If you’re dreaming of seeing Charleston in a whole new light, a private afternoon sail might just be the perfect fit. We’ve come across this private BYOB harbor cruise on a beautiful 50-foot sailing yacht called Fate, and it looks like a wonderful way to unwind and enjoy the city’s sights from the water. Whether you’re celebrating a special occasion or just want some peaceful downtime, this tour offers a cozy, personalized experience.
What really catches our eye about this cruise is the intimate setting and the chance to enjoy spectacular views away from the busy land-based crowds. Plus, the flexibility to bring your own drinks adds a layer of customization that makes the trip feel relaxed and special. That said, it’s worth noting that this experience is weather-dependent, so a good forecast is key if you’re planning ahead.
One small consideration is that the cruise time varies from 2 to 4 hours, which might be longer than some travelers expect for a harbor tour, but the privacy and flexibility tend to make up for it. This sail is generally suited for those who love quiet, scenic escapes, and appreciate a touch of luxury without the hefty price tag.
If you’re up for a trip that combines comfort, stunning views, and a chance to see Charleston from a fresh perspective, then this private harbor sail on Fate could be just what you’re looking for.
Key Points

- Private and intimate experience with just your group
- Bring your own drinks or opt for on-board catering, making it customizable
- See top Charleston landmarks like The Battery, Ravenel Bridge, and USS Yorktown from the water
- Flexible departure times to fit your schedule
- Includes bottled water and soft drinks at no extra cost
- Weather-dependent, so check the forecast before booking
What Makes This Harbor Sail Stand Out

First off, the fact that this is a private charter gives it a luxury feel that you don’t usually get on larger, public tours. You’re not sharing the boat with strangers—just your group of up to six people—letting you relax fully and enjoy the scenery at your own pace. This is especially nice if you’re celebrating a special event or just prefer a quieter experience.
The boat itself is a 50-foot sailing yacht, which means plenty of space to spread out. Many reviewers mention how beautiful and well-maintained the vessel is, making the whole experience feel premium without a hefty price. The captain and crew—notably Captain Will, Scott, Adam, and Sam—are praised for their knowledge and friendliness, adding a personal touch that makes the trip even more memorable.
The itinerary includes sailing past Charleston’s historic waterfront and viewing landmarks from a perspective that’s often missed from land. For example, you’ll cruise by the Charleston Battery and the antebellum homes, giving you a new appreciation for the city’s stunning architecture. The Ravenel Bridge and USS Yorktown are also highlights, with the possibility of sailing close to Fort Sumter—adding a historical dimension to your cruise.
Prefer personalized experiences? Here are other private options we've covered in Charleston
Detailed Itinerary Breakdown

Starting point: 17 Lockwood Dr, which is centrally located and easy to access, especially if you’re staying in Charleston.
First stop: The Charleston Battery — a historic stretch along the waterfront where you’ll get a close-up look at the pre-antebellum homes and the stately waterfront mansions. Many reviews mention how beautiful the boat and surroundings are—one describes the sailboat as “absolutely beautiful.” You’ll love the way the water and architecture combine for some stunning photo opportunities.
Next stop: The Ravenel Bridge—an iconic part of Charleston’s skyline and the longest cable-stayed bridge in North America. From the water, this bridge looks even more impressive, and sailing underneath or alongside it offers a sense of scale and engineering marvel.
Then: Passing by the USS Yorktown aircraft carrier, which is now a museum. Many reviews highlight how cool it is to see this historic ship from the water. It served in WWII, Korea, and Vietnam, so viewing it from the harbor adds a layer of historical intrigue. Next to it, you may see the USS Laffey destroyer, adding depth to your harbor experience.
Optional: Sailing close to Fort Sumter, where the Civil War began. Though not guaranteed on every trip, this possibility excites history buffs and provides a unique perspective on the city’s past.
What the Reviews Say
The glowing reviews paint a clear picture: guests love the stunning views and the personalized service. One reviewer notes that the sailboat is “absolutely beautiful” and that Captain Will and First Mate Sam are “super knowledgeable”, making the trip both enjoyable and educational. Another mentions that celebrating a sister’s 50th birthday on the boat was “the best part of their visit,” which speaks to how special this experience can feel.
Several reviewers emphasize the good value for money, especially compared to larger or less private tours. With only your group, the experience feels more exclusive. Plus, the flexibility to bring your own drinks—including alcohol—adds a fun, relaxed element. Many mention that the crew takes good care of you, ensuring everyone feels safe and comfortable.
The boat’s aesthetic appeal and cleanliness are also praised, crucial factors when choosing a vessel for a memorable trip. Guests often note how the crew’s local knowledge enhances the tour, making it informative as well as scenic.
Practical Details: What You Need to Know

Duration: The cruise lasts roughly 2 to 4 hours, depending on your preference and weather conditions. That flexibility lets you tailor the experience to your schedule and energy levels.
Price: At $599 for up to six people, this works out to about $100 per person if you’re a small group—an intimate, quality experience compared to public tours that can feel rushed or crowded. Given the private setting and the luxury of bringing your own drinks, this is a fair value for those wanting a special, personalized outing.
Booking: Most guests book around 37 days in advance, so plan ahead if you want a specific date. The tour offers multiple departure times, making it easier to fit into your day.
Weather: Since this is a water-based activity, weather matters. The tour provider offers a full refund if canceled due to poor weather, so keep an eye on the forecast if rain or wind is in the forecast.
Meeting Point: Located at 17 Lockwood Dr, which is accessible if you’re familiar with Charleston’s downtown area.
Who Is This Tour Best For?

This experience suits travelers looking for a luxurious, private escape with an emphasis on scenic views and historical sights. It’s perfect for couples celebrating a milestone, small groups of friends, or even families who want a relaxed day on the water (note that children aren’t specifically mentioned, but since it’s a calm sailing yacht, they might find it enjoyable).
If you’re after a more casual or active exploration of Charleston, this might not be the best fit. But if you want to unwind, enjoy good company, and see the city from a different angle, this sail is ideal.
- Charleston City Sightseeing Bus Tour
- Small Group Charleston Walking Private Tour
- Private Sailing, Dolphin and History Tour on Mystique
- Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering
- Hidden Alleyways and Historic Sites Small-Group Walking Tour
- Boone Hall Plantation Admission & Tour with Transportation from Charleston
The Sum Up

This private harbor sail on Fate offers a calm, scenic way to enjoy Charleston, especially if you’re seeking something more intimate than a large tour boat. The luxury of a private charter combined with stunning views of iconic landmarks makes it a strong choice for those wanting a personalized experience. Plus, the option to bring your own drinks helps make it feel like a true escape—relaxing, flexible, and exclusive.
The quality of the boat and the positive reviews about the crew’s knowledge and friendliness suggest you’ll be well taken care of, whether celebrating a special occasion or just soaking in the scenery. While it’s weather-dependent and a little pricier than some public tours, many find the value in the privacy and comfort you get in return.
Ultimately, if you love the idea of sailing in style, with spectacular views and a tailored experience, this tour could easily become a highlight of your Charleston trip.
Private BYOB Afternoon Harbor Sail On 50ft Sailing Yacht Fate
“The Sailboat is absolutely beautiful and perfect for a sail around the harbor. Captain Will & First mate Sam were great hosts and super knowledgea…”
FAQs

Is this tour suitable for children?
While children are not explicitly mentioned, the calm nature of the sailing yacht and the focus on scenic relaxation suggest it could be suitable for kids, especially older ones who enjoy being on the water. Check with the provider if you have concerns.
Can I bring alcohol?
Yes, you can bring your own drinks, including alcohol. The tour is BYOB, so you can customize your experience.
How long is the cruise?
The cruise lasts approximately 2 to 4 hours, depending on your preference and weather conditions.
What landmarks will I see?
You’ll see The Battery, Ravenel Bridge, USS Yorktown, and potentially Fort Sumter from the water, along with Charleston’s historic waterfront homes.
Is the tour weather-dependent?
Yes, the tour requires good weather. If canceled due to weather, you’ll be offered a different date or a full refund.
How many people can join?
Up to 6 people per group, making it an intimate experience.
Where do we meet?
The meeting point is at 17 Lockwood Dr in Charleston.
Is there any food included?
No food is included, but you can bring snacks or opt for on-board catering if available.
If you’re after a relaxed, scenic way to see Charleston and love the idea of a private sail with stunning views, this private harbor cruise on Fate ticks all the boxes. It combines comfort, exclusivity, and a touch of luxury—perfect for making your visit memorable.
More Private Tours in Charleston
- Charleston Private Walking Food Tour With Secret Food Tours
- Private Luxury Yacht Charters, BYOB & Dolphins
- Private Historic Horse & Carriage Tour of Charleston
- Half Day Private Tour throughout Charleston Historic Locations
- Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique
- Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB
More Boat Tours & Cruises in Charleston
- White point Battery and River Run through Charleston Harbor Boat
- Private Luxury Yacht Charters, BYOB & Dolphins
- Charleston Harbor History Day-Time or Sunset Boat Cruise
- Charleston Water Taxi Cruise with Dolphin Sighting
- Private Sunset Sail BYOB Dolphin/History Tours on 43ft Mystique
- Private Luxury Sunset Sail on the 50ft Sailing Yacht Fate BYOB
More Tour Reviews in Charleston
- Get Out of Town! Visit 12 Lowcountry Stops with the Complete Charleston Tour!
- Charleston History Tour – Small Groups Only – History & Alleyways
- Ghosts of Charleston Night-Time Walking Tour with Unitarian Church Graveyard
- 90 Minute Sightseeing Bus Tour of Historic Charleston
- Charleston Private Walking Food Tour With Secret Food Tours
- Lowcountry History Strolls
More Charleston experiences we've covered
- Charleston History Tour – Small Groups Only – History & Alleyways
- Ghosts of Charleston Night-Time Walking Tour with Unitarian Church Graveyard
- 90 Minute Sightseeing Bus Tour of Historic Charleston
- Charleston Private Walking Food Tour With Secret Food Tours
- Lowcountry History Strolls
- White point Battery and River Run through Charleston Harbor Boat
- Bay Street Bastards Pub Crawl Shared Tour in Charleston
- Private Luxury Yacht Charters, BYOB & Dolphins
- Private Historic Horse & Carriage Tour of Charleston
- The Death and Depravity Ghost Tour in Charleston
- Outer Banks Film Locations Tour
- Historic Charleston Walking & Storytelling Tour


