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10 Wharfside St, Charleston SC (843) 277-9019
Charleston Sailing Adventures
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About

Home | About

Experience the Adventure of Sailing!

Charleston Sailing Adventures began in 2014 when I decided to share my love of sailing and Charleston with others. I was fortunate enough to get to travel around for a number of years sailing up and down the East and West coast, through the Great Lakes and the Caribbean before returning home to South Carolina. Our catamarans offer a fast, yet ultra-stable ride and we limit the number of passengers on our public sails so you aren’t crammed on the boat with a whole crowd of people. Relax on deck or on the trampoline and enjoy the sights and sounds of historic Charleston Harbor. Keep an eye out for our local wildlife while on board! We often see dolphins, seabirds, turtles, and more! All trips are professionally guided by US Coast Guard licensed captains and crew who share their knowledge on local marine wildlife, ecology, and Charleston’s amazing sights and history.

See you on the water!
-- Capt. Brian

The Boats

Prevailing Winds

Prevailing Winds

The Prevailing Winds is a 27 foot Stiletto catamaran. She can carry up to 6 people on board and is great for small private charters. She can speed around the harbor while your group lazily lounges on the tramp or sits in comfort in the cushioned cockpit. Great for families!

Double Fun

Double Fun

The Double Fun is a 40 foot custom catamaran based on the Spindrift design. We offer both private and public sails aboard Double Fun. On a private charter she can technically carry up to 33 passengers, but is most comfortable maxed out at 24. For our public sails we like to cap her off around 16 so that everyone has plenty of room. Bench seating is available around the boat or you can try out one of her two tramps or even relax in a bean bag!

Osprey

Osprey

Osprey is a 35 foot monohull sailboat. She is a classic 1978 Pearson 35. Osprey can carry a max of 6 passengers with ample seating in her large cockpit. Or you can be more adventurous and lounge at the bow of the boat below the jib on our cushioned deck chairs. Unlike our catamarans, this boat offers some exciting heeling action (leans over) when she gets moving. Great for small groups and longer length charters.

The Crew

Capt. Brian

Owner / Operator

Captain Brian has been sailing for over 25 years and sailing professionally for over 15. After sailing up and down the East Coast, West Coast, Great Lakes, and Caribbean, he returned home to South Carolina and settled in Charleston. He loves history and wildlife and Charleston and will happily tell you all about it.

Capt. Phil

Boat Captain

Captain Phil is an experienced sailor and educator. A licensed 100 ton USCG merchant mariner, Phil has honed his skills from the Hudson River to Maine, Cape Cod, the Bahamas, and up and down the East Coast while living aboard his own vessel, delivering boats, and doing stint on many Tall Ships. A musician as well as a former school teacher, City Planner, Governor’s Ombudsman, he’s sure to educate, entertain and keep you safe on the water.

Jenny

Capt. Jenny

Boat Captain

Captain Jenny was born and raised in Charleston, SC with a love for the water. Growing up on James Island and Folly Beach her passion for surfing soon translated to other water activities like sailing! Jenny has been working on the Charleston Harbor for 10 years now. Starting as a deckhand and working her way up to Captain. She enjoys spending time with her dogs, rock climbing, surfing, working on her house, bourbon and breakfast foods.

Book a Tour Aboard
"Prevailing Winds"!
Sailing daily from the Charleston Maritime Center, located in historic downtown Charleston.
Book Now View Tours
Book a Tour Aboard
"Prevailing Winds"!
Sailing daily from the Charleston Maritime Center, located in historic downtown Charleston.
Book Now View Tours
Book a Tour Aboard
"Prevailing Winds"!
Sailing daily from the Charleston Maritime Center, located in historic downtown Charleston.
Book Now View Tours

About

charleston-sailing-adventures-logo-square-white-192

"Charleston Sailing Adventures is a locally owned and operated small business and has been offering guided sailing charters on Charleston Harbor for over 10 years. Let our local captains share their knowledge, expertise, and our beautiful city with you.

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GIFT CERTIFICATES

 (843) 277-9019

We highly recommended that you purchase tickets in advance as trips often sell out. Gift Certificates are available. Contact us if you have any questions.

Featured Tours

Sunset Harbor Sail

Sunset Harbor Sail

Our most popular trip! End the day with a beautiful sunset sail through Charleston Harbor! This is a public sail.

Private Daytime Charter

Private Daytime Charter

Privately charter the Prevailing Winds for up to 6 guests or Double Fun for up to 24 guests for an exciting cruise through Charleston Harbor!

Ratings & Reviews

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Copyright Charleston Sailing Adventures
  • Home
  • Sails
    • Sunset Harbor Sail
    • Private Daytime Charter
    • Private Sunset Sail
  • Photos
  • About
  • FAQ
  • Contact
  • Book Now!
  • GIFT