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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
Sailing The Edge of America - Folly Beach
Sailing in Folly Beach · 6 guests

Sailing The Edge of America - Folly Beach

5.0
$200/hour
The Rainbow Boat: Charleston Sailing Charter
Sailing in Charleston · 6 guests

The Rainbow Boat: Charleston Sailing Charter

New
$177/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
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
Shared Bachelor/Bachelorette Catamaran Cruise Charleston - Bar Onboard
Sailing in Mount Pleasant · 100 guests

Shared Bachelor/Bachelorette Catamaran Cruise Charleston - Bar Onboard

New
$370/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. 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!

  3. JC

    Julie

    Well Appointed Beneteau 32, Folly Beach, SC

    What a great night for our family. Everyone loved the trip!! Core memories made! Thanks Greg!

  4. SJ

    Stephanie

    Well Appointed Beneteau 32, Folly Beach, SC

    Greg was a great captain! We booked a sunset cruise and had the best time! Greg was very communicative and helpful! Would definitely recommend to others and would love to book again the next time I’m visiting!

  5. NS

    Nick

    Well Appointed Beneteau 32, Folly Beach, SC

    He is phenomenal. Very informative about what’s is going on, incredibly accommodating, and is by far one of the chillest guys you will ever meet. Cannot recommend him enough.

  6. Rachael

    Rachael

    40 ft Luxury Catamaran Sailing Yacht in Charleston

    We were a group of 6 ladies celebrating a friends birthday. Todd was super kind, warm and inviting. He made all of us feel right at home on his gorgeous catamaran. Highly recommend booking with Captain Todd for your next boating experience!