Charleston Sailing Adventures

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!
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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.

Dolphin views and epic sunsets ⛵️ Looking forward to another great weekend on the water! Who’s joining us on board?!    ...
12/13/2024

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


See you on board this weekend for some good times and unforgettable views! ⛵️
12/06/2024

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


What’s even better than a Charleston engagement? Getting proposed to while sailing through Charleston Harbor 💍We love ge...
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!

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

“I booked the private sunset sail for my friend’s bachelorette party and it was the highlight of our trip! Everything wa...
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.

                     

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

                     

Grab a spot on the tramp and join us for an unforgettable sunset sail ☀️
11/14/2024

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

Cheers to a girls day on Double Fun! 🥂
11/12/2024

Cheers to a girls day on Double Fun! 🥂


Weekend plans? We’ve got ‘em! See you on the water ⛵️
11/08/2024

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


Today’s the day 🗳️ Get out and vote like our democracy depends on it, because it does. Your voice matters!              ...
11/05/2024

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

Something spooky is in the Charleston air today 🎃 Hope everyone enjoys a fun and safe Halloween!
10/31/2024

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


Adventure is calling! Grab your crew and join us for a sail ⛵️
10/29/2024

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

Cheers to another great weekend here in Charleston! ⛵️
10/27/2024

Cheers to another great weekend here in Charleston! ⛵️

Talk about an unforgettable sunset last night! ☀️ Looking forward to more views like this during the weekend ⛵️         ...
10/25/2024

Talk about an unforgettable sunset last night! ☀️ Looking forward to more views like this during the weekend ⛵️

Who else is ready for some epic sunsets this weekend? 🌅 See you on the water!
10/18/2024

Who else is ready for some epic sunsets this weekend? 🌅 See you on the water!

It’s always a paw-ty on Double Fun! 🐶⛵️
10/14/2024

It’s always a paw-ty on Double Fun! 🐶⛵️

She said yes at sunset 💍⛵️ We love being a part of these unforgettable moments!
10/10/2024

She said yes at sunset 💍⛵️ We love being a part of these unforgettable moments!

Talk about a great weekend on the water! 🌊⛵️
10/06/2024

Talk about a great weekend on the water! 🌊⛵️

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

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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.

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