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All listings in Charleston

Great sailboat rentals near Charleston, South Carolina.

Page 1 of 115 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
Luxury BYOB Sailing in the Charleston Harbor
Sailing in Charleston · 6 guests

Luxury BYOB Sailing in the Charleston Harbor

5.0
Superowner
$220/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
$225+/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
$220/hour
 CATAMARAN/DOLPHIN SAIL  FOLLY BEACH SC
Sailing in Folly Beach · 6 guests

CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

5.0
$190/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
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
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
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
$175/hour
Pearson 42ft Sailboat | Charleston Sailing Trip
Sailing in Charleston · 6 guests

Pearson 42ft Sailboat | Charleston Sailing Trip

New
Superowner
$250/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
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
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

Sailing Reviews in Charleston

  1. JW

    Jamie

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

    This was definitely the highlight of my bachelorette trip to Charleston!! Captain Ryan was amazing, super accommodating and went above & beyond - he even surprised us with a karaoke machine. The boat was awesome & came with anything you could need - pillows & tons of seats, a cooler with ice, a kitchen with cups, a bathroom, etc. Thank you for such a great trip Captain Ryan - we will definitely book again our next trip!

  2. 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.

  3. 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!

  4. 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 :)

  5. 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!

  6. 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!