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Monday 9am - 7pm Tuesday 9am - 7pm Wednesday 9am - 7pm Thursday 9am - 7pm Friday 9am - 7pm Saturday 9am - 7pm Sunday 9am - 7pm

Charleston Sailing Adventures

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Charleston, SC
Charleston Sailing Adventures

Come experience the adventure of sailing! The 27' Prevailing Winds offers private sailing charters for up to 6 passengers. Contact us today to book!

Charleston Sailing Adventures offers small group sailing experiences aboard our catamarans Prevailing Winds and Double Fun. The 40' Double Fun also offers private sailing charters, but for groups up to 24 passengers! Double Fun also hosts our daily public sunset sail (most popular). All trips depart from the Charleston Maritime Center, located in historic downtown Charleston. Passengers often enjo

y up-close sightings of dolphin, birds, sea turtles, and more, all while gliding silently by under sail. All tours are professionally guided by USCG licensed Captains and can include narration on local marine wildlife, environmental ecology, and Charleston's amazing sights and history.

02/07/2025

We're glad you asked. 😊

1️⃣ Our People: with a crew boasting experience from 3 to 50+ years on the water, not only are you in good hands, but as long-time locals, they love sharing Charleston's rich history and charm.

2️⃣ Unmatched Experiences: Whether you're choosing an intimate sunset sail aboard Prevailing Winds or want room for the whole party with Double Fun, every trip is tailored to let you sit back, relax, and enjoy the beauty of Charleston 🌅

3️⃣ Wildlife Encounters: Keep an eye out for dolphins, seabirds, and other coastal wonders that may pop by during your time onboard. 🐬

Let us show you why we’re Charleston’s favorite way to explore the water. 🌊

https://www.charlestonsailingadventures.com/

02/03/2025

We might not have a burrow but we do have Cole popping out of Double Fun’s hatch to say…. only ✨FOUR ✨ more weeks until we’re taking you sailing again! 🙌⛵️

Who’s ready?? 🙋‍♀️🙋‍♂️

Starting March 1 we’re back on the water babyyyy. And yes, you can book now! We can’t wait to see you!

https://fareharbor.com/embeds/book/charlestonsailingadventures/items/

02/01/2025

You say it better than we ever could. 😊💙

📸 Tag us in your posts using for a chance to be featured.

Let’s sail together this year. ⛵️

12/22/2024

“We had the BEST sail with Jenny! She was great, the weather was perfect, the catamaran was comfortable for our group of 6, and we saw several folding in the harbour. It couldn’t have been better! Cheers to Charleston Sailing Adventures!” - Beth S.

12/16/2024

A magical anniversary celebration on Prevailing Winds! 🥂

📸 .photography

12/13/2024

Dolphin views and epic sunsets ⛵️ Looking forward to another great weekend on the water! Who’s joining us on board?!

12/06/2024

See you on board this weekend for some good times and unforgettable views! ⛵️

12/03/2024

What’s even better than a Charleston engagement? Getting proposed to while sailing through Charleston Harbor 💍

We love getting to share in these unforgettable moments with our guests!

11/30/2024

Feeling extra thankful for all of you who’ve joined us on the water this year, our awesome crew, and our supportive community here! 💙

If you’re looking for a unique gift to give to friends and family this holiday season, gift them an unforgettable sailing experience! We have gift certificates available, you can snag yours through the link in our bio!

11/25/2024

“I booked the private sunset sail for my friend’s bachelorette party and it was the highlight of our trip! Everything was a breeze from the start of the booking process to departing the boat. Captain Jenny was super knowledgeable of the area and made sure we had the absolute best time. We saw tons of dolphins, listened to our favorite music, took pictures, enjoyed BYOB, and relaxed! I can’t imagine anything that would have made it better than it already was.” - Claire M.

11/18/2024

Congratulations to one of our crew members, Cole Lewis, who received his Captain’s License from the United States Coast Guard! 🎉

Cole has been with us since 2022, pursuing his passion for sailing and working towards his license.

Who else is excited to set sail with Captain Cole in the new year? Many awesome adventures ahead! ⛵️

11/14/2024

Grab a spot on the tramp and join us for an unforgettable sunset sail ☀️

11/12/2024

Cheers to a girls day on Double Fun! 🥂

11/08/2024

Weekend plans? We’ve got ‘em! See you on the water ⛵️

11/05/2024

Today’s the day 🗳️ Get out and vote like our democracy depends on it, because it does. Your voice matters!

10/31/2024

Something spooky is in the Charleston air today 🎃 Hope everyone enjoys a fun and safe Halloween!

10/29/2024

Adventure is calling! Grab your crew and join us for a sail ⛵️

10/27/2024

Cheers to another great weekend here in Charleston! ⛵️

Address

10 Wharfside Street
Charleston, SC
29401

Opening Hours

Monday	9am - 7pm
Tuesday	9am - 7pm
Wednesday	9am - 7pm
Thursday	9am - 7pm
Friday	9am - 7pm
Saturday	9am - 7pm
Sunday	9am - 7pm

Website

http://www.charlestonsailingadventures.com/

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Videos

Momma manatee and calf swimming around the Maritime Center. This one had a movement tracker. Be mindful of these slow moving mammals in the waterways this summer! #charlestonsailingadventures

I’ve got a fever! And the only cure is MORE COWNOSE! #charlestonsailingadventures

Beautiful Memorial Day! Great day for a sail and swim! #charlestonsailingadventures

Atlantic stingray hanging out by our boat! #charlestonsailingadventures

It’s a gorgeous day to be sailing! Come join us! #charlestonsailingadventures

A lovely evening on the harbor after some summer rain cooled us off! #charlestonsailingadventures

C-17 flying over the USS Yorktown. #charlestonsailingadventures #jointbasecharleston

It was a great day for dolphins! #charlestonsailingadventures #dolphinsail

It’s a beautiful week for sailing in Charleston! #charlestonsailingadventures

Beautiful sunset sailing on Double Fun! #charlestonsailingadventures

Shakedown sail with Capt. Jenny. We open again for sailing charters March 15th! #charlestonsailingadventures

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Our Story

Independently owned and operated, Charleston Sailing Adventures offers intimate, customized experiences in Charleston Harbor. Prevailing Winds, our 27’ Stiletto Catamaran, is your vessel for adventure. And we’ve just started taking out a new boat too so we can offer even more charters. We host a number of trips for up to six people, and each one is BYOB! Feel the wind whip through your hair as you take in the beautiful views. Your USCG-licensed captain will tell you about Charleston’s history and the local marine wildlife as you enjoy the sunset or keep your eyes out for a pod of dolphins. Whether you’re looking for a fun adventure or a romantic cruise, we’ll make sure your sail is one to remember.