Sail Charleston Harbor's landmark-lined waterfront aboard a private charter
2.5 hrs
Up to 6 people
Bottled water, souvenir cups
Sail aboard Esprit de Joy for a private afternoon on Charleston Harbor. Pass the Charleston Battery and downtown peninsula while taking in harbor landmarks.
If the captain cancels due to hazardous weather, reschedule your charter or receive a refund. No-shows are charged the full price.
Bring sunscreen, a hat, sunglasses, and your camera. Dress for cooler and breezier conditions on the water, and consider a light jacket on windy or cooler days. Wear footwear with a non-marking sole, and plan to be outside most of the time.
Bring your own drinks and snacks if you’d like. You’ll also have a cooler with bottled water on board, and ice is available on request. Do not bring glass bottles.
Use the onboard restroom (head) if needed, but plan to use the marina restroom before you board.
Harborage at Ashley Marina, 33 Lockwood Dr., Charleston, SC 29401
Captain Will is the clear star of this operation, and reviewers can't say enough good things about him. Knowledgeable, laid-back, and genuinely fun to be around, he has a way of making every outing feel personal rather than touristy. People keep coming back to the same word: effortless. The boat itself is well-maintained and comes equipped with a bathroom and refrigerator, which is a nice touch for longer outings. The harbor views, dolphin sightings, and that classic Lowcountry scenery have a way of turning a sailing trip into a trip highlight. Guests have used this for anniversaries, birthdays, bachelorette parties, client entertaining, and plain old vacation fun, and it seems to land well across all of them. Even one group that hit less-than-ideal weather reported having a great time, which says something about the overall experience holding up beyond just perfect conditions. With a near-flawless rating across a large number of reviews, this one is about as consistent as it gets. If you want a relaxed, scenic way to see Charleston from the water with a captain who actually makes it enjoyable, this is a very easy recommendation.
Thoroughly enjoyed our time sailing with Captain Will. Thankful for a great sunset tour and conversation. Highly recommend, they are a small company and passionate about what they do and it shows.
Jessika TANNER
June 28, 2026
Thoroughly enjoyed our time sailing with Captain Will. Thankful for a great sunset tour and conversation. Highly recommend, they are a small company and passionate about what they do and it shows.
Jessika TANNER
June 28, 2026
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