Top Mount Pleasant Private and Luxury

See a side of Charleston that most tourists miss with this unique kayaking excursion down Shem Creek. Pick up the basics of paddling, then set off with your guide toward Charleston Harbor to spot local wildlife from bottlenose dolphins and manatees to sea turtles and marine birds. Take in views of colorful shrimp boats and city skyline plus learn about Charleston’s history and ecosystem from your guide along the way.

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.

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.

Learn more about the city of Charleston and its landmark harbor as you cruise through the waters with this sightseeing cruise. Set off on a comfortable pleasure craft and skirt the coastline to take in the skyline and top historic sites like Fort Sumter, the aircraft carrier USS Yorktown, The Battery, the Ravenel Bridge, and Castle Pinckney. Gain a better understanding of the city’s colorful past with live narration during the cruise.

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.

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.

Explore Charleston by water taxi with this convenient harbor cruise. Utilize quick and scenic water-based transportation to reach several popular landmarks including Patriots Point Naval and Maritime Museum and the Aquarium. Check out attractions like Joe Riley Waterfront Park and the Charleston Harbor Marina at your leisure. Keep an eye out for dolphins during the cruise.

Explore the beauty and history of Charleston Harbor and Marina on this small-group e-bike tour. Your guide will show you the landmarks, including Ravenel Bridge, Waterfront Memorial Park, the naval vessels, and hopefully some wild dolphins. You’ll keep costs down by booking this small-group tour, and possibly make some friends too.

Ride through the historical part of Mount Pleasant and discover the film locations featured in the Netflix series, “Outer Banks” on this guided tour by electric bike. See sites such as Pitt Street Bridge, Shem Creek, and more. Along the way, your guide will share interesting stories and take photos and videos of you and your group. The tour starts and ends at Rebellion Roads E-Bike Rentals & Tours, located at 1470 Ben Sawyer Blvd Suite 7.

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!

Winding through the enchanted waterways and seeing the sights of Charleston from the water is like no other Adventure for your crew! Bring your favorite food and beverages for a trip out to the barrier islands. We explore the dynamic inlet to the Atlantic Ocean and get a closer look at the dolphins and seabirds that are dependent upon our coastal habitats. This area is rich in wildlife and offers amazing photography opportunities. Drop the hook and take a swim, enjoy a picnic, birdwatch, and see the local dolphins feeding in the rich lowcountry waters. The choice is yours. Relax, and do something different with your time off! Enjoy quality time with your crew for a private custom water adventure.

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!

Walk on the beach and enjoy beachcombing on this three hour boat trip that accommodates up to 6 guests for an amazing view of Charleston’s skyline by water! Join us for a spectacular Tour of the City of Charleston from the water and find fossilized teeth from the largest shark to ever live, dating back 3.6 to 23 million years ago! Sightsee from our 21 ft center console “Scout” with shade from the bimini T-top and a cuddy cabin with a marine head on a private charter in Charleston for an exciting cruise with your crew. Bring your favorite food and beverages (BYOB) and a small cooler. We will provide a cooler with ice and bottled water! A great getaway at the beach for friends, family, and your crew for quality time and a sharks tooth treasure hunt on the water in Charleston! Finding these teeth can provide insights into the marine ecosystems that existed millions of years ago in the Charleston area. Let’s go explore!

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!

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.

Get a look behind the scenes of the historic South Carolina shrimping industry with a guided walking tour of Shem Creek. This immersive experience will give you a chance to see this nearly century-old waterfront community at work, as you learn all about the history, ecology, culture, and language of this special place.

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!