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All listings in Charleston

Great sailboat rentals near Charleston, South Carolina.

Page 1 of 114 listings

FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr
Sailing in Folly Beach · 6 guests

FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr

5.0
Best of 2025
$200/hour
Luxury BYOB Sailing in the Charleston Harbor
Sailing in Charleston · 6 guests

Luxury BYOB Sailing in the Charleston Harbor

5.0
Superowner
$220/hour
Instant Book
Private Luxury Sailing in the Charleston Harbor — Captain Included, BYOB
Sailing in Charleston · 6 guests

Private Luxury Sailing in the Charleston Harbor — Captain Included, BYOB

5.0
Superowner
$220/hour
 CATAMARAN/DOLPHIN SAIL  FOLLY BEACH SC
Sailing in Folly Beach · 6 guests

CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

5.0
Best of 2025
$190/hour
40 ft Luxury Catamaran Sailing Yacht in Charleston
Sailing in Mount Pleasant · 6 guests

40 ft Luxury Catamaran Sailing Yacht in Charleston

5.0
Superowner
$300/hour
🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina
Sailing in Folly Beach · 6 guests

🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina

5.0
Superowner
$300/hour
Well Appointed Beneteau 32, Folly Beach, SC
Sailing in Folly Beach · 6 guests

Well Appointed Beneteau 32, Folly Beach, SC

5.0
Best of 2025
$190/hour
Charleston's Largest Private Luxury Sailing Yacht 50ft Windchaser Custom Cruises
Sailing in Mount Pleasant · 12 guests

Charleston's Largest Private Luxury Sailing Yacht 50ft Windchaser Custom Cruises

New
$250/hour
Sailing The Edge of America - Folly Beach
Sailing in Folly Beach · 6 guests

Sailing The Edge of America - Folly Beach

5.0
$200/hour
Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday
Sailing in Mount Pleasant · 100 guests

Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday

5.0
$370/hour
Sunday Funday Mimosa Bar Shared Sail– Ultimate Brunch on the Water! Catamaran
Sailing in Mount Pleasant · 100 guests

Sunday Funday Mimosa Bar Shared Sail– Ultimate Brunch on the Water! Catamaran

New
$135/hour
The Rainbow Boat: 23ft Thompson Menger with Captain Ryan
Sailing in Charleston · 6 guests

The Rainbow Boat: 23ft Thompson Menger with Captain Ryan

New
$177/hour
Charleston Luxury Shared Sunset Sail - 50ft Catamaran Enjoy the Bar
Sailing in Mount Pleasant · 100 guests

Charleston Luxury Shared Sunset Sail - 50ft Catamaran Enjoy the Bar

New
$225/hour
Private Events Charleston's Luxury 50ft Catamaran w/Bar Party Sail
Sailing in Mount Pleasant · 100 guests

Private Events Charleston's Luxury 50ft Catamaran w/Bar Party Sail

New
$1,625+/hour

Sailing Reviews in Charleston

  1. MM

    Michelle

    40 ft Luxury Catamaran Sailing Yacht in Charleston

    Thank you for everything!! Seamless from start to finish… boat was amazing, sail was perfect and you both were so knowledgeable about the history as we sailed!! Kids had a great time and adults had the best time too!

  2. MB

    Molly

    Shared Party Boat Sail w/Bar: Charleston Harbor - Perfect for Bach or Birthday

    The captain and crew were great! We had lots of fun, we thought it was BYOB but there is actually a bar on board that you can order from.

  3. MF

    MaryBeth

    FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr

    Highlight of our trip was booking this catamaran ride with Captain Paul. From the view, to the swim and dolphins, it was wonderful. Don’t hesitate to book a trip!

  4. RW

    Ronnie

    FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr

    Johnny, thanks so much for the trip. Although we have been in the waters around Folly many times over the years, we had never been on a catamaran. It was awesome! We saw so much in just 2 hours! Baby stingray swimming by about 2 feet away, countless dolphins playing and splashing in the water,me stepping on a huge blue crab (that scared me to death! lol!) to my first EVER sighting of a live logger head turtle right by the boat… it was absolutely incredible. Oh, forgot to mention the sea shell my wife found (as big as my hand). Thank you for a great trip!

  5. CV

    Carlee

    Luxury BYOB Sailing in the Charleston Harbor

    We had a blast sailing! Our captain was very friendly and made sure to answer all of our questions about the area. There was plenty of room to spread out on the boat and they made sure to make us feel welcome and serve us our refreshments we brought on board :) Would book again!

  6. BA

    Blake

    Luxury BYOB Sailing in the Charleston Harbor

    This was the highlight of our trip to Charleston. The time flew by because of the great company provided by the captain and his first mate. They are at your service whether you want to sit in the ultra comfy been bags on the bow or ask tons of questions about sailing and Charleston history, while being waited on for you drink or food needs. Highly recommend scheduling a trip while in town.