Top Mount Pleasant Cruises & Sailing

See some of the prettiest parts of Charleston from the comfort of an electric bicycle with this tour. You'll visit elegant neighborhood streets flanked with Southern live oak trees covered with Spanish moss, cycle along the Ben Sawyer Bikeway on Sullivan's Island, and stop at Shem Creek Park, where you might spot dolphins and manatees.

Set sail aboard the Palmetto Breeze for a spectacular sunset experience on Charleston’s harbor. This spacious 50-foot catamaran offers a perfect setting to watch the sky transform into a palette of golden hues as the sun dips behind the historic city skyline. During this 2-hour cruise, take in iconic sights like Fort Sumter, the Ravenel Bridge, and the Charleston Peninsula. Enjoy the ocean breeze on the open deck or relax in the comfortable shaded seating. Keep an eye out for dolphins and seabirds as they accompany your journey, adding a touch of magic to the evening. Enhance the moment with a drink from the onboard bar, featuring local beers, seltzers, and wine (card payments only). Whether you’re a visitor exploring Charleston for the first time or a local seeking a fresh perspective of your city, this sunset sail promises a truly memorable evening on the water.

Take in views of some of Charleston’s top historic sights from a unique perspective with this panoramic dinner cruise through Charleston Harbor. Enjoy a three-course dinner and full-service bar as you cruise past Fort Sumter, the Battery, and Ravenel Bridge. Capture spectacular harbor views, watch the sunset (for summer cruises), and relax to live musical entertainment on board.

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!

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!

We offer Sunset Cruises and relaxing guided trips along the amazing waterways in and around the coastal islands of Charleston. Hop aboard on this 50ft Luxury Sailing Yacht “Windchaser” with 2 US Coast Guard Master Captains and enjoy your favorite food & beverages with your crew! We provide custom private sunset cruises for the best view of the Charleston skyline as the colors slowly fade into the evening. Watch dolphins, seabirds, and wildlife for superb photos and an unforgettable experience on the water in Charleston!

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.

This private sightseeing tour of Charleston offers a local perspective on this charming city in the South. Beat the crowds of bus tours and go where carriage rides can’t as your licensed guide drives you around the peninsula in the comfort of a private vehicle. As you drive past top sights like Waterfront Park and the Battery, hear stories of Charleston history and culture in the Holy City.

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!

If you are wanting to explore one of the best places to find shark teeth and fossils than this is the trip for you. You will have four hours on one of Charleston's dredge islands that are replenished with shark teeth and fossils on every tide. This trip is perfect for all family members who enjoy the outdoors. For more pictures and trip facts look on my Facebook page Southern Anchor Charters.

Hop aboard the “Windchaser” for a moonlit or starlit cruise to take in Charleston’s best sights at night! A truly unique adventure to explore and sightsee along the enchanted waterways under the moon and the stars. Wind through the historic rivers that have ebbed and flowed for centuries and enjoy the lights along the old battery wall, the USS Yorktown, the Cooper River Bridge, and the most certainly haunted Old Carolina Yacht club. You might even see a shooting star, or even more rare, bioluminescence in the water lit by tiny organisms escaping from predators. Get out with your crew for an adventure like no other!