Charleston’s sailing scene offers practical options for every budget and style. Two standout choices lead the pack: traditional schooner trips and private yacht charters. The 1.5-hour schooner tours are ideal for hands-on sailors who want to help with the sails, while private luxury charters work best for those seeking a more exclusive experience with catering and wildlife viewing.
We’re especially fond of the classic schooner tours – they’re affordable, authentic, and give you a real taste of sailing tradition. For special occasions, the BYOB private yacht tours are worth the splurge, offering intimate views of Charleston’s harbor landmarks.
Let’s explore our favorite Charleston sailing tours.
Key Points
- Private luxury sailing charters with customized tours, dolphin sightings, and flexible departure times, rated 5.0 stars based on 335 reviews.
- Daytime or sunset BYOB sailing charters for up to 6 guests, with a duration of 2.5 hours and sightseeing of iconic landmarks.
- Schooner sailing harbor tours and dolphin watches, offering a relaxing 1.5-hour experience with breathtaking views of Fort Sumter and Castle Pinckney.
- Private BYOB luxury sailing cruises on a monohull cruising yacht, with the opportunity to sail past Charleston Battery, Castle Pinckney, and USS Yorktown.
- Private luxury yacht charters for a 2.5-hour VIP-level sailing adventure, with a customizable itinerary and complimentary beverages, accommodating up to 6 guests.
Private Luxury Sailing Charters, BYOB & Dolphins
For a private luxury sailing charter in Charleston, you can embark on a customized tour of the harbor.
Highlights include sighting landmarks like Fort Sumter and spotting dolphins in a relaxing atmosphere.
Departure times are flexible, and you can either bring your own food and drinks or request gourmet catering.
With 335 reviews and a 5.0-star rating, the knowledgeable and friendly crew will ensure a memorable experience, whether you’re celebrating a special occasion or simply enjoying the beautiful views.
The sailing charter is accessible for strollers, and service animals are welcome.
Cancellation is free up to 24 hours before the start, and you can reserve now and pay later.
Read our full review: Private Luxury Sailing Charters, BYOB & Dolphins Review
Book now: Check availability
Charleston: Private Daytime or Sunset BYOB Sailing Charter
Set out on a private sailing adventure in Charleston Harbor and choose between a daytime or sunset cruise. Priced from $500 for up to 6 guests, this 2.5-hour charter allows you to sightsee iconic landmarks like The Battery, Arthur Ravenel Jr. Bridge, Castle Pinckney, and Fort Sumter.
The licensed captain ensures a great experience as you bring your own drinks and snacks, with a cooler and ice provided. Enjoy complimentary bottled water, plastic champagne flutes, and souvenir cups.
Parking is available at the nearby Courtyard by Marriott Waterfront Hotel, and you’ll meet the captain at the three-story gray building with a green roof.
This charter isn’t suitable for children under 4 years old.
Read our full review: Charleston: Private Daytime or Sunset BYOB Sailing Charter Review
Book now: Check availability
Charleston: Schooner Sailing Harbor Tour & Dolphin Watch
Step aboard a classic three-masted schooner and experience the historic Charleston harbor from the water.
This 1.5-hour sailing tour offers breathtaking views of landmarks like Fort Sumter and Castle Pinckney. You’ll have the chance to help hoist the sails and feel the breeze as you search for dolphins and other wildlife.
While not a guided narrative tour, the relaxing sail provides a unique perspective of Charleston’s coastal beauty.
With prices starting at $54.75 per person, this tour is a must-do for anyone seeking a memorable on-the-water adventure.
Just remember to bring sunscreen and comfortable clothing, as the activity may proceed in light rain.
Read our full review: Charleston: Schooner Sailing Harbor Tour & Dolphin Watch Review
Book now: Check availability
Charleston: Private BYOB Luxury Sailing Cruise
Treat yourself to a private BYOB sailing excursion in Charleston’s picturesque harbor. For $500, you and up to 5 guests can charter a monohull cruising yacht for 2.5 hours.
Sail past iconic sites like the Charleston Battery, Castle Pinckney, and the USS Yorktown, while keeping an eye out for dolphins. Bring your own alcohol, snacks, and beverages – bottled water and sodas are provided onboard.
The cruise is wheelchair accessible, and the friendly, knowledgeable crew will provide a mandatory safety briefing before departure.
With an impressive 5/5 rating based on 28 reviews, this private sailing experience is a must-do activity during your Charleston visit.
Read our full review: Charleston: Private BYOB Luxury Sailing Cruise Review
Book now: Check availability
Charleston: Private Luxury Yacht Charter
For those seeking a truly luxurious and exclusive sailing experience in Charleston, a private yacht charter is an exceptional option.
This 2.5-hour tour aboard a private luxury vessel offers unparalleled comfort, service, and views of the Charleston Harbor. Rated 4.9 out of 5 stars, this premier experience allows you to customize your itinerary, whether you prefer a leisurely cruise or an adventurous sail.
With a maximum capacity of 6 guests, you’ll enjoy an intimate and personalized outing, complete with complimentary beverages and the opportunity to spot local wildlife, such as dolphins.
For an unforgettable and VIP-level sailing adventure, the private yacht charter is a top choice in Charleston.
Read our full review: Charleston: Private Luxury Yacht Charter Review
Book now: Check availability
The Sum Up
You’ll find Charleston’s sailing experiences offer a perfect blend of luxury, sights, and fun. Whether you opt for a private BYOB charter, a schooner tour, or a yacht rental, you’re sure to create unforgettable memories. Sail past historic landmarks, spot dolphins, and enjoy the coastal breeze – Charleston’s sailing excursions provide an exceptional way to explore the city from the water.