bottlenose dolphins on this dolphin-watching cruise off the coast of South Carolina. The frequency of dolphin sightings makes this cruise ideal for those hoping to catch photos of the majestic sea creatures. Plus, throughout the cruise, you can learn about dolphins and your surroundings from an on-board naturalist.

See the Charleston Harbor by boat with a leisurely sightseeing tour along the Cooper River to Fort Sumter National Monument. Leave the guidebook at home, because this fully-narrated tour focuses on Charleston, South Carolina's history from Civil War sites to antebellum houses and landmarks, passes under Cooper River bridges, and explores a waterfront that’s home to bottlenose dolphins and pelicans.

Explore the waters around Hilton Head, South Carolina aboard your own vessel during this morning excursion. Meet your dedicated captain and sail to Port Royal Sound to begin your tour. Take in the views of Hilton Head, Pickney Island, Paris Island, and many other landmarks while you keep your eyes peeled for playful dolphins that play in the wake of the boat.

Enjoy an immersive way to discover Hilton Head Island's aquatic scenery—and give yourself the best chance of spotting local marine life, including dolphins—on this guided boat tour. Choose a departure time that works best for you, greet your United States Coast Guard-licensed captain, and hop aboard. Learn more about the island's ecosystem along the way, and look out for wildlife as you head into nature.