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Top 10 Best Charleston Sailing Trips

Found 11 Sailing Trips activities in Charleston. Sort by Popularity.
 

Afternoon Schooner Sightseeing Dolphin Cruise on Charleston Harbor

(4.5 of 424 reviews)

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 for a unique sailing experience. There is no better way to witness all o... More

Free Cancellation
Start From $54.50
 
Afternoon Schooner Sightseeing Dolphin Cruise on Charleston Harbor

Afternoon Schooner Sightseeing Dolphin Cruise on Charleston Harbo....

  • Charleston
  • Exellent424 reviews4.5

Meet us at Aquarium Wharf near Concord St. and Calhoun St. in Charleston SC as you experience histor....

    Free Cancellation
    Start From $54.50
 
 

Private Luxury Sailing Charters, BYOB & Dolphins

(5 of 343 reviews)

We are a family owned luxury sailing charter business. Come enjoy a BYOB day of sailing and seeing the historic sites of Charleston from the water on one of our sailboats. We offer hourly, daily, or customized tours according to y... More

Free Cancellation
Private Tour
Start From $499.00
 
Private Luxury Sailing Charters, BYOB & Dolphins

Private Luxury Sailing Charters, BYOB & Dolphins

  • Charleston
  • Superb343 reviews5

We are a family owned luxury sailing charter business. Come enjoy a BYOB day of sailing and seeing t....

    Free Cancellation
    Private Tour
    Start From $499.00
 
 

Private Sailing Charter with Captain, BYOB

(5 of 47 reviews)

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 Harbor. The golden hour of sunset is our prime booking time, offering... More

Free Cancellation
Private Tour
Start From $500.00
 
Private Sailing Charter with Captain, BYOB Likely to Sell Out

Private Sailing Charter with Captain, BYOB

  • Charleston
  • Superb47 reviews5

Embark on an exclusive sailing adventure on board "Esprit de Joy," tailor-made for groups of up to 6....

    Free Cancellation
    Private Tour
    Start From $500.00
 
 

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

(5 of 24 reviews)

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. #1 activity on Tripadvisor for over 12 years, our sailing yachts are the highest quality and op... More

Free Cancellation
Private Tour
Start From $599.00
 
Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique Likely to Sell Out

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

  • Charleston
  • Superb24 reviews5

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charte....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

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

(5 of 21 reviews)

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. #1 activity on Tripadvisor since 2012, our sailing yachts are the highest quality and operated ... More

Free Cancellation
Private Tour
Start From $525.00
 
Private Afternoon Sailing/Dolphin & History Tour on 43ft Mystique Likely to Sell Out

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

  • Charleston
  • Superb21 reviews5

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charte....

    Free Cancellation
    Private Tour
    Start From $525.00
 
 

Private Morning Sailing/Dolphin & History Tours on 43ft Mystique

(5 of 72 reviews)

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. #1 activity on Tripadvisor for over 12 years, our sailing yachts are the highest quality and op... More

Free Cancellation
Private Tour
Start From $499.00
 
Private Morning Sailing/Dolphin & History Tours on 43ft Mystique Likely to Sell Out

Private Morning Sailing/Dolphin & History Tours on 43ft Mystique

  • Charleston
  • Superb72 reviews5

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charte....

    Free Cancellation
    Private Tour
    Start From $499.00
 
 

Private BYOB Afternoon Harbor Sail On 50ft Sailing Yacht Fate

(5 of 28 reviews)

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 largest and nicest sailing yacht available for Charter in Charleston, kn... More

Free Cancellation
Private Tour
Start From $599.00
 
Private BYOB Afternoon Harbor Sail On 50ft Sailing Yacht Fate Likely to Sell Out

Private BYOB Afternoon Harbor Sail On 50ft Sailing Yacht Fate

  • Charleston
  • Superb28 reviews5

Sail the Charleston Harbor, see dolphins, historic forts, or even participate in real sailing yacht ....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

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

(5 of 37 reviews)

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 largest and nicest sailing yacht available for Charter in Charleston, kn... More

Free Cancellation
Private Tour
Start From $599.00
 
Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering Likely to Sell Out

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

  • Charleston
  • Superb37 reviews5

Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht ....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

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

(4.9 of 40 reviews)

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 largest and nicest sailing yacht available for Charter in Charleston, kn... More

Free Cancellation
Private Tour
Start From $760.00
 
Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB Likely to Sell Out

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

  • Charleston
  • Superb40 reviews4.9

Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht ....

    Free Cancellation
    Private Tour
    Start From $760.00
 
 

Private Afternoon Harbor Cruise on Kismet for parties up to 15

(5 of 14 reviews)

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, swim and float on rafts. Kismet does it all! Kismet is a custom-built ... More

Free Cancellation
Private Tour
Start From $1,549.00
 
Private Afternoon Harbor Cruise on Kismet for parties up to 15 Likely to Sell Out

Private Afternoon Harbor Cruise on Kismet for parties up to 15

  • Charleston
  • Superb14 reviews5

Looking for a private luxury yacht for your large group? Kismet can hold up to 15 passengers, cruise....

    Free Cancellation
    Private Tour
    Start From $1,549.00
 
 

Private Afternoon Boat Ride and Beach Excursion 3 hours

(5 of 8 reviews)

Enjoy a half day cruising the harbor on a private center console captained by a professional yacht captain. Stop at secluded island beaches for shark tooth hunting, shelling or just lay out on the beach. We pass by all the histo... More

Free Cancellation
Private Tour
Start From $499.00
 
Private Afternoon Boat Ride and Beach Excursion 3 hours Likely to Sell Out

Private Afternoon Boat Ride and Beach Excursion 3 hours

  • Charleston
  • Superb8 reviews5

Enjoy a half day cruising the harbor on a private center console captained by a professional yacht c....

    Free Cancellation
    Private Tour
    Start From $499.00
 
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