Top 10 luxury & private things to do in Mount Pleasant

1. Private Island Adventure Day Trip from Charleston

A customisable day trip on the water from Charleston to barrier islands, including opportunities for swimming, picnics, and dolphin watching.

2. Semi-private party boat cruise from Shem Creek to Charleston Harbor

Two-hour cruise for up to 20 guests — enjoy drinks, music, and views of the Ravenel Bridge and Fort Sumter.

3. Moonlight cruise on a luxury yacht in Charleston

Two-hour evening cruise aboard the Windchaser yacht—sightseeing along Charleston’s historic waterways under the stars, including views of the USS Yorktown and the Cooper River Bridge.

4. Private catamaran sailing tour in Charleston Harbor

Enjoy a stable two-hour charter aboard a Leopard 40 catamaran — take in scenic views and keep an eye out for dolphins.

“Sailing with Todd and Kathy on Everything Zen was unbeatable. The boat was stunning, the company was fantastic, and the charcuterie board was delightful. The views were breathtaking. I highly recommend this experience and can't wait for our next trip with them.”— 545alixe

5. Lowcountry shrimp boil cooking class on Shem Creek

Three hours on the banks of Shem Creek — private cooking class featuring shrimp ceviche and a traditional Lowcountry boil under Captain Bryan's guidance.

“The experience was wonderful, offering stunning views of Shem Creek. It genuinely felt like a local experience that is rare to come by. The food was also exceptional, rated 10 out of 10.”— shelleypF6326KM

6. Charleston Harbor sunset cruise with dolphin spotting

One and a half hours on a shared boat—sail past the Ravenel Bridge and Fort Sumter, watch for dolphins and enjoy the sunset over the skyline.

“It was a fantastic evening on the water. Our hosts, Sunshine and Hunt, were excellent and shared a lot of information about the area, along with great dinner suggestions. The nice music and relaxed vibe contributed to a wonderful experience. I definitely recommend this sunset cruise.”— paisley201

7. Private sunset cruise aboard a 50ft yacht in Charleston

Two hours on a private yacht — enjoy the sunset views, wildlife sightings, and your choice of food and beverages along Charleston's waterways.

“We initially intended to take a power boat tour but instead enjoyed a sunset cruise on a luxurious 50 ft sailboat, which was amazing. It was the ideal way to say goodbye to 2025 and welcome 2026. Although it was chilly, the enclosed cockpit made us feel cozy. There's no need to worry about the cold when booking this; just dress appropriately and allow Captains Jen and Janet to take care of everything. We admired the stunning Charleston harbor, passed under a drawbridge, and even spotted dolphins! Plus, we actually sailed. Captains Jen and Janet were outstanding hosts and superb sailors. I highly recommend this experience and can’t wait to do it again on our next visit to Charleston.”— 530mega

8. Shark tooth hunting and sightseeing boat tour in Charleston

Three-hour private charter for up to six — scenic views of Charleston's skyline, fossilized shark teeth hunting, and marine life insight along the way.

“Our shark tooth adventure with Sundog Sailing in Charleston was extraordinary. The captains were warm and welcoming, making the experience enjoyable for our family. They were especially great with our kids, showing patience and engagement, allowing our son to "drive" the boat, which created lasting memories. Throughout the tour, they shared extensive knowledge about the area, including tips on searching for various shark teeth and fossils to enhance our success. Their passion for their work and their commitment to providing a memorable outing was evident. If you are in Charleston and seeking a unique family-friendly experience, we strongly recommend Sundog Sailing. We left with wonderful memories, happy children, and impressive shark tooth discoveries.”— K6764QKnicolem

9. Kayaking on Shem Creek with dolphin sightings

Two hours of guided kayaking on Shem Creek — observe dolphins, pelicans, and egrets while learning about local ecology from a naturalist guide.

“I organized a tour for about 20 people from Boston to Charleston, highlighting history, preservation, and art. On the final day, we explored the harbor's marine ecology. Morgan was an engaging guide who expertly discussed the delicate balance between urban development and nature. She introduced us to numerous bird species, shared insights on the shrimp and fishing industries, and ensured we spotted dolphins as well.”— musemeg

10. Private driving tour of Charleston

Two hours in a weatherproof SUV with a local guide, tailored to your interests, covering both popular spots and lesser-known areas.

“Booking this tour was a spontaneous decision for my husband and me during our first visit to Charleston, and it turned out to be the best way to explore the city while appreciating its history and natural beauty. Jefferey served as an exceptional tour guide—knowledgeable and friendly. You won't regret choosing this tour!”— Jennifer_W