Mount Pleasant is a prime spot for sailing, thanks to its stunning views of Charleston’s historic skyline, the Ravenel Bridge, and nearby warships. Its calm waters and picturesque coastline make it an ideal place to set sail, whether you’re looking for a private getaway or a lively sunset cruise. Unlike crowded beach destinations, Mount Pleasant offers a blend of maritime history, modern luxury, and scenic tranquility—all accessible from the harbor. If you’re eager to experience Charleston from the water, these three sailing adventures stand out for their unique offerings, quality, and value.
Quick Overview
We’ve rounded up three top sailing experiences in Mount Pleasant: a private harbor catamaran sail, a sunset cruise with drinks included, and a morning sail designed for relaxation and sightseeing. Each offers something different: the private charter (Private Charleston Harbor Catamaran Sail) provides an intimate, high-end experience with extensive historic views; the Aloha Wednesday Sunset Sail offers a fun, easygoing evening with complimentary drinks; and the Morning Charleston Harbor Sail is perfect for a peaceful start to your day. Read on to see which one fits your style.
1. Private Charleston Harbor Catamaran Sail
This private Charleston Harbor Catamaran Sail offers a luxurious, customizable experience aboard a Leopard 40 catamaran, perfect for small groups of up to 6 people. For around $950, your group can enjoy 2.5 hours of sailing, with the boat’s modern design providing panoramic views through large sliding glass doors and open-air decks. The boat’s innovative layout maximizes airflow and makes it easy to move around, ensuring you won’t miss a moment of Charleston’s scenic highlights.
Highlights include close-up views of the Ravenel Bridge, historic Fort Sumter, the Battery’s grand homes, and the USS Yorktown. The captain takes you past warships, historic forts, and Charleston’s impressive skyline, providing a personalized commentary along the way. This option is ideal for travelers seeking privacy, comfort, and an in-depth look at Charleston’s maritime scenery. The reviews are glowing, with one traveler noting, “We all had a fantastic time, learning about Charleston and its importance to the country.”
Bottom Line: If you’re after a private, all-inclusive experience with a knowledgeable crew and stunning views, this is hard to beat. It’s perfect for couples, small families, or friends celebrating something special.
2. Aloha Wednesday Sunset Sail – Drinks Included – Lux Catamaran
For about $76 per person, the Aloha Wednesday Sunset Sail delivers a lively yet relaxing evening aboard a spacious lux catamaran. This 2-hour cruise is designed to evoke island vibes, with complimentary beers, wine, seltzers, and CBD seltzers—no extra charge—making it a great value. The boat’s comfortable layout ensures you can unwind while taking in Charleston’s vibrant sunset.
Beginning with views of downtown Charleston’s pastel-colored buildings, the sail then moves past Fort Sumter, where the first shots of the Civil War rang out. Then, you’ll catch sight of the Arthur Ravenel Jr. Bridge, a striking modern cable-stayed structure that dominates the harbor. The atmosphere is casual, making it a great choice for travelers who want to socialize, enjoy a drink, and see the harbor’s highlights without the formality of a private charter.
One reviewer called it “a fun, scenic way to relax midweek,” emphasizing how the open-air experience combined with drinks made for an enjoyable evening. Sunset over Charleston’s skyline is at its best on this cruise, offering perfect photo ops and a memorable experience.
Bottom Line: This cruise is best suited for those wanting a social, affordable evening with drinks included. It balances sightseeing with a laid-back vibe, perfect for couples or groups wanting a taste of island-style relaxation.
3. Morning Charleston Harbor Sail Lux Catamaran Shade and Seating
If you prefer starting your day with a peaceful view of Charleston’s harbor, the Morning Charleston Harbor Sail is an excellent choice. For just $38 per person, this 2-hour cruise offers a tranquil way to see the city’s sights while enjoying plenty of shade and comfortable seating. It’s designed to be a relaxing, scenic experience, perfect for families, couples, or anyone looking for a gentle introduction to the area.
The vessel sails past iconic landmarks like Fort Sumter, the Ravenel Bridge, and the Charleston Peninsula, giving a comprehensive water-level perspective. The boat’s spacious design allows for ample room to unwind, with good shade for those who prefer to avoid too much sun. Dolphins and coastal birds are often seen, adding to the sense of being in nature.
Guests have described it as a “peaceful and scenic way to start the day,” making it ideal for travelers seeking a calm, scenic escape. With fewer reviews, it’s important to note that this tour tends to be more laid-back than the private charter or sunset cruise, but it offers excellent value for those wanting a relaxed sightseeing experience.
Bottom Line: Perfect for early risers, families, or travelers aiming to combine sightseeing with a peaceful morning on the water without breaking the bank.
How to Choose Your Perfect Mount Pleasant Sailing Experience
When selecting a sailing trip, consider your budget, preferred pace, and what you want to see or do. The private Charleston Harbor Catamaran Sail (link) is ideal if you desire exclusivity and personalized attention, especially for small groups or special occasions. The Aloha Wednesday Sunset Sail (link) offers a carefree, social atmosphere with drinks included, perfect for a midweek break or casual evening. Meanwhile, the Morning Charleston Harbor Sail (link) is suited for those seeking a calm start to their day, with scenic views and dolphin sightings.
Booking early is recommended, especially for the private options or the popular sunset cruise. Think about how much time you want to dedicate to sailing—half-day or just a few hours—and whether you prefer a private or group setting. For a special celebration, the private charter might be perfect, while the sunset cruise offers a lively, social experience. The morning sail provides a low-cost, low-key way to enjoy Charleston’s harbor with minimal fuss.
In summary, Mount Pleasant’s sailing experiences cater to a variety of preferences—from private luxury to relaxed social cruises and peaceful mornings. If you’re after privacy and tailored service, go for the Private Charleston Harbor Catamaran Sail. For a fun evening with drinks and sunset views, the Aloha Wednesday Sunset Sail is a top pick. If peace and simplicity are your goals, the Morning Charleston Harbor Sail offers an affordable, tranquil escape.
Whatever your choice, booking ahead and considering what fits your style will ensure a memorable sailing adventure in Mount Pleasant.