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All listings in Charleston

Great sailboat rentals near Charleston, South Carolina.

Page 1 of 116 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
$200/hour
Sunset Sail | Private 50ft Luxury Sailing Yacht in Charleston
Sailing in Mount Pleasant · 12 guests

Sunset Sail | Private 50ft Luxury Sailing Yacht in Charleston

5.0
$250/hour
Luxury BYOB Sailing in the Charleston Harbor
Sailing in Charleston · 6 guests

Luxury BYOB Sailing in the Charleston Harbor

5.0
Superowner
$240/hour
 CATAMARAN/DOLPHIN SAIL  FOLLY BEACH SC
Sailing in Folly Beach · 6 guests

CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

5.0
$190/hour
Luxury 42ft Catamaran Sailing Charter in Charleston Harbor
Sailing in Mount Pleasant · 6 guests

Luxury 42ft Catamaran Sailing Charter in Charleston Harbor

5.0
Superowner
$235+/hour
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
$240/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
$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
Afternoon Sail | Private 50ft Jeanneau Sun Odyssey Sailing Yacht in Charleston
Sailing in Mount Pleasant · 12 guests

Afternoon Sail | Private 50ft Jeanneau Sun Odyssey Sailing Yacht in Charleston

New
$250/hour
Tiki Bar, Hoppin, Sandbars, Down Island Vibes with Barrier island views
Powerboats in Folly Beach · 6 guests

Tiki Bar, Hoppin, Sandbars, Down Island Vibes with Barrier island views

New
Superowner
$150/hour
Limited Availability
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
$375/hour
3-Hour Morning Sail | Private 50ft Luxury Sailing Yacht in Charleston
Sailing in Mount Pleasant · 12 guests

3-Hour Morning Sail | Private 50ft Luxury Sailing Yacht in Charleston

New
$250/hour
Private Charter Charleston Harbor Sail - 55ft Catamaran with Bar Onboard
Sailing in Mount Pleasant · 100 guests

Private Charter Charleston Harbor Sail - 55ft Catamaran with Bar Onboard

New
$1,625+/hour
Sunday Mimosa Brunch Sail: Shared Sail with Brunch Bites Included
Sailing in Mount Pleasant · 100 guests

Sunday Mimosa Brunch Sail: Shared Sail with Brunch Bites Included

New
$375/hour
Limited Availability
Shared Charleston Harbor Sunset Sail - 50ft Catamaran with Bar Onboard
Sailing in Mount Pleasant · 100 guests

Shared Charleston Harbor Sunset Sail - 50ft Catamaran with Bar Onboard

New
$375/hour

Sailing Reviews in Charleston

  1. KF

    Kyleigh

    Sailing The Edge of America - Folly Beach

    I would highly recommend a boat trip with Capt. Jerry! The boat is beautiful and Jerry was so accommodating. I used the boat for some engagement pictures and it truly could not have been better!

  2. KL

    Krista

    CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

    Johnny was a fantastic captain! My fiancé and I booked this last minute and we had such a wonderful day! We saw dolphins and popped over to a sandbar with beautiful seashells. If you are looking for a relaxing cruise on the water with an incredible captain this is it! 5 stars all the way!!!

  3. Mary Kate

    Mary Kate

    Sunset Sail | Private 50ft Luxury Sailing Yacht in Charleston

    Highly recommend this charter! Amazing charter for a girls day! Captain Jen and Janet are top notch!!

  4. SB

    Shelby

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

    My first sailboat ride was absolutely incredible. The entire experience was so relaxing, and I felt comfortable from the moment we stepped on board. The crew was incredibly accommodating with photos and made sure we had the best spots to capture the views. The scenery was truly stunning, and everything about the trip felt calm and effortless. I couldn’t have asked for a better first sailing experience.

  5. AM

    Ann

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

    We had such a lovely, charming ride into a misty and foggy sky! The dolphins came so close to the boat, the air was so fresh, and the sandbar was so beautiful that we got off and explored! Johnny made the experience so memorable for our family adventure!

  6. EL

    Emma

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

    We had the absolute best time with Johnny! What an awesome sunset cruise, even for late December when it was a little chilly. It was so relaxing and so easy to work with Johnny. We had a great time chatting and spending 2 hours with him and would definitely love to come back when it’s warmer! Extra points for letting me captain the ship for the last 20 minutes :)