Private Sailing Charter with Captain, BYOB

Charleston , United States

Private Sailing Charter with Captain, BYOB

Active

(64 reviews)

For a full refund, cancel at least 24 hours before the scheduled departure time.

Instant confirmation

Mobile or paper ticket accepted

About this experience

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 you the opportunity to witness one of the most awe-inspiring sunsets. Or join us for an afternoon sail with your friends and family.

Prepare to be captivated by the breathtaking beauty of Charleston and discover firsthand why it is affectionately referred to as "The Holy City." Be sure to note the iconic landmarks such as Castle Pinckney, Ravenel Bridge, USS Yorktown, and the historically significant Fort Sumter.

You are welcome to bring your own selection of beverages and snacks. We provide chilled bottled water, and ice upon request. We also provide plastic champagne flutes and souvenir cups that you can take home as a cherished memento.

Our dedicated captain is here to ensure every moment on board is nothing short of extraordinary.

Available options

Private Sailing Charter

What's included

Bottled water

All Fees and Taxes

Detailed itinerary

The golden hour of sunset is our prime booking time!

You'll smoothly cruise past the iconic Charleston Battery, soaking up the timeless charm of downtown Charleston. Hold onto your hats because the fun's just starting! As you sail past the peninsula, you're in for jaw-dropping views of Charleston and learn why we call it “The Holy City,” - all right from the heart of the harbor. You won't want to miss iconic sights like Castle Pinckney, Ravenel Bridge, USS Yorktown, and Fort Sumter.

Whether you are commemorating a birthday, a significant milestone, a team retreat, or a romantic date night, our aim is to craft an unforgettable experience for you. We've got you covered with plastic champagne flutes and souvenir cups that you can take home as cherished mementos.

Our dedicated captain is here to ensure every moment on board is nothing short of extraordinary.

Stop 2 Pass by

Fort Sumter holds significant historical importance as the site where the American Civil War began. Located in Charleston Harbor, this National Monument is accessible only by boat and offers a glimpse into the events that shaped the nation’s history. As we trim by, we invite our guests to imagine the echoes of the cannon fire that reverberated across the harbor.

Stop 3 Pass by

The Arthur Ravenel Jr. Bridge, also known as the Cooper River Bridge, is an engineering marvel that spans the entire Cooper River, connecting downtown Charleston with Mount Pleasant. During our time together, you will definitely have opportunities to take pictures with the bridge as a gorgeous backdrop.

Stop 4 Pass by

This waterfront seawall is a stunning sight from our sailboat and it will be the first landmark you will see as we embark on our journey. You’ll be able to see the beautiful lined mansions and waterfront promenade that is one of the most visited spots in all of Charleston.

Stop 5 Pass by

St. Michael’s is one of Charleston’s oldest churches, dating back to 1752. Its steeple is a prominent feature on the city’s skyline and is known for surviving numerous hurricanes.

What's not included

Gratuity

Available languages

Guide guide

Reviews breakdown

Viator 5.0

22 reviews

5★

4★

3★

2★

1★

Tripadvisor 5.0

42 reviews

5★

4★

3★

2★

1★

Important information

Suitable for all physical fitness levels

The total duration includes travel time.

Meeting point

Rideshare: Get dropped off at The Harborage at Ashley River Marina, 33 Lockwood Drive, OR Pay $10 and park in the guest lot of The Courtyard by Marriott hotel (35 Lockwood Dr) adjacent to the marina. Walk to the sidewalk, turn right on Lockwood Drive, turn right into the marina, to gray building.

Important notes

Look for the captain at the gray marina building wearing our Charleston Harbor Sailing ball cap. Text or call 843-256-6225 if you have any questions.

About Charleston

Charleston, South Carolina, is a historic coastal city known for its rich cultural heritage, stunning architecture, and vibrant food scene. With its cobblestone streets, antebellum mansions, and picturesque waterfront, Charleston offers a unique blend of history, charm, and Southern hospitality.

Top Attractions

Historic Charleston City Market

One of the nation's oldest public markets, featuring local artisans, food vendors, and unique souvenirs. The market is a great place to experience the local culture and history.

Market 1-2 hours Free to enter, prices vary for goods

Fort Sumter National Monument

The site where the first shots of the Civil War were fired. Visitors can take a ferry to the fort and learn about its historical significance.

Historical Half-day $24 for adults, $15 for children (includes ferry ride and park entrance)

Magnolia Plantation and Gardens

A historic plantation with beautiful gardens, nature trails, and a zoo. It's one of the oldest public gardens in America.

Nature Half-day to full day $24 for adults, $12 for children

Must-Try Local Dishes

Shrimp and Grits

A classic Lowcountry dish featuring creamy grits topped with sautéed shrimp and a flavorful sauce

Dinner Can be made vegetarian or gluten-free

She-Crab Soup

A rich, creamy soup made with blue crab meat, crab roe, and a touch of sherry

Appetizer Contains shellfish

Popular Activities

Surfing at Folly Beach Kayaking in the Charleston Harbor Sunbathing and swimming at local beaches Spa treatments and wellness retreats Visiting historic sites and museums Attending local festivals and events Boating and sailing in the Charleston Harbor Fishing and crabbing

Best Time to Visit

March to May, September to November

Spring and fall offer pleasant weather and fewer crowds, making it ideal for sightseeing and outdoor activities. The city is vibrant with festivals and events.

15-30°C 59-86°F

Practical Information

Language

Official: English
Widely spoken: Spanish
English: Widely spoken

Currency

US Dollar (USD)

Time Zone

Eastern Time Zone (ET) - GMT-5 (EST) or GMT-4 (EDT during daylight saving time)

Electricity

120VV, 60HzHz

Safety Information

Overall Safety Rating: Generally safe

Charleston is generally a safe city for travelers, but as with any destination, it's important to be aware of your surroundings and take precautions to ensure a safe and enjoyable trip.

Important Precautions:

• Keep valuables secure and out of sight
• Be cautious when using ATMs, especially at night
• Avoid walking alone at night in less crowded areas

Getting there

By air

Charleston International Airport • 12 miles (19 km) from city center

By bus

Charleston Bus Station

Getting around

Public transport

The Charleston Area Regional Transportation Authority (CARTA) operates a network of buses. The system is affordable and convenient for getting around the city.

Taxis

Available • Apps: Uber, Lyft

Rentals

Car, Bike, Scooter

Neighborhoods

Historic District Mount Pleasant

Day trips

Folly Beach

8 miles (13 km) • Half-day to full day

A popular beach destination known for its laid-back atmosphere, surfing, and seafood restaurants. Folly Beach offers a great escape from the city with its wide sandy shores and ocean views.

Middleton Place

12 miles (19 km) • Half-day

A historic plantation with beautiful gardens, a museum, and a restored rice mill. Middleton Place offers a glimpse into the lives of plantation owners and enslaved people.

Festivals

Spoleto Festival USA • Late May to early June Charleston Wine + Food Festival • Mid-February

Pro tips

Visit the Historic District early in the morning or late in the afternoon to avoid crowds and enjoy the cobblestone streets and architecture in a more relaxed atmosphere
Take a food tour to sample the best of Charleston's culinary scene and learn about the city's rich food history
Explore the local markets, such as the Charleston City Market, for unique souvenirs and to support local artisans
Consider a day trip to nearby attractions, such as Folly Beach or Middleton Place, for a change of pace and to experience the natural beauty of the Lowcountry
Attend a local festival or event, such as Spoleto Festival USA or the Charleston Wine + Food Festival, for a unique and memorable experience