Top South Carolina Sailing Tours - page 2

Looking for an intimate sunset sailing experience without booking an entire private charter? Your 2-Hour Sunset Public Sail offers the perfect balance. With a maximum of just six guests onboard, you’ll enjoy a peaceful, uncrowded atmosphere that feels private and special—without the cost of a private sail. Set sail through the stunning waters of Port Royal Sound as the day winds down. Watch the sky transform with vibrant sunset colors while keeping an eye out for dolphins, coastal birds, and other local wildlife. Once the sails are raised, feel the evening breeze fill the sails as the boat gently heels—true sailing at its most serene and memorable. Your experienced captain welcomes guests to be as hands-on or as relaxed as they choose. Help trim the sails, learn the basics of sailing, or simply sit back with a drink and take in the breathtaking Lowcountry sunset. This sunset sail is perfect for couples, friends, family and anyone looking to experience Hilton Head Island from the water.

Ready to escape the everyday and experience Charleston from a whole new perspective? Step aboard the Charleston's premier 50-foot catamaran. Designed for stunning views in the South's picturesque setting, this 2-hour sail gives you the chance to feel the ocean breeze and take in Charleston's most famous landmarks—Fort Sumter, the Charleston Peninsula, the Ravenel Bridge, and the mighty USS Yorktown.

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.

As the sun lowers over the bay, the water softens and the sky comes alive. This is a favorite for couples, relaxed evenings, and anyone who wants to end the day on the water. Step aboard for an unforgettable evening on the water with a small-group sunset sailing cruise departing from Georgetown, South Carolina. Glide across the protected waters of Winyah Bay, one of the largest and most scenic estuaries on the South Carolina coast, while taking in wide, uninterrupted views of undeveloped barrier islands and preserved historical landholdings. Feel the gentle coastal winds as the sun dips below the horizon, painting the Lowcountry marshes in vibrant hues. This intimate 2-hour sailing adventure accommodates a maximum of six guests, offering a peaceful, unhurried escape far removed from crowded waterways and busy harbors.

Set sail on a serene afternoon cruise across the stunning Winyah Bay. This 3.5 hour experience is perfect for families, friends, or small celebrations, allowing you to soak in the coastal breezes and picturesque views of the Lowcountry. Enjoy light snacks and beverages provided on board, or bring your own lunch and drinks to savor while sailing. The covered salon seating area offers a comfortable escape from the sun, ensuring a relaxed and enjoyable outing on the water. Minimum of two people required to book, making it an ideal choice for intimate gatherings. - 3.5 hour sailboat cruise on Winyah Bay - Light snacks and beverages available; coolers welcome - Covered salon seating for sun protection - Perfect for families, friends, and small celebrations - Departs at 11:30 am

Learn WingSUPing on Lake Hartwell in Fair Play, South Carolina — the easiest and safest way to experience wind sports. This beginner‑friendly session uses a stable stand‑up paddleboard and a lightweight inflatable wing, making it perfect for first‑timers, families, and anyone curious about wing surfing or wing foiling. You’ll learn wing control, balance, steering, and how to use the wind to glide across calm water. Located on beautiful Lake Hartwell, this experience is ideal for travelers looking for outdoor adventure, water sports, or a unique activity near Fair Play, Seneca, Anderson, and the Upstate SC area. No experience required — just show up, learn the basics, and enjoy a fun, safe, and relaxing introduction to Wing-SUPing. More intense and more skill needed than windsurfing.

Set sail on a journey of mindfulness and relaxation with a Private Soothe Sailing Retreat in Charleston. Perfect for groups of up to 12, this serene experience invites you to engage in guided breathwork and meditation amidst the tranquil waters. Enjoy healthy snacks and refreshing infused water while you reflect in silence leaving your worries on land and your phone on DND. With comfortable seating, cooling towels and/or cozy blankets provided, every detail is designed for your comfort. We will capture the memories with a private photo album, and you'll leave with a thoughtful gift bag as a reminder of your time together.

Go sailing in Hilton Head Island, without the crowds, aboard this private dolphin-watching tour. Motor out to Port Royal Sound and then put up the sails for a true sailing adventure. Keep an eye out for a variety of wildlife, including birds, dolphins, manatees, and stingrays during this boat tour.

Take in the beauty of the Charleston coastline and even spot dolphins along the way with this exclusive sailboat charter directly from the downtown Harbor City Marina. Enjoy the luxury of an entire boat to yourself as you skirt the coast past highlights like the Arthur Ravenel Jr Bridge, the battery, and historic forts on the Charleston Harbor. Keep your eyes peeled for bottlenose dolphins and stay cool with drinks and shade on board.

Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing catamaran. Our modern layout provides a panoramic view with large sliding glass doors between the saloon and the rear deck space, with an access door to the front of the boat. These features offer an open concept feel and easy navigation in and around the yacht. Better to see the dolphin and other happenings in the harbor! This innovative design also increases air flow and ventilation throughout the yacht, creating a more pleasant and breezy experience on the water. Catamarans provide a more stable ride on the water, giving ultimate comfort and relaxation while underway. Minimal leaning/heeling over. Owner/operators, captain Todd and wife Kathy, look forward to showing you the harbor and their beautiful boat. Once you request a day, we will contact you to find a mutually agreeable time for our sail- or find us at Ezsailingcharters.com for up to date schedule.

Trade the standard tour-group experience for two hours entirely on your own terms as you cruise around Charleston Harbor. Board a private picnic boat with room for up to 15 guests, set the mood with your own playlist via the Bluetooth stereo, relax on the inflatable floats, drop anchor for a swim, or toast your day with BYO drinks on board.

Create the sailboat cruise of your dreams with this fully customized private tour on board the Fate in Charleston Harbor. Set off for as little as two hours or for half a day to take in the sights along the waterfront, including Charleston Battery, Fort Sumter, and Ravenel Bridge. Upgrade with catering for food and drinks on board, or bring your own refreshments—you can personalize your charter to suit your tastes.

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. #1 activity on Tripadvisor since 2012, 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.