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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
$200/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
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
Instant Book
 CATAMARAN/DOLPHIN SAIL  FOLLY BEACH SC
Sailing in Folly Beach · 6 guests

CATAMARAN/DOLPHIN SAIL FOLLY BEACH SC

5.0
$190/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
Limited Availability
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

5.0
$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
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
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
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
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
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. Kelly

    Kelly

    Well Appointed Beneteau 32, Folly Beach, SC

    Greg is an amazing captain!! He’s chill, fun, and so accommodating! We used the boat for our engagement pics and he couldn’t have been nicer to us and our photographer. We would definitely go on his boat again in a heartbeat!!!

  2. MW

    Megan

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

    Jennifer was an amazing captain. We had an amazing time on the wind chaser. She had everything we needed & gave us a wonderful & smooth ride! We couldn't recommend this excursion more!

  3. PM

    Pooja

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

    Went out on a sunset sail with my family for my dad’s 60th birthday. Johnny had everything we needed to have the best time. Would easily choose to sail with Johnny any time we’re back in the area. Everyone had a blast!

  4. Graeme

    Graeme

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

    Fantastic experience with Johnny. If you are doing a day sail there is not a better choice as far as boat and the captain was awesome.

  5. Sarah

    Sarah

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

    We had a great time with Jen and Janet. They were passionate sailors that put the needs and safety of the passengers first.

  6. CH

    Chris

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

    Ryan our captain went above and beyond. He was an excellent captain and his customer service was exquisite! 5⭐⭐⭐⭐⭐