Charleston Sailing

Discover Charleston sailing adventures including private yacht charters, dolphin cruises, sunset sails, and harbor sightseeing. Book your sailing tour today!

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Afternoon Schooner Sightseeing Dolphin Cruise on Charleston Harbor

Meet us at Aquarium Wharf near Concord St. and Calhoun St. in Charleston SC as you experience historic Charleston Harbor aboard our classic 84-foot Tall Ship fo

★ 4.5 (816)

From $56.00 USD

Private Afternoon Harbor Cruise on Kismet for parties up to 20

Looking for a private luxury yacht for your large group? Kismet can hold up to 15 passengers, cruise the harbor, BYOB, awesome stereo, bathroom, history tours,

★ 5.0 (31)

From $1,549.00 USD

Private Afternoon Sailing/Dolphin & History Tour on 43ft Mystique

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. #1 activity on Tripadviso

★ 5.0 (34)

From $575.00 USD

Private BYOB Afternoon Harbor Sail On 50ft Sailing Yacht Fate

Sail the Charleston Harbor, see dolphins, historic forts, or even participate in real sailing yacht regattas. Fate is not only the most demanded but also the la

★ 5.0 (58)

From $599.00 USD

Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB

Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht regattas. Fate is not only the most demanded but also the la

★ 4.9 (66)

From $760.00 USD

Private Luxury Yacht Charters, BYOB & Dolphins

We are a family owned luxury yacht charter business. Come enjoy a BYOB day of sailing and seeing the historic sites of Charleston from the water on one of our s

★ 5.0 (425)

From $525.00 USD

Private Morning Sail, Dolphin and History Tour on Mystique

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. For over 12 years, our sa

★ 5.0 (87)

From $525.00 USD

Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering

Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht regattas. Fate is not only the most demanded but also the la

★ 5.0 (41)

From $599.00 USD

Private Sailing Charter with Captain, BYOB

Embark on an exclusive sailing adventure on board "Esprit de Joy," tailor-made for groups of up to 6 guests for a 2.5-hour charter embracing Charleston's scenic

★ 5.0 (94)

From $500.00 USD

Private Soothe Sailing Retreat in Charleston

Set sail on a journey of mindfulness and relaxation with a Private Soothe Sailing Retreat in Charleston. Perfect for groups of up to 12, this serene experience

From $875.00 USD

Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. #1 activity on Tripadviso

★ 5.0 (62)

From $599.00 USD