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Here is your chance to take the helm and explore the sweet Southern charm of the Lowcountry by water. Charleston Sailing School is the only operation in South Carolina currently offering bareboat charters aboard our fleet of impeccably maintained yachts. From our location you have direct access to Charleston Harbor, the Atlantic Ocean, and the Intracoastal Waterway. Qualified sailors can put their skills to the test without the additional cost of having a captain aboard with you. Our historic waterways provide unique access to inland and offshore sailing opportunities. Weave your way up and down the coast, ducking in an out of inlets, as you enjoy a charter experience unlike any other.

Our flexible scheduling allows you to choose any number of days or nights, with no minimum required. Skippers must have an approved sailing resume prior to arrival and will be required to complete a thorough chart briefing and boat orientation with our staff prior to departure.

Catalina 250

  • Type: Monohull
  • 5 Passengers
  • $385 per Day

Southern Belle

Precision 28

  • Type: Monohull
  • 6 Day Passengers Max
  • $495 per Day

Ramble On

Fountaine Pajot 41

  • Type: Catamaran
  • 9 Passengers
  • 3 Cabins/2 Heads
  • $825 per Day
  • 6 overnight guests
  • $325 per Night Aboard
  • $6,565 per Week

Chasing Shimmer

Bali 40

  • Type: Catamaran
  • 10 Passengers
  • 3 Cabins/2 Heads
  • $875 per Day
  • 6 overnight guests
  • $350 per Night Aboard
  • $6,990 per Week

Salty Badger

Lagoon 400

  • Type: Catamaran
  • 10 Passengers
  • 3 Cabins/2 Heads
  • $875 per Day
  • 6 overnight guests
  • $350 per Night Aboard
  • $6,990 per Week

O’Siyo

Fountaine Pajot Astrea 42

  • Type: Catamaran
  • 10 Passengers
  • 3 Cabins/3 Heads
  • $925 per Day
  • 6 overnight guests
  • $375 per Night Aboard
  • $7,415 per Week