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

Our review explores a highly-rated private sailing experience in Charleston that promises personalized vistas and a relaxed, intimate atmosphere. Whether you’re celebrating a special occasion or just want to see Charleston from its most scenic angle, this tour offers a flexible and memorable way to enjoy the harbor. With a perfect rating of 5.0 from 37 reviews, travelers rave about the professionalism of the crew and the stunning scenery.

We love that this experience offers full customization — you can pick your preferred duration, bring your own refreshments, or upgrade with catering for a truly personalized day on the water. The opportunity to see iconic sights like the Charleston Battery, Fort Sumter, and the Ravenel Bridge from a private boat makes for spectacular photo opportunities. However, one thing to keep in mind is that this is a weather-dependent activity; if the weather turns sour, your trip might be canceled or rescheduled.

This tour is ideal for couples, small groups, or families who value privacy, flexibility, and a tailored experience. If you’re looking for a leisurely way to soak in Charleston’s maritime beauty without the crowds, this sailboat cruise fits the bill perfectly.

Key Points

• Fully customizable private sailing experience on a 50-foot boat
• Options for 2-hour or half-day cruises, with BYOB or catering available
• Ideal for small groups up to 6 people
• Focus on iconic Charleston sights like Fort Sumter and Ravenel Bridge
• Highly praised for professionalism and scenic views
• Weather-sensitive—cancellations for poor conditions possible

An In-Depth Look at the Private Sail on Fate

When considering a boat trip in Charleston, it’s all about the experience — the views, the comfort, and the sense of freedom. This private charter on the Fate offers just that. Unlike crowded ferry tours or group excursions, this is a completely private experience tailored to your preferences. For travelers craving an authentic and relaxed maritime adventure, it hits all the right notes.

What makes this tour stand out?

Most notably, the private nature of the trip allows for flexibility. You can choose between a 2-hour cruise or a longer half-day sail, depending on how much time you want to spend on the water. The price of $599 for a group of up to 6 might seem steep at first glance, but when you break it down, it’s a very reasonable price for a personalized experience with a knowledgeable crew. Plus, the boat can be entirely yours — no strangers sharing your view or your conversation.

The boat and crew

The Fate is a 50-foot sailboat, described as gorgeous in reviews, and it’s equipped to provide a comfortable setting for your voyage. The crew, particularly captain Scott and first mate Josh, receive high praise for their sailing skills and professionalism. One reviewer mentioned, “Their ability to sail perfectly was noted by Aubrey as he sails regularly in NC.” That kind of expertise adds a layer of confidence and safety to the trip, especially for those unfamiliar with sailing.

The Itinerary: What You’ll See and Experience

The beauty of this tour is its customizable route. It’s not a cookie-cutter cruise; instead, you can decide what sights are most interesting to you, making your trip feel unique.

Charleston Battery and Waterfront Homes

Your journey begins with a sail past Charleston Battery, a historic seawall and promenade lined with pre-antebellum homes. The homes’ architecture and waterfront setting make for perfect photo ops, and the calming sway of the boat adds a peaceful element to the experience.

The Ravenel Bridge

Next, you’ll likely pass by the Ravenel Bridge, a Charleston landmark and the longest cable-stayed bridge in North America. Its sweeping arcs are impressive from the water, and many find it fascinating to see such engineering beauty up close. The bridge also symbolizes Charleston’s blend of history and modernity, a photo-worthy backdrop for any traveler.

USS Yorktown and USS Laffey

A highlight for history buffs is sailing past the USS Yorktown aircraft carrier, which was converted into a museum in 1976. The ship served in WWII, Korea, and Vietnam, giving it a storied past that’s visible in its commanding presence. Adjacent is USS Laffey, famously called “The Ship That Would Not Die.” These warships add a historical dimension to the trip, and you’ll feel a real connection to Charleston’s naval significance.

Fort Sumter (Optional and Weather-Dependent)

On some trips, the captain may sail close to Fort Sumter, where the first shots of the Civil War were fired. While not a guaranteed stop, if the timing and weather cooperate, you’ll get a close-up view of this historic site from the water—an experience that adds depth to your understanding of Charleston’s past. Keep in mind, this part of the tour relies on good weather, and visibility might vary.

What’s Included and What to Bring

The tour includes bottled water and soft drinks, which is a nice touch, especially on a warm day. You’re welcome to bring your own beverages and snacks, or even upgrade to onboard catering for a more indulgent experience. This flexibility allows you to tailor the trip to your taste and pace.

Gratuities are not included, so if you feel the crew surpassed expectations, a tip is appreciated but entirely at your discretion.

Practical Details: Booking, Duration, and Accessibility

Most travelers book this private sail about 33 days in advance, which shows its popularity. It’s a mobile ticket—convenient for quick check-in at the meeting point: 17 Lockwood Dr., easily accessible by public transportation and central to Charleston’s waterfront.

The duration varies from about 2 to 4 hours, giving you options depending on your schedule and energy levels. If you’re short on time but want a memorable glimpse of Charleston’s harbor, a 2-hour cruise still provides plenty of scenic highlights.

The tour is suitable for most travelers—the boat is accessible and the experience is tailored to your comfort level. It’s an activity that can be enjoyed by families, couples, or small groups seeking a peaceful, intimate outing.

Authentic Feedback: What Past Travelers Say

One of the standout reviews is from Emily_W, who called it the “Best experience of our Charleston weekend.” She emphasized not only the gorgeous boat and spectacular scenery but also the crew’s skill. “Their ability to sail perfectly was noted by Aubrey as he sails regularly in NC,” she said, emphasizing the crew’s professionalism.

Another point of praise is the personalized service. Since the trip is private, you won’t be rushing or sharing your space with strangers. This intimacy makes for a relaxed, enjoyable atmosphere where you can truly savor Charleston’s maritime views.

The Value Proposition

At $599 for a group of up to six, this experience offers excellent value for travelers wanting something memorable and exclusive. For the price, you get a private, customizable itinerary, a professional crew, and breathtaking views. If you consider the cost of a fancy dinner or a group activity, this trip provides a unique combination of scenic beauty, history, and personalized service that is often hard to match.

While the price might seem high compared to larger group tours, it’s important to weigh that against the personalized experience and flexibility. You’re not just another passenger; you’re the captain of your own adventure.

Who Should Consider This Tour?

This sail is perfect for romantic couples seeking a private escape, small families wanting a relaxed outing, or groups of friends looking for a unique Charleston experience. It’s ideal if you want custom itineraries, the chance to bring your own food, and enjoy Charleston’s coastal sights without the crowds.

If you love sailing or are curious about the harbor’s history, this tour will satisfy your interests. However, be mindful that bad weather could lead to cancellations. Planning for a clear day will give you peace of mind.

FAQ

What is the meeting point for this tour?
The tour starts at 17 Lockwood Dr, Charleston, SC 29401, a convenient location in the Charleston harbor area.

How long does the tour last?
The trip can range from 2 to 4 hours, depending on your preference and schedule.

Can I bring my own food and beverages?
Absolutely. You’re welcome to bring your own refreshments or opt for onboard catering if you prefer to indulge without the hassle of packing.

Is this tour suitable for children?
Most travelers can participate, making it a family-friendly outing, especially if your children enjoy boat rides and scenic views.

What is included in the price?
The price covers the private boat, bottled water, and soft drinks. Gratuities are not included.

What if the weather is bad?
The tour is weather-dependent. If poor weather causes cancellation, you’ll be offered an alternative date or a full refund.

How far in advance should I book?
Booking about 33 days ahead is typical, ensuring availability for your preferred date.

Final Thoughts

This private sailing experience on the Fate offers a delightful blend of scenic beauty, history, and flexibility. You’ll appreciate the personalized approach and the chance to see Charleston’s most iconic sights from a truly unique vantage point. The professionalism of the crew and the boat’s comfort translate into a high-value activity that’s well-suited for small groups or couples looking for a tranquil, memorable escape.

While weather remains a key consideration, the overall experience promises beautiful views, personalized service, and a sense of maritime adventure. Whether celebrating a special occasion or simply seeking a peaceful way to connect with Charleston’s waterfront, this sailboat tour deserves a spot on your Charleston itinerary.

In summary, if you’re after a custom, intimate, and scenic way to explore Charleston’s harbor, this private sail offers an authentic, relaxed alternative to busy tours. It’s an experience that combines history, stunning scenery, and personalized comfort — perfect for those who value quality over quantity and want to make their Charleston visit truly memorable.