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Private Luxe Sailing Getaway (Up to 6 Guests)

About this experience

What you'll do:

Hop aboard Fate or Mystique for an unforgettable Charleston Sailing Harbor Tour! Whether you’re looking to relax or get hands-on, we’ve got you covered. Our tours are fun and flexible—sail with us in the morning when the winds are light, or afternoon when they pick up, giving you a bit more speed and excitement. And yes, we see dolphins almost every day!

We cater to small groups, offering a laid-back vibe or the chance to take the helm and learn the ropes. Non-alcoholic drinks (Coke, Diet Coke, Sprite, and water) are included, and we also have space for your BYOB or provisions. For a special treat, check out Caviar & Bananas for gourmet food options, from sandwiches to full-course meals.

Planning a special occasion? We’ve helped dozens of couples with surprise proposals and can make yours just as magical. We can arrange everything and even capture the moment with photos!

Why we love it for your party:

  • Totally private vibes (Up to 6 guests—just you, your crew, and no random party crashers!)
  • Cool & comfy (2 bathrooms, plenty of space, and a fridge/freezer to keep your drinks and snacks on point. BYOB, baby!)
  • Fun for everyone (Whether you’re lounging, steering the boat, or soaking up the views, it’s safe and fun for all ages!)
  • Luxury on the water (#1 on TripAdvisor since 2010, aboard the biggest, most gorgeous yachts in Charleston. You deserve the best!)

About this experience partner:

When you sail with Charleston Sailing Charters LLC, you’ll immediately see what makes us different. From checking in, to setting sail, then returning safe and sound, we strive to provide an incredible experience for every single person who climbs aboard. Our professional, certified, and fun crew go the extra mile to ensure we provide 5-star service on every sail or cruise!

Our award winning fleet of yachts are of the finest quality and kept to the highest standards. Fate and Mystique are the largest sailboats available for Charter in all of Charleston at 43ft and 50ft, only allowing 6 passengers is not a function of size but regulations set by the coast guard. The motor yacht Kismet is in a class of its own, while most competitors have pontoon boats, Kismet is a true picnic boat motor yacht with class and style capable of carrying 23 passengers and allowing swimming. Our Scout Runabout, Southern Charm is the perfect vessel to explore isolated island beaches or just cruising in style.

Additional information:

  • Up to 6 passengers
  • Private Charter, we don’t add other groups.
  • Captain and Mate included
  • 2 bathrooms onboard
  • BYOB, we have a refrigerator and freezer
  • We provide bottled water and soft drinks
  • Comfortable and safe for all ages.
  • Departs from Downtown Charleston Safe Harbor Marina.
  • #1 activity on Tripadvisor since 2010
  • Largest and nicest yachts available in Charleston

Book with Confidence!

Generous Cancellation

Generous Cancellation

This experience offers a full refund on cancellations with 7+ days notice.

Lowest Price Guarantee

Lowest Price Guarantee

If you find it cheaper, we’ll refund the difference.

Satisfaction Guarantee

Satisfaction Guarantee

We guarantee you'll have a great time or your money back

Check Availability

Book Your Experience

  • Morning Sail: "Fate" Boat

    Starting at$550per party

    2hr

    Morning Sales: 9:30 am

    Fate is Charleston’s Flagship private sailboat, at 50ft long she has 2 large staterooms with queen beds, and two full bathrooms plus full galley. We can accommodate up to 6 guests plus crew of two. Fate is equipped with all the creature comforts and amenities that you would have on any first-class yacht.

  • Morning Sail: "Mystique" Boat

    Starting at$550per party

    2hr

    Morning Sale: 9:30 am

    Mystique is Fates sistership and nearly identical to Fate in every way. A beautiful and spacious 43ft sailboat with two bedrooms, two heads, full kitchen, and a large cockpit with ample seating for 6 guests and 2 crew. Comfortable for year-round sailing in South Carolina and we’re always ready to get out on the water!

  • Afternoon Sail: "Fate" Boat

    Starting at$550per party

    2hr

    Afternoon Sales: 12:30 pm

    Fate is Charleston’s Flagship private sailboat, at 50ft long she has 2 large staterooms with queen beds, and two full bathrooms plus full galley. We can accommodate up to 6 guests plus crew of two. Fate is equipped with all the creature comforts and amenities that you would have on any first-class yacht.

  • Afternoon Sail: "Mystique" Boat

    Starting at$550per party

    2hr

    Afternoon Sale: 12:30 pm

    Mystique is Fates sistership and nearly identical to Fate in every way. A beautiful and spacious 43ft sailboat with two bedrooms, two heads, full kitchen, and a large cockpit with ample seating for 6 guests and 2 crew. Comfortable for year-round sailing in South Carolina and we’re always ready to get out on the water!

  • Sunset Sail: "Fate" Boat (Monday- Thursday)

    Starting at$550per party

    2hr

    Sunset Sale: 3:30 pm

    Fate is Charleston’s Flagship private sailboat, at 50ft long she has 2 large staterooms with queen beds, and two full bathrooms plus full galley. We can accommodate up to 6 guests plus crew of two. Fate is equipped with all the creature comforts and amenities that you would have on any first-class yacht.


Location

Charleston, SC

17 Lockwood Dr, Charleston, SC 29401, USA

Cancellation Policy

Green shield with a checkmark in the center

generous Cancellation Policy

Full refund on cancellations with 7+ days notice. No refund within 7 day window.

Check Availability

Book Your Experience

Morning Sail: "Fate" Boat

Starting at$550per party

2hr

Morning Sales: 9:30 am

Fate is Charleston’s Flagship private sailboat, at 50ft long she has 2 large staterooms with queen beds, and two full bathrooms plus full galley. We can accommodate up to 6 guests plus crew of two. Fate is equipped with all the creature comforts and amenities that you would have on any first-class yacht.

Morning Sail: "Mystique" Boat

Starting at$550per party

2hr

Morning Sale: 9:30 am

Mystique is Fates sistership and nearly identical to Fate in every way. A beautiful and spacious 43ft sailboat with two bedrooms, two heads, full kitchen, and a large cockpit with ample seating for 6 guests and 2 crew. Comfortable for year-round sailing in South Carolina and we’re always ready to get out on the water!

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